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 . .

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 .

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 . .

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 . .

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 . .

TY  - JOUR
AU  - Ristić, Predrag
AU  - Blagojević, Vladimir
AU  - Janjić, Goran
AU  - Rodić, Marko
AU  - Vulić, Predrag
AU  - Donnard, Morgan
AU  - Gulea, Mihaela
AU  - Chylewska, Agnieszka
AU  - Makowski, Mariusz
AU  - Todorović, Tamara
AU  - Filipović, Nenad
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4028
AB  - Pt(II) and Pd(II) complexes (1 and 2, respectively) with thiomorpholine-4-carbonitrile (TM-CN), an N-substituted thiomorpholine derivative, were synthesized from tetrachlorido precursors in water. Structural analysis has shown that 1 represents the first monomeric metal complex with this ligand type with an axial M–S bond with respect to the TM-CN ring chair conformation, while in 2 a typical equatorial M–S bond position with respect to the ring chair conformation was observed. A detailed DFT investigation revealed that axial conformers are more stable for molecular forms of both metals, while intermolecular interactions in the crystals stabilize the axial conformer for Pt(II) and the equatorial conformer for Pd(II). The magnitude of this stabilization in the case of 2 is large enough to change the most stable axial conformer in the molecular form to the equatorial conformer in the crystal. Further investigation of the strength of individual intermolecular interactions revealed significant differences of some interactions between the two structures. The likely cause of the difference in the crystal structures of experimentally obtained complexes is the fact that 1 and 2 exhibit different dominant interactions: C–H/M and C–H/S are more dominant in 1 and C–H/Cl interactions are more dominant in 2. In addition, DFT calculations have shown that while the axial position of the Pt–S bond with respect to the ring chair conformation results in a significantly shorter C–H/Pt interaction distance than that in the hypothetical equatorial conformer, there is very little difference in C–H/Pd interaction distances in conformers with axial and equatorial positions of Pd–S bond with respect to the ring chair conformation.
PB  - American Chemical Society (ACS)
T2  - Crystal Growth & Design
T1  - Influence of C–H/X (X = S, Cl, N, Pt/Pd) Interactions on the Molecular and Crystal Structures of Pt(II) and Pd(II) Complexes with Thiomorpholine-4-carbonitrile: Crystallographic, Thermal, and DFT Study
VL  - 20
IS  - 5
SP  - 3018
EP  - 3033
DO  - 10.1021/acs.cgd.9b01661
ER  - 

@article{
author = "Ristić, Predrag and Blagojević, Vladimir and Janjić, Goran and Rodić, Marko and Vulić, Predrag and Donnard, Morgan and Gulea, Mihaela and Chylewska, Agnieszka and Makowski, Mariusz and Todorović, Tamara and Filipović, Nenad",
year = "2020",
abstract = "Pt(II) and Pd(II) complexes (1 and 2, respectively) with thiomorpholine-4-carbonitrile (TM-CN), an N-substituted thiomorpholine derivative, were synthesized from tetrachlorido precursors in water. Structural analysis has shown that 1 represents the first monomeric metal complex with this ligand type with an axial M–S bond with respect to the TM-CN ring chair conformation, while in 2 a typical equatorial M–S bond position with respect to the ring chair conformation was observed. A detailed DFT investigation revealed that axial conformers are more stable for molecular forms of both metals, while intermolecular interactions in the crystals stabilize the axial conformer for Pt(II) and the equatorial conformer for Pd(II). The magnitude of this stabilization in the case of 2 is large enough to change the most stable axial conformer in the molecular form to the equatorial conformer in the crystal. Further investigation of the strength of individual intermolecular interactions revealed significant differences of some interactions between the two structures. The likely cause of the difference in the crystal structures of experimentally obtained complexes is the fact that 1 and 2 exhibit different dominant interactions: C–H/M and C–H/S are more dominant in 1 and C–H/Cl interactions are more dominant in 2. In addition, DFT calculations have shown that while the axial position of the Pt–S bond with respect to the ring chair conformation results in a significantly shorter C–H/Pt interaction distance than that in the hypothetical equatorial conformer, there is very little difference in C–H/Pd interaction distances in conformers with axial and equatorial positions of Pd–S bond with respect to the ring chair conformation.",
publisher = "American Chemical Society (ACS)",
journal = "Crystal Growth & Design",
title = "Influence of C–H/X (X = S, Cl, N, Pt/Pd) Interactions on the Molecular and Crystal Structures of Pt(II) and Pd(II) Complexes with Thiomorpholine-4-carbonitrile: Crystallographic, Thermal, and DFT Study",
volume = "20",
number = "5",
pages = "3018-3033",
doi = "10.1021/acs.cgd.9b01661"
}

