Novaković, Irena

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Authority KeyName Variants
orcid::0000-0001-9881-1204
  • Novaković, Irena (80)
Projects
Interactions of natural products, their derivatives and coordination compounds with proteins and nucleic acids Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200026 (University of Belgrade, Institute of Chemistry, Technology and Metallurgy - IChTM)
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200168 (University of Belgrade, Faculty of Chemistry) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200288 (Innovation Center of the Faculty of Chemistry)
Biological response modifiers in physiological and pathological conditions TMMagCat - Tailoring Molecular Magnets and Catalysts Based on Transition Metal Complexes
Identification of predictive molecular markers for cancer progression, response to therapy and disease outcome Study of the Synthesis, Structure and Activity of Natural and Synthetic Organic Compounds
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200043 (Institute of Oncology and Radiology of Serbia, Belgrade) Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200116 (University of Belgrade, Faculty of Agriculture)
Structure-activity relationship of newly synthesized biological active compound Natural products of wild, cultivated and edible plants: structure and bioactivity determination
Interakcije prirodnih proizvoda i njihovih analoga sa proteinima i nukleinskim kiselinama Italian Ministry for Education, University and Research (MIUR, 2018-2022)
Slovenian Research Agency (ARRS), grant number P1-0175 Croatian Science Foundation under the project 4379 entitled Exploring the antioxidative potential of benzazole scaffold in the design of novel antitumor agents.
Rational design and synthesis of biologically active and coordination compounds and functional materials, relevant for (bio)nanotechnology Bioactive natural products as potential sources of new pharmaceuticals and food supplements
Ministry of Education, Science and Technological Development, Republic of Serbia, Grant no. 451-03-68/2020-14/200325 (Military Technical Institute - MTI, Belgrade) Project MESTD, br. 1586
Slovenian Research Agency (P1-0175) The Canary Islands Government (ProID2020010101, ACIISI/FEDER, UE)
The Spanish Government (PGC2018-094503-B-C22, MCIU/AEI/FEDER, UE) COST Action CM1106 StemChem - "Chemical Approaches to Targeting Drug Resistance in Cancer Stem Cells"
CPCA/A00/7140/2020 CPCA/A00/7145/2020
Deutscher Akademischer Austausch Dienst (DAAD) FCT by funding 2020.01423.CEECIND/CP1596/CT0003
Federal Ministry of education and science in Bosnia and Herzegovina - 05-39-3629-1/14 Reinforcement of the Faculty of Chemistry, University of Belgrade, towards becoming a Center of Excellence in the region of WB for Molecular Biotechnology and Food research

Author's Bibliography

Mechanical activation and silver supplementation as determinants of the antibacterial activity of titanium dioxide nanoparticles

Anđelković, Ljubica; Šuljagić, Marija; Pavlović, Vladimir; Mirković, Miljana; Vrbica, Boško; Novaković, Irena; Stanković, Dalibor; Kremenović, Aleksandar; Uskoković, Vuk

(Elsevier, 2024)

TY  - JOUR
AU  - Anđelković, Ljubica
AU  - Šuljagić, Marija
AU  - Pavlović, Vladimir
AU  - Mirković, Miljana
AU  - Vrbica, Boško
AU  - Novaković, Irena
AU  - Stanković, Dalibor
AU  - Kremenović, Aleksandar
AU  - Uskoković, Vuk
PY  - 2024
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7552
AB  - Metals and metal oxides have subpar antibacterial activities compared to those of small-molecule antibiotics, yet there are hopes that with proper compositional and structural adjustments this gap might be bridged. In this study, titanium dioxide (TiO2) nanoparticles were mechanically activated and combined with particulate silver through simple reduction process elicited by UV irradiation and assisted with the ultrasound. The resulting powders in various combinations (Ag vs. no Ag, activated vs. non-activated) were characterized using a range of experimental techniques and assessed for their antibacterial activities. The preparation procedure presented in this work prevails over the disadvantages of many chemical routes, most critically by avoiding the use of toxic substances. The mechanical activation did not reduce the particle size or crystallinity of TiO2 nor did it consistently alter the bandgap, yet it enabled the doubling of the amount of silver incorporable into the material. Further, while both mechanical activation and the addition of silver in the amount not exceeding 0.5 wt% produced barely detectable structural changes in the material, they both augmented its antibacterial activity. The precursor TiO2 powder produced no inhibition zone against any of the four bacterial species tested, while the mechanical activation of TiO2 led to the formation of distinct inhibition zones against each of the four bacterial species tested. The addition of silver to activated TiO2 further widened the inhibition zones and it also imparted the antibacterial activity to non-activated TiO2. The boost in the antibacterial activity achieved by the short mechanical activation was of a similar magnitude as the boost obtained after the addition of silver. The antibacterial activity was not different for different species when no silver was added to the system. However, with the addition of silver, species selectivity was obtained, as the composites were more effective against the two Gram-negative species (Escherichia coli and Klebsiella pneumoniae) than against the two Gram-positive ones (Staphylococcus aureus and Bacillus subtilis). The antibacterial activity increased with the addition of silver in the broth assay, but it was mediocre compared to that detected in the agar assay, attesting to the poor dispersability of the powders and their best performance when the bacterial cells migrate to the composite surface than vice versa. The findings of this study give hope that with appropriate microstructural or compositional alterations, the antibacterial activity of metal oxide powders and inorganic materials in general can be made comparable to that of small-molecule antibiotics.
PB  - Elsevier
T2  - Colloids and Surfaces A: Physicochemical and Engineering Aspects
T1  - Mechanical activation and silver supplementation as determinants of the antibacterial activity of titanium dioxide nanoparticles
VL  - 691
SP  - 133890
DO  - 10.1016/j.colsurfa.2024.133890
ER  - 
@article{
author = "Anđelković, Ljubica and Šuljagić, Marija and Pavlović, Vladimir and Mirković, Miljana and Vrbica, Boško and Novaković, Irena and Stanković, Dalibor and Kremenović, Aleksandar and Uskoković, Vuk",
year = "2024",
abstract = "Metals and metal oxides have subpar antibacterial activities compared to those of small-molecule antibiotics, yet there are hopes that with proper compositional and structural adjustments this gap might be bridged. In this study, titanium dioxide (TiO2) nanoparticles were mechanically activated and combined with particulate silver through simple reduction process elicited by UV irradiation and assisted with the ultrasound. The resulting powders in various combinations (Ag vs. no Ag, activated vs. non-activated) were characterized using a range of experimental techniques and assessed for their antibacterial activities. The preparation procedure presented in this work prevails over the disadvantages of many chemical routes, most critically by avoiding the use of toxic substances. The mechanical activation did not reduce the particle size or crystallinity of TiO2 nor did it consistently alter the bandgap, yet it enabled the doubling of the amount of silver incorporable into the material. Further, while both mechanical activation and the addition of silver in the amount not exceeding 0.5 wt% produced barely detectable structural changes in the material, they both augmented its antibacterial activity. The precursor TiO2 powder produced no inhibition zone against any of the four bacterial species tested, while the mechanical activation of TiO2 led to the formation of distinct inhibition zones against each of the four bacterial species tested. The addition of silver to activated TiO2 further widened the inhibition zones and it also imparted the antibacterial activity to non-activated TiO2. The boost in the antibacterial activity achieved by the short mechanical activation was of a similar magnitude as the boost obtained after the addition of silver. The antibacterial activity was not different for different species when no silver was added to the system. However, with the addition of silver, species selectivity was obtained, as the composites were more effective against the two Gram-negative species (Escherichia coli and Klebsiella pneumoniae) than against the two Gram-positive ones (Staphylococcus aureus and Bacillus subtilis). The antibacterial activity increased with the addition of silver in the broth assay, but it was mediocre compared to that detected in the agar assay, attesting to the poor dispersability of the powders and their best performance when the bacterial cells migrate to the composite surface than vice versa. The findings of this study give hope that with appropriate microstructural or compositional alterations, the antibacterial activity of metal oxide powders and inorganic materials in general can be made comparable to that of small-molecule antibiotics.",
publisher = "Elsevier",
journal = "Colloids and Surfaces A: Physicochemical and Engineering Aspects",
title = "Mechanical activation and silver supplementation as determinants of the antibacterial activity of titanium dioxide nanoparticles",
volume = "691",
pages = "133890",
doi = "10.1016/j.colsurfa.2024.133890"
}
Anđelković, L., Šuljagić, M., Pavlović, V., Mirković, M., Vrbica, B., Novaković, I., Stanković, D., Kremenović, A.,& Uskoković, V.. (2024). Mechanical activation and silver supplementation as determinants of the antibacterial activity of titanium dioxide nanoparticles. in Colloids and Surfaces A: Physicochemical and Engineering Aspects
Elsevier., 691, 133890.
https://doi.org/10.1016/j.colsurfa.2024.133890
Anđelković L, Šuljagić M, Pavlović V, Mirković M, Vrbica B, Novaković I, Stanković D, Kremenović A, Uskoković V. Mechanical activation and silver supplementation as determinants of the antibacterial activity of titanium dioxide nanoparticles. in Colloids and Surfaces A: Physicochemical and Engineering Aspects. 2024;691:133890.
doi:10.1016/j.colsurfa.2024.133890 .
Anđelković, Ljubica, Šuljagić, Marija, Pavlović, Vladimir, Mirković, Miljana, Vrbica, Boško, Novaković, Irena, Stanković, Dalibor, Kremenović, Aleksandar, Uskoković, Vuk, "Mechanical activation and silver supplementation as determinants of the antibacterial activity of titanium dioxide nanoparticles" in Colloids and Surfaces A: Physicochemical and Engineering Aspects, 691 (2024):133890,
https://doi.org/10.1016/j.colsurfa.2024.133890 . .

Supplementary material to: "Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity"

Vitomirov, Teodora; Čobeljić, Božidar; Pevec, Andrej; Radanović, Dušanka; Novaković, Irena; Savić, Milica; Anđelković, Katarina; Šumar-Ristović, Maja

(Serbian Chemical Society, 2023)

TY  - DATA
AU  - Vitomirov, Teodora
AU  - Čobeljić, Božidar
AU  - Pevec, Andrej
AU  - Radanović, Dušanka
AU  - Novaković, Irena
AU  - Savić, Milica
AU  - Anđelković, Katarina
AU  - Šumar-Ristović, Maja
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7528
AB  - The condensation product of 7-acetyl-6-azaindole and Girard's T reagent ((E)-2-(2-(1-(1H-pyrrolo[2,3-c]pyridin-7-yl)ethylidene)hydrazineyl)-N,N,N-trimethyl-2-oxoethan-1-aminium, HL ligand) was used as a ligand in the reaction with Cu(BF4)2·6H2O and NaN3. The reaction led to the formation of a binuclear Cu(II) complex containing two end-to-end (di-m-1,3-N3) azide bridges, as well as two NNO-donor hydrazone ligands, forming an axially elongated square pyramidal geometry around each Cu(II) center. This end-to-end (di-m-1,3-N3) azide bridge binding mode has not yet occurred in Cu(II) complexes containing the NNO-donor hydrazone ligands, which makes the structure of the complex even more interesting for further studies. The complex was characterized by elemental analysis, IR spectroscopy and X-ray crystallography, and it was found that it crystallizes in the triclinic space group P–1 with the asymmetric unit comprising one Cu(II) centre, zwitterionic ligand L, one azide (N3−) ligand, and BF4− counter anion. Examination of antimicrobial activity of the complex shows higher antifungal and antibacterial activity towards tested Gram-positive bacteria in comparison to the hydrazone ligand, with the antifungal activity of the complex even being comparable to the activity of amphotericin B.
PB  - Serbian Chemical Society
T1  - Supplementary material to: "Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity"
UR  - https://hdl.handle.net/21.15107/rcub_cer_7528
ER  - 
@misc{
author = "Vitomirov, Teodora and Čobeljić, Božidar and Pevec, Andrej and Radanović, Dušanka and Novaković, Irena and Savić, Milica and Anđelković, Katarina and Šumar-Ristović, Maja",
year = "2023",
abstract = "The condensation product of 7-acetyl-6-azaindole and Girard's T reagent ((E)-2-(2-(1-(1H-pyrrolo[2,3-c]pyridin-7-yl)ethylidene)hydrazineyl)-N,N,N-trimethyl-2-oxoethan-1-aminium, HL ligand) was used as a ligand in the reaction with Cu(BF4)2·6H2O and NaN3. The reaction led to the formation of a binuclear Cu(II) complex containing two end-to-end (di-m-1,3-N3) azide bridges, as well as two NNO-donor hydrazone ligands, forming an axially elongated square pyramidal geometry around each Cu(II) center. This end-to-end (di-m-1,3-N3) azide bridge binding mode has not yet occurred in Cu(II) complexes containing the NNO-donor hydrazone ligands, which makes the structure of the complex even more interesting for further studies. The complex was characterized by elemental analysis, IR spectroscopy and X-ray crystallography, and it was found that it crystallizes in the triclinic space group P–1 with the asymmetric unit comprising one Cu(II) centre, zwitterionic ligand L, one azide (N3−) ligand, and BF4− counter anion. Examination of antimicrobial activity of the complex shows higher antifungal and antibacterial activity towards tested Gram-positive bacteria in comparison to the hydrazone ligand, with the antifungal activity of the complex even being comparable to the activity of amphotericin B.",
publisher = "Serbian Chemical Society",
title = "Supplementary material to: "Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity"",
url = "https://hdl.handle.net/21.15107/rcub_cer_7528"
}
Vitomirov, T., Čobeljić, B., Pevec, A., Radanović, D., Novaković, I., Savić, M., Anđelković, K.,& Šumar-Ristović, M.. (2023). Supplementary material to: "Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity". 
Serbian Chemical Society..
https://hdl.handle.net/21.15107/rcub_cer_7528
Vitomirov T, Čobeljić B, Pevec A, Radanović D, Novaković I, Savić M, Anđelković K, Šumar-Ristović M. Supplementary material to: "Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity". 2023;.
https://hdl.handle.net/21.15107/rcub_cer_7528 .
Vitomirov, Teodora, Čobeljić, Božidar, Pevec, Andrej, Radanović, Dušanka, Novaković, Irena, Savić, Milica, Anđelković, Katarina, Šumar-Ristović, Maja, "Supplementary material to: "Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity"" (2023),
https://hdl.handle.net/21.15107/rcub_cer_7528 .

The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone

Stojičkov, Marko; Zlatar, Matija; Mazzeo, Paolo Pio; Bacchi, Alessia; Radanović, Dušanka; Stevanović, Nevena; Jevtović, Mima; Novaković, Irena; Anđelković, Katarina; Sladić, Dušan; Čobeljić, Božidar; Gruden, Maja

(Elsevier, 2023)

TY  - JOUR
AU  - Stojičkov, Marko
AU  - Zlatar, Matija
AU  - Mazzeo, Paolo Pio
AU  - Bacchi, Alessia
AU  - Radanović, Dušanka
AU  - Stevanović, Nevena
AU  - Jevtović, Mima
AU  - Novaković, Irena
AU  - Anđelković, Katarina
AU  - Sladić, Dušan
AU  - Čobeljić, Božidar
AU  - Gruden, Maja
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6041
AB  - Fe(III) and Mn(II) complexes with condensation product of thiosemicarbazide and 2-acetylthiazole (HL1, (E)-2-(1-(thiazol-2-yl)ethylidene)hydrazine-1-carbothioamide) have been synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, and elemental analysis. In both complexes, the thiosemicarbazone ligand is coordinated in deprotonated form through the NNS donor set of atoms. However, while Fe(III) complex is in the doublet ground state with distorted octahedral geometry, the coordination environment around Mn(II) is distorted trigonal-prismatic, and the sextet state is found to be the ground state. DFT calculations were performed to rationalize spin state preferences, and continuous shape measure describes the deviation from ideal six-coordinated polyhedral geometries in the ground and excited states. Antimicrobial activity (against a panel of Gram-negative and Gram-positive bacteria, two yeast, and one fungal strain), brine shrimp assay, and DPPH radical scavenging activity of both complexes were evaluated, and these results relate to the electronic structure of the complexes.
PB  - Elsevier
T2  - Polyhedron
T1  - The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone
VL  - 237
SP  - 116389
DO  - 10.1016/j.poly.2023.116389
ER  - 
@article{
author = "Stojičkov, Marko and Zlatar, Matija and Mazzeo, Paolo Pio and Bacchi, Alessia and Radanović, Dušanka and Stevanović, Nevena and Jevtović, Mima and Novaković, Irena and Anđelković, Katarina and Sladić, Dušan and Čobeljić, Božidar and Gruden, Maja",
year = "2023",
abstract = "Fe(III) and Mn(II) complexes with condensation product of thiosemicarbazide and 2-acetylthiazole (HL1, (E)-2-(1-(thiazol-2-yl)ethylidene)hydrazine-1-carbothioamide) have been synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, and elemental analysis. In both complexes, the thiosemicarbazone ligand is coordinated in deprotonated form through the NNS donor set of atoms. However, while Fe(III) complex is in the doublet ground state with distorted octahedral geometry, the coordination environment around Mn(II) is distorted trigonal-prismatic, and the sextet state is found to be the ground state. DFT calculations were performed to rationalize spin state preferences, and continuous shape measure describes the deviation from ideal six-coordinated polyhedral geometries in the ground and excited states. Antimicrobial activity (against a panel of Gram-negative and Gram-positive bacteria, two yeast, and one fungal strain), brine shrimp assay, and DPPH radical scavenging activity of both complexes were evaluated, and these results relate to the electronic structure of the complexes.",
publisher = "Elsevier",
journal = "Polyhedron",
title = "The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone",
volume = "237",
pages = "116389",
doi = "10.1016/j.poly.2023.116389"
}
Stojičkov, M., Zlatar, M., Mazzeo, P. P., Bacchi, A., Radanović, D., Stevanović, N., Jevtović, M., Novaković, I., Anđelković, K., Sladić, D., Čobeljić, B.,& Gruden, M.. (2023). The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone. in Polyhedron
Elsevier., 237, 116389.
https://doi.org/10.1016/j.poly.2023.116389
Stojičkov M, Zlatar M, Mazzeo PP, Bacchi A, Radanović D, Stevanović N, Jevtović M, Novaković I, Anđelković K, Sladić D, Čobeljić B, Gruden M. The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone. in Polyhedron. 2023;237:116389.
doi:10.1016/j.poly.2023.116389 .
Stojičkov, Marko, Zlatar, Matija, Mazzeo, Paolo Pio, Bacchi, Alessia, Radanović, Dušanka, Stevanović, Nevena, Jevtović, Mima, Novaković, Irena, Anđelković, Katarina, Sladić, Dušan, Čobeljić, Božidar, Gruden, Maja, "The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone" in Polyhedron, 237 (2023):116389,
https://doi.org/10.1016/j.poly.2023.116389 . .
1
1
1

