Biological response modifiers in physiological and pathological conditions

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Biological response modifiers in physiological and pathological conditions (en)
Модификатори биолошког одговора у физиолошким и патолошким стањима (sr)
Modifikatori biološkog odgovora u fiziološkim i patološkim stanjima (sr_RS)
Authors

Publications

Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina

Sofrenić, Ivana; Anđelković, Boban; Todorović, Nina; Stanojković, Tatjana; Vujisić, Ljubodrag V.; Novaković, Miroslav; Milosavljević, Slobodan; Tešević, Vele

(Elsevier, 2021)

TY  - JOUR
AU  - Sofrenić, Ivana
AU  - Anđelković, Boban
AU  - Todorović, Nina
AU  - Stanojković, Tatjana
AU  - Vujisić, Ljubodrag V.
AU  - Novaković, Miroslav
AU  - Milosavljević, Slobodan
AU  - Tešević, Vele
PY  - 2021
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4038
AB  - Thirteen undescribed 24-methylene lanostane triterpenoids, named polyporenic acids E-M and fomitosides L-O, as well as seventeen known analogues, were isolated from the fruiting bodies of the mushroom Fomitopsis betulina. Their structures were determined using 1D, 2D NMR, IR, and HRESIMS. Fomitoside L and fomitoside N exhibited cytotoxicity against HL60 leukemia cells (IC50 = 15.8 and 23.7 μM, respectively). Among the known compounds, notable cytotoxicities against HL60 leukemia cells and selectivity with respect to MRC-5 healthy cells were noticed for dehydropachymic acid (IC50 = 10.9 μM, SI 8.6), pachymic acid (IC50 = 11.0 μM, SI 9.8), 3-epi-dehydrotumulosic acid (IC50 = 19.9 μM, SI 5.8) and 12α-hydroxy-3α-(3′-hydroxy-4′-methoxycarbonyl-3′-methylbutyryloxy)-24-methyllanosta-8,24 (31)-dien-26-oic acid (IC50 = 19.2 μM, SI 2.2).
PB  - Elsevier
T2  - Phytochemistry
T1  - Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina
VL  - 181
SP  - 112580
DO  - 10.1016/j.phytochem.2020.112580
ER  - 
@article{
author = "Sofrenić, Ivana and Anđelković, Boban and Todorović, Nina and Stanojković, Tatjana and Vujisić, Ljubodrag V. and Novaković, Miroslav and Milosavljević, Slobodan and Tešević, Vele",
year = "2021",
abstract = "Thirteen undescribed 24-methylene lanostane triterpenoids, named polyporenic acids E-M and fomitosides L-O, as well as seventeen known analogues, were isolated from the fruiting bodies of the mushroom Fomitopsis betulina. Their structures were determined using 1D, 2D NMR, IR, and HRESIMS. Fomitoside L and fomitoside N exhibited cytotoxicity against HL60 leukemia cells (IC50 = 15.8 and 23.7 μM, respectively). Among the known compounds, notable cytotoxicities against HL60 leukemia cells and selectivity with respect to MRC-5 healthy cells were noticed for dehydropachymic acid (IC50 = 10.9 μM, SI 8.6), pachymic acid (IC50 = 11.0 μM, SI 9.8), 3-epi-dehydrotumulosic acid (IC50 = 19.9 μM, SI 5.8) and 12α-hydroxy-3α-(3′-hydroxy-4′-methoxycarbonyl-3′-methylbutyryloxy)-24-methyllanosta-8,24 (31)-dien-26-oic acid (IC50 = 19.2 μM, SI 2.2).",
publisher = "Elsevier",
journal = "Phytochemistry",
title = "Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina",
volume = "181",
pages = "112580",
doi = "10.1016/j.phytochem.2020.112580"
}
Sofrenić, I., Anđelković, B., Todorović, N., Stanojković, T., Vujisić, L. V., Novaković, M., Milosavljević, S.,& Tešević, V.. (2021). Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina. in Phytochemistry
Elsevier., 181, 112580.
https://doi.org/10.1016/j.phytochem.2020.112580
Sofrenić I, Anđelković B, Todorović N, Stanojković T, Vujisić LV, Novaković M, Milosavljević S, Tešević V. Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina. in Phytochemistry. 2021;181:112580.
doi:10.1016/j.phytochem.2020.112580 .
Sofrenić, Ivana, Anđelković, Boban, Todorović, Nina, Stanojković, Tatjana, Vujisić, Ljubodrag V., Novaković, Miroslav, Milosavljević, Slobodan, Tešević, Vele, "Cytotoxic triterpenoids and triterpene sugar esters from the medicinal mushroom Fomitopsis betulina" in Phytochemistry, 181 (2021):112580,
https://doi.org/10.1016/j.phytochem.2020.112580 . .
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Design and In Vitro Biological Evaluation of a Novel Organotin(IV) Complex with 1-(4-Carboxyphenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione

Pantelić, Nebojša Đ.; Zmejkovski, Bojana; Žižak, Željko; Banjac, Nebojša R.; Božić, Bojan; Stanojković, Tatjana; Kaluđerović, Goran N.

(Hindawi, 2019)

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana
AU  - Žižak, Željko
AU  - Banjac, Nebojša R.
AU  - Božić, Bojan
AU  - Stanojković, Tatjana
AU  - Kaluđerović, Goran N.
PY  - 2019
UR  - https://www.hindawi.com/journals/jchem/2019/2905840/
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2639
AB  - A novel triphenyltin(IV) compound with 1-(4-carboxyphenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione was synthesized and characterized by IR, NMR spectroscopy, mass spectrometry, and elemental analysis. In vitro anticancer activity of ligand precursor and synthesized organotin(IV) compound was determined against tumor cell lines: human adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human breast cancer (MDA-MB-453), using microculture tetrazolium test (MTT) assay. The results indicate that complex exhibited very high antiproliferative activity against all tested cell lines with IC 50 values in the range of 0.22 to 0.53 µ M. The highest activity organotin(IV) compound expressed against the HeLa cells (IC 50 = 0.22 ± 0.04 µ M). The ligand precursor did not show anticancer activity (IC 50 > 200 µ M). Furthermore, fluorescence microscopy analysis of HeLa cells reveal that organotin(IV) complex induced apoptosis as a mode of cell death, which is consistent with the increase of cells in the sub-G1 phase.
PB  - Hindawi
T2  - Journal of Chemistry
T2  - Journal of Chemistry
T1  - Design and In Vitro Biological Evaluation of a Novel Organotin(IV) Complex with 1-(4-Carboxyphenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione
SP  - 2905840
DO  - 10.1155/2019/2905840
ER  - 
@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana and Žižak, Željko and Banjac, Nebojša R. and Božić, Bojan and Stanojković, Tatjana and Kaluđerović, Goran N.",
year = "2019",
abstract = "A novel triphenyltin(IV) compound with 1-(4-carboxyphenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione was synthesized and characterized by IR, NMR spectroscopy, mass spectrometry, and elemental analysis. In vitro anticancer activity of ligand precursor and synthesized organotin(IV) compound was determined against tumor cell lines: human adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human breast cancer (MDA-MB-453), using microculture tetrazolium test (MTT) assay. The results indicate that complex exhibited very high antiproliferative activity against all tested cell lines with IC 50 values in the range of 0.22 to 0.53 µ M. The highest activity organotin(IV) compound expressed against the HeLa cells (IC 50 = 0.22 ± 0.04 µ M). The ligand precursor did not show anticancer activity (IC 50 > 200 µ M). Furthermore, fluorescence microscopy analysis of HeLa cells reveal that organotin(IV) complex induced apoptosis as a mode of cell death, which is consistent with the increase of cells in the sub-G1 phase.",
publisher = "Hindawi",
journal = "Journal of Chemistry, Journal of Chemistry",
title = "Design and In Vitro Biological Evaluation of a Novel Organotin(IV) Complex with 1-(4-Carboxyphenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione",
pages = "2905840",
doi = "10.1155/2019/2905840"
}
Pantelić, N. Đ., Zmejkovski, B., Žižak, Ž., Banjac, N. R., Božić, B., Stanojković, T.,& Kaluđerović, G. N.. (2019). Design and In Vitro Biological Evaluation of a Novel Organotin(IV) Complex with 1-(4-Carboxyphenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione. in Journal of Chemistry
Hindawi., 2905840.
https://doi.org/10.1155/2019/2905840
Pantelić NĐ, Zmejkovski B, Žižak Ž, Banjac NR, Božić B, Stanojković T, Kaluđerović GN. Design and In Vitro Biological Evaluation of a Novel Organotin(IV) Complex with 1-(4-Carboxyphenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione. in Journal of Chemistry. 2019;:2905840.
doi:10.1155/2019/2905840 .
Pantelić, Nebojša Đ., Zmejkovski, Bojana, Žižak, Željko, Banjac, Nebojša R., Božić, Bojan, Stanojković, Tatjana, Kaluđerović, Goran N., "Design and In Vitro Biological Evaluation of a Novel Organotin(IV) Complex with 1-(4-Carboxyphenyl)-3-ethyl-3-methylpyrrolidine-2,5-dione" in Journal of Chemistry (2019):2905840,
https://doi.org/10.1155/2019/2905840 . .
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Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives

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

(Elsevier, 2019)

TY  - JOUR
AU  - Živković, Marijana B.
AU  - Novaković, Irena
AU  - Matić, Ivana Z.
AU  - Sladić, Dušan
AU  - Krstić, Natalija
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2947
AB  - Eleven new steroidal mono- and bis(semicarbazones) 2a–e, 4d and 3a–e have been prepared starting from various 3-oxo-α,β-unsaturated steroids. Mono-semicarbazones 2a–e were further subjected to ethyl chloroacetate in boiling absolute ethanol but, instead of expected intramolecular cyclocondensation reaction products, the new carbazate esters 5a-e were obtained. The structures of all synthesized compounds and identification of each E/Z isomer were deduced by elemental analysis, HRMS, NMR, and IR spectroscopy. Preliminary screening for the cytotoxic activity in vitro of the new compounds has been conducted against three cancer cell lines, K562, Jurkat and HeLa cells. HeLa cells were the most sensitive while K562 cells were the least sensitive to the cytotoxic action of the novel steroid derivatives. Compounds 2e, 3c and 5e were found to have the best but still moderate cytotoxic effects. All tested compounds showed very weak antimicrobial activities. These results demonstrate that the replacement of thioxo group with carbonyl group in steroidal hydrazone derivatives resulted in decrease in their biological activity.
PB  - Elsevier
T2  - Steroids
T1  - Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives
VL  - 148
SP  - 36
EP  - 46
DO  - 10.1016/j.steroids.2019.04.010
ER  - 
@article{
author = "Živković, Marijana B. and Novaković, Irena and Matić, Ivana Z. and Sladić, Dušan and Krstić, Natalija",
year = "2019",
abstract = "Eleven new steroidal mono- and bis(semicarbazones) 2a–e, 4d and 3a–e have been prepared starting from various 3-oxo-α,β-unsaturated steroids. Mono-semicarbazones 2a–e were further subjected to ethyl chloroacetate in boiling absolute ethanol but, instead of expected intramolecular cyclocondensation reaction products, the new carbazate esters 5a-e were obtained. The structures of all synthesized compounds and identification of each E/Z isomer were deduced by elemental analysis, HRMS, NMR, and IR spectroscopy. Preliminary screening for the cytotoxic activity in vitro of the new compounds has been conducted against three cancer cell lines, K562, Jurkat and HeLa cells. HeLa cells were the most sensitive while K562 cells were the least sensitive to the cytotoxic action of the novel steroid derivatives. Compounds 2e, 3c and 5e were found to have the best but still moderate cytotoxic effects. All tested compounds showed very weak antimicrobial activities. These results demonstrate that the replacement of thioxo group with carbonyl group in steroidal hydrazone derivatives resulted in decrease in their biological activity.",
publisher = "Elsevier",
journal = "Steroids",
title = "Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives",
volume = "148",
pages = "36-46",
doi = "10.1016/j.steroids.2019.04.010"
}
Živković, M. B., Novaković, I., Matić, I. Z., Sladić, D.,& Krstić, N.. (2019). Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives. in Steroids
Elsevier., 148, 36-46.
https://doi.org/10.1016/j.steroids.2019.04.010
Živković MB, Novaković I, Matić IZ, Sladić D, Krstić N. Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives. in Steroids. 2019;148:36-46.
doi:10.1016/j.steroids.2019.04.010 .
Živković, Marijana B., Novaković, Irena, Matić, Ivana Z., Sladić, Dušan, Krstić, Natalija, "Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives" in Steroids, 148 (2019):36-46,
https://doi.org/10.1016/j.steroids.2019.04.010 . .
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5
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Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives

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

(Elsevier, 2019)