Ristić, P., Blagojević, V., Janjić, G., Rodić, M., Vulić, P., Donnard, M., Gulea, M., Chylewska, A., Makowski, M., Todorović, T.,& Filipović, N.. (2020). Influence of C–H/X (X = S, Cl, N, Pt/Pd) Interactions on the Molecular and Crystal Structures of Pt(II) and Pd(II) Complexes with Thiomorpholine-4-carbonitrile: Crystallographic, Thermal, and DFT Study. in Crystal Growth & Design
American Chemical Society (ACS)., 20(5), 3018-3033.
https://doi.org/10.1021/acs.cgd.9b01661

Ristić P, Blagojević V, Janjić G, Rodić M, Vulić P, Donnard M, Gulea M, Chylewska A, Makowski M, Todorović T, Filipović N. Influence of C–H/X (X = S, Cl, N, Pt/Pd) Interactions on the Molecular and Crystal Structures of Pt(II) and Pd(II) Complexes with Thiomorpholine-4-carbonitrile: Crystallographic, Thermal, and DFT Study. in Crystal Growth & Design. 2020;20(5):3018-3033.
doi:10.1021/acs.cgd.9b01661 .

Ristić, Predrag, Blagojević, Vladimir, Janjić, Goran, Rodić, Marko, Vulić, Predrag, Donnard, Morgan, Gulea, Mihaela, Chylewska, Agnieszka, Makowski, Mariusz, Todorović, Tamara, Filipović, Nenad, "Influence of C–H/X (X = S, Cl, N, Pt/Pd) Interactions on the Molecular and Crystal Structures of Pt(II) and Pd(II) Complexes with Thiomorpholine-4-carbonitrile: Crystallographic, Thermal, and DFT Study" in Crystal Growth & Design, 20, no. 5 (2020):3018-3033,
https://doi.org/10.1021/acs.cgd.9b01661 . .

TY  - JOUR
AU  - Ristić, Predrag
AU  - Blagojević, Vladimir
AU  - Janjić, Goran
AU  - Rodić, Marko
AU  - Vulić, Predrag
AU  - Donnard, Morgan
AU  - Gulea, Mihaela
AU  - Chylewska, Agnieszka
AU  - Makowski, Mariusz
AU  - Todorović, Tamara
AU  - Filipović, Nenad
PY  - 2020
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4029
AB  - Pt(II) and Pd(II) complexes (1 and 2, respectively) with thiomorpholine-4-carbonitrile (TM-CN), an N-substituted thiomorpholine derivative, were synthesized from tetrachlorido precursors in water. Structural analysis has shown that 1 represents the first monomeric metal complex with this ligand type with an axial M–S bond with respect to the TM-CN ring chair conformation, while in 2 a typical equatorial M–S bond position with respect to the ring chair conformation was observed. A detailed DFT investigation revealed that axial conformers are more stable for molecular forms of both metals, while intermolecular interactions in the crystals stabilize the axial conformer for Pt(II) and the equatorial conformer for Pd(II). The magnitude of this stabilization in the case of 2 is large enough to change the most stable axial conformer in the molecular form to the equatorial conformer in the crystal. Further investigation of the strength of individual intermolecular interactions revealed significant differences of some interactions between the two structures. The likely cause of the difference in the crystal structures of experimentally obtained complexes is the fact that 1 and 2 exhibit different dominant interactions: C–H/M and C–H/S are more dominant in 1 and C–H/Cl interactions are more dominant in 2. In addition, DFT calculations have shown that while the axial position of the Pt–S bond with respect to the ring chair conformation results in a significantly shorter C–H/Pt interaction distance than that in the hypothetical equatorial conformer, there is very little difference in C–H/Pd interaction distances in conformers with axial and equatorial positions of Pd–S bond with respect to the ring chair conformation.
PB  - American Chemical Society (ACS)
T2  - Crystal Growth & Design
T1  - Influence of C–H/X (X = S, Cl, N, Pt/Pd) Interactions on the Molecular and Crystal Structures of Pt(II) and Pd(II) Complexes with Thiomorpholine-4-carbonitrile: Crystallographic, Thermal, and DFT Study
VL  - 20
IS  - 5
SP  - 3018
EP  - 3033
DO  - 10.1021/acs.cgd.9b01661
ER  - 