The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone

Stojičkov, Marko; Zlatar, Matija; Mazzeo, Paolo Pio; Bacchi, Alessia; Radanović, Dušanka; Stevanović, Nevena; Jevtović, Mima; Novaković, Irena; Anđelković, Katarina; Sladić, Dušan; Čobeljić, Božidar; Gruden, Maja

(Elsevier, 2023)

TY  - JOUR
AU  - Stojičkov, Marko
AU  - Zlatar, Matija
AU  - Mazzeo, Paolo Pio
AU  - Bacchi, Alessia
AU  - Radanović, Dušanka
AU  - Stevanović, Nevena
AU  - Jevtović, Mima
AU  - Novaković, Irena
AU  - Anđelković, Katarina
AU  - Sladić, Dušan
AU  - Čobeljić, Božidar
AU  - Gruden, Maja
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6042
AB  - Fe(III) and Mn(II) complexes with condensation product of thiosemicarbazide and 2-acetylthiazole (HL1, (E)-2-(1-(thiazol-2-yl)ethylidene)hydrazine-1-carbothioamide) have been synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, and elemental analysis. In both complexes, the thiosemicarbazone ligand is coordinated in deprotonated form through the NNS donor set of atoms. However, while Fe(III) complex is in the doublet ground state with distorted octahedral geometry, the coordination environment around Mn(II) is distorted trigonal-prismatic, and the sextet state is found to be the ground state. DFT calculations were performed to rationalize spin state preferences, and continuous shape measure describes the deviation from ideal six-coordinated polyhedral geometries in the ground and excited states. Antimicrobial activity (against a panel of Gram-negative and Gram-positive bacteria, two yeast, and one fungal strain), brine shrimp assay, and DPPH radical scavenging activity of both complexes were evaluated, and these results relate to the electronic structure of the complexes.
PB  - Elsevier
T2  - Polyhedron
T1  - The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone
VL  - 237
SP  - 116389
DO  - 10.1016/j.poly.2023.116389
ER  - 
@article{
author = "Stojičkov, Marko and Zlatar, Matija and Mazzeo, Paolo Pio and Bacchi, Alessia and Radanović, Dušanka and Stevanović, Nevena and Jevtović, Mima and Novaković, Irena and Anđelković, Katarina and Sladić, Dušan and Čobeljić, Božidar and Gruden, Maja",
year = "2023",
abstract = "Fe(III) and Mn(II) complexes with condensation product of thiosemicarbazide and 2-acetylthiazole (HL1, (E)-2-(1-(thiazol-2-yl)ethylidene)hydrazine-1-carbothioamide) have been synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, and elemental analysis. In both complexes, the thiosemicarbazone ligand is coordinated in deprotonated form through the NNS donor set of atoms. However, while Fe(III) complex is in the doublet ground state with distorted octahedral geometry, the coordination environment around Mn(II) is distorted trigonal-prismatic, and the sextet state is found to be the ground state. DFT calculations were performed to rationalize spin state preferences, and continuous shape measure describes the deviation from ideal six-coordinated polyhedral geometries in the ground and excited states. Antimicrobial activity (against a panel of Gram-negative and Gram-positive bacteria, two yeast, and one fungal strain), brine shrimp assay, and DPPH radical scavenging activity of both complexes were evaluated, and these results relate to the electronic structure of the complexes.",
publisher = "Elsevier",
journal = "Polyhedron",
title = "The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone",
volume = "237",
pages = "116389",
doi = "10.1016/j.poly.2023.116389"
}
Stojičkov, M., Zlatar, M., Mazzeo, P. P., Bacchi, A., Radanović, D., Stevanović, N., Jevtović, M., Novaković, I., Anđelković, K., Sladić, D., Čobeljić, B.,& Gruden, M.. (2023). The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone. in Polyhedron
Elsevier., 237, 116389.
https://doi.org/10.1016/j.poly.2023.116389
Stojičkov M, Zlatar M, Mazzeo PP, Bacchi A, Radanović D, Stevanović N, Jevtović M, Novaković I, Anđelković K, Sladić D, Čobeljić B, Gruden M. The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone. in Polyhedron. 2023;237:116389.
doi:10.1016/j.poly.2023.116389 .
Stojičkov, Marko, Zlatar, Matija, Mazzeo, Paolo Pio, Bacchi, Alessia, Radanović, Dušanka, Stevanović, Nevena, Jevtović, Mima, Novaković, Irena, Anđelković, Katarina, Sladić, Dušan, Čobeljić, Božidar, Gruden, Maja, "The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone" in Polyhedron, 237 (2023):116389,
https://doi.org/10.1016/j.poly.2023.116389 . .
1
1
1

Electronic Supplementary Information (ESI) for: "The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone"

Stojičkov, Marko; Zlatar, Matija; Mazzeo, Paolo Pio; Bacchi, Alessia; Radanović, Dušanka; Stevanović, Nevena; Jevtović, Mima; Novaković, Irena; Anđelković, Katarina; Sladić, Dušan; Čobeljić, Božidar; Gruden, Maja

(Elsevier, 2023)

TY  - DATA
AU  - Stojičkov, Marko
AU  - Zlatar, Matija
AU  - Mazzeo, Paolo Pio
AU  - Bacchi, Alessia
AU  - Radanović, Dušanka
AU  - Stevanović, Nevena
AU  - Jevtović, Mima
AU  - Novaković, Irena
AU  - Anđelković, Katarina
AU  - Sladić, Dušan
AU  - Čobeljić, Božidar
AU  - Gruden, Maja
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6043
AB  - Fe(III) and Mn(II) complexes with condensation product of thiosemicarbazide and 2-acetylthiazole (HL1, (E)-2-(1-(thiazol-2-yl)ethylidene)hydrazine-1-carbothioamide) have been synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, and elemental analysis. In both complexes, the thiosemicarbazone ligand is coordinated in deprotonated form through the NNS donor set of atoms. However, while Fe(III) complex is in the doublet ground state with distorted octahedral geometry, the coordination environment around Mn(II) is distorted trigonal-prismatic, and the sextet state is found to be the ground state. DFT calculations were performed to rationalize spin state preferences, and continuous shape measure describes the deviation from ideal six-coordinated polyhedral geometries in the ground and excited states. Antimicrobial activity (against a panel of Gram-negative and Gram-positive bacteria, two yeast, and one fungal strain), brine shrimp assay, and DPPH radical scavenging activity of both complexes were evaluated, and these results relate to the electronic structure of the complexes.
AB  - Additional crystallographic  and computational results, and the Cartesian coordinates of all DFT  optimized structures
PB  - Elsevier
T2  - Polyhedron
T1  - Electronic Supplementary Information (ESI) for: "The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone"
UR  - https://hdl.handle.net/21.15107/rcub_cer_6043
ER  - 
@misc{
author = "Stojičkov, Marko and Zlatar, Matija and Mazzeo, Paolo Pio and Bacchi, Alessia and Radanović, Dušanka and Stevanović, Nevena and Jevtović, Mima and Novaković, Irena and Anđelković, Katarina and Sladić, Dušan and Čobeljić, Božidar and Gruden, Maja",
year = "2023",
abstract = "Fe(III) and Mn(II) complexes with condensation product of thiosemicarbazide and 2-acetylthiazole (HL1, (E)-2-(1-(thiazol-2-yl)ethylidene)hydrazine-1-carbothioamide) have been synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, and elemental analysis. In both complexes, the thiosemicarbazone ligand is coordinated in deprotonated form through the NNS donor set of atoms. However, while Fe(III) complex is in the doublet ground state with distorted octahedral geometry, the coordination environment around Mn(II) is distorted trigonal-prismatic, and the sextet state is found to be the ground state. DFT calculations were performed to rationalize spin state preferences, and continuous shape measure describes the deviation from ideal six-coordinated polyhedral geometries in the ground and excited states. Antimicrobial activity (against a panel of Gram-negative and Gram-positive bacteria, two yeast, and one fungal strain), brine shrimp assay, and DPPH radical scavenging activity of both complexes were evaluated, and these results relate to the electronic structure of the complexes., Additional crystallographic  and computational results, and the Cartesian coordinates of all DFT  optimized structures",
publisher = "Elsevier",
journal = "Polyhedron",
title = "Electronic Supplementary Information (ESI) for: "The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone"",
url = "https://hdl.handle.net/21.15107/rcub_cer_6043"
}
Stojičkov, M., Zlatar, M., Mazzeo, P. P., Bacchi, A., Radanović, D., Stevanović, N., Jevtović, M., Novaković, I., Anđelković, K., Sladić, D., Čobeljić, B.,& Gruden, M.. (2023). Electronic Supplementary Information (ESI) for: "The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone". in Polyhedron
Elsevier..
https://hdl.handle.net/21.15107/rcub_cer_6043
Stojičkov M, Zlatar M, Mazzeo PP, Bacchi A, Radanović D, Stevanović N, Jevtović M, Novaković I, Anđelković K, Sladić D, Čobeljić B, Gruden M. Electronic Supplementary Information (ESI) for: "The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone". in Polyhedron. 2023;.
https://hdl.handle.net/21.15107/rcub_cer_6043 .
Stojičkov, Marko, Zlatar, Matija, Mazzeo, Paolo Pio, Bacchi, Alessia, Radanović, Dušanka, Stevanović, Nevena, Jevtović, Mima, Novaković, Irena, Anđelković, Katarina, Sladić, Dušan, Čobeljić, Božidar, Gruden, Maja, "Electronic Supplementary Information (ESI) for: "The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone"" in Polyhedron (2023),
https://hdl.handle.net/21.15107/rcub_cer_6043 .

Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity

Vitomirov, Teodora; Čobeljić, Božidar; Pevec, Andrej; Radanović, Dušanka; Novaković, Irena; Savić, Milica; Anđelković, Katarina; Šumar-Ristović, Maja

(Serbian Chemical Society, 2023)

TY  - JOUR
AU  - Vitomirov, Teodora
AU  - Čobeljić, Božidar
AU  - Pevec, Andrej
AU  - Radanović, Dušanka
AU  - Novaković, Irena
AU  - Savić, Milica
AU  - Anđelković, Katarina
AU  - Šumar-Ristović, Maja
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7320
AB  - The condensation product of 7-acetyl-6-azaindole and Girard's T reagent ((E)-2-(2-(1-(1H-pyrrolo[2,3-c]pyridin-7-yl)ethylidene)hydrazineyl)-N,N,N-trimethyl-2-oxoethan-1-aminium, HL ligand) was used as a ligand in the reaction with Cu(BF4)2·6H2O and NaN3. The reaction led to the formation of a binuclear Cu(II) complex containing two end-to-end (di-m-1,3-N3) azide bridges, as well as two NNO-donor hydrazone ligands, forming an axially elongated square pyramidal geometry around each Cu(II) center. This end-to-end (di-m-1,3-N3) azide bridge binding mode has not yet occurred in Cu(II) complexes containing the NNO-donor hydrazone ligands, which makes the structure of the complex even more interesting for further studies. The complex was characterized by elemental analysis, IR spectroscopy and X-ray crystallography, and it was found that it crystallizes in the triclinic space group P–1 with the asymmetric unit comprising one Cu(II) centre, zwitterionic ligand L, one azide (N3−) ligand, and BF4− counter anion. Examination of antimicrobial activity of the complex shows higher antifungal and antibacterial activity towards tested Gram-positive bacteria in comparison to the hydrazone ligand, with the antifungal activity of the complex even being comparable to the activity of amphotericin B.
AB  - Кондензациони производ 7-ацетил-6-азаиндола и Жираровог Т реагенса (лиганд HL) коришћен је  као    лиганд у  реакцији са Cu(BF4)2·6H2O и NaN3.  Реакција је  довела до формирања бинуклеарног Cu(II)комплекса који садржи два азидна моста у „end-to-end“ (di-mu-1,3-N3) моду, као и два NNO-донорска хидразонска лиганда који заједно формирају аксијално издужену квадратно-пирамидалну геометрију око   сваког централног металног јона. Овај „end-to-end“ (di-mu-1,3-N3) азидни мост се до сада није појављивао у структурама бакар(II) комплекса који садрже NNO-донорске хидразонске лиганде, што чини структуру комплекса још   интересантнијом за  будућа испитивања. Овај    комплекс је  окарактерисан елементалном анализом, ИЦ   спектроскопијом и  рендгенском структурном анализом и пронађено је  да   кристалише у  триклиничној просторној групи P–1 са   асиметричном јединицом која се састоји из једног Cu(II)центра, цвитер-јонског лиганда (L), једног азидног лиганда (N3−) и BF4−контра-јона. Испитивање антимикробне активности комплекса показало је вишу антифунгалну активност, као и вишу антибактеријску активност према Грам-позитивним бактеријама, у односу на сам хидразонски лиганд, док је антифунгална активност комплекса чак упоредива са активношћу амфотерицина Б који је коришћен као стандард.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity
T1  - Динуклеарни хидразонски комплекс Cu(II) са азидним мостом: синтеза, карактеризација и евалуација биолошке активности.
VL  - 88
IS  - 9
SP  - 877
EP  - 888
DO  - 10.2298/JSC230623044V
ER  - 
@article{
author = "Vitomirov, Teodora and Čobeljić, Božidar and Pevec, Andrej and Radanović, Dušanka and Novaković, Irena and Savić, Milica and Anđelković, Katarina and Šumar-Ristović, Maja",
year = "2023",
abstract = "The condensation product of 7-acetyl-6-azaindole and Girard's T reagent ((E)-2-(2-(1-(1H-pyrrolo[2,3-c]pyridin-7-yl)ethylidene)hydrazineyl)-N,N,N-trimethyl-2-oxoethan-1-aminium, HL ligand) was used as a ligand in the reaction with Cu(BF4)2·6H2O and NaN3. The reaction led to the formation of a binuclear Cu(II) complex containing two end-to-end (di-m-1,3-N3) azide bridges, as well as two NNO-donor hydrazone ligands, forming an axially elongated square pyramidal geometry around each Cu(II) center. This end-to-end (di-m-1,3-N3) azide bridge binding mode has not yet occurred in Cu(II) complexes containing the NNO-donor hydrazone ligands, which makes the structure of the complex even more interesting for further studies. The complex was characterized by elemental analysis, IR spectroscopy and X-ray crystallography, and it was found that it crystallizes in the triclinic space group P–1 with the asymmetric unit comprising one Cu(II) centre, zwitterionic ligand L, one azide (N3−) ligand, and BF4− counter anion. Examination of antimicrobial activity of the complex shows higher antifungal and antibacterial activity towards tested Gram-positive bacteria in comparison to the hydrazone ligand, with the antifungal activity of the complex even being comparable to the activity of amphotericin B., Кондензациони производ 7-ацетил-6-азаиндола и Жираровог Т реагенса (лиганд HL) коришћен је  као    лиганд у  реакцији са Cu(BF4)2·6H2O и NaN3.  Реакција је  довела до формирања бинуклеарног Cu(II)комплекса који садржи два азидна моста у „end-to-end“ (di-mu-1,3-N3) моду, као и два NNO-донорска хидразонска лиганда који заједно формирају аксијално издужену квадратно-пирамидалну геометрију око   сваког централног металног јона. Овај „end-to-end“ (di-mu-1,3-N3) азидни мост се до сада није појављивао у структурама бакар(II) комплекса који садрже NNO-донорске хидразонске лиганде, што чини структуру комплекса још   интересантнијом за  будућа испитивања. Овај    комплекс је  окарактерисан елементалном анализом, ИЦ   спектроскопијом и  рендгенском структурном анализом и пронађено је  да   кристалише у  триклиничној просторној групи P–1 са   асиметричном јединицом која се састоји из једног Cu(II)центра, цвитер-јонског лиганда (L), једног азидног лиганда (N3−) и BF4−контра-јона. Испитивање антимикробне активности комплекса показало је вишу антифунгалну активност, као и вишу антибактеријску активност према Грам-позитивним бактеријама, у односу на сам хидразонски лиганд, док је антифунгална активност комплекса чак упоредива са активношћу амфотерицина Б који је коришћен као стандард.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity, Динуклеарни хидразонски комплекс Cu(II) са азидним мостом: синтеза, карактеризација и евалуација биолошке активности.",
volume = "88",
number = "9",
pages = "877-888",
doi = "10.2298/JSC230623044V"
}
Vitomirov, T., Čobeljić, B., Pevec, A., Radanović, D., Novaković, I., Savić, M., Anđelković, K.,& Šumar-Ristović, M.. (2023). Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 88(9), 877-888.
https://doi.org/10.2298/JSC230623044V
Vitomirov T, Čobeljić B, Pevec A, Radanović D, Novaković I, Savić M, Anđelković K, Šumar-Ristović M. Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity. in Journal of the Serbian Chemical Society. 2023;88(9):877-888.
doi:10.2298/JSC230623044V .
Vitomirov, Teodora, Čobeljić, Božidar, Pevec, Andrej, Radanović, Dušanka, Novaković, Irena, Savić, Milica, Anđelković, Katarina, Šumar-Ristović, Maja, "Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity" in Journal of the Serbian Chemical Society, 88, no. 9 (2023):877-888,
https://doi.org/10.2298/JSC230623044V . .

Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity

Vitomirov, Teodora; Čobeljić, Božidar; Pevec, Andrej; Radanović, Dušanka; Novaković, Irena; Savić, Milica; Anđelković, Katarina; Šumar-Ristović, Maja

(Serbian Chemical Society, 2023)

TY  - JOUR
AU  - Vitomirov, Teodora
AU  - Čobeljić, Božidar
AU  - Pevec, Andrej
AU  - Radanović, Dušanka
AU  - Novaković, Irena
AU  - Savić, Milica
AU  - Anđelković, Katarina
AU  - Šumar-Ristović, Maja
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/6435
AB  - The condensation product of 7-acetyl-6-azaindole and Girard's T reagent ((E)-2-(2-(1-(1H-pyrrolo[2,3-c]pyridin-7-yl)ethylidene)hydrazineyl)-N,N,N-trimethyl-2-oxoethan-1-aminium, HL ligand) was used as a ligand in the reaction with Cu(BF4)2·6H2O and NaN3. The reaction led to the formation of a binuclear Cu(II) complex containing two end-to-end (di-m-1,3-N3) azide bridges, as well as two NNO-donor hydrazone ligands, forming an axially elongated square pyramidal geometry around each Cu(II) center. This end-to-end (di-m-1,3-N3) azide bridge binding mode has not yet occurred in Cu(II) complexes containing the NNO-donor hydrazone ligands, which makes the structure of the complex even more interesting for further studies. The complex was characterized by elemental analysis, IR spectroscopy and X-ray crystallography, and it was found that it crystallizes in the triclinic space group P–1 with the asymmetric unit comprising one Cu(II) centre, zwitterionic ligand L, one azide (N3−) ligand, and BF4− counter anion. Examination of antimicrobial activity of the complex shows higher antifungal and antibacterial activity towards tested Gram-positive bacteria in comparison to the hydrazone ligand, with the antifungal activity of the complex even being comparable to the activity of amphotericin B.
AB  - Кондензациони производ 7-ацетил-6-азаиндола и Жираровог Т реагенса (лиганд HL) коришћен је  као    лиганд у  реакцији са Cu(BF4)2·6H2O и NaN3.  Реакција је  довела до формирања бинуклеарног Cu(II)комплекса који садржи два азидна моста у „end-to-end“ (di-mu-1,3-N3) моду, као и два NNO-донорска хидразонска лиганда који заједно формирају аксијално издужену квадратно-пирамидалну геометрију око   сваког централног металног јона. Овај „end-to-end“ (di-mu-1,3-N3) азидни мост се до сада није појављивао у структурама бакар(II) комплекса који садрже NNO-донорске хидразонске лиганде, што чини структуру комплекса још   интересантнијом за  будућа испитивања. Овај    комплекс је  окарактерисан елементалном анализом, ИЦ   спектроскопијом и  рендгенском структурном анализом и пронађено је  да   кристалише у  триклиничној просторној групи P–1 са   асиметричном јединицом која се састоји из једног Cu(II)центра, цвитер-јонског лиганда (L), једног азидног лиганда (N3−) и BF4−контра-јона. Испитивање антимикробне активности комплекса показало је вишу антифунгалну активност, као и вишу антибактеријску активност према Грам-позитивним бактеријама, у односу на сам хидразонски лиганд, док је антифунгална активност комплекса чак упоредива са активношћу амфотерицина Б који је коришћен као стандард.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity
T1  - Динуклеарни хидразонски комплекс Cu(II) са азидним мостом: синтеза, карактеризација и евалуација биолошке активности.
VL  - 88
IS  - 9
SP  - 877
EP  - 888
DO  - 10.2298/JSC230623044V
ER  - 
@article{
author = "Vitomirov, Teodora and Čobeljić, Božidar and Pevec, Andrej and Radanović, Dušanka and Novaković, Irena and Savić, Milica and Anđelković, Katarina and Šumar-Ristović, Maja",
year = "2023",
abstract = "The condensation product of 7-acetyl-6-azaindole and Girard's T reagent ((E)-2-(2-(1-(1H-pyrrolo[2,3-c]pyridin-7-yl)ethylidene)hydrazineyl)-N,N,N-trimethyl-2-oxoethan-1-aminium, HL ligand) was used as a ligand in the reaction with Cu(BF4)2·6H2O and NaN3. The reaction led to the formation of a binuclear Cu(II) complex containing two end-to-end (di-m-1,3-N3) azide bridges, as well as two NNO-donor hydrazone ligands, forming an axially elongated square pyramidal geometry around each Cu(II) center. This end-to-end (di-m-1,3-N3) azide bridge binding mode has not yet occurred in Cu(II) complexes containing the NNO-donor hydrazone ligands, which makes the structure of the complex even more interesting for further studies. The complex was characterized by elemental analysis, IR spectroscopy and X-ray crystallography, and it was found that it crystallizes in the triclinic space group P–1 with the asymmetric unit comprising one Cu(II) centre, zwitterionic ligand L, one azide (N3−) ligand, and BF4− counter anion. Examination of antimicrobial activity of the complex shows higher antifungal and antibacterial activity towards tested Gram-positive bacteria in comparison to the hydrazone ligand, with the antifungal activity of the complex even being comparable to the activity of amphotericin B., Кондензациони производ 7-ацетил-6-азаиндола и Жираровог Т реагенса (лиганд HL) коришћен је  као    лиганд у  реакцији са Cu(BF4)2·6H2O и NaN3.  Реакција је  довела до формирања бинуклеарног Cu(II)комплекса који садржи два азидна моста у „end-to-end“ (di-mu-1,3-N3) моду, као и два NNO-донорска хидразонска лиганда који заједно формирају аксијално издужену квадратно-пирамидалну геометрију око   сваког централног металног јона. Овај „end-to-end“ (di-mu-1,3-N3) азидни мост се до сада није појављивао у структурама бакар(II) комплекса који садрже NNO-донорске хидразонске лиганде, што чини структуру комплекса још   интересантнијом за  будућа испитивања. Овај    комплекс је  окарактерисан елементалном анализом, ИЦ   спектроскопијом и  рендгенском структурном анализом и пронађено је  да   кристалише у  триклиничној просторној групи P–1 са   асиметричном јединицом која се састоји из једног Cu(II)центра, цвитер-јонског лиганда (L), једног азидног лиганда (N3−) и BF4−контра-јона. Испитивање антимикробне активности комплекса показало је вишу антифунгалну активност, као и вишу антибактеријску активност према Грам-позитивним бактеријама, у односу на сам хидразонски лиганд, док је антифунгална активност комплекса чак упоредива са активношћу амфотерицина Б који је коришћен као стандард.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity, Динуклеарни хидразонски комплекс Cu(II) са азидним мостом: синтеза, карактеризација и евалуација биолошке активности.",
volume = "88",
number = "9",
pages = "877-888",
doi = "10.2298/JSC230623044V"
}
Vitomirov, T., Čobeljić, B., Pevec, A., Radanović, D., Novaković, I., Savić, M., Anđelković, K.,& Šumar-Ristović, M.. (2023). Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 88(9), 877-888.
https://doi.org/10.2298/JSC230623044V
Vitomirov T, Čobeljić B, Pevec A, Radanović D, Novaković I, Savić M, Anđelković K, Šumar-Ristović M. Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity. in Journal of the Serbian Chemical Society. 2023;88(9):877-888.
doi:10.2298/JSC230623044V .
Vitomirov, Teodora, Čobeljić, Božidar, Pevec, Andrej, Radanović, Dušanka, Novaković, Irena, Savić, Milica, Anđelković, Katarina, Šumar-Ristović, Maja, "Binuclear azide-bridged hydrazone Cu(II) complex: Synthesis, characterization and evaluation of biological activity" in Journal of the Serbian Chemical Society, 88, no. 9 (2023):877-888,
https://doi.org/10.2298/JSC230623044V . .

In Silico Study of Microbiologically Active Benzoxazole Derivatives

Spirtović-Halilović, Selma; Salihović, Mirsada; Osmanović, Amar; Veljović, Elma; Rahić, O.; Mahmutović, E.; Hadziabdi, J.; Novaković, Irena; Roca, S.; Trifunović, Snežana; Elezović, Alisa; Glamoclija, Una

(Indian Pharmaceutical Association - IPA, 2023)

TY  - JOUR
AU  - Spirtović-Halilović, Selma
AU  - Salihović, Mirsada
AU  - Osmanović, Amar
AU  - Veljović, Elma
AU  - Rahić, O.
AU  - Mahmutović, E.
AU  - Hadziabdi, J.
AU  - Novaković, Irena
AU  - Roca, S.
AU  - Trifunović, Snežana
AU  - Elezović, Alisa
AU  - Glamoclija, Una
PY  - 2023
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/7043
AB  - In the reaction of 3-aminothymoquinone and aromatic aldehydes, two benzoxazole derivatives viz. 2-(4-methoxyphenyl)-4-methyl-7-isopropyl-1,3-benzoxazol-5-ol (1) and 2-(4-trifluoromethyl)-4-methyl-7-isopropyl-1,3-benzoxazol-5-ol (2) were prepared and characterized by elemental analysis, infrared and 1H, and 13C-nuclear magnetic resonance spectroscopy and mass spectrometry. Their antimicrobial activity against Escherichia coli, Salmonella enterica, Proteus hauseri, Pseudomonas aeruginosa, Staphylococcus aureus, Sarcina lutea, Clostridium sporogenes and Bacillus subtilis was tested. Synthesized compounds show the best activity on Sarcina lutea, and the lowest against Proteus hauseri and Clostridium sporogenes. The paper assesses in silico methods of the possible ways selected derivatives bind to the enzyme deoxyribonucleic acid gyrase (1KZN). The docking results were compared with those obtained from in vitro antimicrobial activity. Molecular properties and absorption, distribution, metabolism and excretion parameters were also calculated for compounds. The difference in the obtained values reflects differences in the derivatives structures. In the future, tests on a number of enzymes crucial for bacterial life as well as a number of derivatives may offer further information on the mechanisms of action of these substances.
PB  - Indian Pharmaceutical Association - IPA
T2  - Indian Journal of Pharmaceutical Sciences
T1  - In Silico Study of Microbiologically Active Benzoxazole Derivatives
VL  - 85
IS  - 3
SP  - 767
EP  - 777
DO  - 10.36468/pharmaceutical-sciences.1143
ER  - 
@article{
author = "Spirtović-Halilović, Selma and Salihović, Mirsada and Osmanović, Amar and Veljović, Elma and Rahić, O. and Mahmutović, E. and Hadziabdi, J. and Novaković, Irena and Roca, S. and Trifunović, Snežana and Elezović, Alisa and Glamoclija, Una",
year = "2023",
abstract = "In the reaction of 3-aminothymoquinone and aromatic aldehydes, two benzoxazole derivatives viz. 2-(4-methoxyphenyl)-4-methyl-7-isopropyl-1,3-benzoxazol-5-ol (1) and 2-(4-trifluoromethyl)-4-methyl-7-isopropyl-1,3-benzoxazol-5-ol (2) were prepared and characterized by elemental analysis, infrared and 1H, and 13C-nuclear magnetic resonance spectroscopy and mass spectrometry. Their antimicrobial activity against Escherichia coli, Salmonella enterica, Proteus hauseri, Pseudomonas aeruginosa, Staphylococcus aureus, Sarcina lutea, Clostridium sporogenes and Bacillus subtilis was tested. Synthesized compounds show the best activity on Sarcina lutea, and the lowest against Proteus hauseri and Clostridium sporogenes. The paper assesses in silico methods of the possible ways selected derivatives bind to the enzyme deoxyribonucleic acid gyrase (1KZN). The docking results were compared with those obtained from in vitro antimicrobial activity. Molecular properties and absorption, distribution, metabolism and excretion parameters were also calculated for compounds. The difference in the obtained values reflects differences in the derivatives structures. In the future, tests on a number of enzymes crucial for bacterial life as well as a number of derivatives may offer further information on the mechanisms of action of these substances.",
publisher = "Indian Pharmaceutical Association - IPA",
journal = "Indian Journal of Pharmaceutical Sciences",
title = "In Silico Study of Microbiologically Active Benzoxazole Derivatives",
volume = "85",
number = "3",
pages = "767-777",
doi = "10.36468/pharmaceutical-sciences.1143"
}
Spirtović-Halilović, S., Salihović, M., Osmanović, A., Veljović, E., Rahić, O., Mahmutović, E., Hadziabdi, J., Novaković, I., Roca, S., Trifunović, S., Elezović, A.,& Glamoclija, U.. (2023). In Silico Study of Microbiologically Active Benzoxazole Derivatives. in Indian Journal of Pharmaceutical Sciences
Indian Pharmaceutical Association - IPA., 85(3), 767-777.
https://doi.org/10.36468/pharmaceutical-sciences.1143
Spirtović-Halilović S, Salihović M, Osmanović A, Veljović E, Rahić O, Mahmutović E, Hadziabdi J, Novaković I, Roca S, Trifunović S, Elezović A, Glamoclija U. In Silico Study of Microbiologically Active Benzoxazole Derivatives. in Indian Journal of Pharmaceutical Sciences. 2023;85(3):767-777.
doi:10.36468/pharmaceutical-sciences.1143 .
Spirtović-Halilović, Selma, Salihović, Mirsada, Osmanović, Amar, Veljović, Elma, Rahić, O., Mahmutović, E., Hadziabdi, J., Novaković, Irena, Roca, S., Trifunović, Snežana, Elezović, Alisa, Glamoclija, Una, "In Silico Study of Microbiologically Active Benzoxazole Derivatives" in Indian Journal of Pharmaceutical Sciences, 85, no. 3 (2023):767-777,
https://doi.org/10.36468/pharmaceutical-sciences.1143 . .

Novel derivatives of aroylacrylic acid phenylamides as inducers of apoptosis through the ROS-mediated pathway in several cancer cell lines

Vujatović, Tamara B.; Vitorović - Todorović, Maja D.; Cvijetić, Ilija; Vasović, Tamara; Nikolić, Milan R.; Novaković, Irena; Bjelogrlić, Snežana

(Elsevier, 2022)

TY  - JOUR
AU  - Vujatović, Tamara B.
AU  - Vitorović - Todorović, Maja D.
AU  - Cvijetić, Ilija
AU  - Vasović, Tamara
AU  - Nikolić, Milan R.
AU  - Novaković, Irena
AU  - Bjelogrlić, Snežana
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4853
AB  - In the present work, the α, β-double bond of the aroylacrylic acid phenylamides was suitably modified to optimize the toxicity–antiproliferative activity ratio of the resulting compounds 1 –5 . The phenylamides were modified by Michael’s addition of suitably chosen piperidine-containing fragments: 1-amino-N- benzylpiperidine ( a1 ), 4-benzylpiperidine ( a2 ), and N , N -dimethyl- N -[2-(1-piperazinyl)-ethyl]amine ( a3 ). The compounds exerted micromolar activity toward three cancer cell lines, A549, LoVo, and Skov-3, caus- ing apoptotic cell death. It was shown that the nature of the cyclic amine moiety at position C2 of the compounds is probably the primary determinant of anticancer activity toward tested cell lines and the acute toxicity toward brine shrimp ( Artemia salina ). The majority of compounds revealed the ability to vigorously induce mitochondrial superoxide anion generation in all treated cell lines, which together with cell cycle arrest at the S phase and activation of intrinsic caspase cascade, indicates the possibility that apoptosis was triggered due to irreparable chromosomal damage by acute oxidative stress. Two deriva- tives also exerted significant antibacterial activity with one order of magnitude higher potency than chlo- ramphenicol in most of the investigated bacterial strains. Also, the drug-like properties for all compounds were estimated by available software tools.
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Novel derivatives of aroylacrylic acid phenylamides as inducers of apoptosis through the ROS-mediated pathway in several cancer cell lines
VL  - 1250
SP  - 131702
DO  - 10.1016/j.molstruc.2021.131702
ER  - 
@article{
author = "Vujatović, Tamara B. and Vitorović - Todorović, Maja D. and Cvijetić, Ilija and Vasović, Tamara and Nikolić, Milan R. and Novaković, Irena and Bjelogrlić, Snežana",
year = "2022",
abstract = "In the present work, the α, β-double bond of the aroylacrylic acid phenylamides was suitably modified to optimize the toxicity–antiproliferative activity ratio of the resulting compounds 1 –5 . The phenylamides were modified by Michael’s addition of suitably chosen piperidine-containing fragments: 1-amino-N- benzylpiperidine ( a1 ), 4-benzylpiperidine ( a2 ), and N , N -dimethyl- N -[2-(1-piperazinyl)-ethyl]amine ( a3 ). The compounds exerted micromolar activity toward three cancer cell lines, A549, LoVo, and Skov-3, caus- ing apoptotic cell death. It was shown that the nature of the cyclic amine moiety at position C2 of the compounds is probably the primary determinant of anticancer activity toward tested cell lines and the acute toxicity toward brine shrimp ( Artemia salina ). The majority of compounds revealed the ability to vigorously induce mitochondrial superoxide anion generation in all treated cell lines, which together with cell cycle arrest at the S phase and activation of intrinsic caspase cascade, indicates the possibility that apoptosis was triggered due to irreparable chromosomal damage by acute oxidative stress. Two deriva- tives also exerted significant antibacterial activity with one order of magnitude higher potency than chlo- ramphenicol in most of the investigated bacterial strains. Also, the drug-like properties for all compounds were estimated by available software tools.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Novel derivatives of aroylacrylic acid phenylamides as inducers of apoptosis through the ROS-mediated pathway in several cancer cell lines",
volume = "1250",
pages = "131702",
doi = "10.1016/j.molstruc.2021.131702"
}
Vujatović, T. B., Vitorović - Todorović, M. D., Cvijetić, I., Vasović, T., Nikolić, M. R., Novaković, I.,& Bjelogrlić, S.. (2022). Novel derivatives of aroylacrylic acid phenylamides as inducers of apoptosis through the ROS-mediated pathway in several cancer cell lines. in Journal of Molecular Structure
Elsevier., 1250, 131702.
https://doi.org/10.1016/j.molstruc.2021.131702
Vujatović TB, Vitorović - Todorović MD, Cvijetić I, Vasović T, Nikolić MR, Novaković I, Bjelogrlić S. Novel derivatives of aroylacrylic acid phenylamides as inducers of apoptosis through the ROS-mediated pathway in several cancer cell lines. in Journal of Molecular Structure. 2022;1250:131702.
doi:10.1016/j.molstruc.2021.131702 .
Vujatović, Tamara B., Vitorović - Todorović, Maja D., Cvijetić, Ilija, Vasović, Tamara, Nikolić, Milan R., Novaković, Irena, Bjelogrlić, Snežana, "Novel derivatives of aroylacrylic acid phenylamides as inducers of apoptosis through the ROS-mediated pathway in several cancer cell lines" in Journal of Molecular Structure, 1250 (2022):131702,
https://doi.org/10.1016/j.molstruc.2021.131702 . .