TY  - JOUR
AU  - Živković, Marijana B.
AU  - Novaković, Irena
AU  - Matić, Ivana Z.
AU  - Sladić, Dušan
AU  - Krstić, Natalija
PY  - 2019
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2948
AB  - Eleven new steroidal mono- and bis(semicarbazones) 2a–e, 4d and 3a–e have been prepared starting from various 3-oxo-α,β-unsaturated steroids. Mono-semicarbazones 2a–e were further subjected to ethyl chloroacetate in boiling absolute ethanol but, instead of expected intramolecular cyclocondensation reaction products, the new carbazate esters 5a-e were obtained. The structures of all synthesized compounds and identification of each E/Z isomer were deduced by elemental analysis, HRMS, NMR, and IR spectroscopy. Preliminary screening for the cytotoxic activity in vitro of the new compounds has been conducted against three cancer cell lines, K562, Jurkat and HeLa cells. HeLa cells were the most sensitive while K562 cells were the least sensitive to the cytotoxic action of the novel steroid derivatives. Compounds 2e, 3c and 5e were found to have the best but still moderate cytotoxic effects. All tested compounds showed very weak antimicrobial activities. These results demonstrate that the replacement of thioxo group with carbonyl group in steroidal hydrazone derivatives resulted in decrease in their biological activity.
PB  - Elsevier
T2  - Steroids
T1  - Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives
VL  - 148
SP  - 36
EP  - 46
DO  - 10.1016/j.steroids.2019.04.010
ER  - 
@article{
author = "Živković, Marijana B. and Novaković, Irena and Matić, Ivana Z. and Sladić, Dušan and Krstić, Natalija",
year = "2019",
abstract = "Eleven new steroidal mono- and bis(semicarbazones) 2a–e, 4d and 3a–e have been prepared starting from various 3-oxo-α,β-unsaturated steroids. Mono-semicarbazones 2a–e were further subjected to ethyl chloroacetate in boiling absolute ethanol but, instead of expected intramolecular cyclocondensation reaction products, the new carbazate esters 5a-e were obtained. The structures of all synthesized compounds and identification of each E/Z isomer were deduced by elemental analysis, HRMS, NMR, and IR spectroscopy. Preliminary screening for the cytotoxic activity in vitro of the new compounds has been conducted against three cancer cell lines, K562, Jurkat and HeLa cells. HeLa cells were the most sensitive while K562 cells were the least sensitive to the cytotoxic action of the novel steroid derivatives. Compounds 2e, 3c and 5e were found to have the best but still moderate cytotoxic effects. All tested compounds showed very weak antimicrobial activities. These results demonstrate that the replacement of thioxo group with carbonyl group in steroidal hydrazone derivatives resulted in decrease in their biological activity.",
publisher = "Elsevier",
journal = "Steroids",
title = "Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives",
volume = "148",
pages = "36-46",
doi = "10.1016/j.steroids.2019.04.010"
}
Živković, M. B., Novaković, I., Matić, I. Z., Sladić, D.,& Krstić, N.. (2019). Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives. in Steroids
Elsevier., 148, 36-46.
https://doi.org/10.1016/j.steroids.2019.04.010
Živković MB, Novaković I, Matić IZ, Sladić D, Krstić N. Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives. in Steroids. 2019;148:36-46.
doi:10.1016/j.steroids.2019.04.010 .
Živković, Marijana B., Novaković, Irena, Matić, Ivana Z., Sladić, Dušan, Krstić, Natalija, "Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives" in Steroids, 148 (2019):36-46,
https://doi.org/10.1016/j.steroids.2019.04.010 . .
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5
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Antitumor and antimicrobial properties of isothiocyanato pentagonal-bipyramidal d metal complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent

Milenković, Milica R.; Anđelković, Katarina; Matić, Ivana Z.; Vujčić, Miroslava; Sladić, Dušan; Čobeljić, Božidar; Romanović, Mima

(Serbian Biochemical Society, 2018)

TY  - CONF
AU  - Milenković, Milica R.
AU  - Anđelković, Katarina
AU  - Matić, Ivana Z.
AU  - Vujčić, Miroslava
AU  - Sladić, Dušan
AU  - Čobeljić, Božidar
AU  - Romanović, Mima
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3542
AB  - Pentagonal-bipyramidal complexes of 2,6-diacetylpyridine bis(acylhydrazone) ligands
are attractive field of research not only in structural inorganic chemistry and magnetochemistry, but also in bioinorganic chemistry since they exhibit cytotoxic, antimicrobial, SOD mimetic, DNA/RNA binding and nuclease activity. In this work we investigated antitumor and antimicrobial activity of pentagonal-bipyramidal isothiocyanato complexes of Mn(II) ([Mn(H2L)(NCS)2](SCN)2·CH3OH) (1), Ni(II)([Ni(H2L)(NCS)2](SCN)2·2H2O) (2), Co(II) ([Co(H2L)(NCS)2](SCN)2·2H2O (3) and
[Co(H2L)(NCS)2][Co(NCS)4]·2H2O) (4), Zn(II) ([Zn(H2L)(NCS)2][Zn(NCS)4]·2H2O) (5), Cd(II) ([Cd(H2L)(NCS)2][Cd(NCS)4]·2H2O) (6) and Fe(III) ([Fe(L)(NCS)2](SCN)·2H2O (7) and [Fe(L)(NCS)2][Fe(NCS)5(H2O)]·4H2O) (8), with the condensation product of 2,6-diacetylpyridine and Girard’s T reagent (H2LCl2). The complexes showed moderate to low cytotoxic activities towards five tested human cancer cell lines (HeLa, MDA-MB-453, K562, LS174 and A549), while the ligand was inactive. The best activity was observed in the case of complexes 8, 4 and 6. The potential of the most active complexes to induce HeLa and K562 cell cycle perturbations was also studied. Cd(II) complex (6) caused significant increase of apoptotic subG1 cells in both cell lines. Fe(III) complex (8) induced significant changes in cell cycle phase distribution only in HeLa cells. Morphological changes in HeLa cells treated with complexes 8, 4 and 6 were also indicative of apoptosis, with complex 6 having again the most pronounced effect. Complexes 8, 4 and 6 bind to
DNA, most probably by electrostatic interactions, and perturb DNA structure. Complexes 4 and 8 cause cleavage of plasmid DNA in vitro. Iron (III) complexes showed better antimicrobial activity than complexes of other metals with this ligand, but lower than activity of standard antimicrobial drugs.
PB  - Serbian Biochemical Society
C3  - Serbian Biochemical Society Eighth Conference with international participation, “Coordination in Biochemistry and Life”, University of Novi Sad – Rectorate Hall, 16.11.2018. Novi Sad, Serbia
T1  - Antitumor and antimicrobial properties of isothiocyanato pentagonal-bipyramidal d metal complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent
SP  - 33
EP  - 40
UR  - https://hdl.handle.net/21.15107/rcub_cer_3542
ER  - 
@conference{
author = "Milenković, Milica R. and Anđelković, Katarina and Matić, Ivana Z. and Vujčić, Miroslava and Sladić, Dušan and Čobeljić, Božidar and Romanović, Mima",
year = "2018",
abstract = "Pentagonal-bipyramidal complexes of 2,6-diacetylpyridine bis(acylhydrazone) ligands
are attractive field of research not only in structural inorganic chemistry and magnetochemistry, but also in bioinorganic chemistry since they exhibit cytotoxic, antimicrobial, SOD mimetic, DNA/RNA binding and nuclease activity. In this work we investigated antitumor and antimicrobial activity of pentagonal-bipyramidal isothiocyanato complexes of Mn(II) ([Mn(H2L)(NCS)2](SCN)2·CH3OH) (1), Ni(II)([Ni(H2L)(NCS)2](SCN)2·2H2O) (2), Co(II) ([Co(H2L)(NCS)2](SCN)2·2H2O (3) and
[Co(H2L)(NCS)2][Co(NCS)4]·2H2O) (4), Zn(II) ([Zn(H2L)(NCS)2][Zn(NCS)4]·2H2O) (5), Cd(II) ([Cd(H2L)(NCS)2][Cd(NCS)4]·2H2O) (6) and Fe(III) ([Fe(L)(NCS)2](SCN)·2H2O (7) and [Fe(L)(NCS)2][Fe(NCS)5(H2O)]·4H2O) (8), with the condensation product of 2,6-diacetylpyridine and Girard’s T reagent (H2LCl2). The complexes showed moderate to low cytotoxic activities towards five tested human cancer cell lines (HeLa, MDA-MB-453, K562, LS174 and A549), while the ligand was inactive. The best activity was observed in the case of complexes 8, 4 and 6. The potential of the most active complexes to induce HeLa and K562 cell cycle perturbations was also studied. Cd(II) complex (6) caused significant increase of apoptotic subG1 cells in both cell lines. Fe(III) complex (8) induced significant changes in cell cycle phase distribution only in HeLa cells. Morphological changes in HeLa cells treated with complexes 8, 4 and 6 were also indicative of apoptosis, with complex 6 having again the most pronounced effect. Complexes 8, 4 and 6 bind to
DNA, most probably by electrostatic interactions, and perturb DNA structure. Complexes 4 and 8 cause cleavage of plasmid DNA in vitro. Iron (III) complexes showed better antimicrobial activity than complexes of other metals with this ligand, but lower than activity of standard antimicrobial drugs.",
publisher = "Serbian Biochemical Society",
journal = "Serbian Biochemical Society Eighth Conference with international participation, “Coordination in Biochemistry and Life”, University of Novi Sad – Rectorate Hall, 16.11.2018. Novi Sad, Serbia",
title = "Antitumor and antimicrobial properties of isothiocyanato pentagonal-bipyramidal d metal complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent",
pages = "33-40",
url = "https://hdl.handle.net/21.15107/rcub_cer_3542"
}
Milenković, M. R., Anđelković, K., Matić, I. Z., Vujčić, M., Sladić, D., Čobeljić, B.,& Romanović, M.. (2018). Antitumor and antimicrobial properties of isothiocyanato pentagonal-bipyramidal d metal complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. in Serbian Biochemical Society Eighth Conference with international participation, “Coordination in Biochemistry and Life”, University of Novi Sad – Rectorate Hall, 16.11.2018. Novi Sad, Serbia
Serbian Biochemical Society., 33-40.
https://hdl.handle.net/21.15107/rcub_cer_3542
Milenković MR, Anđelković K, Matić IZ, Vujčić M, Sladić D, Čobeljić B, Romanović M. Antitumor and antimicrobial properties of isothiocyanato pentagonal-bipyramidal d metal complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. in Serbian Biochemical Society Eighth Conference with international participation, “Coordination in Biochemistry and Life”, University of Novi Sad – Rectorate Hall, 16.11.2018. Novi Sad, Serbia. 2018;:33-40.
https://hdl.handle.net/21.15107/rcub_cer_3542 .
Milenković, Milica R., Anđelković, Katarina, Matić, Ivana Z., Vujčić, Miroslava, Sladić, Dušan, Čobeljić, Božidar, Romanović, Mima, "Antitumor and antimicrobial properties of isothiocyanato pentagonal-bipyramidal d metal complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent" in Serbian Biochemical Society Eighth Conference with international participation, “Coordination in Biochemistry and Life”, University of Novi Sad – Rectorate Hall, 16.11.2018. Novi Sad, Serbia (2018):33-40,
https://hdl.handle.net/21.15107/rcub_cer_3542 .

Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies

Jakovljević, Katarina; Joksovic, Milan D.; Matić, Ivana Z.; Petrovic, Nina; Stanojković, Tatjana; Sladić, Dušan; Vujčić, Miroslava; Janović, Barbara; Joksovic, Ljubinka; Trifunović, Snežana; Markovic, Violeta

(Royal Soc Chemistry, Cambridge, 2018)

TY  - JOUR
AU  - Jakovljević, Katarina
AU  - Joksovic, Milan D.
AU  - Matić, Ivana Z.
AU  - Petrovic, Nina
AU  - Stanojković, Tatjana
AU  - Sladić, Dušan
AU  - Vujčić, Miroslava
AU  - Janović, Barbara
AU  - Joksovic, Ljubinka
AU  - Trifunović, Snežana
AU  - Markovic, Violeta
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2379
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3136
AB  - Hybrid compounds that combine the 1,3,4-thiadiazole-containing catechol moiety with a chalcone motif were synthesized and examined for their antioxidant activity, cytotoxicity, and DNA-binding activity. A series of thirteen compounds showed strong antioxidant and cytotoxic effects on human acute promyelocytic leukemia HL-60 cells. Several compounds exerted good cytotoxic activities on cervical adenocarcinoma HeLa cells. The treatment of HeLa cells with IC50 and double IC50 concentrations of the compounds 5a, 5c, 5f, and 5m induced a statistically significant increase in the percentage of cells within a subG1 cell cycle phase. The examined compounds caused G2/M cell cycle arrest in HeLa cells. Each of these compounds triggered apoptosis in HeLa cells through activation of caspase-3, the main effector caspase, caspase-8, which is involved in the extrinsic apoptotic pathway, and caspase-9, which is involved in the intrinsic apoptotic pathway. All of the examined compounds decreased the expression levels of MMP2 in HeLa cells and levels of protumorigenic miR-133b. Compounds 5a and 5m lowered the expression level of oncogenic miR-21 in HeLa cells. In addition, compounds 5a, 5f, and 5m decreased the expression levels of oncogenic miR-155 while the treatment of HeLa cells with compounds 5a, 5c, and 5f increased expression of tumor-suppressive miR-206. Observed effects of these compounds on expression levels of four examined miRNAs suggest their prominent cancer-suppressive activity. An investigation by absorption and fluorescence spectroscopy showed more efficient calf thymus DNA binding activity of the compound 5m in comparison to other tested compounds. Results of a pUC19 plasmid cleavage study and comet assay showed DNA damaging activities of compounds 5a and 5c.
PB  - Royal Soc Chemistry, Cambridge
T2  - Medchemcomm
T1  - Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies
VL  - 9
IS  - 10
SP  - 1679
EP  - 1697
DO  - 10.1039/c8md00316e
ER  - 
@article{
author = "Jakovljević, Katarina and Joksovic, Milan D. and Matić, Ivana Z. and Petrovic, Nina and Stanojković, Tatjana and Sladić, Dušan and Vujčić, Miroslava and Janović, Barbara and Joksovic, Ljubinka and Trifunović, Snežana and Markovic, Violeta",
year = "2018",
abstract = "Hybrid compounds that combine the 1,3,4-thiadiazole-containing catechol moiety with a chalcone motif were synthesized and examined for their antioxidant activity, cytotoxicity, and DNA-binding activity. A series of thirteen compounds showed strong antioxidant and cytotoxic effects on human acute promyelocytic leukemia HL-60 cells. Several compounds exerted good cytotoxic activities on cervical adenocarcinoma HeLa cells. The treatment of HeLa cells with IC50 and double IC50 concentrations of the compounds 5a, 5c, 5f, and 5m induced a statistically significant increase in the percentage of cells within a subG1 cell cycle phase. The examined compounds caused G2/M cell cycle arrest in HeLa cells. Each of these compounds triggered apoptosis in HeLa cells through activation of caspase-3, the main effector caspase, caspase-8, which is involved in the extrinsic apoptotic pathway, and caspase-9, which is involved in the intrinsic apoptotic pathway. All of the examined compounds decreased the expression levels of MMP2 in HeLa cells and levels of protumorigenic miR-133b. Compounds 5a and 5m lowered the expression level of oncogenic miR-21 in HeLa cells. In addition, compounds 5a, 5f, and 5m decreased the expression levels of oncogenic miR-155 while the treatment of HeLa cells with compounds 5a, 5c, and 5f increased expression of tumor-suppressive miR-206. Observed effects of these compounds on expression levels of four examined miRNAs suggest their prominent cancer-suppressive activity. An investigation by absorption and fluorescence spectroscopy showed more efficient calf thymus DNA binding activity of the compound 5m in comparison to other tested compounds. Results of a pUC19 plasmid cleavage study and comet assay showed DNA damaging activities of compounds 5a and 5c.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Medchemcomm",
title = "Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies",
volume = "9",
number = "10",
pages = "1679-1697",
doi = "10.1039/c8md00316e"
}
Jakovljević, K., Joksovic, M. D., Matić, I. Z., Petrovic, N., Stanojković, T., Sladić, D., Vujčić, M., Janović, B., Joksovic, L., Trifunović, S.,& Markovic, V.. (2018). Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies. in Medchemcomm
Royal Soc Chemistry, Cambridge., 9(10), 1679-1697.
https://doi.org/10.1039/c8md00316e
Jakovljević K, Joksovic MD, Matić IZ, Petrovic N, Stanojković T, Sladić D, Vujčić M, Janović B, Joksovic L, Trifunović S, Markovic V. Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies. in Medchemcomm. 2018;9(10):1679-1697.
doi:10.1039/c8md00316e .
Jakovljević, Katarina, Joksovic, Milan D., Matić, Ivana Z., Petrovic, Nina, Stanojković, Tatjana, Sladić, Dušan, Vujčić, Miroslava, Janović, Barbara, Joksovic, Ljubinka, Trifunović, Snežana, Markovic, Violeta, "Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies" in Medchemcomm, 9, no. 10 (2018):1679-1697,
https://doi.org/10.1039/c8md00316e . .
4
24
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Supplementary Information for: "Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies"

Jakovljević, Katarina; Joksovic, Milan D.; Matić, Ivana Z.; Petrovic, Nina; Stanojković, Tatjana; Sladić, Dušan; Vujčić, Miroslava; Janović, Barbara; Joksovic, Ljubinka; Trifunović, Snežana; Markovic, Violeta

(Royal Society of Chemistry, Cambridge, 2018)

TY  - DATA
AU  - Jakovljević, Katarina
AU  - Joksovic, Milan D.
AU  - Matić, Ivana Z.
AU  - Petrovic, Nina
AU  - Stanojković, Tatjana
AU  - Sladić, Dušan
AU  - Vujčić, Miroslava
AU  - Janović, Barbara
AU  - Joksovic, Ljubinka
AU  - Trifunović, Snežana
AU  - Markovic, Violeta
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4534
AB  - Copies of 1H and 13C NMR spectra for 5a-m
PB  - Royal Society of Chemistry, Cambridge
T2  - Medchemcomm
T1  - Supplementary Information for: "Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies"
UR  - https://hdl.handle.net/21.15107/rcub_cer_4534
ER  - 
@misc{
author = "Jakovljević, Katarina and Joksovic, Milan D. and Matić, Ivana Z. and Petrovic, Nina and Stanojković, Tatjana and Sladić, Dušan and Vujčić, Miroslava and Janović, Barbara and Joksovic, Ljubinka and Trifunović, Snežana and Markovic, Violeta",
year = "2018",
abstract = "Copies of 1H and 13C NMR spectra for 5a-m",
publisher = "Royal Society of Chemistry, Cambridge",
journal = "Medchemcomm",
title = "Supplementary Information for: "Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies"",
url = "https://hdl.handle.net/21.15107/rcub_cer_4534"
}
Jakovljević, K., Joksovic, M. D., Matić, I. Z., Petrovic, N., Stanojković, T., Sladić, D., Vujčić, M., Janović, B., Joksovic, L., Trifunović, S.,& Markovic, V.. (2018). Supplementary Information for: "Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies". in Medchemcomm
Royal Society of Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cer_4534
Jakovljević K, Joksovic MD, Matić IZ, Petrovic N, Stanojković T, Sladić D, Vujčić M, Janović B, Joksovic L, Trifunović S, Markovic V. Supplementary Information for: "Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies". in Medchemcomm. 2018;.
https://hdl.handle.net/21.15107/rcub_cer_4534 .
Jakovljević, Katarina, Joksovic, Milan D., Matić, Ivana Z., Petrovic, Nina, Stanojković, Tatjana, Sladić, Dušan, Vujčić, Miroslava, Janović, Barbara, Joksovic, Ljubinka, Trifunović, Snežana, Markovic, Violeta, "Supplementary Information for: "Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies"" in Medchemcomm (2018),
https://hdl.handle.net/21.15107/rcub_cer_4534 .

Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies

Jakovljević, Katarina; Joksovic, Milan D.; Matić, Ivana Z.; Petrovic, Nina; Stanojković, Tatjana; Sladić, Dušan; Vujčić, Miroslava; Janović, Barbara; Joksovic, Ljubinka; Trifunović, Snežana; Markovic, Violeta

(Royal Soc Chemistry, Cambridge, 2018)

TY  - JOUR
AU  - Jakovljević, Katarina
AU  - Joksovic, Milan D.
AU  - Matić, Ivana Z.
AU  - Petrovic, Nina
AU  - Stanojković, Tatjana
AU  - Sladić, Dušan
AU  - Vujčić, Miroslava
AU  - Janović, Barbara
AU  - Joksovic, Ljubinka
AU  - Trifunović, Snežana
AU  - Markovic, Violeta
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2379
AB  - Hybrid compounds that combine the 1,3,4-thiadiazole-containing catechol moiety with a chalcone motif were synthesized and examined for their antioxidant activity, cytotoxicity, and DNA-binding activity. A series of thirteen compounds showed strong antioxidant and cytotoxic effects on human acute promyelocytic leukemia HL-60 cells. Several compounds exerted good cytotoxic activities on cervical adenocarcinoma HeLa cells. The treatment of HeLa cells with IC50 and double IC50 concentrations of the compounds 5a, 5c, 5f, and 5m induced a statistically significant increase in the percentage of cells within a subG1 cell cycle phase. The examined compounds caused G2/M cell cycle arrest in HeLa cells. Each of these compounds triggered apoptosis in HeLa cells through activation of caspase-3, the main effector caspase, caspase-8, which is involved in the extrinsic apoptotic pathway, and caspase-9, which is involved in the intrinsic apoptotic pathway. All of the examined compounds decreased the expression levels of MMP2 in HeLa cells and levels of protumorigenic miR-133b. Compounds 5a and 5m lowered the expression level of oncogenic miR-21 in HeLa cells. In addition, compounds 5a, 5f, and 5m decreased the expression levels of oncogenic miR-155 while the treatment of HeLa cells with compounds 5a, 5c, and 5f increased expression of tumor-suppressive miR-206. Observed effects of these compounds on expression levels of four examined miRNAs suggest their prominent cancer-suppressive activity. An investigation by absorption and fluorescence spectroscopy showed more efficient calf thymus DNA binding activity of the compound 5m in comparison to other tested compounds. Results of a pUC19 plasmid cleavage study and comet assay showed DNA damaging activities of compounds 5a and 5c.
PB  - Royal Soc Chemistry, Cambridge
T2  - Medchemcomm
T1  - Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies
VL  - 9
IS  - 10
SP  - 1679
EP  - 1697
DO  - 10.1039/c8md00316e
ER  - 
@article{
author = "Jakovljević, Katarina and Joksovic, Milan D. and Matić, Ivana Z. and Petrovic, Nina and Stanojković, Tatjana and Sladić, Dušan and Vujčić, Miroslava and Janović, Barbara and Joksovic, Ljubinka and Trifunović, Snežana and Markovic, Violeta",
year = "2018",
abstract = "Hybrid compounds that combine the 1,3,4-thiadiazole-containing catechol moiety with a chalcone motif were synthesized and examined for their antioxidant activity, cytotoxicity, and DNA-binding activity. A series of thirteen compounds showed strong antioxidant and cytotoxic effects on human acute promyelocytic leukemia HL-60 cells. Several compounds exerted good cytotoxic activities on cervical adenocarcinoma HeLa cells. The treatment of HeLa cells with IC50 and double IC50 concentrations of the compounds 5a, 5c, 5f, and 5m induced a statistically significant increase in the percentage of cells within a subG1 cell cycle phase. The examined compounds caused G2/M cell cycle arrest in HeLa cells. Each of these compounds triggered apoptosis in HeLa cells through activation of caspase-3, the main effector caspase, caspase-8, which is involved in the extrinsic apoptotic pathway, and caspase-9, which is involved in the intrinsic apoptotic pathway. All of the examined compounds decreased the expression levels of MMP2 in HeLa cells and levels of protumorigenic miR-133b. Compounds 5a and 5m lowered the expression level of oncogenic miR-21 in HeLa cells. In addition, compounds 5a, 5f, and 5m decreased the expression levels of oncogenic miR-155 while the treatment of HeLa cells with compounds 5a, 5c, and 5f increased expression of tumor-suppressive miR-206. Observed effects of these compounds on expression levels of four examined miRNAs suggest their prominent cancer-suppressive activity. An investigation by absorption and fluorescence spectroscopy showed more efficient calf thymus DNA binding activity of the compound 5m in comparison to other tested compounds. Results of a pUC19 plasmid cleavage study and comet assay showed DNA damaging activities of compounds 5a and 5c.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "Medchemcomm",
title = "Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies",
volume = "9",
number = "10",
pages = "1679-1697",
doi = "10.1039/c8md00316e"
}
Jakovljević, K., Joksovic, M. D., Matić, I. Z., Petrovic, N., Stanojković, T., Sladić, D., Vujčić, M., Janović, B., Joksovic, L., Trifunović, S.,& Markovic, V.. (2018). Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies. in Medchemcomm
Royal Soc Chemistry, Cambridge., 9(10), 1679-1697.
https://doi.org/10.1039/c8md00316e
Jakovljević K, Joksovic MD, Matić IZ, Petrovic N, Stanojković T, Sladić D, Vujčić M, Janović B, Joksovic L, Trifunović S, Markovic V. Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies. in Medchemcomm. 2018;9(10):1679-1697.
doi:10.1039/c8md00316e .
Jakovljević, Katarina, Joksovic, Milan D., Matić, Ivana Z., Petrovic, Nina, Stanojković, Tatjana, Sladić, Dušan, Vujčić, Miroslava, Janović, Barbara, Joksovic, Ljubinka, Trifunović, Snežana, Markovic, Violeta, "Novel 1,3,4-thiadiazole-chalcone hybrids containing catechol moiety: synthesis, antioxidant activity, cytotoxicity and DNA interaction studies" in Medchemcomm, 9, no. 10 (2018):1679-1697,
https://doi.org/10.1039/c8md00316e . .
4
24
15
28