@article{
author = "Ristić, Predrag and Blagojević, Vladimir and Janjić, Goran and Rodić, Marko and Vulić, Predrag and Donnard, Morgan and Gulea, Mihaela and Chylewska, Agnieszka and Makowski, Mariusz and Todorović, Tamara and Filipović, Nenad",
year = "2020",
abstract = "Pt(II) and Pd(II) complexes (1 and 2, respectively) with thiomorpholine-4-carbonitrile (TM-CN), an N-substituted thiomorpholine derivative, were synthesized from tetrachlorido precursors in water. Structural analysis has shown that 1 represents the first monomeric metal complex with this ligand type with an axial M–S bond with respect to the TM-CN ring chair conformation, while in 2 a typical equatorial M–S bond position with respect to the ring chair conformation was observed. A detailed DFT investigation revealed that axial conformers are more stable for molecular forms of both metals, while intermolecular interactions in the crystals stabilize the axial conformer for Pt(II) and the equatorial conformer for Pd(II). The magnitude of this stabilization in the case of 2 is large enough to change the most stable axial conformer in the molecular form to the equatorial conformer in the crystal. Further investigation of the strength of individual intermolecular interactions revealed significant differences of some interactions between the two structures. The likely cause of the difference in the crystal structures of experimentally obtained complexes is the fact that 1 and 2 exhibit different dominant interactions: C–H/M and C–H/S are more dominant in 1 and C–H/Cl interactions are more dominant in 2. In addition, DFT calculations have shown that while the axial position of the Pt–S bond with respect to the ring chair conformation results in a significantly shorter C–H/Pt interaction distance than that in the hypothetical equatorial conformer, there is very little difference in C–H/Pd interaction distances in conformers with axial and equatorial positions of Pd–S bond with respect to the ring chair conformation.",
publisher = "American Chemical Society (ACS)",
journal = "Crystal Growth & Design",
title = "Influence of C–H/X (X = S, Cl, N, Pt/Pd) Interactions on the Molecular and Crystal Structures of Pt(II) and Pd(II) Complexes with Thiomorpholine-4-carbonitrile: Crystallographic, Thermal, and DFT Study",
volume = "20",
number = "5",
pages = "3018-3033",
doi = "10.1021/acs.cgd.9b01661"
}

Ristić, P., Blagojević, V., Janjić, G., Rodić, M., Vulić, P., Donnard, M., Gulea, M., Chylewska, A., Makowski, M., Todorović, T.,& Filipović, N.. (2020). Influence of C–H/X (X = S, Cl, N, Pt/Pd) Interactions on the Molecular and Crystal Structures of Pt(II) and Pd(II) Complexes with Thiomorpholine-4-carbonitrile: Crystallographic, Thermal, and DFT Study. in Crystal Growth & Design
American Chemical Society (ACS)., 20(5), 3018-3033.
https://doi.org/10.1021/acs.cgd.9b01661

Ristić P, Blagojević V, Janjić G, Rodić M, Vulić P, Donnard M, Gulea M, Chylewska A, Makowski M, Todorović T, Filipović N. Influence of C–H/X (X = S, Cl, N, Pt/Pd) Interactions on the Molecular and Crystal Structures of Pt(II) and Pd(II) Complexes with Thiomorpholine-4-carbonitrile: Crystallographic, Thermal, and DFT Study. in Crystal Growth & Design. 2020;20(5):3018-3033.
doi:10.1021/acs.cgd.9b01661 .