Novel derivatives of aroylacrylic acid phenylamides as inducers of apoptosis through the ROS-mediated pathway in several cancer cell lines

Vujatović, Tamara B.; Vitorović - Todorović, Maja D.; Cvijetić, Ilija; Vasović, Tamara; Nikolić, Milan R.; Novaković, Irena; Bjelogrlić, Snežana

(Elsevier, 2022)

TY  - JOUR
AU  - Vujatović, Tamara B.
AU  - Vitorović - Todorović, Maja D.
AU  - Cvijetić, Ilija
AU  - Vasović, Tamara
AU  - Nikolić, Milan R.
AU  - Novaković, Irena
AU  - Bjelogrlić, Snežana
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4857
AB  - In the present work, the α, β-double bond of the aroylacrylic acid phenylamides was suitably modified to optimize the toxicity–antiproliferative activity ratio of the resulting compounds 1 –5 . The phenylamides were modified by Michael’s addition of suitably chosen piperidine-containing fragments: 1-amino-N- benzylpiperidine ( a1 ), 4-benzylpiperidine ( a2 ), and N , N -dimethyl- N -[2-(1-piperazinyl)-ethyl]amine ( a3 ). The compounds exerted micromolar activity toward three cancer cell lines, A549, LoVo, and Skov-3, caus- ing apoptotic cell death. It was shown that the nature of the cyclic amine moiety at position C2 of the compounds is probably the primary determinant of anticancer activity toward tested cell lines and the acute toxicity toward brine shrimp ( Artemia salina ). The majority of compounds revealed the ability to vigorously induce mitochondrial superoxide anion generation in all treated cell lines, which together with cell cycle arrest at the S phase and activation of intrinsic caspase cascade, indicates the possibility that apoptosis was triggered due to irreparable chromosomal damage by acute oxidative stress. Two deriva- tives also exerted significant antibacterial activity with one order of magnitude higher potency than chlo- ramphenicol in most of the investigated bacterial strains. Also, the drug-like properties for all compounds were estimated by available software tools.
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Novel derivatives of aroylacrylic acid phenylamides as inducers of apoptosis through the ROS-mediated pathway in several cancer cell lines
VL  - 1250
SP  - 131702
DO  - 10.1016/j.molstruc.2021.131702
ER  - 
@article{
author = "Vujatović, Tamara B. and Vitorović - Todorović, Maja D. and Cvijetić, Ilija and Vasović, Tamara and Nikolić, Milan R. and Novaković, Irena and Bjelogrlić, Snežana",
year = "2022",
abstract = "In the present work, the α, β-double bond of the aroylacrylic acid phenylamides was suitably modified to optimize the toxicity–antiproliferative activity ratio of the resulting compounds 1 –5 . The phenylamides were modified by Michael’s addition of suitably chosen piperidine-containing fragments: 1-amino-N- benzylpiperidine ( a1 ), 4-benzylpiperidine ( a2 ), and N , N -dimethyl- N -[2-(1-piperazinyl)-ethyl]amine ( a3 ). The compounds exerted micromolar activity toward three cancer cell lines, A549, LoVo, and Skov-3, caus- ing apoptotic cell death. It was shown that the nature of the cyclic amine moiety at position C2 of the compounds is probably the primary determinant of anticancer activity toward tested cell lines and the acute toxicity toward brine shrimp ( Artemia salina ). The majority of compounds revealed the ability to vigorously induce mitochondrial superoxide anion generation in all treated cell lines, which together with cell cycle arrest at the S phase and activation of intrinsic caspase cascade, indicates the possibility that apoptosis was triggered due to irreparable chromosomal damage by acute oxidative stress. Two deriva- tives also exerted significant antibacterial activity with one order of magnitude higher potency than chlo- ramphenicol in most of the investigated bacterial strains. Also, the drug-like properties for all compounds were estimated by available software tools.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Novel derivatives of aroylacrylic acid phenylamides as inducers of apoptosis through the ROS-mediated pathway in several cancer cell lines",
volume = "1250",
pages = "131702",
doi = "10.1016/j.molstruc.2021.131702"
}
Vujatović, T. B., Vitorović - Todorović, M. D., Cvijetić, I., Vasović, T., Nikolić, M. R., Novaković, I.,& Bjelogrlić, S.. (2022). Novel derivatives of aroylacrylic acid phenylamides as inducers of apoptosis through the ROS-mediated pathway in several cancer cell lines. in Journal of Molecular Structure
Elsevier., 1250, 131702.
https://doi.org/10.1016/j.molstruc.2021.131702
Vujatović TB, Vitorović - Todorović MD, Cvijetić I, Vasović T, Nikolić MR, Novaković I, Bjelogrlić S. Novel derivatives of aroylacrylic acid phenylamides as inducers of apoptosis through the ROS-mediated pathway in several cancer cell lines. in Journal of Molecular Structure. 2022;1250:131702.
doi:10.1016/j.molstruc.2021.131702 .
Vujatović, Tamara B., Vitorović - Todorović, Maja D., Cvijetić, Ilija, Vasović, Tamara, Nikolić, Milan R., Novaković, Irena, Bjelogrlić, Snežana, "Novel derivatives of aroylacrylic acid phenylamides as inducers of apoptosis through the ROS-mediated pathway in several cancer cell lines" in Journal of Molecular Structure, 1250 (2022):131702,
https://doi.org/10.1016/j.molstruc.2021.131702 . .

A detailed experimental and computational study of Cd complexes with pyridyl-based thiazolyl hydrazones

Kokanov, Sanja B.; Filipović, Nenad R.; Višnjevac, Aleksandar; Nikolić, Milan; Novaković, Irena; Janjić, Goran; Holló, Berta Barta; Ramotowska, Sandra; Nowicka, Paulina; Makowski, Mariusz; Uğuz, Özlem; Koca, Atıf; Todorović, Tamara

(Wiley, 2022)

TY  - JOUR
AU  - Kokanov, Sanja B.
AU  - Filipović, Nenad R.
AU  - Višnjevac, Aleksandar
AU  - Nikolić, Milan
AU  - Novaković, Irena
AU  - Janjić, Goran
AU  - Holló, Berta Barta
AU  - Ramotowska, Sandra
AU  - Nowicka, Paulina
AU  - Makowski, Mariusz
AU  - Uğuz, Özlem
AU  - Koca, Atıf
AU  - Todorović, Tamara
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5474
AB  - Interest in Cd complexes has been growing in recent years. Cd complexes are considered a potential solution in the search for novel antibiotics that can fight antimicrobial resistance. In addition, Cd complexes draw attention to material chemistry. The main objective of this work was to prepare the first Cd(II) complexes with anionic forms of pyridine-based thiazolyl hydrazone (THs) ligands HLS2 [(E)-4-(4-methoxyphenyl)-2-(2-[pyridine-2-ylmethylene]hydrazinyl)thiazole] and HLS3 [(E)-2-(2-[pyridine-2-ylmethylene]hydrazinyl)-4-(p-tolyl)thiazole] and perform their structural and spectroscopic characterization, as well as stability in solution and upon heating. Studies related to their biological activities and possible electrochromic applications are also being conducted. Complexes [Cd(HLS2)2] (1) and [Cd(HLS3)2] (2) have been characterized by a single-crystal X-ray diffraction and computational analysis of intermolecular interactions responsible for their solid-state structures was performed. Thermal stability of 1 and 2 in the solid-state was analyzed by TGA/MS, where as their solution stability was determined by the spectrophotometric titration method. Electrochemical and in situ UV–Vis spectroelectrochemical analyses of 1 and 2 were carried out to determine redox mechanisms and the influence of the substituents and electrolytes on their redox responses. The antioxidant capacity of both complexes was tested in antioxidant assays, while their antimicrobial activity was tested against five Gram-positive and four Gram-negative bacteria, as well as against three fungi. The obtained results indicate their potent antioxidant capacity. The antimicrobial activity of investigated compounds on almost all tested bacterial strains was stronger than that of the standard antibiotic erythromycin. The results of docking studies indicate that the minor groove DNA is the possible biological target of 1 and 2.
PB  - Wiley
T2  - Applied Organometallic Chemistry
T1  - A detailed experimental and computational study of Cd complexes with pyridyl-based thiazolyl hydrazones
DO  - 10.1002/aoc.6942
ER  - 
@article{
author = "Kokanov, Sanja B. and Filipović, Nenad R. and Višnjevac, Aleksandar and Nikolić, Milan and Novaković, Irena and Janjić, Goran and Holló, Berta Barta and Ramotowska, Sandra and Nowicka, Paulina and Makowski, Mariusz and Uğuz, Özlem and Koca, Atıf and Todorović, Tamara",
year = "2022",
abstract = "Interest in Cd complexes has been growing in recent years. Cd complexes are considered a potential solution in the search for novel antibiotics that can fight antimicrobial resistance. In addition, Cd complexes draw attention to material chemistry. The main objective of this work was to prepare the first Cd(II) complexes with anionic forms of pyridine-based thiazolyl hydrazone (THs) ligands HLS2 [(E)-4-(4-methoxyphenyl)-2-(2-[pyridine-2-ylmethylene]hydrazinyl)thiazole] and HLS3 [(E)-2-(2-[pyridine-2-ylmethylene]hydrazinyl)-4-(p-tolyl)thiazole] and perform their structural and spectroscopic characterization, as well as stability in solution and upon heating. Studies related to their biological activities and possible electrochromic applications are also being conducted. Complexes [Cd(HLS2)2] (1) and [Cd(HLS3)2] (2) have been characterized by a single-crystal X-ray diffraction and computational analysis of intermolecular interactions responsible for their solid-state structures was performed. Thermal stability of 1 and 2 in the solid-state was analyzed by TGA/MS, where as their solution stability was determined by the spectrophotometric titration method. Electrochemical and in situ UV–Vis spectroelectrochemical analyses of 1 and 2 were carried out to determine redox mechanisms and the influence of the substituents and electrolytes on their redox responses. The antioxidant capacity of both complexes was tested in antioxidant assays, while their antimicrobial activity was tested against five Gram-positive and four Gram-negative bacteria, as well as against three fungi. The obtained results indicate their potent antioxidant capacity. The antimicrobial activity of investigated compounds on almost all tested bacterial strains was stronger than that of the standard antibiotic erythromycin. The results of docking studies indicate that the minor groove DNA is the possible biological target of 1 and 2.",
publisher = "Wiley",
journal = "Applied Organometallic Chemistry",
title = "A detailed experimental and computational study of Cd complexes with pyridyl-based thiazolyl hydrazones",
doi = "10.1002/aoc.6942"
}
Kokanov, S. B., Filipović, N. R., Višnjevac, A., Nikolić, M., Novaković, I., Janjić, G., Holló, B. B., Ramotowska, S., Nowicka, P., Makowski, M., Uğuz, Ö., Koca, A.,& Todorović, T.. (2022). A detailed experimental and computational study of Cd complexes with pyridyl-based thiazolyl hydrazones. in Applied Organometallic Chemistry
Wiley..
https://doi.org/10.1002/aoc.6942
Kokanov SB, Filipović NR, Višnjevac A, Nikolić M, Novaković I, Janjić G, Holló BB, Ramotowska S, Nowicka P, Makowski M, Uğuz Ö, Koca A, Todorović T. A detailed experimental and computational study of Cd complexes with pyridyl-based thiazolyl hydrazones. in Applied Organometallic Chemistry. 2022;.
doi:10.1002/aoc.6942 .
Kokanov, Sanja B., Filipović, Nenad R., Višnjevac, Aleksandar, Nikolić, Milan, Novaković, Irena, Janjić, Goran, Holló, Berta Barta, Ramotowska, Sandra, Nowicka, Paulina, Makowski, Mariusz, Uğuz, Özlem, Koca, Atıf, Todorović, Tamara, "A detailed experimental and computational study of Cd complexes with pyridyl-based thiazolyl hydrazones" in Applied Organometallic Chemistry (2022),
https://doi.org/10.1002/aoc.6942 . .

Copper(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines: Anticancer, antioxidant, antigenotoxic effects and interaction with DNA and albumins

Vitomirov, Teodora; Dimiza, Filitsa; Matić, Ivana Z.; Stanojković, Tatjana; Pirković, Andrea; Živković, Lada; Spremo-Potparević, Biljana; Novaković, Irena; Anđelković, Katarina; Milčić, Miloš; Psomas, George; Šumar Ristović, Maja

(Elsevier, 2022)

TY  - JOUR
AU  - Vitomirov, Teodora
AU  - Dimiza, Filitsa
AU  - Matić, Ivana Z.
AU  - Stanojković, Tatjana
AU  - Pirković, Andrea
AU  - Živković, Lada
AU  - Spremo-Potparević, Biljana
AU  - Novaković, Irena
AU  - Anđelković, Katarina
AU  - Milčić, Miloš
AU  - Psomas, George
AU  - Šumar Ristović, Maja
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5257
AB  - In this article, cytotoxicity, the mechanisms of cytotoxic activity, genotoxicity, and interaction with DNA and proteins, of two Cu(II) complexes with a salicylaldehyde derivative (4-(diethylamino)salicylaldehyde) and α-diimine (2,2′-bipyridine (bipy) and 1,10-phenanthroline (phen)) are reported. Both Cu(II) complexes performed cytotoxic effects against all tested malignant cell lines. Complexes exerted highest cytotoxicity against HeLa and A375 malignant cell lines. The cytotoxic activity of Cu(II) complex with phen as a α-diimine co-ligand was significantly higher in comparison with cytotoxic activity of Cu(II) complex with bipy. Pretreatment with specific inhibitors of caspase-3, caspase-8 or caspase-9, in order to clear up the mode of cell death triggered by two Cu(II) complexes in HeLa cells, indicated the ability of these complexes to induce apoptosis through activation of target caspases. Cu(II)-phen complex exhibited significant antioxidant activity compared with Cu(II)-bipy complex, and showed a better effect on reducing intracellular ROS levels in HeLa cells. Tested complexes did not display genotoxic potential in human peripheral blood leucocytes, but exhibited an antigenotoxic effect in post-treatment, after H2O2 exposure. The study of the in vitro biological properties regarding their affinity towards CT (calf-thymus) DNA and serum albumins showed that the compounds can intercalate to CT DNA, and bind reversibly and tightly to the albumins. Molecular docking studies of the ability of compounds to bind to biomacromolecules are consistent with in vitro studies.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Copper(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines: Anticancer, antioxidant, antigenotoxic effects and interaction with DNA and albumins
VL  - 235
DO  - 10.1016/j.jinorgbio.2022.111942
ER  - 
@article{
author = "Vitomirov, Teodora and Dimiza, Filitsa and Matić, Ivana Z. and Stanojković, Tatjana and Pirković, Andrea and Živković, Lada and Spremo-Potparević, Biljana and Novaković, Irena and Anđelković, Katarina and Milčić, Miloš and Psomas, George and Šumar Ristović, Maja",
year = "2022",
abstract = "In this article, cytotoxicity, the mechanisms of cytotoxic activity, genotoxicity, and interaction with DNA and proteins, of two Cu(II) complexes with a salicylaldehyde derivative (4-(diethylamino)salicylaldehyde) and α-diimine (2,2′-bipyridine (bipy) and 1,10-phenanthroline (phen)) are reported. Both Cu(II) complexes performed cytotoxic effects against all tested malignant cell lines. Complexes exerted highest cytotoxicity against HeLa and A375 malignant cell lines. The cytotoxic activity of Cu(II) complex with phen as a α-diimine co-ligand was significantly higher in comparison with cytotoxic activity of Cu(II) complex with bipy. Pretreatment with specific inhibitors of caspase-3, caspase-8 or caspase-9, in order to clear up the mode of cell death triggered by two Cu(II) complexes in HeLa cells, indicated the ability of these complexes to induce apoptosis through activation of target caspases. Cu(II)-phen complex exhibited significant antioxidant activity compared with Cu(II)-bipy complex, and showed a better effect on reducing intracellular ROS levels in HeLa cells. Tested complexes did not display genotoxic potential in human peripheral blood leucocytes, but exhibited an antigenotoxic effect in post-treatment, after H2O2 exposure. The study of the in vitro biological properties regarding their affinity towards CT (calf-thymus) DNA and serum albumins showed that the compounds can intercalate to CT DNA, and bind reversibly and tightly to the albumins. Molecular docking studies of the ability of compounds to bind to biomacromolecules are consistent with in vitro studies.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Copper(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines: Anticancer, antioxidant, antigenotoxic effects and interaction with DNA and albumins",
volume = "235",
doi = "10.1016/j.jinorgbio.2022.111942"
}
Vitomirov, T., Dimiza, F., Matić, I. Z., Stanojković, T., Pirković, A., Živković, L., Spremo-Potparević, B., Novaković, I., Anđelković, K., Milčić, M., Psomas, G.,& Šumar Ristović, M.. (2022). Copper(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines: Anticancer, antioxidant, antigenotoxic effects and interaction with DNA and albumins. in Journal of Inorganic Biochemistry
Elsevier., 235.
https://doi.org/10.1016/j.jinorgbio.2022.111942
Vitomirov T, Dimiza F, Matić IZ, Stanojković T, Pirković A, Živković L, Spremo-Potparević B, Novaković I, Anđelković K, Milčić M, Psomas G, Šumar Ristović M. Copper(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines: Anticancer, antioxidant, antigenotoxic effects and interaction with DNA and albumins. in Journal of Inorganic Biochemistry. 2022;235.
doi:10.1016/j.jinorgbio.2022.111942 .
Vitomirov, Teodora, Dimiza, Filitsa, Matić, Ivana Z., Stanojković, Tatjana, Pirković, Andrea, Živković, Lada, Spremo-Potparević, Biljana, Novaković, Irena, Anđelković, Katarina, Milčić, Miloš, Psomas, George, Šumar Ristović, Maja, "Copper(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines: Anticancer, antioxidant, antigenotoxic effects and interaction with DNA and albumins" in Journal of Inorganic Biochemistry, 235 (2022),
https://doi.org/10.1016/j.jinorgbio.2022.111942 . .
8
7

Sinteza, karakterizacija i antimikrobna aktivnost kompleksa Cu(II) sa kondenzacionim derivatom 2-acetilpiridina i dihidrazida malonske kiseline

Pavlović, Pavle; Rodić, Marko; Novaković, Irena; Filipović, Nenad; Todorović, Tamara

(Belgrade: Serbian Chemical Society, 2022)