Identification of cytotoxic metabolites from Mahonia aquifolium using H-1 NMR-based metabolomics approach

Gođevac, Dejan; Damjanovic, Ana; Stanojković, Tatjana; Anđelković, Boban D.; Zdunić, Gordana

(Elsevier, 2018)

TY  - JOUR
AU  - Gođevac, Dejan
AU  - Damjanovic, Ana
AU  - Stanojković, Tatjana
AU  - Anđelković, Boban D.
AU  - Zdunić, Gordana
PY  - 2018
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2464
AB  - Herein, we propose a H-1 NMR-based metabolomics method to reveal cytotoxic metabolites from Mahonia aquifolium stem-bark. Primary and secondary metabolites in the Mahonia aquifolium extracts were identified by thorough analysis of H-1 and 2D NMR spectra, without prior isolation. An OPLS multivariate analysis method was used to correlate the chemical composition of the plant extracts with the results of cytotoxic activity against Human cervical adenocarcinoma cell line. Protoberberine alkaloids berberine and palmatine, along with bisbenzylisoquinoline alkaloid berbamine were identified as the most influential in the OPLS model, with the highest cytotoxic activity.
PB  - Elsevier
T2  - Journal of Pharmaceutical and Biomedical Analysis
T1  - Identification of cytotoxic metabolites from Mahonia aquifolium using H-1 NMR-based metabolomics approach
VL  - 150
SP  - 9
EP  - 14
DO  - 10.1016/j.jpba.2017.11.075
ER  - 
@article{
author = "Gođevac, Dejan and Damjanovic, Ana and Stanojković, Tatjana and Anđelković, Boban D. and Zdunić, Gordana",
year = "2018",
abstract = "Herein, we propose a H-1 NMR-based metabolomics method to reveal cytotoxic metabolites from Mahonia aquifolium stem-bark. Primary and secondary metabolites in the Mahonia aquifolium extracts were identified by thorough analysis of H-1 and 2D NMR spectra, without prior isolation. An OPLS multivariate analysis method was used to correlate the chemical composition of the plant extracts with the results of cytotoxic activity against Human cervical adenocarcinoma cell line. Protoberberine alkaloids berberine and palmatine, along with bisbenzylisoquinoline alkaloid berbamine were identified as the most influential in the OPLS model, with the highest cytotoxic activity.",
publisher = "Elsevier",
journal = "Journal of Pharmaceutical and Biomedical Analysis",
title = "Identification of cytotoxic metabolites from Mahonia aquifolium using H-1 NMR-based metabolomics approach",
volume = "150",
pages = "9-14",
doi = "10.1016/j.jpba.2017.11.075"
}
Gođevac, D., Damjanovic, A., Stanojković, T., Anđelković, B. D.,& Zdunić, G.. (2018). Identification of cytotoxic metabolites from Mahonia aquifolium using H-1 NMR-based metabolomics approach. in Journal of Pharmaceutical and Biomedical Analysis
Elsevier., 150, 9-14.
https://doi.org/10.1016/j.jpba.2017.11.075
Gođevac D, Damjanovic A, Stanojković T, Anđelković BD, Zdunić G. Identification of cytotoxic metabolites from Mahonia aquifolium using H-1 NMR-based metabolomics approach. in Journal of Pharmaceutical and Biomedical Analysis. 2018;150:9-14.
doi:10.1016/j.jpba.2017.11.075 .
Gođevac, Dejan, Damjanovic, Ana, Stanojković, Tatjana, Anđelković, Boban D., Zdunić, Gordana, "Identification of cytotoxic metabolites from Mahonia aquifolium using H-1 NMR-based metabolomics approach" in Journal of Pharmaceutical and Biomedical Analysis, 150 (2018):9-14,
https://doi.org/10.1016/j.jpba.2017.11.075 . .
16
13
14

Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand

Anđelković, Katarina; Milenković, Milica R.; Pevec, Andrej; Turel, Iztok; Matić, Ivana Z.; Vujčić, Miroslava; Sladić, Dušan; Radanović, Dušanka; Bradan, Gabrijela; Belosevic, Svetlana; Čobeljić, Božidar

(Elsevier Science Inc, New York, 2017)

TY  - JOUR
AU  - Anđelković, Katarina
AU  - Milenković, Milica R.
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Matić, Ivana Z.
AU  - Vujčić, Miroslava
AU  - Sladić, Dušan
AU  - Radanović, Dušanka
AU  - Bradan, Gabrijela
AU  - Belosevic, Svetlana
AU  - Čobeljić, Božidar
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2137
AB  - In this work synthesis, characterization and crystal structures of two isothiocyanato Fe(III) complexes with 2,2'[2,6-pyridinediylbis(ethylidyne-1-hydraziny1-2-ylidene)]bis[N,N,N-trimethyl-2-oxoethanaminium] dichloride (H2LCl2) ligand, with composition [FeL(NCS)(2)]SCN center dot 2H(2)O and [FeL(NCS)(2)](2)[Fe(H2O)(NCS)(5)}4H(2)O, has been reported. Both iron(III) complexes possess the same pentagonal-bipyramidal complex cation, while the nature of their anions depends on mole ratio of NH4SCN and FeCl3 center dot 6H(2)O used in reaction. Cytotoxic activity of new Fe(III) complexes, as well as of previously synthesized isothiocyanato Co(II), Ni(II), Mn(II), Zn(II) and Cd(II) complexes with the same ligand, was tested against five human cancer cell lines (HeLa, MDA-MB-453, K562, LS174 and A549) and normal cell line MRC-5. The best activity was observed in the case of Fe(III), Co(II) and Cd(II) complexes. The investigation of potential of these complexes to induce HeLa and K562 cell cycle perturbations was also evaluated. Mechanism of cell death mode was elucidated on the basis of morphological changes of HeLa cells as well as identification of target caspases. It was established that DNA damage could be responsible for the activity of Fe(III) and Co(II) complexes. Synopsis: Pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent have been synthesized and characterized. Cytotoxic activity of Fe(III) complexes and Co(II), Ni(II), Mn (II), Zn(II) and Cd(II) complexes with the same ligand was tested. The best activity was observed in the case of Fe (III), Co(II) and Cd(II) complexes.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand
VL  - 174
SP  - 137
EP  - 149
DO  - 10.1016/j.jinorgbio.2017.06.011
ER  - 
@article{
author = "Anđelković, Katarina and Milenković, Milica R. and Pevec, Andrej and Turel, Iztok and Matić, Ivana Z. and Vujčić, Miroslava and Sladić, Dušan and Radanović, Dušanka and Bradan, Gabrijela and Belosevic, Svetlana and Čobeljić, Božidar",
year = "2017",
abstract = "In this work synthesis, characterization and crystal structures of two isothiocyanato Fe(III) complexes with 2,2'[2,6-pyridinediylbis(ethylidyne-1-hydraziny1-2-ylidene)]bis[N,N,N-trimethyl-2-oxoethanaminium] dichloride (H2LCl2) ligand, with composition [FeL(NCS)(2)]SCN center dot 2H(2)O and [FeL(NCS)(2)](2)[Fe(H2O)(NCS)(5)}4H(2)O, has been reported. Both iron(III) complexes possess the same pentagonal-bipyramidal complex cation, while the nature of their anions depends on mole ratio of NH4SCN and FeCl3 center dot 6H(2)O used in reaction. Cytotoxic activity of new Fe(III) complexes, as well as of previously synthesized isothiocyanato Co(II), Ni(II), Mn(II), Zn(II) and Cd(II) complexes with the same ligand, was tested against five human cancer cell lines (HeLa, MDA-MB-453, K562, LS174 and A549) and normal cell line MRC-5. The best activity was observed in the case of Fe(III), Co(II) and Cd(II) complexes. The investigation of potential of these complexes to induce HeLa and K562 cell cycle perturbations was also evaluated. Mechanism of cell death mode was elucidated on the basis of morphological changes of HeLa cells as well as identification of target caspases. It was established that DNA damage could be responsible for the activity of Fe(III) and Co(II) complexes. Synopsis: Pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent have been synthesized and characterized. Cytotoxic activity of Fe(III) complexes and Co(II), Ni(II), Mn (II), Zn(II) and Cd(II) complexes with the same ligand was tested. The best activity was observed in the case of Fe (III), Co(II) and Cd(II) complexes.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand",
volume = "174",
pages = "137-149",
doi = "10.1016/j.jinorgbio.2017.06.011"
}
Anđelković, K., Milenković, M. R., Pevec, A., Turel, I., Matić, I. Z., Vujčić, M., Sladić, D., Radanović, D., Bradan, G., Belosevic, S.,& Čobeljić, B.. (2017). Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 174, 137-149.
https://doi.org/10.1016/j.jinorgbio.2017.06.011
Anđelković K, Milenković MR, Pevec A, Turel I, Matić IZ, Vujčić M, Sladić D, Radanović D, Bradan G, Belosevic S, Čobeljić B. Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand. in Journal of Inorganic Biochemistry. 2017;174:137-149.
doi:10.1016/j.jinorgbio.2017.06.011 .
Anđelković, Katarina, Milenković, Milica R., Pevec, Andrej, Turel, Iztok, Matić, Ivana Z., Vujčić, Miroslava, Sladić, Dušan, Radanović, Dušanka, Bradan, Gabrijela, Belosevic, Svetlana, Čobeljić, Božidar, "Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand" in Journal of Inorganic Biochemistry, 174 (2017):137-149,
https://doi.org/10.1016/j.jinorgbio.2017.06.011 . .
20
13
20

Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand

Anđelković, Katarina; Milenković, Milica R.; Pevec, Andrej; Turel, Iztok; Matić, Ivana Z.; Vujčić, Miroslava; Sladić, Dušan; Radanović, Dušanka; Bradan, Gabrijela; Belosevic, Svetlana; Čobeljić, Božidar

(Elsevier Science Inc, New York, 2017)