Ristić, Predrag, Blagojević, Vladimir, Janjić, Goran, Rodić, Marko, Vulić, Predrag, Donnard, Morgan, Gulea, Mihaela, Chylewska, Agnieszka, Makowski, Mariusz, Todorović, Tamara, Filipović, Nenad, "Influence of C–H/X (X = S, Cl, N, Pt/Pd) Interactions on the Molecular and Crystal Structures of Pt(II) and Pd(II) Complexes with Thiomorpholine-4-carbonitrile: Crystallographic, Thermal, and DFT Study" in Crystal Growth & Design, 20, no. 5 (2020):3018-3033,
https://doi.org/10.1021/acs.cgd.9b01661 . .

TY  - JOUR
AU  - Bjelogrlić, Snežana K.
AU  - Todorović, Tamara
AU  - Cvijetić, Ilija
AU  - Rodić, Marko V.
AU  - Vujčić, Miroslava
AU  - Marković, Sanja
AU  - Araskov, Jovana
AU  - Janović, Barbara
AU  - Emhemmed, Fathi
AU  - Muller, Christian D.
AU  - Filipović, Nenad R.
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2623
AB  - A novel binuclear Cd complex (1) with hydrazone-based ligand was prepared and characterized by spectroscopy and single crystal X-ray diffraction techniques. Complex 1 reveals a strong pro-apoptotic activity in both human, mammary adenocarcinoma cells (MCF-7) and pancreatic AsPC-1 cancer stem cells (CSCs). While apoptosis undergoes mostly caspase-independent, 1 stimulates the activation of intrinsic pathway with noteworthy down regulation of caspase-8 activity in respect to non-treated controls. Distribution of cells over mitotic division indicates that 1 caused DNA damage in both cell lines, which is confirmed in DNA interaction studies. Compared to 1, cisplatin (CDDP) does not achieve cell death in 2D cultured AsPC-1 cells, while induces different pattern of cell cycle changes and caspase activation in 2D cultured MCF-7 cells, implying that these two compounds do not share similar mechanism of action. Additionally, 1 acts as a powerful inducer of mitochondrial superoxide production with dissipated trans-membrane potential in the majority of the treated cells already after 6 h of incubation. On 3D tumors, 1 displays a superior activity against CSC model, and at 100 M induces disintegration of spheroids within 2 days of incubation. Fluorescence spectroscopy, along with molecular docking show that compound 1 binds to the minor groove of DNA. Compound 1 binds to the human serum albumin (HSA) showing that the HSA can effectively transport and store 1 in the human body. Thus, our current study strongly supports further investigations on antitumor activity of 1 as a drug candidate for the treatment of highly resistant pancreatic cancer.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells
VL  - 190
SP  - 45
EP  - 66
DO  - 10.1016/j.jinorgbio.2018.10.002
ER  - 

@article{
author = "Bjelogrlić, Snežana K. and Todorović, Tamara and Cvijetić, Ilija and Rodić, Marko V. and Vujčić, Miroslava and Marković, Sanja and Araskov, Jovana and Janović, Barbara and Emhemmed, Fathi and Muller, Christian D. and Filipović, Nenad R.",
year = "2019",
abstract = "A novel binuclear Cd complex (1) with hydrazone-based ligand was prepared and characterized by spectroscopy and single crystal X-ray diffraction techniques. Complex 1 reveals a strong pro-apoptotic activity in both human, mammary adenocarcinoma cells (MCF-7) and pancreatic AsPC-1 cancer stem cells (CSCs). While apoptosis undergoes mostly caspase-independent, 1 stimulates the activation of intrinsic pathway with noteworthy down regulation of caspase-8 activity in respect to non-treated controls. Distribution of cells over mitotic division indicates that 1 caused DNA damage in both cell lines, which is confirmed in DNA interaction studies. Compared to 1, cisplatin (CDDP) does not achieve cell death in 2D cultured AsPC-1 cells, while induces different pattern of cell cycle changes and caspase activation in 2D cultured MCF-7 cells, implying that these two compounds do not share similar mechanism of action. Additionally, 1 acts as a powerful inducer of mitochondrial superoxide production with dissipated trans-membrane potential in the majority of the treated cells already after 6 h of incubation. On 3D tumors, 1 displays a superior activity against CSC model, and at 100 M induces disintegration of spheroids within 2 days of incubation. Fluorescence spectroscopy, along with molecular docking show that compound 1 binds to the minor groove of DNA. Compound 1 binds to the human serum albumin (HSA) showing that the HSA can effectively transport and store 1 in the human body. Thus, our current study strongly supports further investigations on antitumor activity of 1 as a drug candidate for the treatment of highly resistant pancreatic cancer.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells",
volume = "190",
pages = "45-66",
doi = "10.1016/j.jinorgbio.2018.10.002"
}