TY  - CONF
AU  - Pavlović, Pavle
AU  - Rodić, Marko
AU  - Novaković, Irena
AU  - Filipović, Nenad
AU  - Todorović, Tamara
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5784
AB  - Kompleks Cu(II) sa kondenzacionim derivatom 2-acetilpiridina i dihidrazida malonske  kiseline (H2L) je dobijen direktnom sintezom. Prekristalizacijom je dobijen monokristalni  proizvod te je struktura kompleksa rešena primenom rendgenske strukturne analize. U  unutrašnjoj sferi binuklearnog simetrinog kompleksa, sa distorgovanom oktaedarskom  geometrijom oko jona Cu(II), jedan molekul liganda je koordinovan u anjonskom, a drugi  u neutralnom obliku, oba bis-tridentatno preko N,N,O seta donorskih atoma. U spoljašnjoj  sferi kompleksa se nalaze perhloratni joni i molekuli vode. Kompleks je pokazao  antimikrobnu aktivnost u niskom mikromolarnom opsegu na svim testiranim  mikroorganizmima.
AB  - The Cu(II) complex with the ligand H2L, which is a condensation derivative of  2-acetylpyridine and malonic acid dihydrazide, was obtained by direct synthesis.  Recrystallization gave a single crystal product, and the structure of the complex was solved  by X-ray structural analysis. In the inner sphere of the binuclear symmetrical complex,  with distorted octahedral geometry around Cu(II) ions, one ligand molecule is coordinated  in anionic and the other in neutral form, both bis-tridentaly via the N, N, O set of donor  atoms. Perchlorate ions and water molecules are located in the outer sphere of the  complex. The complex showed antimicrobial activity in the low micromolar range on all  tested microorganisms.
PB  - Belgrade: Serbian Chemical Society
C3  - Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine
T1  - Sinteza, karakterizacija i antimikrobna aktivnost kompleksa  Cu(II) sa kondenzacionim derivatom 2-acetilpiridina i dihidrazida  malonske kiseline
T1  - Synthesis, characterization and antimicrobial activity of Cu(II)  complex with condensation derivative of  2-acetylpyridine and malonic acid dihydrazide
SP  - 120
EP  - 120
UR  - https://hdl.handle.net/21.15107/rcub_cer_5784
ER  - 
@conference{
author = "Pavlović, Pavle and Rodić, Marko and Novaković, Irena and Filipović, Nenad and Todorović, Tamara",
year = "2022",
abstract = "Kompleks Cu(II) sa kondenzacionim derivatom 2-acetilpiridina i dihidrazida malonske  kiseline (H2L) je dobijen direktnom sintezom. Prekristalizacijom je dobijen monokristalni  proizvod te je struktura kompleksa rešena primenom rendgenske strukturne analize. U  unutrašnjoj sferi binuklearnog simetrinog kompleksa, sa distorgovanom oktaedarskom  geometrijom oko jona Cu(II), jedan molekul liganda je koordinovan u anjonskom, a drugi  u neutralnom obliku, oba bis-tridentatno preko N,N,O seta donorskih atoma. U spoljašnjoj  sferi kompleksa se nalaze perhloratni joni i molekuli vode. Kompleks je pokazao  antimikrobnu aktivnost u niskom mikromolarnom opsegu na svim testiranim  mikroorganizmima., The Cu(II) complex with the ligand H2L, which is a condensation derivative of  2-acetylpyridine and malonic acid dihydrazide, was obtained by direct synthesis.  Recrystallization gave a single crystal product, and the structure of the complex was solved  by X-ray structural analysis. In the inner sphere of the binuclear symmetrical complex,  with distorted octahedral geometry around Cu(II) ions, one ligand molecule is coordinated  in anionic and the other in neutral form, both bis-tridentaly via the N, N, O set of donor  atoms. Perchlorate ions and water molecules are located in the outer sphere of the  complex. The complex showed antimicrobial activity in the low micromolar range on all  tested microorganisms.",
publisher = "Belgrade: Serbian Chemical Society",
journal = "Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine",
title = "Sinteza, karakterizacija i antimikrobna aktivnost kompleksa  Cu(II) sa kondenzacionim derivatom 2-acetilpiridina i dihidrazida  malonske kiseline, Synthesis, characterization and antimicrobial activity of Cu(II)  complex with condensation derivative of  2-acetylpyridine and malonic acid dihydrazide",
pages = "120-120",
url = "https://hdl.handle.net/21.15107/rcub_cer_5784"
}
Pavlović, P., Rodić, M., Novaković, I., Filipović, N.,& Todorović, T.. (2022). Sinteza, karakterizacija i antimikrobna aktivnost kompleksa  Cu(II) sa kondenzacionim derivatom 2-acetilpiridina i dihidrazida  malonske kiseline. in Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine
Belgrade: Serbian Chemical Society., 120-120.
https://hdl.handle.net/21.15107/rcub_cer_5784
Pavlović P, Rodić M, Novaković I, Filipović N, Todorović T. Sinteza, karakterizacija i antimikrobna aktivnost kompleksa  Cu(II) sa kondenzacionim derivatom 2-acetilpiridina i dihidrazida  malonske kiseline. in Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine. 2022;:120-120.
https://hdl.handle.net/21.15107/rcub_cer_5784 .
Pavlović, Pavle, Rodić, Marko, Novaković, Irena, Filipović, Nenad, Todorović, Tamara, "Sinteza, karakterizacija i antimikrobna aktivnost kompleksa  Cu(II) sa kondenzacionim derivatom 2-acetilpiridina i dihidrazida  malonske kiseline" in Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine (2022):120-120,
https://hdl.handle.net/21.15107/rcub_cer_5784 .

Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity

Stevanović, Nevena; Zlatar, Matija; Novaković, Irena; Pevec, Andrej; Radanović, Dušanka; Matić, Ivana Z.; Đorđić Crnogorac, Marija; Stanojković, Tatjana; Vujčić, Miroslava; Gruden, Maja; Sladić, Dušan; Anđelković, Katarina; Turel, Iztok; Čobeljić, Božidar

(Royal Society of Chemistry (RSC), 2022)

TY  - JOUR
AU  - Stevanović, Nevena
AU  - Zlatar, Matija
AU  - Novaković, Irena
AU  - Pevec, Andrej
AU  - Radanović, Dušanka
AU  - Matić, Ivana Z.
AU  - Đorđić Crnogorac, Marija
AU  - Stanojković, Tatjana
AU  - Vujčić, Miroslava
AU  - Gruden, Maja
AU  - Sladić, Dušan
AU  - Anđelković, Katarina
AU  - Turel, Iztok
AU  - Čobeljić, Božidar
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4901
AB  - In this paper, Cu(II), Mn(II) and Zn(II) complexes with N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL1Cl) were synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, elemental analysis and DFT calculations. In all three complexes, a ligand (L1) is coordinated in a deprotonated formally neutral zwitterionic form via NNO donor set atoms. Cu(II) and Zn(II) form mononuclear penta-coordinated complexes [CuL1(N3)(CH3OH)]BF4 and [ZnL1(N3)2], respectively, while Mn(II) forms a binuclear [Mn2L12(μ-1,1-N3)2(N3)2]·2CH3OH complex, with unusual distorted trigonal-prismatic geometry around the metal centers. The antimicrobial activity of these complexes was tested against a panel of Gram-negative and Gram-positive bacteria, two yeasts and one fungal strain. The binuclear Mn(II) complex showed antifungal activity of similar intensity to amphotericin B. Based on the results of the brine shrimp test and DPPH radical scavenging activity, the most active Cu(II) and Mn(II) complexes were selected for evaluation of cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and one normal cell line HaCaT. Both complexes showed significant activity. It should be pointed out that the activity of the Mn(II) complex against the MCF7 breast cancer cell line is only slightly weaker than that of cisplatin, but with selectivity to the tumor cell line in comparison to normal HaCaT cells, which is non-existent in the case of cisplatin.
PB  - Royal Society of Chemistry (RSC)
T2  - Dalton Transactions
T1  - Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity
VL  - 51
IS  - 1
SP  - 185
EP  - 196
DO  - 10.1039/D1DT03169D
ER  - 
@article{
author = "Stevanović, Nevena and Zlatar, Matija and Novaković, Irena and Pevec, Andrej and Radanović, Dušanka and Matić, Ivana Z. and Đorđić Crnogorac, Marija and Stanojković, Tatjana and Vujčić, Miroslava and Gruden, Maja and Sladić, Dušan and Anđelković, Katarina and Turel, Iztok and Čobeljić, Božidar",
year = "2022",
abstract = "In this paper, Cu(II), Mn(II) and Zn(II) complexes with N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL1Cl) were synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, elemental analysis and DFT calculations. In all three complexes, a ligand (L1) is coordinated in a deprotonated formally neutral zwitterionic form via NNO donor set atoms. Cu(II) and Zn(II) form mononuclear penta-coordinated complexes [CuL1(N3)(CH3OH)]BF4 and [ZnL1(N3)2], respectively, while Mn(II) forms a binuclear [Mn2L12(μ-1,1-N3)2(N3)2]·2CH3OH complex, with unusual distorted trigonal-prismatic geometry around the metal centers. The antimicrobial activity of these complexes was tested against a panel of Gram-negative and Gram-positive bacteria, two yeasts and one fungal strain. The binuclear Mn(II) complex showed antifungal activity of similar intensity to amphotericin B. Based on the results of the brine shrimp test and DPPH radical scavenging activity, the most active Cu(II) and Mn(II) complexes were selected for evaluation of cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and one normal cell line HaCaT. Both complexes showed significant activity. It should be pointed out that the activity of the Mn(II) complex against the MCF7 breast cancer cell line is only slightly weaker than that of cisplatin, but with selectivity to the tumor cell line in comparison to normal HaCaT cells, which is non-existent in the case of cisplatin.",
publisher = "Royal Society of Chemistry (RSC)",
journal = "Dalton Transactions",
title = "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity",
volume = "51",
number = "1",
pages = "185-196",
doi = "10.1039/D1DT03169D"
}
Stevanović, N., Zlatar, M., Novaković, I., Pevec, A., Radanović, D., Matić, I. Z., Đorđić Crnogorac, M., Stanojković, T., Vujčić, M., Gruden, M., Sladić, D., Anđelković, K., Turel, I.,& Čobeljić, B.. (2022). Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity. in Dalton Transactions
Royal Society of Chemistry (RSC)., 51(1), 185-196.
https://doi.org/10.1039/D1DT03169D
Stevanović N, Zlatar M, Novaković I, Pevec A, Radanović D, Matić IZ, Đorđić Crnogorac M, Stanojković T, Vujčić M, Gruden M, Sladić D, Anđelković K, Turel I, Čobeljić B. Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity. in Dalton Transactions. 2022;51(1):185-196.
doi:10.1039/D1DT03169D .
Stevanović, Nevena, Zlatar, Matija, Novaković, Irena, Pevec, Andrej, Radanović, Dušanka, Matić, Ivana Z., Đorđić Crnogorac, Marija, Stanojković, Tatjana, Vujčić, Miroslava, Gruden, Maja, Sladić, Dušan, Anđelković, Katarina, Turel, Iztok, Čobeljić, Božidar, "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity" in Dalton Transactions, 51, no. 1 (2022):185-196,
https://doi.org/10.1039/D1DT03169D . .
11
15
1
12

Supporting information for: "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity"

Stevanović, Nevena; Zlatar, Matija; Novaković, Irena; Pevec, Andrej; Radanović, Dušanka; Matić, Ivana Z.; Đorđić Crnogorac, Marija; Stanojković, Tatjana; Vujčić, Miroslava; Gruden, Maja; Sladić, Dušan; Anđelković, Katarina; Turel, Iztok; Čobeljić, Božidar

(Royal Society of Chemistry (RSC), 2022)

TY  - DATA
AU  - Stevanović, Nevena
AU  - Zlatar, Matija
AU  - Novaković, Irena
AU  - Pevec, Andrej
AU  - Radanović, Dušanka
AU  - Matić, Ivana Z.
AU  - Đorđić Crnogorac, Marija
AU  - Stanojković, Tatjana
AU  - Vujčić, Miroslava
AU  - Gruden, Maja
AU  - Sladić, Dušan
AU  - Anđelković, Katarina
AU  - Turel, Iztok
AU  - Čobeljić, Božidar
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4902
AB  - In this paper, Cu(II), Mn(II) and Zn(II) complexes with N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL1Cl) were synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, elemental analysis and DFT calculations. In all three complexes, a ligand (L1) is coordinated in a deprotonated formally neutral zwitterionic form via NNO donor set atoms. Cu(II) and Zn(II) form mononuclear penta-coordinated complexes [CuL1(N3)(CH3OH)]BF4 and [ZnL1(N3)2], respectively, while Mn(II) forms a binuclear [Mn2L12(μ-1,1-N3)2(N3)2]·2CH3OH complex, with unusual distorted trigonal-prismatic geometry around the metal centers. The antimicrobial activity of these complexes was tested against a panel of Gram-negative and Gram-positive bacteria, two yeasts and one fungal strain. The binuclear Mn(II) complex showed antifungal activity of similar intensity to amphotericin B. Based on the results of the brine shrimp test and DPPH radical scavenging activity, the most active Cu(II) and Mn(II) complexes were selected for evaluation of cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and one normal cell line HaCaT. Both complexes showed significant activity. It should be pointed out that the activity of the Mn(II) complex against the MCF7 breast cancer cell line is only slightly weaker than that of cisplatin, but with selectivity to the tumor cell line in comparison to normal HaCaT cells, which is non-existent in the case of cisplatin.
PB  - Royal Society of Chemistry (RSC)
T2  - Dalton Transactions
T1  - Supporting information for: "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity"
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4858
ER  - 
@misc{
author = "Stevanović, Nevena and Zlatar, Matija and Novaković, Irena and Pevec, Andrej and Radanović, Dušanka and Matić, Ivana Z. and Đorđić Crnogorac, Marija and Stanojković, Tatjana and Vujčić, Miroslava and Gruden, Maja and Sladić, Dušan and Anđelković, Katarina and Turel, Iztok and Čobeljić, Božidar",
year = "2022",
abstract = "In this paper, Cu(II), Mn(II) and Zn(II) complexes with N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL1Cl) were synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, elemental analysis and DFT calculations. In all three complexes, a ligand (L1) is coordinated in a deprotonated formally neutral zwitterionic form via NNO donor set atoms. Cu(II) and Zn(II) form mononuclear penta-coordinated complexes [CuL1(N3)(CH3OH)]BF4 and [ZnL1(N3)2], respectively, while Mn(II) forms a binuclear [Mn2L12(μ-1,1-N3)2(N3)2]·2CH3OH complex, with unusual distorted trigonal-prismatic geometry around the metal centers. The antimicrobial activity of these complexes was tested against a panel of Gram-negative and Gram-positive bacteria, two yeasts and one fungal strain. The binuclear Mn(II) complex showed antifungal activity of similar intensity to amphotericin B. Based on the results of the brine shrimp test and DPPH radical scavenging activity, the most active Cu(II) and Mn(II) complexes were selected for evaluation of cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and one normal cell line HaCaT. Both complexes showed significant activity. It should be pointed out that the activity of the Mn(II) complex against the MCF7 breast cancer cell line is only slightly weaker than that of cisplatin, but with selectivity to the tumor cell line in comparison to normal HaCaT cells, which is non-existent in the case of cisplatin.",
publisher = "Royal Society of Chemistry (RSC)",
journal = "Dalton Transactions",
title = "Supporting information for: "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity"",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4858"
}
Stevanović, N., Zlatar, M., Novaković, I., Pevec, A., Radanović, D., Matić, I. Z., Đorđić Crnogorac, M., Stanojković, T., Vujčić, M., Gruden, M., Sladić, D., Anđelković, K., Turel, I.,& Čobeljić, B.. (2022). Supporting information for: "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity". in Dalton Transactions
Royal Society of Chemistry (RSC)..
https://hdl.handle.net/21.15107/rcub_cherry_4858
Stevanović N, Zlatar M, Novaković I, Pevec A, Radanović D, Matić IZ, Đorđić Crnogorac M, Stanojković T, Vujčić M, Gruden M, Sladić D, Anđelković K, Turel I, Čobeljić B. Supporting information for: "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity". in Dalton Transactions. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_4858 .
Stevanović, Nevena, Zlatar, Matija, Novaković, Irena, Pevec, Andrej, Radanović, Dušanka, Matić, Ivana Z., Đorđić Crnogorac, Marija, Stanojković, Tatjana, Vujčić, Miroslava, Gruden, Maja, Sladić, Dušan, Anđelković, Katarina, Turel, Iztok, Čobeljić, Božidar, "Supporting information for: "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity"" in Dalton Transactions (2022),
https://hdl.handle.net/21.15107/rcub_cherry_4858 .

Synthesis and biological activity of alkylthio and arylthio derivatives of tert-butylquinone

Djordjević, Jelena; Kolarević, Stoimir; Jovanović-Marić, Jovana; Oaldje-Pavlovic, Mariana; Sladić, Dušan; Novaković, Irena; Vuković-Gačić, Branka

(Serbian chemical society, 2022)