TY  - JOUR
AU  - Anđelković, Katarina
AU  - Milenković, Milica R.
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Matić, Ivana Z.
AU  - Vujčić, Miroslava
AU  - Sladić, Dušan
AU  - Radanović, Dušanka
AU  - Bradan, Gabrijela
AU  - Belosevic, Svetlana
AU  - Čobeljić, Božidar
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2940
AB  - In this work synthesis, characterization and crystal structures of two isothiocyanato Fe(III) complexes with 2,2'[2,6-pyridinediylbis(ethylidyne-1-hydraziny1-2-ylidene)]bis[N,N,N-trimethyl-2-oxoethanaminium] dichloride (H2LCl2) ligand, with composition [FeL(NCS)(2)]SCN center dot 2H(2)O and [FeL(NCS)(2)](2)[Fe(H2O)(NCS)(5)}4H(2)O, has been reported. Both iron(III) complexes possess the same pentagonal-bipyramidal complex cation, while the nature of their anions depends on mole ratio of NH4SCN and FeCl3 center dot 6H(2)O used in reaction. Cytotoxic activity of new Fe(III) complexes, as well as of previously synthesized isothiocyanato Co(II), Ni(II), Mn(II), Zn(II) and Cd(II) complexes with the same ligand, was tested against five human cancer cell lines (HeLa, MDA-MB-453, K562, LS174 and A549) and normal cell line MRC-5. The best activity was observed in the case of Fe(III), Co(II) and Cd(II) complexes. The investigation of potential of these complexes to induce HeLa and K562 cell cycle perturbations was also evaluated. Mechanism of cell death mode was elucidated on the basis of morphological changes of HeLa cells as well as identification of target caspases. It was established that DNA damage could be responsible for the activity of Fe(III) and Co(II) complexes. Synopsis: Pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent have been synthesized and characterized. Cytotoxic activity of Fe(III) complexes and Co(II), Ni(II), Mn (II), Zn(II) and Cd(II) complexes with the same ligand was tested. The best activity was observed in the case of Fe (III), Co(II) and Cd(II) complexes.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand
VL  - 174
SP  - 137
EP  - 149
DO  - 10.1016/j.jinorgbio.2017.06.011
ER  - 
@article{
author = "Anđelković, Katarina and Milenković, Milica R. and Pevec, Andrej and Turel, Iztok and Matić, Ivana Z. and Vujčić, Miroslava and Sladić, Dušan and Radanović, Dušanka and Bradan, Gabrijela and Belosevic, Svetlana and Čobeljić, Božidar",
year = "2017",
abstract = "In this work synthesis, characterization and crystal structures of two isothiocyanato Fe(III) complexes with 2,2'[2,6-pyridinediylbis(ethylidyne-1-hydraziny1-2-ylidene)]bis[N,N,N-trimethyl-2-oxoethanaminium] dichloride (H2LCl2) ligand, with composition [FeL(NCS)(2)]SCN center dot 2H(2)O and [FeL(NCS)(2)](2)[Fe(H2O)(NCS)(5)}4H(2)O, has been reported. Both iron(III) complexes possess the same pentagonal-bipyramidal complex cation, while the nature of their anions depends on mole ratio of NH4SCN and FeCl3 center dot 6H(2)O used in reaction. Cytotoxic activity of new Fe(III) complexes, as well as of previously synthesized isothiocyanato Co(II), Ni(II), Mn(II), Zn(II) and Cd(II) complexes with the same ligand, was tested against five human cancer cell lines (HeLa, MDA-MB-453, K562, LS174 and A549) and normal cell line MRC-5. The best activity was observed in the case of Fe(III), Co(II) and Cd(II) complexes. The investigation of potential of these complexes to induce HeLa and K562 cell cycle perturbations was also evaluated. Mechanism of cell death mode was elucidated on the basis of morphological changes of HeLa cells as well as identification of target caspases. It was established that DNA damage could be responsible for the activity of Fe(III) and Co(II) complexes. Synopsis: Pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent have been synthesized and characterized. Cytotoxic activity of Fe(III) complexes and Co(II), Ni(II), Mn (II), Zn(II) and Cd(II) complexes with the same ligand was tested. The best activity was observed in the case of Fe (III), Co(II) and Cd(II) complexes.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand",
volume = "174",
pages = "137-149",
doi = "10.1016/j.jinorgbio.2017.06.011"
}
Anđelković, K., Milenković, M. R., Pevec, A., Turel, I., Matić, I. Z., Vujčić, M., Sladić, D., Radanović, D., Bradan, G., Belosevic, S.,& Čobeljić, B.. (2017). Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 174, 137-149.
https://doi.org/10.1016/j.jinorgbio.2017.06.011
Anđelković K, Milenković MR, Pevec A, Turel I, Matić IZ, Vujčić M, Sladić D, Radanović D, Bradan G, Belosevic S, Čobeljić B. Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand. in Journal of Inorganic Biochemistry. 2017;174:137-149.
doi:10.1016/j.jinorgbio.2017.06.011 .
Anđelković, Katarina, Milenković, Milica R., Pevec, Andrej, Turel, Iztok, Matić, Ivana Z., Vujčić, Miroslava, Sladić, Dušan, Radanović, Dušanka, Bradan, Gabrijela, Belosevic, Svetlana, Čobeljić, Božidar, "Synthesis, characterization and crystal structures of two pentagonal-bipyramidal Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent. Anticancer properties of various metal complexes of the same ligand" in Journal of Inorganic Biochemistry, 174 (2017):137-149,
https://doi.org/10.1016/j.jinorgbio.2017.06.011 . .
20
13
20

Anticancer potential of new steroidal thiazolidin-4-one derivatives. Mechanisms of cytotoxic action and effects on angiogenesis in vitro

Živković, Marijana; Matić, Ivana Z.; Rodić, Marko V.; Novaković, Irena; Krivokuca, Ana M.; Sladić, Dušan; Krstić, Natalija

(Oxford : Pergamon-Elsevier Science Ltd, 2017)

TY  - JOUR
AU  - Živković, Marijana
AU  - Matić, Ivana Z.
AU  - Rodić, Marko V.
AU  - Novaković, Irena
AU  - Krivokuca, Ana M.
AU  - Sladić, Dušan
AU  - Krstić, Natalija
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2089
AB  - The synthesis and cytotoxic activities determination of new steroidal mono- and bis(thiazolidin-4-ones) 4a-f and 5a-f have been performed. Their anticancer action was also evaluated in comparison to previously synthesized and reported corresponding steroidal thiosemicarbazones. All compounds were obtained as stereoisomeric mixtures with different configuration (E or Z) in the hydrazone moiety at the C-3 position. After several consecutive crystallizations diastereomerically pure major (5)-isomers of mono-thiazolidin-4-ones were isolated. The structure and stereochemistry of 2,4-thiazolidinedione,2-[(17-oxoandrost-4-en-3-ylidene)hydrazone] were confirmed by X-ray analysis. A pathway for the formation of thiazolidin-4-one ring was proposed. The steroid thiazolidinone derivatives examined in this study exerted selective concentration-dependent cytotoxic activities on six tested malignant cell lines. Ten out of twelve examined compounds exhibited strong cytotoxic effects on K562 cells (IC50 values from 8.5 mu M to 14.9 mu M), eight on HeLa cells (IC50 values ranging from 8.9 mu M to 15.1 mu M) while against MDA-MB-361 cells six compouds exerted similar or even higher cytotoxic action (IC50 values from 12.7 mu M to 25.6 mu M) than cisplatin (21.5 mu M) which served as a positive control. Eight of these ten compounds showed high selectivity in the cytotoxic action against HeLa and K562 cancer cell lines when compared with normal human fibroblasts MRC-5 and normal human PBMC. The study of mechanisms of the anticancer activity of the two selected compounds, mono- and bis(thiazolidin-4-one) derivatives of 19-norandrost-4-ene-3,17-dione 4a and 5a, revealed that both of these compounds induced apoptosis in HeLa cells through extrinsic and intrinsic signalling pathways. Treatment of EA.hy926 cells with sub-toxic concentrations of these compounds led to the inhibition of cell connecting and sprouting, and tube formation. The synthesized compounds exhibited poor antioxidant activity.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Journal of Steroid Biochemistry and Molecular Biology
T1  - Anticancer potential of new steroidal thiazolidin-4-one derivatives. Mechanisms of cytotoxic action and effects on angiogenesis in vitro
VL  - 174
SP  - 72
EP  - 85
DO  - 10.1016/j.jsbmb.2017.07.031
ER  - 
@article{
author = "Živković, Marijana and Matić, Ivana Z. and Rodić, Marko V. and Novaković, Irena and Krivokuca, Ana M. and Sladić, Dušan and Krstić, Natalija",
year = "2017",
abstract = "The synthesis and cytotoxic activities determination of new steroidal mono- and bis(thiazolidin-4-ones) 4a-f and 5a-f have been performed. Their anticancer action was also evaluated in comparison to previously synthesized and reported corresponding steroidal thiosemicarbazones. All compounds were obtained as stereoisomeric mixtures with different configuration (E or Z) in the hydrazone moiety at the C-3 position. After several consecutive crystallizations diastereomerically pure major (5)-isomers of mono-thiazolidin-4-ones were isolated. The structure and stereochemistry of 2,4-thiazolidinedione,2-[(17-oxoandrost-4-en-3-ylidene)hydrazone] were confirmed by X-ray analysis. A pathway for the formation of thiazolidin-4-one ring was proposed. The steroid thiazolidinone derivatives examined in this study exerted selective concentration-dependent cytotoxic activities on six tested malignant cell lines. Ten out of twelve examined compounds exhibited strong cytotoxic effects on K562 cells (IC50 values from 8.5 mu M to 14.9 mu M), eight on HeLa cells (IC50 values ranging from 8.9 mu M to 15.1 mu M) while against MDA-MB-361 cells six compouds exerted similar or even higher cytotoxic action (IC50 values from 12.7 mu M to 25.6 mu M) than cisplatin (21.5 mu M) which served as a positive control. Eight of these ten compounds showed high selectivity in the cytotoxic action against HeLa and K562 cancer cell lines when compared with normal human fibroblasts MRC-5 and normal human PBMC. The study of mechanisms of the anticancer activity of the two selected compounds, mono- and bis(thiazolidin-4-one) derivatives of 19-norandrost-4-ene-3,17-dione 4a and 5a, revealed that both of these compounds induced apoptosis in HeLa cells through extrinsic and intrinsic signalling pathways. Treatment of EA.hy926 cells with sub-toxic concentrations of these compounds led to the inhibition of cell connecting and sprouting, and tube formation. The synthesized compounds exhibited poor antioxidant activity.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Journal of Steroid Biochemistry and Molecular Biology",
title = "Anticancer potential of new steroidal thiazolidin-4-one derivatives. Mechanisms of cytotoxic action and effects on angiogenesis in vitro",
volume = "174",
pages = "72-85",
doi = "10.1016/j.jsbmb.2017.07.031"
}
Živković, M., Matić, I. Z., Rodić, M. V., Novaković, I., Krivokuca, A. M., Sladić, D.,& Krstić, N.. (2017). Anticancer potential of new steroidal thiazolidin-4-one derivatives. Mechanisms of cytotoxic action and effects on angiogenesis in vitro. in Journal of Steroid Biochemistry and Molecular Biology
Oxford : Pergamon-Elsevier Science Ltd., 174, 72-85.
https://doi.org/10.1016/j.jsbmb.2017.07.031
Živković M, Matić IZ, Rodić MV, Novaković I, Krivokuca AM, Sladić D, Krstić N. Anticancer potential of new steroidal thiazolidin-4-one derivatives. Mechanisms of cytotoxic action and effects on angiogenesis in vitro. in Journal of Steroid Biochemistry and Molecular Biology. 2017;174:72-85.
doi:10.1016/j.jsbmb.2017.07.031 .
Živković, Marijana, Matić, Ivana Z., Rodić, Marko V., Novaković, Irena, Krivokuca, Ana M., Sladić, Dušan, Krstić, Natalija, "Anticancer potential of new steroidal thiazolidin-4-one derivatives. Mechanisms of cytotoxic action and effects on angiogenesis in vitro" in Journal of Steroid Biochemistry and Molecular Biology, 174 (2017):72-85,
https://doi.org/10.1016/j.jsbmb.2017.07.031 . .
13
7
12

Anticancer potential of new steroidal thiazolidin-4-one derivatives. Mechanisms of cytotoxic action and effects on angiogenesis in vitro

Živković, Marijana; Matić, Ivana Z.; Rodić, Marko V.; Novaković, Irena; Krivokuca, Ana M.; Sladić, Dušan; Krstić, Natalija

(Oxford : Pergamon-Elsevier Science Ltd, 2017)