Bjelogrlić, S. K., Todorović, T., Cvijetić, I., Rodić, M. V., Vujčić, M., Marković, S., Araskov, J., Janović, B., Emhemmed, F., Muller, C. D.,& Filipović, N. R.. (2019). A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 190, 45-66.
https://doi.org/10.1016/j.jinorgbio.2018.10.002

Bjelogrlić SK, Todorović T, Cvijetić I, Rodić MV, Vujčić M, Marković S, Araskov J, Janović B, Emhemmed F, Muller CD, Filipović NR. A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells. in Journal of Inorganic Biochemistry. 2019;190:45-66.
doi:10.1016/j.jinorgbio.2018.10.002 .

Bjelogrlić, Snežana K., Todorović, Tamara, Cvijetić, Ilija, Rodić, Marko V., Vujčić, Miroslava, Marković, Sanja, Araskov, Jovana, Janović, Barbara, Emhemmed, Fathi, Muller, Christian D., Filipović, Nenad R., "A novel binuclear hydrazone-based Cd(II) complex is a strong pro-apoptotic inducer with significant activity against 2D and 3D pancreatic cancer stem cells" in Journal of Inorganic Biochemistry, 190 (2019):45-66,
https://doi.org/10.1016/j.jinorgbio.2018.10.002 . .

TY  - JOUR
AU  - Filipović, Nenad R.
AU  - Ristić, Predrag
AU  - Janjić, Goran
AU  - Klisurić, Olivera
AU  - Puerta, Adrián
AU  - Padrón, José M.
AU  - Donnard, Morgan
AU  - Gulea, Mihaela
AU  - Todorović, Tamara R.
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3315
AB  - The first complexes of 2-pyridylthiocyanate (L) and silver nitrate (1) and perchlorate (2) were prepared
and characterized by a single crystal X-ray analysis. The common structural motif of both 1 and 2 is coordination
of two L molecules via pyridine nitrogen atom to Ag(I). In order to properly describe the nature
of coordinative bonds in 1 and 2, as well as crystal packings in respective structures, a Quantum Theory of
Atoms in Molecule topological analysis was performed. Coordinated nitrate ion provides more electron
density to Ag(I) in comparison to perchlorate ion. Additional electron density in the case of 2 was provided
by the coordination of third L molecule via thiocyanate nitrogen atom resulting in a 1D polymeric
structure. Detailed computational analysis of intermolecular interactions, as well analysis of interactions
between pyridine ring and –SCN group was performed. Antiproliferative activity of monomeric compound
1 was found to be better than of cisplatin on three out of four studied human cancer cell lines.
Docking studies indicate intercalation as a major binding mode of 1 to DNA, while human serum albumin
was revealed as possible carrier for distribution of 1 in the blood stream.
PB  - England : Elsevier
T2  - Polyhedron
T1  - Silver-based monomer and coordination polymer with organic thiocyanate ligand: Structural, computational and antiproliferative activity study
VL  - 173
SP  - 114132
DO  - 10.1016/j.poly.2019.114132
ER  - 