TY  - JOUR
AU  - Djordjević, Jelena
AU  - Kolarević, Stoimir
AU  - Jovanović-Marić, Jovana
AU  - Oaldje-Pavlovic, Mariana
AU  - Sladić, Dušan
AU  - Novaković, Irena
AU  - Vuković-Gačić, Branka
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5609
AB  - Biological activity of 2-tert-butyl-1,4-benzoquinone (TBQ) and its derivatives, 2-tert-butyl-5-(2-propylthio)-1,4-benzoquinone, 2-tert-butyl-5- -(propylthio)-1,4-benzoquinone, 2-tert-butyl-5,6-(ethylenedithio)-1,4-benzoquinone, 2-tert-butyl-5-(phenylthio)-1,4-benzoquinone and 2-tert-butyl-6-(phenylthio)- 1,4-benzoquinone, were tested for their antioxidant, antibacterial, toxic, cytotoxic and genotoxic potential. Using the DPPH test, all derivatives showed good antioxidant activity, better than ascorbic acid, and the 2-tert- -butyl-5-(propylthio)-1,4-benzoquinone derivative showed the strongest effect. Better antibacterial potential was observed against Gram-positive bacteria in the broth microdilution method in which the 2-tert-butyl-5-(phenylthio)-1,4- -benzoquinone derivative showed the strongest activity (MIC = 15.6 μM). The results of toxicity tests, using the Brine shrimp test, indicated that the derivatives lose their toxic potential compared to TBQ, except for 2-tert-butyl-6- -(phenylthio)-1,4-benzoquinone, which showed a 3 times stronger effect. Cytotoxicity was assessed by the MTT assay in 24 and 72 h treatments in MRC-5, HS 294T and A549 cell lines in threefold decreasing gradient (11, 33 and 100 μM). Modifications potentiate the cytotoxic effect, and the strongest effect was observed with the 2-tert-butyl-5,6-(ethylendithio)-1,4-benzoquinone derivative. In addition, the genotoxic potential was examined in the MRC-5 cell line using the comet assay. All tested derivatives of TBQ showed a genotoxic effect at all applied subtoxic concentrations. In general, the chemical modifications of TBQ enhanced its biological activity.
AB  - Испитана је биолошка активност 2-терц-бутил-1,4-бензохинона (TBQ) и његових деривата: 2-терц-бутил-5-(изопропилтио)-1,4-бензохинона, 2-терц-бутил-5-(пропилтио)-1,4-бензохинона, 2-терц-бутил-5,6-(етиленедитио)-1,4-бензохинона, 2-терц-бутил-  -5-(фенилтио)-1,4-бензохинона и 2-терц-бутил-6-(фенилтио)-1,4-бензохинона укључујући њихов антиоксидативни, антибактеријски, токсични, цитотоксични и генотоксични потенцијал. Применом DPPH теста, сви деривати су показали добру антиоксидативну активност, бољу од аскорбинске киселине, а најјаче дејство показао је дериват 2-терц-бутил-5-(пропилтио)-1,4-бензохинон. Бољи антимикробни потенцијал је примећен против Грам-позитивних бактерија методом микродилуције у бујону, где је дериват 2-терц-бутил-5-(фенилтио)-1,4-бензохинон показао најјачу активност (MIC = 15,6  μМ). Резултати испитивања токсичности, применом теста на Artemia salina, показују да деривати губе токсични потенцијал у односу на TBQ, осим 2-терц-бутил-6-(фенилтио)-  -1,4-бензохинона, који је показао 3 пута јачи ефекат. Цитотоксичност је испитана МТТ тестом у третманима од 24 и 72 h на ћелијским линијама MRC-5, HS 294T и A549 у троструко опадајућем градијенту (11, 33 и 100 μМ). Модификације појачавају цитотоксични ефекат, а најјачи ефекат је примећен код деривата 2-терц-бутил-5,6-(етилендитио)-1,4-бензохинона. Поред тога, генотоксични потенцијал је испитан на ћелијској линији MRC-5 комет тестом. Сви испитивани деривати су показали генотоксични ефекат при свим примењеним субтоксичним концентрацијама. Генерално, хемијске модификације побољшавају биолошку активност 2-терц-бутил-1,4-бензохинона.
PB  - Serbian chemical society
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis and biological activity of alkylthio and arylthio derivatives of tert-butylquinone
T1  - Синтеза и биолошка активност алкилтио и арилтио деривата терц-бутилхинона
VL  - 87
IS  - 11
SP  - 1245
EP  - 1258
DO  - 10.2298/JSC220304044D
ER  - 
@article{
author = "Djordjević, Jelena and Kolarević, Stoimir and Jovanović-Marić, Jovana and Oaldje-Pavlovic, Mariana and Sladić, Dušan and Novaković, Irena and Vuković-Gačić, Branka",
year = "2022",
abstract = "Biological activity of 2-tert-butyl-1,4-benzoquinone (TBQ) and its derivatives, 2-tert-butyl-5-(2-propylthio)-1,4-benzoquinone, 2-tert-butyl-5- -(propylthio)-1,4-benzoquinone, 2-tert-butyl-5,6-(ethylenedithio)-1,4-benzoquinone, 2-tert-butyl-5-(phenylthio)-1,4-benzoquinone and 2-tert-butyl-6-(phenylthio)- 1,4-benzoquinone, were tested for their antioxidant, antibacterial, toxic, cytotoxic and genotoxic potential. Using the DPPH test, all derivatives showed good antioxidant activity, better than ascorbic acid, and the 2-tert- -butyl-5-(propylthio)-1,4-benzoquinone derivative showed the strongest effect. Better antibacterial potential was observed against Gram-positive bacteria in the broth microdilution method in which the 2-tert-butyl-5-(phenylthio)-1,4- -benzoquinone derivative showed the strongest activity (MIC = 15.6 μM). The results of toxicity tests, using the Brine shrimp test, indicated that the derivatives lose their toxic potential compared to TBQ, except for 2-tert-butyl-6- -(phenylthio)-1,4-benzoquinone, which showed a 3 times stronger effect. Cytotoxicity was assessed by the MTT assay in 24 and 72 h treatments in MRC-5, HS 294T and A549 cell lines in threefold decreasing gradient (11, 33 and 100 μM). Modifications potentiate the cytotoxic effect, and the strongest effect was observed with the 2-tert-butyl-5,6-(ethylendithio)-1,4-benzoquinone derivative. In addition, the genotoxic potential was examined in the MRC-5 cell line using the comet assay. All tested derivatives of TBQ showed a genotoxic effect at all applied subtoxic concentrations. In general, the chemical modifications of TBQ enhanced its biological activity., Испитана је биолошка активност 2-терц-бутил-1,4-бензохинона (TBQ) и његових деривата: 2-терц-бутил-5-(изопропилтио)-1,4-бензохинона, 2-терц-бутил-5-(пропилтио)-1,4-бензохинона, 2-терц-бутил-5,6-(етиленедитио)-1,4-бензохинона, 2-терц-бутил-  -5-(фенилтио)-1,4-бензохинона и 2-терц-бутил-6-(фенилтио)-1,4-бензохинона укључујући њихов антиоксидативни, антибактеријски, токсични, цитотоксични и генотоксични потенцијал. Применом DPPH теста, сви деривати су показали добру антиоксидативну активност, бољу од аскорбинске киселине, а најјаче дејство показао је дериват 2-терц-бутил-5-(пропилтио)-1,4-бензохинон. Бољи антимикробни потенцијал је примећен против Грам-позитивних бактерија методом микродилуције у бујону, где је дериват 2-терц-бутил-5-(фенилтио)-1,4-бензохинон показао најјачу активност (MIC = 15,6  μМ). Резултати испитивања токсичности, применом теста на Artemia salina, показују да деривати губе токсични потенцијал у односу на TBQ, осим 2-терц-бутил-6-(фенилтио)-  -1,4-бензохинона, који је показао 3 пута јачи ефекат. Цитотоксичност је испитана МТТ тестом у третманима од 24 и 72 h на ћелијским линијама MRC-5, HS 294T и A549 у троструко опадајућем градијенту (11, 33 и 100 μМ). Модификације појачавају цитотоксични ефекат, а најјачи ефекат је примећен код деривата 2-терц-бутил-5,6-(етилендитио)-1,4-бензохинона. Поред тога, генотоксични потенцијал је испитан на ћелијској линији MRC-5 комет тестом. Сви испитивани деривати су показали генотоксични ефекат при свим примењеним субтоксичним концентрацијама. Генерално, хемијске модификације побољшавају биолошку активност 2-терц-бутил-1,4-бензохинона.",
publisher = "Serbian chemical society",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis and biological activity of alkylthio and arylthio derivatives of tert-butylquinone, Синтеза и биолошка активност алкилтио и арилтио деривата терц-бутилхинона",
volume = "87",
number = "11",
pages = "1245-1258",
doi = "10.2298/JSC220304044D"
}
Djordjević, J., Kolarević, S., Jovanović-Marić, J., Oaldje-Pavlovic, M., Sladić, D., Novaković, I.,& Vuković-Gačić, B.. (2022). Synthesis and biological activity of alkylthio and arylthio derivatives of tert-butylquinone. in Journal of the Serbian Chemical Society
Serbian chemical society., 87(11), 1245-1258.
https://doi.org/10.2298/JSC220304044D
Djordjević J, Kolarević S, Jovanović-Marić J, Oaldje-Pavlovic M, Sladić D, Novaković I, Vuković-Gačić B. Synthesis and biological activity of alkylthio and arylthio derivatives of tert-butylquinone. in Journal of the Serbian Chemical Society. 2022;87(11):1245-1258.
doi:10.2298/JSC220304044D .
Djordjević, Jelena, Kolarević, Stoimir, Jovanović-Marić, Jovana, Oaldje-Pavlovic, Mariana, Sladić, Dušan, Novaković, Irena, Vuković-Gačić, Branka, "Synthesis and biological activity of alkylthio and arylthio derivatives of tert-butylquinone" in Journal of the Serbian Chemical Society, 87, no. 11 (2022):1245-1258,
https://doi.org/10.2298/JSC220304044D . .

Sinteza i ispitivanje biološke aktivnosti ariltio i aralkiltio derivata 2-terc-butil-1,4-benzohinona

Kovačević, Andrej; Novaković, Irena; Sladić, Dušan

(Belgrade: Serbian Chemical Society, 2022)

TY  - CONF
AU  - Kovačević, Andrej
AU  - Novaković, Irena
AU  - Sladić, Dušan
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5782
AB  - Sintetisana su dva ariltio i dva aralkiltio derivata 2-terc-butil-1,4-benzohinona reakcijom  Michael-ove adicije tiola na hinonsko jezgro u etanolu. Dobijenim derivatima je ispitana antimikrobna i antioksidativna aktivnost, kao i toksinost  na raie Artemia salina. Najjau antimikrobnu aktivnost je pokazao derivat 4, najveu  antioksidativnu aktivnost je imao derivat 2 (IC50=0,0526 mM), dok je toksinost prema  raiima ispoljio samo derivat 4 (LC50=0,032 mM).
AB  - Two arylthio and aralkylthio derivatives of 2-tert-butyl-1.4-benzoquinone were  synthesized by Michael addition of thiols on quionone moiety in ethanol. For all compounds antimicrobial and antioxidant activity was investigated, as well as  toxicity towards nauplii of Artemia salina. Derivative 4 showed the strongest antimicrobial  activity, derivative 2 showed the most intense antioxidant activity (IC50=0.0526 mM),  while only derivative 4 showed toxicity against nauplii of A. salina (LC50=0.032 mM).
PB  - Belgrade: Serbian Chemical Society
C3  - Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine
T1  - Sinteza i ispitivanje biološke aktivnosti ariltio i aralkiltio derivata  2-terc-butil-1,4-benzohinona
T1  - Synthesis and investigation of biological activity of arylthio and aralkylthio derivatives of 2-tert-butyl-1.4-benzoquinone
SP  - 90
EP  - 90
UR  - https://hdl.handle.net/21.15107/rcub_cer_5782
ER  - 
@conference{
author = "Kovačević, Andrej and Novaković, Irena and Sladić, Dušan",
year = "2022",
abstract = "Sintetisana su dva ariltio i dva aralkiltio derivata 2-terc-butil-1,4-benzohinona reakcijom  Michael-ove adicije tiola na hinonsko jezgro u etanolu. Dobijenim derivatima je ispitana antimikrobna i antioksidativna aktivnost, kao i toksinost  na raie Artemia salina. Najjau antimikrobnu aktivnost je pokazao derivat 4, najveu  antioksidativnu aktivnost je imao derivat 2 (IC50=0,0526 mM), dok je toksinost prema  raiima ispoljio samo derivat 4 (LC50=0,032 mM)., Two arylthio and aralkylthio derivatives of 2-tert-butyl-1.4-benzoquinone were  synthesized by Michael addition of thiols on quionone moiety in ethanol. For all compounds antimicrobial and antioxidant activity was investigated, as well as  toxicity towards nauplii of Artemia salina. Derivative 4 showed the strongest antimicrobial  activity, derivative 2 showed the most intense antioxidant activity (IC50=0.0526 mM),  while only derivative 4 showed toxicity against nauplii of A. salina (LC50=0.032 mM).",
publisher = "Belgrade: Serbian Chemical Society",
journal = "Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine",
title = "Sinteza i ispitivanje biološke aktivnosti ariltio i aralkiltio derivata  2-terc-butil-1,4-benzohinona, Synthesis and investigation of biological activity of arylthio and aralkylthio derivatives of 2-tert-butyl-1.4-benzoquinone",
pages = "90-90",
url = "https://hdl.handle.net/21.15107/rcub_cer_5782"
}
Kovačević, A., Novaković, I.,& Sladić, D.. (2022). Sinteza i ispitivanje biološke aktivnosti ariltio i aralkiltio derivata  2-terc-butil-1,4-benzohinona. in Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine
Belgrade: Serbian Chemical Society., 90-90.
https://hdl.handle.net/21.15107/rcub_cer_5782
Kovačević A, Novaković I, Sladić D. Sinteza i ispitivanje biološke aktivnosti ariltio i aralkiltio derivata  2-terc-butil-1,4-benzohinona. in Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine. 2022;:90-90.
https://hdl.handle.net/21.15107/rcub_cer_5782 .
Kovačević, Andrej, Novaković, Irena, Sladić, Dušan, "Sinteza i ispitivanje biološke aktivnosti ariltio i aralkiltio derivata  2-terc-butil-1,4-benzohinona" in Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine (2022):90-90,
https://hdl.handle.net/21.15107/rcub_cer_5782 .

Citotoksičnost novog steroidnog bis(karbazatnog) estra

Živković, Marijana; Novaković, Irena; Matić, Ivana; Sladić, Dušan; Krstić, Natalija

(Belgrade: Serbian Chemical Society, 2022)

TY  - CONF
AU  - Živković, Marijana
AU  - Novaković, Irena
AU  - Matić, Ivana
AU  - Sladić, Dušan
AU  - Krstić, Natalija
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5783
AB  - Usled stalne potrebe za novim antitumorskim lekovima, počevši od androstanskog  bis(semikarbazona), sintetisan je novi bis(karbazatni) estar (bisKBZ) za koji je određena  antimikrobna aktivnost, citotoksična aktivnost na tri maligne ćelijske linije, i urađen je  brine shrimp test toksičnosti. Novo jedinjenje se nije pokazalo kao dobar antimikrobni  agens, ispoljilo je umerenu citotoksičnost prema testiranim ćelijskim linijama i pokazalo se  kao pet puta manje toksično od cisplatina za račiće Artemia salina što je u dobroj korelaciji  sa citotoksičnošću prema HeLa ćelijskoj liniji.
AB  - Due to the constant need for new antitumor drugs, starting from androstane  bis(semicarbazone), a new bis(carbazate) ester (bis-KBZ) was synthesized; antimicrobial  activity and cytotoxicity against three malignant cell lines were determined, and the brine  shrimp toxicity test was performed. The new compound did not prove to be a good  antimicrobial agent, it showed moderate cytotoxicity to the tested cell lines, and proved to  be five times less toxic than cisplatin to Artemia salina, which correlates well with the  cytotoxicity to HeLa cell line.
PB  - Belgrade: Serbian Chemical Society
C3  - Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine
T1  - Citotoksičnost novog steroidnog bis(karbazatnog) estra
T1  - Cytotoxicity of a new steroidal bis(carbazate) ester
SP  - 93
EP  - 93
UR  - https://hdl.handle.net/21.15107/rcub_cer_5783
ER  - 
@conference{
author = "Živković, Marijana and Novaković, Irena and Matić, Ivana and Sladić, Dušan and Krstić, Natalija",
year = "2022",
abstract = "Usled stalne potrebe za novim antitumorskim lekovima, počevši od androstanskog  bis(semikarbazona), sintetisan je novi bis(karbazatni) estar (bisKBZ) za koji je određena  antimikrobna aktivnost, citotoksična aktivnost na tri maligne ćelijske linije, i urađen je  brine shrimp test toksičnosti. Novo jedinjenje se nije pokazalo kao dobar antimikrobni  agens, ispoljilo je umerenu citotoksičnost prema testiranim ćelijskim linijama i pokazalo se  kao pet puta manje toksično od cisplatina za račiće Artemia salina što je u dobroj korelaciji  sa citotoksičnošću prema HeLa ćelijskoj liniji., Due to the constant need for new antitumor drugs, starting from androstane  bis(semicarbazone), a new bis(carbazate) ester (bis-KBZ) was synthesized; antimicrobial  activity and cytotoxicity against three malignant cell lines were determined, and the brine  shrimp toxicity test was performed. The new compound did not prove to be a good  antimicrobial agent, it showed moderate cytotoxicity to the tested cell lines, and proved to  be five times less toxic than cisplatin to Artemia salina, which correlates well with the  cytotoxicity to HeLa cell line.",
publisher = "Belgrade: Serbian Chemical Society",
journal = "Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine",
title = "Citotoksičnost novog steroidnog bis(karbazatnog) estra, Cytotoxicity of a new steroidal bis(carbazate) ester",
pages = "93-93",
url = "https://hdl.handle.net/21.15107/rcub_cer_5783"
}
Živković, M., Novaković, I., Matić, I., Sladić, D.,& Krstić, N.. (2022). Citotoksičnost novog steroidnog bis(karbazatnog) estra. in Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine
Belgrade: Serbian Chemical Society., 93-93.
https://hdl.handle.net/21.15107/rcub_cer_5783
Živković M, Novaković I, Matić I, Sladić D, Krstić N. Citotoksičnost novog steroidnog bis(karbazatnog) estra. in Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine. 2022;:93-93.
https://hdl.handle.net/21.15107/rcub_cer_5783 .
Živković, Marijana, Novaković, Irena, Matić, Ivana, Sladić, Dušan, Krstić, Natalija, "Citotoksičnost novog steroidnog bis(karbazatnog) estra" in Book of Abstracts, Proceedings - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, June 9-10, 2022 / Kratki izvodi radova, kjniga radova - 58. Savetovanje Srpskog hemijskog društva, Beograd 9. i 10. jun 2022. godine (2022):93-93,
https://hdl.handle.net/21.15107/rcub_cer_5783 .

Citotoksični potencijal ekstrakata i odabranih estara iz odbrambenih sekreta vrsta Megahphyllum bosniense i M. unilineatum (Diplopoda: julida) prema ćelijama raka debelog creva

Milovanović, Jelena; Ilić, Bojan; Radulović, Niko; Mladenović, Marko; Novaković, Irena; Makarov, Slobodan E.; Divac Rankov, Aleksandra

(Entomološko društvo Srbije, 2022)

TY  - CONF
AU  - Milovanović, Jelena
AU  - Ilić, Bojan
AU  - Radulović, Niko
AU  - Mladenović, Marko
AU  - Novaković, Irena
AU  - Makarov, Slobodan E.
AU  - Divac Rankov, Aleksandra
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5781
AB  - Ciljevi ove studije bili su: 1) ispitivanje citotoksičnog potencijala različitih estara linoleinske kiseline (butil-, pentil-, heksil-, heptil-, oktil-, nonil-, fentil- i 3-fenilpropil- linoleat) detektovanih u odbrambenim sekretima dve vrsta stonoga iz reda Julida - Megaphyllum unillineatum (C. L. Koch, 1838) i M. bosniense (Verrhoeff, 1897) na vijabilnost ćelija raka debelog creva (SW480) i 2) analiza vijabilnost SW480 ćelija nakon tretiranja ekstraktima odbrambenih sekreta pomenutih vrsta.
PB  - Entomološko društvo Srbije
C3  - Zbornik rezimea - XIII Simpozijum entomologa Srbije sa medjunarodnim učešćem, 14-16. 09. 2022., Pirot
T1  - Citotoksični potencijal ekstrakata i odabranih estara iz odbrambenih sekreta vrsta Megahphyllum bosniense i M. unilineatum (Diplopoda: julida) prema ćelijama raka debelog creva
SP  - 61
EP  - 61
UR  - https://hdl.handle.net/21.15107/rcub_cer_5781
ER  - 
@conference{
author = "Milovanović, Jelena and Ilić, Bojan and Radulović, Niko and Mladenović, Marko and Novaković, Irena and Makarov, Slobodan E. and Divac Rankov, Aleksandra",
year = "2022",
abstract = "Ciljevi ove studije bili su: 1) ispitivanje citotoksičnog potencijala različitih estara linoleinske kiseline (butil-, pentil-, heksil-, heptil-, oktil-, nonil-, fentil- i 3-fenilpropil- linoleat) detektovanih u odbrambenim sekretima dve vrsta stonoga iz reda Julida - Megaphyllum unillineatum (C. L. Koch, 1838) i M. bosniense (Verrhoeff, 1897) na vijabilnost ćelija raka debelog creva (SW480) i 2) analiza vijabilnost SW480 ćelija nakon tretiranja ekstraktima odbrambenih sekreta pomenutih vrsta.",
publisher = "Entomološko društvo Srbije",
journal = "Zbornik rezimea - XIII Simpozijum entomologa Srbije sa medjunarodnim učešćem, 14-16. 09. 2022., Pirot",
title = "Citotoksični potencijal ekstrakata i odabranih estara iz odbrambenih sekreta vrsta Megahphyllum bosniense i M. unilineatum (Diplopoda: julida) prema ćelijama raka debelog creva",
pages = "61-61",
url = "https://hdl.handle.net/21.15107/rcub_cer_5781"
}
Milovanović, J., Ilić, B., Radulović, N., Mladenović, M., Novaković, I., Makarov, S. E.,& Divac Rankov, A.. (2022). Citotoksični potencijal ekstrakata i odabranih estara iz odbrambenih sekreta vrsta Megahphyllum bosniense i M. unilineatum (Diplopoda: julida) prema ćelijama raka debelog creva. in Zbornik rezimea - XIII Simpozijum entomologa Srbije sa medjunarodnim učešćem, 14-16. 09. 2022., Pirot
Entomološko društvo Srbije., 61-61.
https://hdl.handle.net/21.15107/rcub_cer_5781
Milovanović J, Ilić B, Radulović N, Mladenović M, Novaković I, Makarov SE, Divac Rankov A. Citotoksični potencijal ekstrakata i odabranih estara iz odbrambenih sekreta vrsta Megahphyllum bosniense i M. unilineatum (Diplopoda: julida) prema ćelijama raka debelog creva. in Zbornik rezimea - XIII Simpozijum entomologa Srbije sa medjunarodnim učešćem, 14-16. 09. 2022., Pirot. 2022;:61-61.
https://hdl.handle.net/21.15107/rcub_cer_5781 .
Milovanović, Jelena, Ilić, Bojan, Radulović, Niko, Mladenović, Marko, Novaković, Irena, Makarov, Slobodan E., Divac Rankov, Aleksandra, "Citotoksični potencijal ekstrakata i odabranih estara iz odbrambenih sekreta vrsta Megahphyllum bosniense i M. unilineatum (Diplopoda: julida) prema ćelijama raka debelog creva" in Zbornik rezimea - XIII Simpozijum entomologa Srbije sa medjunarodnim učešćem, 14-16. 09. 2022., Pirot (2022):61-61,
https://hdl.handle.net/21.15107/rcub_cer_5781 .

(Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs

Mihajlović-Lalić, Ljiljana E.; Stanković, Dalibor; Novaković, Irena; Grgurić-Šipka, Sanja

(Informa UK Limited, 2022)

TY  - JOUR
AU  - Mihajlović-Lalić, Ljiljana E.
AU  - Stanković, Dalibor
AU  - Novaković, Irena
AU  - Grgurić-Šipka, Sanja
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5619
AB  - Three ruthenium-bipyridine complexes (1–3) carrying acetylpyridine ligand unit were synthesized in methanol via the reaction of [RuCl2(bpy)2] with corresponding acetylpyridine (2-, 3-, and 4-acpy). Obtained complexes were characterized by (1H and 13C) NMR and IR spectroscopy, MS spectrometry, UV‒vis spectrophotometry, and cyclic voltammetry. Their structural characterization revealed bidentate coordination mode for 2-acpy while 3- and 4-acpy acted as monodentate ligands. The electrochemical profile of newly synthesized compounds was investigated by cyclic voltammetry which confirmed their electrochemical activity. Voltammetric responses within the −1.20 < Ep < 1.50 V range of potentials were summarized in two major events: Ru(II)→Ru(III) oxidation spotted at app. ΔEp = 0.65 V and successive reductions of bpy units located from ‒0.79 V to 0.47 V (vs. Ag/AgCl (3 M) electrode). The DNA-binding activity of the complexes was evaluated by both UV‒vis spectrophotometry and cyclic voltammetry indicating DNA-intercalation with a slight contribution of electrostatic interactions. Furthermore, antimicrobial activity was tested against bacterial and fungal strains, for which moderate activity was observed. Assessment of in vitro toxicity against freshly hatched nauplii of Artemia salina as well as radical scavenging capacity was evaluated. The test compounds showed neither toxicity nor antioxidant activity.
PB  - Informa UK Limited
T2  - Journal of Coordination Chemistry
T1  - (Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs
VL  - 75
IS  - 7-8
SP  - 1035
EP  - 1049
DO  - 10.1080/00958972.2022.2090247
ER  - 
@article{
author = "Mihajlović-Lalić, Ljiljana E. and Stanković, Dalibor and Novaković, Irena and Grgurić-Šipka, Sanja",
year = "2022",
abstract = "Three ruthenium-bipyridine complexes (1–3) carrying acetylpyridine ligand unit were synthesized in methanol via the reaction of [RuCl2(bpy)2] with corresponding acetylpyridine (2-, 3-, and 4-acpy). Obtained complexes were characterized by (1H and 13C) NMR and IR spectroscopy, MS spectrometry, UV‒vis spectrophotometry, and cyclic voltammetry. Their structural characterization revealed bidentate coordination mode for 2-acpy while 3- and 4-acpy acted as monodentate ligands. The electrochemical profile of newly synthesized compounds was investigated by cyclic voltammetry which confirmed their electrochemical activity. Voltammetric responses within the −1.20 < Ep < 1.50 V range of potentials were summarized in two major events: Ru(II)→Ru(III) oxidation spotted at app. ΔEp = 0.65 V and successive reductions of bpy units located from ‒0.79 V to 0.47 V (vs. Ag/AgCl (3 M) electrode). The DNA-binding activity of the complexes was evaluated by both UV‒vis spectrophotometry and cyclic voltammetry indicating DNA-intercalation with a slight contribution of electrostatic interactions. Furthermore, antimicrobial activity was tested against bacterial and fungal strains, for which moderate activity was observed. Assessment of in vitro toxicity against freshly hatched nauplii of Artemia salina as well as radical scavenging capacity was evaluated. The test compounds showed neither toxicity nor antioxidant activity.",
publisher = "Informa UK Limited",
journal = "Journal of Coordination Chemistry",
title = "(Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs",
volume = "75",
number = "7-8",
pages = "1035-1049",
doi = "10.1080/00958972.2022.2090247"
}
Mihajlović-Lalić, L. E., Stanković, D., Novaković, I.,& Grgurić-Šipka, S.. (2022). (Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs. in Journal of Coordination Chemistry
Informa UK Limited., 75(7-8), 1035-1049.
https://doi.org/10.1080/00958972.2022.2090247
Mihajlović-Lalić LE, Stanković D, Novaković I, Grgurić-Šipka S. (Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs. in Journal of Coordination Chemistry. 2022;75(7-8):1035-1049.
doi:10.1080/00958972.2022.2090247 .
Mihajlović-Lalić, Ljiljana E., Stanković, Dalibor, Novaković, Irena, Grgurić-Šipka, Sanja, "(Electro)chemical and antimicrobial characterization of novel Ru(II) bipyridine complexes with acetylpyridine analogs" in Journal of Coordination Chemistry, 75, no. 7-8 (2022):1035-1049,
https://doi.org/10.1080/00958972.2022.2090247 . .
3
3

Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters

Marković, Sanja; Maciejewska, Natalia; Olszewski, Mateusz; Višnjevac, Aleksandar; Puerta, Adrián; Padrón, José M.; Novaković, Irena; Kojić, Snežana; Fernandes, Henrique S.; Sousa, Sérgio F.; Ramotowska, Sandra; Chylewska, Agnieszka; Makowski, Mariusz; Todorović, Tamara; Filipović, Nenad R.

(Elsevier, 2022)

TY  - JOUR
AU  - Marković, Sanja
AU  - Maciejewska, Natalia
AU  - Olszewski, Mateusz
AU  - Višnjevac, Aleksandar
AU  - Puerta, Adrián
AU  - Padrón, José M.
AU  - Novaković, Irena
AU  - Kojić, Snežana
AU  - Fernandes, Henrique S.
AU  - Sousa, Sérgio F.
AU  - Ramotowska, Sandra
AU  - Chylewska, Agnieszka
AU  - Makowski, Mariusz
AU  - Todorović, Tamara
AU  - Filipović, Nenad R.
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5366
AB  - The biological activity of Cd compounds has been investigated scarce since Cd has been recognized as a human carcinogen. However, the toxicity of cadmium is comparable to the toxicity of noble metals such as Pt and Pd. The paradigm of metal toxicity has been challenged suggesting that metal toxicity is not a constant property, yet it depends on many factors like the presence of appropriate ligands. Studies on anticancer activity of cadmium complexes showed that the complexation of various ligands resulted in complexes that showed better activities than approved drugs. In the present study, cadmium complexes with biologically potent thiazolyl/selenazoyl-hydrazone ligands have been prepared, and tested for their activity against different types of tumor cell models. The complexation of ligands with Cd(II) resulted in a synergistic effect. The antiproliferative activity study revealed that all complexes are more active compared to 5-fluorouracil and cisplatin. The mechanism of tumor cell growth inhibition reveal that selenium-based compounds induce cell death in T-47D (gland carcinoma) cells through apoptosis via caspase-3/7 activation. Additionally, their pro-apoptotic effect was stronger compared to etoposide and cisplatin. Nuclease activity, detected by gel electrophoresis, may be the possible mechanism of anticancer action of investigated complexes.
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters
VL  - 238
SP  - 114449
DO  - 10.1016/j.ejmech.2022.114449
ER  - 
@article{
author = "Marković, Sanja and Maciejewska, Natalia and Olszewski, Mateusz and Višnjevac, Aleksandar and Puerta, Adrián and Padrón, José M. and Novaković, Irena and Kojić, Snežana and Fernandes, Henrique S. and Sousa, Sérgio F. and Ramotowska, Sandra and Chylewska, Agnieszka and Makowski, Mariusz and Todorović, Tamara and Filipović, Nenad R.",
year = "2022",
abstract = "The biological activity of Cd compounds has been investigated scarce since Cd has been recognized as a human carcinogen. However, the toxicity of cadmium is comparable to the toxicity of noble metals such as Pt and Pd. The paradigm of metal toxicity has been challenged suggesting that metal toxicity is not a constant property, yet it depends on many factors like the presence of appropriate ligands. Studies on anticancer activity of cadmium complexes showed that the complexation of various ligands resulted in complexes that showed better activities than approved drugs. In the present study, cadmium complexes with biologically potent thiazolyl/selenazoyl-hydrazone ligands have been prepared, and tested for their activity against different types of tumor cell models. The complexation of ligands with Cd(II) resulted in a synergistic effect. The antiproliferative activity study revealed that all complexes are more active compared to 5-fluorouracil and cisplatin. The mechanism of tumor cell growth inhibition reveal that selenium-based compounds induce cell death in T-47D (gland carcinoma) cells through apoptosis via caspase-3/7 activation. Additionally, their pro-apoptotic effect was stronger compared to etoposide and cisplatin. Nuclease activity, detected by gel electrophoresis, may be the possible mechanism of anticancer action of investigated complexes.",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters",
volume = "238",
pages = "114449",
doi = "10.1016/j.ejmech.2022.114449"
}
Marković, S., Maciejewska, N., Olszewski, M., Višnjevac, A., Puerta, A., Padrón, J. M., Novaković, I., Kojić, S., Fernandes, H. S., Sousa, S. F., Ramotowska, S., Chylewska, A., Makowski, M., Todorović, T.,& Filipović, N. R.. (2022). Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters. in European Journal of Medicinal Chemistry
Elsevier., 238, 114449.
https://doi.org/10.1016/j.ejmech.2022.114449
Marković S, Maciejewska N, Olszewski M, Višnjevac A, Puerta A, Padrón JM, Novaković I, Kojić S, Fernandes HS, Sousa SF, Ramotowska S, Chylewska A, Makowski M, Todorović T, Filipović NR. Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters. in European Journal of Medicinal Chemistry. 2022;238:114449.
doi:10.1016/j.ejmech.2022.114449 .
Marković, Sanja, Maciejewska, Natalia, Olszewski, Mateusz, Višnjevac, Aleksandar, Puerta, Adrián, Padrón, José M., Novaković, Irena, Kojić, Snežana, Fernandes, Henrique S., Sousa, Sérgio F., Ramotowska, Sandra, Chylewska, Agnieszka, Makowski, Mariusz, Todorović, Tamara, Filipović, Nenad R., "Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters" in European Journal of Medicinal Chemistry, 238 (2022):114449,
https://doi.org/10.1016/j.ejmech.2022.114449 . .
11
10
8

Zn(ii) complexes with thiazolyl-hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity

Araškov, Jovana B.; Višnjevac, Aleksandar; Popović, Jasminka; Blagojević, Vladimir; Fernandes, Henrique S.; Sousa, Sérgio F.; Novaković, Irena; Padrón, José M.; Holló, Berta Barta; Monge, Miguel; Rodríguez-Castillo, María; López-De-Luzuriaga, José M.; Filipović, Nenad; Todorović, Tamara

(Royal Society of Chemistry, 2022)

TY  - JOUR
AU  - Araškov, Jovana B.
AU  - Višnjevac, Aleksandar
AU  - Popović, Jasminka
AU  - Blagojević, Vladimir
AU  - Fernandes, Henrique S.
AU  - Sousa, Sérgio F.
AU  - Novaković, Irena
AU  - Padrón, José M.
AU  - Holló, Berta Barta
AU  - Monge, Miguel
AU  - Rodríguez-Castillo, María
AU  - López-De-Luzuriaga, José M.
AU  - Filipović, Nenad
AU  - Todorović, Tamara
PY  - 2022
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5431
AB  - Earth-abundant, cheap and non-toxic zinc-based coordination compounds are drawing research attention as promising candidates for various applications, such as photoluminescent materials and anticancer agents. In this paper we report six zinc complexes (1-3-NO3 and 1-3-Cl) with pyridyl-based thiazolyl-hydrazone ligands, which differ in the nature of substituents at the ligands' periphery, anion type, and geometry around the metal ion. The complexes were characterized by single-crystal and powder X-ray diffraction analysis, as well as IR and NMR spectroscopy. The symmetrical complexes 2-Cl and 3-Cl, where zinc atoms are located at a two-fold axis, do not exhibit photophysical properties, unlike their asymmetrical analogs 2-NO3 and 3-NO3 with the same complex cation. Asymmetrical pentacoordinated 1-Cl and hexacoordinated 1-NO3 complexes exhibit photophysical properties. An admixture of allowed intra-ligand (1IL) and chloro (X)-to-ligand charge-transfer (1XLCT) electronic transitions is responsible for the fluorescence of the 1-Cl complex. The origin of the emission of the 1-NO3 complex is ascribed to an admixture of 3IL and ligand-to-ligand charge-transfer (3LLCT) forbidden electronic transitions, while for 3-NO3 most electronic excitations are of LLCT character. The thermal stability of the complexes is in accord with the strength of respective intermolecular interactions. The antiproliferative activity of the complexes was in the nanomolar range on some of the investigated cancer cell lines. Contrary to the increase of antiproliferative activity of the complexes in comparison to the free ligands in cancer cell lines, an acute toxicity determined in the brine shrimp assay follows the opposite trend. The overall results suggest that Zn(ii) thiazoyl-hydrazone complexes have considerable potential as multifunctional materials.
PB  - Royal Society of Chemistry
T2  - CrystEngComm
T1  - Zn(ii) complexes with thiazolyl-hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity
VL  - 24
IS  - 29
SP  - 5194
EP  - 5214
DO  - 10.1039/d2ce00443g
ER  - 
@article{
author = "Araškov, Jovana B. and Višnjevac, Aleksandar and Popović, Jasminka and Blagojević, Vladimir and Fernandes, Henrique S. and Sousa, Sérgio F. and Novaković, Irena and Padrón, José M. and Holló, Berta Barta and Monge, Miguel and Rodríguez-Castillo, María and López-De-Luzuriaga, José M. and Filipović, Nenad and Todorović, Tamara",
year = "2022",
abstract = "Earth-abundant, cheap and non-toxic zinc-based coordination compounds are drawing research attention as promising candidates for various applications, such as photoluminescent materials and anticancer agents. In this paper we report six zinc complexes (1-3-NO3 and 1-3-Cl) with pyridyl-based thiazolyl-hydrazone ligands, which differ in the nature of substituents at the ligands' periphery, anion type, and geometry around the metal ion. The complexes were characterized by single-crystal and powder X-ray diffraction analysis, as well as IR and NMR spectroscopy. The symmetrical complexes 2-Cl and 3-Cl, where zinc atoms are located at a two-fold axis, do not exhibit photophysical properties, unlike their asymmetrical analogs 2-NO3 and 3-NO3 with the same complex cation. Asymmetrical pentacoordinated 1-Cl and hexacoordinated 1-NO3 complexes exhibit photophysical properties. An admixture of allowed intra-ligand (1IL) and chloro (X)-to-ligand charge-transfer (1XLCT) electronic transitions is responsible for the fluorescence of the 1-Cl complex. The origin of the emission of the 1-NO3 complex is ascribed to an admixture of 3IL and ligand-to-ligand charge-transfer (3LLCT) forbidden electronic transitions, while for 3-NO3 most electronic excitations are of LLCT character. The thermal stability of the complexes is in accord with the strength of respective intermolecular interactions. The antiproliferative activity of the complexes was in the nanomolar range on some of the investigated cancer cell lines. Contrary to the increase of antiproliferative activity of the complexes in comparison to the free ligands in cancer cell lines, an acute toxicity determined in the brine shrimp assay follows the opposite trend. The overall results suggest that Zn(ii) thiazoyl-hydrazone complexes have considerable potential as multifunctional materials.",
publisher = "Royal Society of Chemistry",
journal = "CrystEngComm",
title = "Zn(ii) complexes with thiazolyl-hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity",
volume = "24",
number = "29",
pages = "5194-5214",
doi = "10.1039/d2ce00443g"
}
Araškov, J. B., Višnjevac, A., Popović, J., Blagojević, V., Fernandes, H. S., Sousa, S. F., Novaković, I., Padrón, J. M., Holló, B. B., Monge, M., Rodríguez-Castillo, M., López-De-Luzuriaga, J. M., Filipović, N.,& Todorović, T.. (2022). Zn(ii) complexes with thiazolyl-hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity. in CrystEngComm
Royal Society of Chemistry., 24(29), 5194-5214.
https://doi.org/10.1039/d2ce00443g
Araškov JB, Višnjevac A, Popović J, Blagojević V, Fernandes HS, Sousa SF, Novaković I, Padrón JM, Holló BB, Monge M, Rodríguez-Castillo M, López-De-Luzuriaga JM, Filipović N, Todorović T. Zn(ii) complexes with thiazolyl-hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity. in CrystEngComm. 2022;24(29):5194-5214.
doi:10.1039/d2ce00443g .
Araškov, Jovana B., Višnjevac, Aleksandar, Popović, Jasminka, Blagojević, Vladimir, Fernandes, Henrique S., Sousa, Sérgio F., Novaković, Irena, Padrón, José M., Holló, Berta Barta, Monge, Miguel, Rodríguez-Castillo, María, López-De-Luzuriaga, José M., Filipović, Nenad, Todorović, Tamara, "Zn(ii) complexes with thiazolyl-hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity" in CrystEngComm, 24, no. 29 (2022):5194-5214,
https://doi.org/10.1039/d2ce00443g . .
6
7
5

Synthesis, characterization, and evaluation of antioxidant and antimicrobial activity of three novel n-heteroaromatic hydrazonyl-thiazoles

Kokanov, Sanja; Nikolić, Milan; Novaković, Irena; Todorović, Tamara; Filipović, Nenad

(Centre for Evaluation in Education and Science (CEON/CEES), 2021)