TY  - JOUR
AU  - Živković, Marijana
AU  - Matić, Ivana Z.
AU  - Rodić, Marko V.
AU  - Novaković, Irena
AU  - Krivokuca, Ana M.
AU  - Sladić, Dušan
AU  - Krstić, Natalija
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/3009
AB  - The synthesis and cytotoxic activities determination of new steroidal mono- and bis(thiazolidin-4-ones) 4a-f and 5a-f have been performed. Their anticancer action was also evaluated in comparison to previously synthesized and reported corresponding steroidal thiosemicarbazones. All compounds were obtained as stereoisomeric mixtures with different configuration (E or Z) in the hydrazone moiety at the C-3 position. After several consecutive crystallizations diastereomerically pure major (5)-isomers of mono-thiazolidin-4-ones were isolated. The structure and stereochemistry of 2,4-thiazolidinedione,2-[(17-oxoandrost-4-en-3-ylidene)hydrazone] were confirmed by X-ray analysis. A pathway for the formation of thiazolidin-4-one ring was proposed. The steroid thiazolidinone derivatives examined in this study exerted selective concentration-dependent cytotoxic activities on six tested malignant cell lines. Ten out of twelve examined compounds exhibited strong cytotoxic effects on K562 cells (IC50 values from 8.5 mu M to 14.9 mu M), eight on HeLa cells (IC50 values ranging from 8.9 mu M to 15.1 mu M) while against MDA-MB-361 cells six compouds exerted similar or even higher cytotoxic action (IC50 values from 12.7 mu M to 25.6 mu M) than cisplatin (21.5 mu M) which served as a positive control. Eight of these ten compounds showed high selectivity in the cytotoxic action against HeLa and K562 cancer cell lines when compared with normal human fibroblasts MRC-5 and normal human PBMC. The study of mechanisms of the anticancer activity of the two selected compounds, mono- and bis(thiazolidin-4-one) derivatives of 19-norandrost-4-ene-3,17-dione 4a and 5a, revealed that both of these compounds induced apoptosis in HeLa cells through extrinsic and intrinsic signalling pathways. Treatment of EA.hy926 cells with sub-toxic concentrations of these compounds led to the inhibition of cell connecting and sprouting, and tube formation. The synthesized compounds exhibited poor antioxidant activity.
PB  - Oxford : Pergamon-Elsevier Science Ltd
T2  - Journal of Steroid Biochemistry and Molecular Biology
T1  - Anticancer potential of new steroidal thiazolidin-4-one derivatives. Mechanisms of cytotoxic action and effects on angiogenesis in vitro
VL  - 174
SP  - 72
EP  - 85
DO  - 10.1016/j.jsbmb.2017.07.031
ER  - 
@article{
author = "Živković, Marijana and Matić, Ivana Z. and Rodić, Marko V. and Novaković, Irena and Krivokuca, Ana M. and Sladić, Dušan and Krstić, Natalija",
year = "2017",
abstract = "The synthesis and cytotoxic activities determination of new steroidal mono- and bis(thiazolidin-4-ones) 4a-f and 5a-f have been performed. Their anticancer action was also evaluated in comparison to previously synthesized and reported corresponding steroidal thiosemicarbazones. All compounds were obtained as stereoisomeric mixtures with different configuration (E or Z) in the hydrazone moiety at the C-3 position. After several consecutive crystallizations diastereomerically pure major (5)-isomers of mono-thiazolidin-4-ones were isolated. The structure and stereochemistry of 2,4-thiazolidinedione,2-[(17-oxoandrost-4-en-3-ylidene)hydrazone] were confirmed by X-ray analysis. A pathway for the formation of thiazolidin-4-one ring was proposed. The steroid thiazolidinone derivatives examined in this study exerted selective concentration-dependent cytotoxic activities on six tested malignant cell lines. Ten out of twelve examined compounds exhibited strong cytotoxic effects on K562 cells (IC50 values from 8.5 mu M to 14.9 mu M), eight on HeLa cells (IC50 values ranging from 8.9 mu M to 15.1 mu M) while against MDA-MB-361 cells six compouds exerted similar or even higher cytotoxic action (IC50 values from 12.7 mu M to 25.6 mu M) than cisplatin (21.5 mu M) which served as a positive control. Eight of these ten compounds showed high selectivity in the cytotoxic action against HeLa and K562 cancer cell lines when compared with normal human fibroblasts MRC-5 and normal human PBMC. The study of mechanisms of the anticancer activity of the two selected compounds, mono- and bis(thiazolidin-4-one) derivatives of 19-norandrost-4-ene-3,17-dione 4a and 5a, revealed that both of these compounds induced apoptosis in HeLa cells through extrinsic and intrinsic signalling pathways. Treatment of EA.hy926 cells with sub-toxic concentrations of these compounds led to the inhibition of cell connecting and sprouting, and tube formation. The synthesized compounds exhibited poor antioxidant activity.",
publisher = "Oxford : Pergamon-Elsevier Science Ltd",
journal = "Journal of Steroid Biochemistry and Molecular Biology",
title = "Anticancer potential of new steroidal thiazolidin-4-one derivatives. Mechanisms of cytotoxic action and effects on angiogenesis in vitro",
volume = "174",
pages = "72-85",
doi = "10.1016/j.jsbmb.2017.07.031"
}
Živković, M., Matić, I. Z., Rodić, M. V., Novaković, I., Krivokuca, A. M., Sladić, D.,& Krstić, N.. (2017). Anticancer potential of new steroidal thiazolidin-4-one derivatives. Mechanisms of cytotoxic action and effects on angiogenesis in vitro. in Journal of Steroid Biochemistry and Molecular Biology
Oxford : Pergamon-Elsevier Science Ltd., 174, 72-85.
https://doi.org/10.1016/j.jsbmb.2017.07.031
Živković M, Matić IZ, Rodić MV, Novaković I, Krivokuca AM, Sladić D, Krstić N. Anticancer potential of new steroidal thiazolidin-4-one derivatives. Mechanisms of cytotoxic action and effects on angiogenesis in vitro. in Journal of Steroid Biochemistry and Molecular Biology. 2017;174:72-85.
doi:10.1016/j.jsbmb.2017.07.031 .
Živković, Marijana, Matić, Ivana Z., Rodić, Marko V., Novaković, Irena, Krivokuca, Ana M., Sladić, Dušan, Krstić, Natalija, "Anticancer potential of new steroidal thiazolidin-4-one derivatives. Mechanisms of cytotoxic action and effects on angiogenesis in vitro" in Journal of Steroid Biochemistry and Molecular Biology, 174 (2017):72-85,
https://doi.org/10.1016/j.jsbmb.2017.07.031 . .
13
7
12

alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives

Popović-Đorđević, Jelena B.; Jevtić, Ivana; Grozdanic, Nadja Dj; Šegan, Sandra; Zlatović, Mario; Ivanović, Milovan D.; Stanojković, Tatjana

(Taylor & Francis Ltd, Abingdon, 2017)

TY  - JOUR
AU  - Popović-Đorđević, Jelena B.
AU  - Jevtić, Ivana
AU  - Grozdanic, Nadja Dj
AU  - Šegan, Sandra
AU  - Zlatović, Mario
AU  - Ivanović, Milovan D.
AU  - Stanojković, Tatjana
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2063
AB  - The inhibitory activities of selected cyclic urea and carbamate derivatives (1-13) toward alpha-glucosidase (alpha-Gls) in in vitro assay were examined in this study. All examined compounds showed higher inhibitory activity (IC50) against alpha-Gls compared to standard antidiabetic drug acarbose. The most potent was benzyl (3,4,5-trimethoxyphenyl) carbamate (12) with IC50 = 49.85 +/- 0.10 mu M. In vitro cytotoxicity of the investigated compounds was tested on three human cancer cell lines HeLa, A549 and MDA-MB-453 using MTT assay. The best antitumour activity was achieved with compound 2 (trans-5-phenethyl-1-phenylhexahydro-1H-imidazo[4,5-c] pyridin-2(3H)-one) against MDA-MB-453 human breast cancer cell line (IC50 = 83.41 +/- 1.60 mu M). Cyclic ureas and carbamates showed promising anti-alpha-glucosidase activity and should be further tested as potential antidiabetic drugs. The PLS model of preliminary QSAR study indicated that, in planing the future synthesis of more potent compounds, the newly designed should have the substituents capable of polar interactions with receptor sites in various positions, while avoiding the increase of their lipophilicity.
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Enzyme Inhibition and Medicinal Chemistry
T1  - alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives
VL  - 32
IS  - 1
SP  - 298
EP  - 303
DO  - 10.1080/14756366.2016.1250754
ER  - 
@article{
author = "Popović-Đorđević, Jelena B. and Jevtić, Ivana and Grozdanic, Nadja Dj and Šegan, Sandra and Zlatović, Mario and Ivanović, Milovan D. and Stanojković, Tatjana",
year = "2017",
abstract = "The inhibitory activities of selected cyclic urea and carbamate derivatives (1-13) toward alpha-glucosidase (alpha-Gls) in in vitro assay were examined in this study. All examined compounds showed higher inhibitory activity (IC50) against alpha-Gls compared to standard antidiabetic drug acarbose. The most potent was benzyl (3,4,5-trimethoxyphenyl) carbamate (12) with IC50 = 49.85 +/- 0.10 mu M. In vitro cytotoxicity of the investigated compounds was tested on three human cancer cell lines HeLa, A549 and MDA-MB-453 using MTT assay. The best antitumour activity was achieved with compound 2 (trans-5-phenethyl-1-phenylhexahydro-1H-imidazo[4,5-c] pyridin-2(3H)-one) against MDA-MB-453 human breast cancer cell line (IC50 = 83.41 +/- 1.60 mu M). Cyclic ureas and carbamates showed promising anti-alpha-glucosidase activity and should be further tested as potential antidiabetic drugs. The PLS model of preliminary QSAR study indicated that, in planing the future synthesis of more potent compounds, the newly designed should have the substituents capable of polar interactions with receptor sites in various positions, while avoiding the increase of their lipophilicity.",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Enzyme Inhibition and Medicinal Chemistry",
title = "alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives",
volume = "32",
number = "1",
pages = "298-303",
doi = "10.1080/14756366.2016.1250754"
}
Popović-Đorđević, J. B., Jevtić, I., Grozdanic, N. D., Šegan, S., Zlatović, M., Ivanović, M. D.,& Stanojković, T.. (2017). alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives. in Journal of Enzyme Inhibition and Medicinal Chemistry
Taylor & Francis Ltd, Abingdon., 32(1), 298-303.
https://doi.org/10.1080/14756366.2016.1250754
Popović-Đorđević JB, Jevtić I, Grozdanic ND, Šegan S, Zlatović M, Ivanović MD, Stanojković T. alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives. in Journal of Enzyme Inhibition and Medicinal Chemistry. 2017;32(1):298-303.
doi:10.1080/14756366.2016.1250754 .
Popović-Đorđević, Jelena B., Jevtić, Ivana, Grozdanic, Nadja Dj, Šegan, Sandra, Zlatović, Mario, Ivanović, Milovan D., Stanojković, Tatjana, "alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives" in Journal of Enzyme Inhibition and Medicinal Chemistry, 32, no. 1 (2017):298-303,
https://doi.org/10.1080/14756366.2016.1250754 . .
15
11
17

Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]

Pantelić, Nebojša Đ.; Stanojković, Tatjana; Zmejkovski, Bojana; Kaluđerović, Goran N.; Sabo, Tibor

(Medicinski fakultet, Kragujevac, 2017)

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Stanojković, Tatjana
AU  - Zmejkovski, Bojana
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2205
AB  - Six gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate, general formula [AuCl2{(S,S)-R2eddch}]PF6, [(S,S)-eddch = (S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am, 1-6, respectively], were tested against cancer cell lines such as human melanoma Fem-x, human colon carcinoma LS174T and non-small cell lung carcinoma A549 as well as a non-cancerous human embryonic lung fibroblasts MRC-5 using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay with the aim of assessing in vitro antitumoral activity and selectivity. All investigated complexes showed lower cytotoxicity and better or similar selectivity in comparison to cisplatin, used as reference compound. Complex [AuCl2{(S,S)-(i-Am)2eddch}]PF6 (6) demonstrated the highest activity against Fem-x (IC50 = 14.98 ± 0.34 µM). Additionally, the same complex expressed 4.5 times higher selectivity than cisplatin.
PB  - Medicinski fakultet, Kragujevac
T2  - Serbian Journal of Experimental and Clinical Research
T1  - Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]
VL  - 18
IS  - 4
SP  - 289
EP  - 294
DO  - 10.1515/SJECR-2017-0067
ER  - 
@article{
author = "Pantelić, Nebojša Đ. and Stanojković, Tatjana and Zmejkovski, Bojana and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2017",
abstract = "Six gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate, general formula [AuCl2{(S,S)-R2eddch}]PF6, [(S,S)-eddch = (S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am, 1-6, respectively], were tested against cancer cell lines such as human melanoma Fem-x, human colon carcinoma LS174T and non-small cell lung carcinoma A549 as well as a non-cancerous human embryonic lung fibroblasts MRC-5 using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay with the aim of assessing in vitro antitumoral activity and selectivity. All investigated complexes showed lower cytotoxicity and better or similar selectivity in comparison to cisplatin, used as reference compound. Complex [AuCl2{(S,S)-(i-Am)2eddch}]PF6 (6) demonstrated the highest activity against Fem-x (IC50 = 14.98 ± 0.34 µM). Additionally, the same complex expressed 4.5 times higher selectivity than cisplatin.",
publisher = "Medicinski fakultet, Kragujevac",
journal = "Serbian Journal of Experimental and Clinical Research",
title = "Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]",
volume = "18",
number = "4",
pages = "289-294",
doi = "10.1515/SJECR-2017-0067"
}
Pantelić, N. Đ., Stanojković, T., Zmejkovski, B., Kaluđerović, G. N.,& Sabo, T.. (2017). Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]. in Serbian Journal of Experimental and Clinical Research
Medicinski fakultet, Kragujevac., 18(4), 289-294.
https://doi.org/10.1515/SJECR-2017-0067
Pantelić NĐ, Stanojković T, Zmejkovski B, Kaluđerović GN, Sabo T. Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]. in Serbian Journal of Experimental and Clinical Research. 2017;18(4):289-294.
doi:10.1515/SJECR-2017-0067 .
Pantelić, Nebojša Đ., Stanojković, Tatjana, Zmejkovski, Bojana, Kaluđerović, Goran N., Sabo, Tibor, "Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]" in Serbian Journal of Experimental and Clinical Research, 18, no. 4 (2017):289-294,
https://doi.org/10.1515/SJECR-2017-0067 . .
2
2

In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands

Pantelic, Nebojsa; Zmejkovski, Bojana; Kolundzija, Branka; Crnogorac, Marija Dordic; Vujic, Jelena M.; Dojčinović, Biljana; Trifunovic, Srecko R.; Stanojković, Tatjana; Sabo, Tibor; Kaluđerović, Goran N.