@article{
author = "Filipović, Nenad R. and Ristić, Predrag and Janjić, Goran and Klisurić, Olivera and Puerta, Adrián and Padrón, José M. and Donnard, Morgan and Gulea, Mihaela and Todorović, Tamara R.",
year = "2019",
abstract = "The first complexes of 2-pyridylthiocyanate (L) and silver nitrate (1) and perchlorate (2) were prepared
and characterized by a single crystal X-ray analysis. The common structural motif of both 1 and 2 is coordination
of two L molecules via pyridine nitrogen atom to Ag(I). In order to properly describe the nature
of coordinative bonds in 1 and 2, as well as crystal packings in respective structures, a Quantum Theory of
Atoms in Molecule topological analysis was performed. Coordinated nitrate ion provides more electron
density to Ag(I) in comparison to perchlorate ion. Additional electron density in the case of 2 was provided
by the coordination of third L molecule via thiocyanate nitrogen atom resulting in a 1D polymeric
structure. Detailed computational analysis of intermolecular interactions, as well analysis of interactions
between pyridine ring and –SCN group was performed. Antiproliferative activity of monomeric compound
1 was found to be better than of cisplatin on three out of four studied human cancer cell lines.
Docking studies indicate intercalation as a major binding mode of 1 to DNA, while human serum albumin
was revealed as possible carrier for distribution of 1 in the blood stream.",
publisher = "England : Elsevier",
journal = "Polyhedron",
title = "Silver-based monomer and coordination polymer with organic thiocyanate ligand: Structural, computational and antiproliferative activity study",
volume = "173",
pages = "114132",
doi = "10.1016/j.poly.2019.114132"
}

Filipović, N. R., Ristić, P., Janjić, G., Klisurić, O., Puerta, A., Padrón, J. M., Donnard, M., Gulea, M.,& Todorović, T. R.. (2019). Silver-based monomer and coordination polymer with organic thiocyanate ligand: Structural, computational and antiproliferative activity study. in Polyhedron
England : Elsevier., 173, 114132.
https://doi.org/10.1016/j.poly.2019.114132

Filipović NR, Ristić P, Janjić G, Klisurić O, Puerta A, Padrón JM, Donnard M, Gulea M, Todorović TR. Silver-based monomer and coordination polymer with organic thiocyanate ligand: Structural, computational and antiproliferative activity study. in Polyhedron. 2019;173:114132.
doi:10.1016/j.poly.2019.114132 .

Filipović, Nenad R., Ristić, Predrag, Janjić, Goran, Klisurić, Olivera, Puerta, Adrián, Padrón, José M., Donnard, Morgan, Gulea, Mihaela, Todorović, Tamara R., "Silver-based monomer and coordination polymer with organic thiocyanate ligand: Structural, computational and antiproliferative activity study" in Polyhedron, 173 (2019):114132,
https://doi.org/10.1016/j.poly.2019.114132 . .

TY  - CONF
AU  - Šuljagić, Marija
AU  - Araškov, Jovana
AU  - Filipović, Nenad
AU  - Todorović, Tamara
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/5953
AB  - Chirality is a striking property of the biological world. Many organic molecules, including the most biological amino acids are chiral and the DNA double helix in its standard form twists like a right-handed screw. The importance of chirality in biological systems was brought to light by the thalidomide tragedy [1]. On the other hand, there are many non-biological chiral crystals which have not been treated in terms of chirality, which include important enantioselective catalysts and sensing materials, as well as enenatioselective chromatographic materials. In dealing with chirality in relation to crystal structures it is essential to distinguish between three different objects that may be either chiral or achiral: 1) the molecular components of the crystal, 2) the crystal structure itself and 3) the symmetry group of the crystal structure. Chirality of crystals will be discussed taking cobalt complexes with thiazole based ligands as examples.
AB  - Hiralnost je izraženo svojstvo biološkog sveta. Mnogi organski molekuli su hiralni, uključujući 
većinu bioloških aminokiselina. Takođe, dvostruki heliks DNK u svom kanonskom obliku ima formu desnog zavrtnja. Međutim, značaj hiralnosti sagledan je tek nakon tragedije sa talidomidom [1]. S druge strane, postoje mnogi nebiološki hiralni kristali kojima nije razmatrana hiralnost, a oni uključuju važne enantioselektivne katalizatore i senzorske materijale, kao i enantioselektivne hromatografke materijale. Kada se radi o hiralnosti u kristalnim strukturama, važno je razlikovati tri različite grupe objekata koji mogu biti ili hiralni ili ahiralni: 1) molekulske komponente kristala, 2) same kristalne strukture, 3) simetrijske grupe kristalnih struktura. Hiralnost kristala će biti razmatrana na primerima kompleksa kobalta sa tiazolskim ligandima.
PB  - Belgrade: Serbian Chemical Society
C3  - Book of Abstracts - 4th Conference of Young Chemists of Serbia, November 5, 2016, Belgrade
T1  - Crystal chirality – cobalt complexes with thiazole based ligands
T1  - Hiralnost kristala – kompleksi kobalta sa derivatima tiazola
SP  - 44
EP  - 44
UR  - https://hdl.handle.net/21.15107/rcub_cer_5953
ER  - 