TY  - JOUR
AU  - Kokanov, Sanja
AU  - Nikolić, Milan
AU  - Novaković, Irena
AU  - Todorović, Tamara
AU  - Filipović, Nenad
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5779
AB  - (Thiazolyl-2-yl)hydrazones (THs) are a group of organic compounds containing both hydrazone and 1,3-thiazole pharmacophores present in many approved drugs. They have been investigated greatly in recent years due to potent anticancer, antibacterial, antifungal, antituberculosis, anti-inflammatory, and antiparasitic activities. In this study, one pyridine-based and two quinoline-based, novel THs were synthesized and characterized by elemental analysis, Fourier-transform infrared spectroscopy (FTIR), and nuclear magnetic resonance spectroscopy (NMR). The antimicrobial activity of the compounds was tested against five Gram-positive and five Gram-negative bacteria, as well as against three fungi. The antioxidant capacity of the compounds was tested in six antioxidative assays. The results showed that quinoline-based THs were more active against tested Gram-negative bacteria and fungi strains than pyridine-based compounds. All the compounds showed excellent antioxidative activity comparable to or greater than the used standards (vitamin C and Trolox). Absorption, distribution, metabolism, excretion, and toxicity (ADMET) parameters were calculated in-silico. Results pointed to promising good pharmacokinetics profiles of investigated compounds, especially 2-quinoline carboxaldehyde-based compound, which can be a lead drug candidate.
AB  - (Tiazolil-2-il)-hidrazoni (TH) su grupa organskih jedinjenja koja sadrže i hidrazon i 1,3-tiazol farmakofore koje su prisutne u mnogim odobrenim lekovima. Poslednjih godina se u velikoj meri istražuju zbog jakih antikancerogenih, antibakterijskih, antifungalnih, antituberkuloznih, antiinflamatornih i antiparazitskih aktivnosti. U ovoj studiji, sintetisan je jedan novi TH na bazi piridina i dva na bazi hinolina, koji su okarakterisani elementalnom analizom, infracrvenom spektroskopijom sa Furijeovom transformacijom (FTIR) i spektroskopijom nuklearne magnetne rezonancije (NMR). Antimikrobna aktivnost jedinjenja je testirana na pet Gram-pozitivnih i pet Gram-negativnih bakterijskih sojeva, kao i na tri soja gljivica. Šest antioksidativnih testova je korišćeno za određivanje antioksidativnog kapaciteta sintetisanih jedinjenja. Rezultati su pokazali da su TH na bazi hinolina aktivniji prema testiranim Gram-negativnim sojevima bakterija i prema gljivicama, nego jedinjenja na bazi piridina. Sva jedinjenja su pokazala odlično antioksidativno dejstvo, uporedivo ili veće od korišćenih standarda (vitamin C i troloks). Parametri apsorpcije, distribucije, metabolizma, izlučivanja i toksičnosti (ADME) izračunati su in-silico. Rezultati ukazuju na dobre farmakokinetičke profile ispitivanih jedinjenja, posebno jedinjenja na bazi 2-hinolinkarboksaldehida koje ima potencijal da bude kandidat za osnovno jedinjenje (engl. lead compound).
PB  - Centre for Evaluation in Education and Science (CEON/CEES)
T2  - Advanced Technologies
T1  - Synthesis, characterization, and evaluation of antioxidant and antimicrobial activity of three novel n-heteroaromatic hydrazonyl-thiazoles
T1  - Sinteza, karakterizacija i procena antioksidativne i antimikrobne aktivnosti tri nova n-heteroaromatična hidrazonil-tiazola
VL  - 10
IS  - 2
SP  - 14
EP  - 23
DO  - 10.5937/savteh2102014K
ER  - 
@article{
author = "Kokanov, Sanja and Nikolić, Milan and Novaković, Irena and Todorović, Tamara and Filipović, Nenad",
year = "2021",
abstract = "(Thiazolyl-2-yl)hydrazones (THs) are a group of organic compounds containing both hydrazone and 1,3-thiazole pharmacophores present in many approved drugs. They have been investigated greatly in recent years due to potent anticancer, antibacterial, antifungal, antituberculosis, anti-inflammatory, and antiparasitic activities. In this study, one pyridine-based and two quinoline-based, novel THs were synthesized and characterized by elemental analysis, Fourier-transform infrared spectroscopy (FTIR), and nuclear magnetic resonance spectroscopy (NMR). The antimicrobial activity of the compounds was tested against five Gram-positive and five Gram-negative bacteria, as well as against three fungi. The antioxidant capacity of the compounds was tested in six antioxidative assays. The results showed that quinoline-based THs were more active against tested Gram-negative bacteria and fungi strains than pyridine-based compounds. All the compounds showed excellent antioxidative activity comparable to or greater than the used standards (vitamin C and Trolox). Absorption, distribution, metabolism, excretion, and toxicity (ADMET) parameters were calculated in-silico. Results pointed to promising good pharmacokinetics profiles of investigated compounds, especially 2-quinoline carboxaldehyde-based compound, which can be a lead drug candidate., (Tiazolil-2-il)-hidrazoni (TH) su grupa organskih jedinjenja koja sadrže i hidrazon i 1,3-tiazol farmakofore koje su prisutne u mnogim odobrenim lekovima. Poslednjih godina se u velikoj meri istražuju zbog jakih antikancerogenih, antibakterijskih, antifungalnih, antituberkuloznih, antiinflamatornih i antiparazitskih aktivnosti. U ovoj studiji, sintetisan je jedan novi TH na bazi piridina i dva na bazi hinolina, koji su okarakterisani elementalnom analizom, infracrvenom spektroskopijom sa Furijeovom transformacijom (FTIR) i spektroskopijom nuklearne magnetne rezonancije (NMR). Antimikrobna aktivnost jedinjenja je testirana na pet Gram-pozitivnih i pet Gram-negativnih bakterijskih sojeva, kao i na tri soja gljivica. Šest antioksidativnih testova je korišćeno za određivanje antioksidativnog kapaciteta sintetisanih jedinjenja. Rezultati su pokazali da su TH na bazi hinolina aktivniji prema testiranim Gram-negativnim sojevima bakterija i prema gljivicama, nego jedinjenja na bazi piridina. Sva jedinjenja su pokazala odlično antioksidativno dejstvo, uporedivo ili veće od korišćenih standarda (vitamin C i troloks). Parametri apsorpcije, distribucije, metabolizma, izlučivanja i toksičnosti (ADME) izračunati su in-silico. Rezultati ukazuju na dobre farmakokinetičke profile ispitivanih jedinjenja, posebno jedinjenja na bazi 2-hinolinkarboksaldehida koje ima potencijal da bude kandidat za osnovno jedinjenje (engl. lead compound).",
publisher = "Centre for Evaluation in Education and Science (CEON/CEES)",
journal = "Advanced Technologies",
title = "Synthesis, characterization, and evaluation of antioxidant and antimicrobial activity of three novel n-heteroaromatic hydrazonyl-thiazoles, Sinteza, karakterizacija i procena antioksidativne i antimikrobne aktivnosti tri nova n-heteroaromatična hidrazonil-tiazola",
volume = "10",
number = "2",
pages = "14-23",
doi = "10.5937/savteh2102014K"
}
Kokanov, S., Nikolić, M., Novaković, I., Todorović, T.,& Filipović, N.. (2021). Synthesis, characterization, and evaluation of antioxidant and antimicrobial activity of three novel n-heteroaromatic hydrazonyl-thiazoles. in Advanced Technologies
Centre for Evaluation in Education and Science (CEON/CEES)., 10(2), 14-23.
https://doi.org/10.5937/savteh2102014K
Kokanov S, Nikolić M, Novaković I, Todorović T, Filipović N. Synthesis, characterization, and evaluation of antioxidant and antimicrobial activity of three novel n-heteroaromatic hydrazonyl-thiazoles. in Advanced Technologies. 2021;10(2):14-23.
doi:10.5937/savteh2102014K .
Kokanov, Sanja, Nikolić, Milan, Novaković, Irena, Todorović, Tamara, Filipović, Nenad, "Synthesis, characterization, and evaluation of antioxidant and antimicrobial activity of three novel n-heteroaromatic hydrazonyl-thiazoles" in Advanced Technologies, 10, no. 2 (2021):14-23,
https://doi.org/10.5937/savteh2102014K . .

Synthesis, characterization and biological activity of Pt(II) complexes with steroidal thiosemicarbazones

Čobeljić, Božidar; Živković, Marijana; Matić, Ivana; Novaković, Irena; Sladić, Dusan; Anđelković, Katarina; Krstić, Natalija

(Belgrade : Serbian Chemical Society, 2021)

TY  - JOUR
AU  - Čobeljić, Božidar
AU  - Živković, Marijana
AU  - Matić, Ivana
AU  - Novaković, Irena
AU  - Sladić, Dusan
AU  - Anđelković, Katarina
AU  - Krstić, Natalija
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4912
AB  - In this work, Pt(II) complexes of previously synthesized steroidal thiosemicarbazones were synthesized and characterized. The ligands and their metal complexes were studied by analytical and spectroscopic data (elemental analysis, IR, 1D NMR and 2D NMR, HSQC, HMBC, NOESY, COSY), the analysis of which enabled complete 1H and 13C assignments of each compound including E and Z isomers. All the synthesized ligands and complexes were screened for their cytotoxic and antimicrobial activity. The results demonstrate that new steroidal thiosemicarbazone complexes were significantly less cytotoxic than corresponding steroidal thiosemicarbazones. Also, complexes show lower antimicrobial activity than the standard drugs, similar to the activity of the starting thiosemicarbazones.
AB  - Почевши од претходно синтетисаних стероидних тиосемикарбазона, у овом раду су синтетисани и окарактерисани комплекси платине(II). Лиганди и њихови метални комплекси проучавани су аналитичким и спектроскопским методама (елементална анализа, ИЦ, 1D NMR и 2D NMR, HSQC, HMBC, NOESY, COSY). Анализом добијених података омогућена је потпуна 1H и 13C асигнација свих једињења укључујући Е и Z изомере. За синтетисане лиганде, као и њихове комплексе испитивана је цитотоксична и антимикробна активност. Резултати указују на то да нови стероидни тиосемикарбазонски комплекси испољавају значајно нижу цитотоксичност од одговарајућих стероидних тиосемикарбазона. Поред тога, комплекси поседују антимикробну активност сличну активности полазних тиосемикарбазона, a нижу од стандардних лекова
PB  - Belgrade : Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis, characterization and biological activity of Pt(II) complexes with steroidal thiosemicarbazones
T1  - Синтеза, карактеризација и биолошка активност комплекса Pt(II) са стероидним тиосемикарбазонима
VL  - 86
IS  - 5
SP  - 459
EP  - 468
DO  - 10.2298/JSC201211083C
ER  - 
@article{
author = "Čobeljić, Božidar and Živković, Marijana and Matić, Ivana and Novaković, Irena and Sladić, Dusan and Anđelković, Katarina and Krstić, Natalija",
year = "2021",
abstract = "In this work, Pt(II) complexes of previously synthesized steroidal thiosemicarbazones were synthesized and characterized. The ligands and their metal complexes were studied by analytical and spectroscopic data (elemental analysis, IR, 1D NMR and 2D NMR, HSQC, HMBC, NOESY, COSY), the analysis of which enabled complete 1H and 13C assignments of each compound including E and Z isomers. All the synthesized ligands and complexes were screened for their cytotoxic and antimicrobial activity. The results demonstrate that new steroidal thiosemicarbazone complexes were significantly less cytotoxic than corresponding steroidal thiosemicarbazones. Also, complexes show lower antimicrobial activity than the standard drugs, similar to the activity of the starting thiosemicarbazones., Почевши од претходно синтетисаних стероидних тиосемикарбазона, у овом раду су синтетисани и окарактерисани комплекси платине(II). Лиганди и њихови метални комплекси проучавани су аналитичким и спектроскопским методама (елементална анализа, ИЦ, 1D NMR и 2D NMR, HSQC, HMBC, NOESY, COSY). Анализом добијених података омогућена је потпуна 1H и 13C асигнација свих једињења укључујући Е и Z изомере. За синтетисане лиганде, као и њихове комплексе испитивана је цитотоксична и антимикробна активност. Резултати указују на то да нови стероидни тиосемикарбазонски комплекси испољавају значајно нижу цитотоксичност од одговарајућих стероидних тиосемикарбазона. Поред тога, комплекси поседују антимикробну активност сличну активности полазних тиосемикарбазона, a нижу од стандардних лекова",
publisher = "Belgrade : Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis, characterization and biological activity of Pt(II) complexes with steroidal thiosemicarbazones, Синтеза, карактеризација и биолошка активност комплекса Pt(II) са стероидним тиосемикарбазонима",
volume = "86",
number = "5",
pages = "459-468",
doi = "10.2298/JSC201211083C"
}
Čobeljić, B., Živković, M., Matić, I., Novaković, I., Sladić, D., Anđelković, K.,& Krstić, N.. (2021). Synthesis, characterization and biological activity of Pt(II) complexes with steroidal thiosemicarbazones. in Journal of the Serbian Chemical Society
Belgrade : Serbian Chemical Society., 86(5), 459-468.
https://doi.org/10.2298/JSC201211083C
Čobeljić B, Živković M, Matić I, Novaković I, Sladić D, Anđelković K, Krstić N. Synthesis, characterization and biological activity of Pt(II) complexes with steroidal thiosemicarbazones. in Journal of the Serbian Chemical Society. 2021;86(5):459-468.
doi:10.2298/JSC201211083C .
Čobeljić, Božidar, Živković, Marijana, Matić, Ivana, Novaković, Irena, Sladić, Dusan, Anđelković, Katarina, Krstić, Natalija, "Synthesis, characterization and biological activity of Pt(II) complexes with steroidal thiosemicarbazones" in Journal of the Serbian Chemical Society, 86, no. 5 (2021):459-468,
https://doi.org/10.2298/JSC201211083C . .

Synthesis, characterization, antimicrobial and cytotoxic activity and DNA-binding properties of d-metal complexes with hydrazones of Girard’s T and P reagents

Stevanović, Nevena; Mazzeo, Paolo Pio; Bacchi, Alessia; Matić, Ivana Z.; Đorđić Crnogorac, Marija; Stanojković, Tatjana; Vujčić, Miroslava; Novaković, Irena; Radanović, Dušanka; Šumar‑Ristović, Maja; Sladić, Dušan; Čobeljić, Božidar; Anđelković, Katarina

(Springer Science and Business Media Deutschland GmbH, 2021)

TY  - JOUR
AU  - Stevanović, Nevena
AU  - Mazzeo, Paolo Pio
AU  - Bacchi, Alessia
AU  - Matić, Ivana Z.
AU  - Đorđić Crnogorac, Marija
AU  - Stanojković, Tatjana
AU  - Vujčić, Miroslava
AU  - Novaković, Irena
AU  - Radanović, Dušanka
AU  - Šumar‑Ristović, Maja
AU  - Sladić, Dušan
AU  - Čobeljić, Božidar
AU  - Anđelković, Katarina
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4769
AB  - In this work synthesis, characterization and crystal structures of 1, Zn(II) complex ([ZnL1(NCS)2]), with (E)-1-(2-oxo-2-(2-(quinolin-2-ylmethylene)hydrazinyl)ethyl)pyridin-1-ium chloride (HL1Cl) and 2, Bi(III) complex ([BiHL2Cl4] × 1/2CH3OH), with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL2Cl), have been reported. Zn(II) complex possesses a distorted trigonal bipyramidal geometry while surroundings around Bi(III) ion are extended pentagonal bipyramidal. Antimicrobial activity, brine shrimp assay and DPPH radical scavenging activity of both complexes, including previously synthesized complexes with HL2Cl ligand (Zn(II) and Ni(II)) and complexes with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL3Cl) (Zn(II), Cu(II), Cd(II), Co(II), Fe(III), Ni(II)), were evaluated. For the most active complexes, cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and normal cell line HaCaT, as well as generation of reactive oxygen species (ROS), was tested. Graphic abstract: [Figure not available: see fulltext.]
PB  - Springer Science and Business Media Deutschland GmbH
T2  - Journal of Biological Inorganic Chemistry
T1  - Synthesis, characterization, antimicrobial and cytotoxic activity and DNA-binding properties of d-metal complexes with hydrazones of Girard’s T and P reagents
DO  - 10.1007/s00775-021-01893-5
ER  - 
@article{
author = "Stevanović, Nevena and Mazzeo, Paolo Pio and Bacchi, Alessia and Matić, Ivana Z. and Đorđić Crnogorac, Marija and Stanojković, Tatjana and Vujčić, Miroslava and Novaković, Irena and Radanović, Dušanka and Šumar‑Ristović, Maja and Sladić, Dušan and Čobeljić, Božidar and Anđelković, Katarina",
year = "2021",
abstract = "In this work synthesis, characterization and crystal structures of 1, Zn(II) complex ([ZnL1(NCS)2]), with (E)-1-(2-oxo-2-(2-(quinolin-2-ylmethylene)hydrazinyl)ethyl)pyridin-1-ium chloride (HL1Cl) and 2, Bi(III) complex ([BiHL2Cl4] × 1/2CH3OH), with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL2Cl), have been reported. Zn(II) complex possesses a distorted trigonal bipyramidal geometry while surroundings around Bi(III) ion are extended pentagonal bipyramidal. Antimicrobial activity, brine shrimp assay and DPPH radical scavenging activity of both complexes, including previously synthesized complexes with HL2Cl ligand (Zn(II) and Ni(II)) and complexes with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL3Cl) (Zn(II), Cu(II), Cd(II), Co(II), Fe(III), Ni(II)), were evaluated. For the most active complexes, cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and normal cell line HaCaT, as well as generation of reactive oxygen species (ROS), was tested. Graphic abstract: [Figure not available: see fulltext.]",
publisher = "Springer Science and Business Media Deutschland GmbH",
journal = "Journal of Biological Inorganic Chemistry",
title = "Synthesis, characterization, antimicrobial and cytotoxic activity and DNA-binding properties of d-metal complexes with hydrazones of Girard’s T and P reagents",
doi = "10.1007/s00775-021-01893-5"
}
Stevanović, N., Mazzeo, P. P., Bacchi, A., Matić, I. Z., Đorđić Crnogorac, M., Stanojković, T., Vujčić, M., Novaković, I., Radanović, D., Šumar‑Ristović, M., Sladić, D., Čobeljić, B.,& Anđelković, K.. (2021). Synthesis, characterization, antimicrobial and cytotoxic activity and DNA-binding properties of d-metal complexes with hydrazones of Girard’s T and P reagents. in Journal of Biological Inorganic Chemistry
Springer Science and Business Media Deutschland GmbH..
https://doi.org/10.1007/s00775-021-01893-5
Stevanović N, Mazzeo PP, Bacchi A, Matić IZ, Đorđić Crnogorac M, Stanojković T, Vujčić M, Novaković I, Radanović D, Šumar‑Ristović M, Sladić D, Čobeljić B, Anđelković K. Synthesis, characterization, antimicrobial and cytotoxic activity and DNA-binding properties of d-metal complexes with hydrazones of Girard’s T and P reagents. in Journal of Biological Inorganic Chemistry. 2021;.
doi:10.1007/s00775-021-01893-5 .
Stevanović, Nevena, Mazzeo, Paolo Pio, Bacchi, Alessia, Matić, Ivana Z., Đorđić Crnogorac, Marija, Stanojković, Tatjana, Vujčić, Miroslava, Novaković, Irena, Radanović, Dušanka, Šumar‑Ristović, Maja, Sladić, Dušan, Čobeljić, Božidar, Anđelković, Katarina, "Synthesis, characterization, antimicrobial and cytotoxic activity and DNA-binding properties of d-metal complexes with hydrazones of Girard’s T and P reagents" in Journal of Biological Inorganic Chemistry (2021),
https://doi.org/10.1007/s00775-021-01893-5 . .
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