(Elsevier Science Inc, New York, 2017)

TY  - JOUR
AU  - Pantelic, Nebojsa
AU  - Zmejkovski, Bojana
AU  - Kolundzija, Branka
AU  - Crnogorac, Marija Dordic
AU  - Vujic, Jelena M.
AU  - Dojčinović, Biljana
AU  - Trifunovic, Srecko R.
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2248
AB  - Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands
VL  - 172
SP  - 55
EP  - 66
DO  - 10.1016/j.jinorgbio.2017.04.001
ER  - 
@article{
author = "Pantelic, Nebojsa and Zmejkovski, Bojana and Kolundzija, Branka and Crnogorac, Marija Dordic and Vujic, Jelena M. and Dojčinović, Biljana and Trifunovic, Srecko R. and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2017",
abstract = "Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands",
volume = "172",
pages = "55-66",
doi = "10.1016/j.jinorgbio.2017.04.001"
}
Pantelic, N., Zmejkovski, B., Kolundzija, B., Crnogorac, M. D., Vujic, J. M., Dojčinović, B., Trifunovic, S. R., Stanojković, T., Sabo, T.,& Kaluđerović, G. N.. (2017). In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 172, 55-66.
https://doi.org/10.1016/j.jinorgbio.2017.04.001
Pantelic N, Zmejkovski B, Kolundzija B, Crnogorac MD, Vujic JM, Dojčinović B, Trifunovic SR, Stanojković T, Sabo T, Kaluđerović GN. In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands. in Journal of Inorganic Biochemistry. 2017;172:55-66.
doi:10.1016/j.jinorgbio.2017.04.001 .
Pantelic, Nebojsa, Zmejkovski, Bojana, Kolundzija, Branka, Crnogorac, Marija Dordic, Vujic, Jelena M., Dojčinović, Biljana, Trifunovic, Srecko R., Stanojković, Tatjana, Sabo, Tibor, Kaluđerović, Goran N., "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands" in Journal of Inorganic Biochemistry, 172 (2017):55-66,
https://doi.org/10.1016/j.jinorgbio.2017.04.001 . .
1
12
8
14

In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands

Pantelić, Nebojša Đ.; Zmejkovski, Bojana; Kolundžija, Branka; Crnogorac, Marija Đorđić; Vujić, Jelena M.; Dojčinović, Biljana; Trifunović, Srećko R.; Stanojković, Tatjana; Sabo, Tibor; Kaluđerović, Goran N.

(Elsevier, 2017)

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana
AU  - Kolundžija, Branka
AU  - Crnogorac, Marija Đorđić
AU  - Vujić, Jelena M.
AU  - Dojčinović, Biljana
AU  - Trifunović, Srećko R.
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2931
AB  - Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands
VL  - 172
SP  - 55
EP  - 66
DO  - 10.1016/j.jinorgbio.2017.04.001
ER  - 
@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana and Kolundžija, Branka and Crnogorac, Marija Đorđić and Vujić, Jelena M. and Dojčinović, Biljana and Trifunović, Srećko R. and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2017",
abstract = "Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands",
volume = "172",
pages = "55-66",
doi = "10.1016/j.jinorgbio.2017.04.001"
}
Pantelić, N. Đ., Zmejkovski, B., Kolundžija, B., Crnogorac, M. Đ., Vujić, J. M., Dojčinović, B., Trifunović, S. R., Stanojković, T., Sabo, T.,& Kaluđerović, G. N.. (2017). In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands. in Journal of Inorganic Biochemistry
Elsevier., 172, 55-66.
https://doi.org/10.1016/j.jinorgbio.2017.04.001
Pantelić NĐ, Zmejkovski B, Kolundžija B, Crnogorac MĐ, Vujić JM, Dojčinović B, Trifunović SR, Stanojković T, Sabo T, Kaluđerović GN. In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands. in Journal of Inorganic Biochemistry. 2017;172:55-66.
doi:10.1016/j.jinorgbio.2017.04.001 .
Pantelić, Nebojša Đ., Zmejkovski, Bojana, Kolundžija, Branka, Crnogorac, Marija Đorđić, Vujić, Jelena M., Dojčinović, Biljana, Trifunović, Srećko R., Stanojković, Tatjana, Sabo, Tibor, Kaluđerović, Goran N., "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands" in Journal of Inorganic Biochemistry, 172 (2017):55-66,
https://doi.org/10.1016/j.jinorgbio.2017.04.001 . .
1
12
8
13

Antiproliferative and antibacterial activity of some glutarimide derivatives

Popović-Đorđević, Jelena B.; Klaus, Anita; Žižak, Željko; Matić, Ivana Z.; Drakulić, Branko

(Taylor and Francis Ltd, 2016)

TY  - JOUR
AU  - Popović-Đorđević, Jelena B.
AU  - Klaus, Anita
AU  - Žižak, Željko
AU  - Matić, Ivana Z.
AU  - Drakulić, Branko
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2667
AB  - Antiproliferative and antibacterial activities of nine glutarimide derivatives (1–9) were reported. Cytotoxicity of compounds was tested toward three human cancer cell lines, HeLa, K562 and MDA-MB-453 by MTT assay. Compound 7 (2-benzyl-2-azaspiro[5.11]heptadecane-1,3,7-trione), containing 12-membered ketone ring, was found to be the most potent toward all tested cell lines (IC50 = 9–27 μM). Preliminary screening of antibacterial activity by a disk diffusion method showed that Gram-positive bacteria were more susceptible to the tested compounds than Gram-negative bacteria. Minimum inhibitory concentration (MIC) determined by a broth microdilution method confirmed that compounds 1, 2, 4, 6–8 and 9 inhibited the growth of all tested Gram-positive and some of the Gram-negative bacteria. The best antibacterial potential was achieved with compound 9 (ethyl 4-(1-benzyl-2,6-dioxopiperidin-3-yl)butanoate) against Bacillus cereus (MIC 0.625 mg/mL; 1.97 × 10−3 mol/L). Distinction between more and less active/inactive compounds was assessed from the pharmacophoric patterns obtained by molecular interaction fields.
PB  - Taylor and Francis Ltd
T2  - Journal of Enzyme Inhibition and Medicinal Chemistry
T1  - Antiproliferative and antibacterial activity of some glutarimide derivatives
VL  - 31
SP  - 915
EP  - 923
DO  - 10.3109/14756366.2015.1070844
ER  - 
@article{
author = "Popović-Đorđević, Jelena B. and Klaus, Anita and Žižak, Željko and Matić, Ivana Z. and Drakulić, Branko",
year = "2016",
abstract = "Antiproliferative and antibacterial activities of nine glutarimide derivatives (1–9) were reported. Cytotoxicity of compounds was tested toward three human cancer cell lines, HeLa, K562 and MDA-MB-453 by MTT assay. Compound 7 (2-benzyl-2-azaspiro[5.11]heptadecane-1,3,7-trione), containing 12-membered ketone ring, was found to be the most potent toward all tested cell lines (IC50 = 9–27 μM). Preliminary screening of antibacterial activity by a disk diffusion method showed that Gram-positive bacteria were more susceptible to the tested compounds than Gram-negative bacteria. Minimum inhibitory concentration (MIC) determined by a broth microdilution method confirmed that compounds 1, 2, 4, 6–8 and 9 inhibited the growth of all tested Gram-positive and some of the Gram-negative bacteria. The best antibacterial potential was achieved with compound 9 (ethyl 4-(1-benzyl-2,6-dioxopiperidin-3-yl)butanoate) against Bacillus cereus (MIC 0.625 mg/mL; 1.97 × 10−3 mol/L). Distinction between more and less active/inactive compounds was assessed from the pharmacophoric patterns obtained by molecular interaction fields.",
publisher = "Taylor and Francis Ltd",
journal = "Journal of Enzyme Inhibition and Medicinal Chemistry",
title = "Antiproliferative and antibacterial activity of some glutarimide derivatives",
volume = "31",
pages = "915-923",
doi = "10.3109/14756366.2015.1070844"
}
Popović-Đorđević, J. B., Klaus, A., Žižak, Ž., Matić, I. Z.,& Drakulić, B.. (2016). Antiproliferative and antibacterial activity of some glutarimide derivatives. in Journal of Enzyme Inhibition and Medicinal Chemistry
Taylor and Francis Ltd., 31, 915-923.
https://doi.org/10.3109/14756366.2015.1070844
Popović-Đorđević JB, Klaus A, Žižak Ž, Matić IZ, Drakulić B. Antiproliferative and antibacterial activity of some glutarimide derivatives. in Journal of Enzyme Inhibition and Medicinal Chemistry. 2016;31:915-923.
doi:10.3109/14756366.2015.1070844 .
Popović-Đorđević, Jelena B., Klaus, Anita, Žižak, Željko, Matić, Ivana Z., Drakulić, Branko, "Antiproliferative and antibacterial activity of some glutarimide derivatives" in Journal of Enzyme Inhibition and Medicinal Chemistry, 31 (2016):915-923,
https://doi.org/10.3109/14756366.2015.1070844 . .
12
5
11

Synthesis, characterization and in vitro cytotoxic activities of new steroidal thiosemicarbazones and thiadiazolines

Živković, Marijana; Matić, Ivana Z.; Rodić, Marko V.; Novaković, Irena; Sladić, Dušan; Krstić, Natalija

(Royal Soc Chemistry, Cambridge, 2016)

TY  - JOUR
AU  - Živković, Marijana
AU  - Matić, Ivana Z.
AU  - Rodić, Marko V.
AU  - Novaković, Irena
AU  - Sladić, Dušan
AU  - Krstić, Natalija
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/2028
AB  - A series of new steroidal mono- and bis(thiosemicarbazones) (2a-e and 3a-e) and corresponding mono- and bis(1,3,4-thiadiazolines) (4a-e and 5a-e) was synthesized, characterized and evaluated for their anticancer activity. Detailed NMR analysis of the mono-and bis(thiosemicarbazones) revealed the presence of two stereoisomers (Z and E) with different configurations in the hydrazone moiety at the C-3 position, where the substituents on the C(3)]=N double bond in the main isomers adopted the E configuration. The configurations at C-3 and C-17 in thiadiazolines 4a-e and 5a-e were deduced by detailed NMR analysis as well as by the examination of Dreiding molecular models and X-ray analysis of 3-thiadiazoline 4a, which confirmed the structure and absolute configuration at C-3. The synthesized compounds were tested against six cancer cell lines (HeLa, K562, MDA-MB-361, MDA-MB-453, LS174 and A549), the normal human cell line MRC-5 and peripheral blood mononuclear cells (PBMC) isolated from healthy donors. The best activity was exhibited by 3-thiosemicarbazones 2a, 2b, 2c and 2e and 3,17-bis(thiadiazolines) 5a and 5d. Examination of the mechanisms of cytotoxicity on cervical adenocarcinoma HeLa cells revealed the pro-apoptotic action of these compounds, which triggered both extrinsic and intrinsic apoptotic pathways. These compounds also showed the ability to decrease angiogenesis in vitro. In addition, 3,17-bis(thiadiazolines) 5a and 5d showed high selectivity in anticancer activity against all the examined malignant cell lines. Compound 5a displayed prominent anticancer potential. The tested compounds showed poor antimicrobial activity.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Synthesis, characterization and in vitro cytotoxic activities of new steroidal thiosemicarbazones and thiadiazolines
VL  - 6
IS  - 41
SP  - 34312
EP  - 34333
DO  - 10.1039/c6ra01516f
ER  - 
@article{
author = "Živković, Marijana and Matić, Ivana Z. and Rodić, Marko V. and Novaković, Irena and Sladić, Dušan and Krstić, Natalija",
year = "2016",
abstract = "A series of new steroidal mono- and bis(thiosemicarbazones) (2a-e and 3a-e) and corresponding mono- and bis(1,3,4-thiadiazolines) (4a-e and 5a-e) was synthesized, characterized and evaluated for their anticancer activity. Detailed NMR analysis of the mono-and bis(thiosemicarbazones) revealed the presence of two stereoisomers (Z and E) with different configurations in the hydrazone moiety at the C-3 position, where the substituents on the C(3)]=N double bond in the main isomers adopted the E configuration. The configurations at C-3 and C-17 in thiadiazolines 4a-e and 5a-e were deduced by detailed NMR analysis as well as by the examination of Dreiding molecular models and X-ray analysis of 3-thiadiazoline 4a, which confirmed the structure and absolute configuration at C-3. The synthesized compounds were tested against six cancer cell lines (HeLa, K562, MDA-MB-361, MDA-MB-453, LS174 and A549), the normal human cell line MRC-5 and peripheral blood mononuclear cells (PBMC) isolated from healthy donors. The best activity was exhibited by 3-thiosemicarbazones 2a, 2b, 2c and 2e and 3,17-bis(thiadiazolines) 5a and 5d. Examination of the mechanisms of cytotoxicity on cervical adenocarcinoma HeLa cells revealed the pro-apoptotic action of these compounds, which triggered both extrinsic and intrinsic apoptotic pathways. These compounds also showed the ability to decrease angiogenesis in vitro. In addition, 3,17-bis(thiadiazolines) 5a and 5d showed high selectivity in anticancer activity against all the examined malignant cell lines. Compound 5a displayed prominent anticancer potential. The tested compounds showed poor antimicrobial activity.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Synthesis, characterization and in vitro cytotoxic activities of new steroidal thiosemicarbazones and thiadiazolines",
volume = "6",
number = "41",
pages = "34312-34333",
doi = "10.1039/c6ra01516f"
}
Živković, M., Matić, I. Z., Rodić, M. V., Novaković, I., Sladić, D.,& Krstić, N.. (2016). Synthesis, characterization and in vitro cytotoxic activities of new steroidal thiosemicarbazones and thiadiazolines. in RSC Advances
Royal Soc Chemistry, Cambridge., 6(41), 34312-34333.
https://doi.org/10.1039/c6ra01516f
Živković M, Matić IZ, Rodić MV, Novaković I, Sladić D, Krstić N. Synthesis, characterization and in vitro cytotoxic activities of new steroidal thiosemicarbazones and thiadiazolines. in RSC Advances. 2016;6(41):34312-34333.
doi:10.1039/c6ra01516f .
Živković, Marijana, Matić, Ivana Z., Rodić, Marko V., Novaković, Irena, Sladić, Dušan, Krstić, Natalija, "Synthesis, characterization and in vitro cytotoxic activities of new steroidal thiosemicarbazones and thiadiazolines" in RSC Advances, 6, no. 41 (2016):34312-34333,
https://doi.org/10.1039/c6ra01516f . .
12
13
16