@conference{
author = "Šuljagić, Marija and Araškov, Jovana and Filipović, Nenad and Todorović, Tamara",
year = "2016",
abstract = "Chirality is a striking property of the biological world. Many organic molecules, including the most biological amino acids are chiral and the DNA double helix in its standard form twists like a right-handed screw. The importance of chirality in biological systems was brought to light by the thalidomide tragedy [1]. On the other hand, there are many non-biological chiral crystals which have not been treated in terms of chirality, which include important enantioselective catalysts and sensing materials, as well as enenatioselective chromatographic materials. In dealing with chirality in relation to crystal structures it is essential to distinguish between three different objects that may be either chiral or achiral: 1) the molecular components of the crystal, 2) the crystal structure itself and 3) the symmetry group of the crystal structure. Chirality of crystals will be discussed taking cobalt complexes with thiazole based ligands as examples., Hiralnost je izraženo svojstvo biološkog sveta. Mnogi organski molekuli su hiralni, uključujući 
većinu bioloških aminokiselina. Takođe, dvostruki heliks DNK u svom kanonskom obliku ima formu desnog zavrtnja. Međutim, značaj hiralnosti sagledan je tek nakon tragedije sa talidomidom [1]. S druge strane, postoje mnogi nebiološki hiralni kristali kojima nije razmatrana hiralnost, a oni uključuju važne enantioselektivne katalizatore i senzorske materijale, kao i enantioselektivne hromatografke materijale. Kada se radi o hiralnosti u kristalnim strukturama, važno je razlikovati tri različite grupe objekata koji mogu biti ili hiralni ili ahiralni: 1) molekulske komponente kristala, 2) same kristalne strukture, 3) simetrijske grupe kristalnih struktura. Hiralnost kristala će biti razmatrana na primerima kompleksa kobalta sa tiazolskim ligandima.",
publisher = "Belgrade: Serbian Chemical Society",
journal = "Book of Abstracts - 4th Conference of Young Chemists of Serbia, November 5, 2016, Belgrade",
title = "Crystal chirality – cobalt complexes with thiazole based ligands, Hiralnost kristala – kompleksi kobalta sa derivatima tiazola",
pages = "44-44",
url = "https://hdl.handle.net/21.15107/rcub_cer_5953"
}

Šuljagić, M., Araškov, J., Filipović, N.,& Todorović, T.. (2016). Crystal chirality – cobalt complexes with thiazole based ligands. in Book of Abstracts - 4th Conference of Young Chemists of Serbia, November 5, 2016, Belgrade
Belgrade: Serbian Chemical Society., 44-44.
https://hdl.handle.net/21.15107/rcub_cer_5953

Šuljagić M, Araškov J, Filipović N, Todorović T. Crystal chirality – cobalt complexes with thiazole based ligands. in Book of Abstracts - 4th Conference of Young Chemists of Serbia, November 5, 2016, Belgrade. 2016;:44-44.
https://hdl.handle.net/21.15107/rcub_cer_5953 .

Šuljagić, Marija, Araškov, Jovana, Filipović, Nenad, Todorović, Tamara, "Crystal chirality – cobalt complexes with thiazole based ligands" in Book of Abstracts - 4th Conference of Young Chemists of Serbia, November 5, 2016, Belgrade (2016):44-44,
https://hdl.handle.net/21.15107/rcub_cer_5953 .