Evaluation of the anti-cancer potential of Mahonia aquifolium extracts via apoptosis and anti-angiogenesis

Damjanovic, Ana; Zdunić, Gordana; Savikin, Katarina; Mandić, Boris; Jadranin, Milka; Matić, Ivana Z.; Stanojković, Tatjana

(Bangladesh Pharmacological Soc, Shahbah, 2016)

TY  - JOUR
AU  - Damjanovic, Ana
AU  - Zdunić, Gordana
AU  - Savikin, Katarina
AU  - Mandić, Boris
AU  - Jadranin, Milka
AU  - Matić, Ivana Z.
AU  - Stanojković, Tatjana
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1901
AB  - The cytotoxicity of Mahonia aquifolium ethanol and water extracts was examined using MTT test. The morphological changes were analyzed by fluorescence microscopy. Cell cycle distribution and possible activation of caspase-dependent pathway of cell death were assessed by flow cytometry. The effects of ethanol and water extracts on migration of endothelial EA. hy926 cells were analyzed by in vitro scratch assay and inhibition of angiogenesis was detected using tube formation assay. Both extracts demonstrated cytotoxic effects on cancer cell lines with very high selectivity. Morphological evaluation indicated apoptosis. These results were confirmed with cell cycle analysis, where there was accumulation of cancer cells in the subG1 phase. Ethanol and water extracts induced a caspase-dependent apoptosis in HeLa cells through activation of caspase-3 and caspase-8. Both extracts showed the ability to inbibit the migration of EA. hy926 cells and initial steps of angiogenesis. In addition, ethanol extract exerted significant anti-angiogenic effect.
PB  - Bangladesh Pharmacological Soc, Shahbah
T2  - Bangladesh Journal of Pharmacology
T1  - Evaluation of the anti-cancer potential of Mahonia aquifolium extracts via apoptosis and anti-angiogenesis
VL  - 11
IS  - 3
SP  - 741
EP  - 749
DO  - 10.3329/bjp.v11i3.27103
ER  - 
@article{
author = "Damjanovic, Ana and Zdunić, Gordana and Savikin, Katarina and Mandić, Boris and Jadranin, Milka and Matić, Ivana Z. and Stanojković, Tatjana",
year = "2016",
abstract = "The cytotoxicity of Mahonia aquifolium ethanol and water extracts was examined using MTT test. The morphological changes were analyzed by fluorescence microscopy. Cell cycle distribution and possible activation of caspase-dependent pathway of cell death were assessed by flow cytometry. The effects of ethanol and water extracts on migration of endothelial EA. hy926 cells were analyzed by in vitro scratch assay and inhibition of angiogenesis was detected using tube formation assay. Both extracts demonstrated cytotoxic effects on cancer cell lines with very high selectivity. Morphological evaluation indicated apoptosis. These results were confirmed with cell cycle analysis, where there was accumulation of cancer cells in the subG1 phase. Ethanol and water extracts induced a caspase-dependent apoptosis in HeLa cells through activation of caspase-3 and caspase-8. Both extracts showed the ability to inbibit the migration of EA. hy926 cells and initial steps of angiogenesis. In addition, ethanol extract exerted significant anti-angiogenic effect.",
publisher = "Bangladesh Pharmacological Soc, Shahbah",
journal = "Bangladesh Journal of Pharmacology",
title = "Evaluation of the anti-cancer potential of Mahonia aquifolium extracts via apoptosis and anti-angiogenesis",
volume = "11",
number = "3",
pages = "741-749",
doi = "10.3329/bjp.v11i3.27103"
}
Damjanovic, A., Zdunić, G., Savikin, K., Mandić, B., Jadranin, M., Matić, I. Z.,& Stanojković, T.. (2016). Evaluation of the anti-cancer potential of Mahonia aquifolium extracts via apoptosis and anti-angiogenesis. in Bangladesh Journal of Pharmacology
Bangladesh Pharmacological Soc, Shahbah., 11(3), 741-749.
https://doi.org/10.3329/bjp.v11i3.27103
Damjanovic A, Zdunić G, Savikin K, Mandić B, Jadranin M, Matić IZ, Stanojković T. Evaluation of the anti-cancer potential of Mahonia aquifolium extracts via apoptosis and anti-angiogenesis. in Bangladesh Journal of Pharmacology. 2016;11(3):741-749.
doi:10.3329/bjp.v11i3.27103 .
Damjanovic, Ana, Zdunić, Gordana, Savikin, Katarina, Mandić, Boris, Jadranin, Milka, Matić, Ivana Z., Stanojković, Tatjana, "Evaluation of the anti-cancer potential of Mahonia aquifolium extracts via apoptosis and anti-angiogenesis" in Bangladesh Journal of Pharmacology, 11, no. 3 (2016):741-749,
https://doi.org/10.3329/bjp.v11i3.27103 . .
1
6
7
9

Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid

Pantelic, Nebojsa; Zmejkovski, Bojana; Markovic, Dragana D; Vujic, Jelena M; Stanojković, Tatjana; Sabo, Tibor; Kaluđerović, Goran N.

(MDPI, 2016)

TY  - JOUR
AU  - Pantelic, Nebojsa
AU  - Zmejkovski, Bojana
AU  - Markovic, Dragana D
AU  - Vujic, Jelena M
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1938
AB  - A novel gold(III) complex, [AuCl2{(S,S)-Et(2)eddl}]PF6, ((S,S)-Et(2)eddl = O,O-diethyl ester of ethylenediamine-N,N-di-2-(4-methyl)pentanoic acid) was synthesized and characterized by IR, 1D (H-1 and C-13), and 2D (H,H-COSY and H,H-NOESY) NMR spectroscopy, mass spectrometry, and elemental analysis. Density functional theory calculations confirmed that (R,R)-N,N diastereoisomer was energetically the most stable isomer. In vitro antitumor action of ligand precursor [(S,S)-H(2)Et(2)eddl]Cl-2 and corresponding gold(III) complex was determined against tumor cell lines: human adenocarcinoma (HeLa), human colon carcinoma (LS174), human breast cancer (MCF7), non-small cell lung carcinoma cell line (A549), and non-cancerous cell line human embryonic lung fibroblast (MRC-5) using microculture tetrazolium test (MTT) assay. The results indicate that both ligand precursor and gold(III) complex have showed very good to moderate cytotoxic activity against all tested malignant cell lines. The highest activity was expressed by [AuCl2{(S,S)-Et(2)eddl}]PF6 against the LS174 cells, with IC50 value of 7.4 +/- 1.2 mu M.
PB  - MDPI
T2  - Metals
T1  - Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid
VL  - 6
IS  - 9
DO  - 10.3390/met6090226
ER  - 
@article{
author = "Pantelic, Nebojsa and Zmejkovski, Bojana and Markovic, Dragana D and Vujic, Jelena M and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2016",
abstract = "A novel gold(III) complex, [AuCl2{(S,S)-Et(2)eddl}]PF6, ((S,S)-Et(2)eddl = O,O-diethyl ester of ethylenediamine-N,N-di-2-(4-methyl)pentanoic acid) was synthesized and characterized by IR, 1D (H-1 and C-13), and 2D (H,H-COSY and H,H-NOESY) NMR spectroscopy, mass spectrometry, and elemental analysis. Density functional theory calculations confirmed that (R,R)-N,N diastereoisomer was energetically the most stable isomer. In vitro antitumor action of ligand precursor [(S,S)-H(2)Et(2)eddl]Cl-2 and corresponding gold(III) complex was determined against tumor cell lines: human adenocarcinoma (HeLa), human colon carcinoma (LS174), human breast cancer (MCF7), non-small cell lung carcinoma cell line (A549), and non-cancerous cell line human embryonic lung fibroblast (MRC-5) using microculture tetrazolium test (MTT) assay. The results indicate that both ligand precursor and gold(III) complex have showed very good to moderate cytotoxic activity against all tested malignant cell lines. The highest activity was expressed by [AuCl2{(S,S)-Et(2)eddl}]PF6 against the LS174 cells, with IC50 value of 7.4 +/- 1.2 mu M.",
publisher = "MDPI",
journal = "Metals",
title = "Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid",
volume = "6",
number = "9",
doi = "10.3390/met6090226"
}
Pantelic, N., Zmejkovski, B., Markovic, D. D., Vujic, J. M., Stanojković, T., Sabo, T.,& Kaluđerović, G. N.. (2016). Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid. in Metals
MDPI., 6(9).
https://doi.org/10.3390/met6090226
Pantelic N, Zmejkovski B, Markovic DD, Vujic JM, Stanojković T, Sabo T, Kaluđerović GN. Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid. in Metals. 2016;6(9).
doi:10.3390/met6090226 .
Pantelic, Nebojsa, Zmejkovski, Bojana, Markovic, Dragana D, Vujic, Jelena M, Stanojković, Tatjana, Sabo, Tibor, Kaluđerović, Goran N., "Synthesis, Characterization, and Cytotoxicity of a Novel Gold(III) Complex with O,O-Diethyl Ester of Ethylenediamine-N,N-Di-2-(4-Methyl)Pentanoic Acid" in Metals, 6, no. 9 (2016),
https://doi.org/10.3390/met6090226 . .
10
5
9

LC/DAD determination of biogenic amines in serum of patients with diabetes mellitus, chronic urticaria or Hashimoto's thyroiditis

Trifunovic-Macedoljan, Jelena; Pantelić, Nebojša Đ.; Damjanovic, Ana; Raskovic, Sanvila; Nikolic-Durovic, Marina; Pudar, Georgina; Jadranin, Milka; Juranić, Ivan; Juranić, Zorica

(Serbian Chemical Society, 2016)

TY  - JOUR
AU  - Trifunovic-Macedoljan, Jelena
AU  - Pantelić, Nebojša Đ.
AU  - Damjanovic, Ana
AU  - Raskovic, Sanvila
AU  - Nikolic-Durovic, Marina
AU  - Pudar, Georgina
AU  - Jadranin, Milka
AU  - Juranić, Ivan
AU  - Juranić, Zorica
PY  - 2016
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1865
AB  - Biogenic amines are integral part of nearly every cell. In the present study, the method of acidic extraction of histamine (His), of polyamines putrescine (Put), spermidine (Spd) and catecholamines epinephrine (Epi) and norepinephrine (NE) from human serum, precolumn derivatization with dansyl chloride, and LC/DAD analysis of the biogenic amines was used with the aim of monitoring differences of their levels in patients with diabetes mellitus, chronic urticaria, and Hashimoto's thyroiditis, compared to healthy subjects, and to observe them as possible markers for immune mediated diseases. The retention times were used for the determination of serum biogenic amines. Statistically significant differences were found in the levels of putrescine and histamine in diabetes mellitus patients, of the levels of putrescine, histamine, spermidine and epinephrine in chronic urticaria patients and of the levels of putrescine and spermidine levels in Hashimoto's thyroiditis patients, compared to those of healthy controls. Norepinephrine was found only in the serum of patients with chronic urticaria. The values of recovery, evaluated in controls, varied between 85.7 and 106.7 %. The statistically significant changes in putrescine, histamine, spermidine and epinephrine levels in patients compared with those in healthy people reflects the existence of biochemical disturbances in the mentioned immune-mediated diseases.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - LC/DAD determination of biogenic amines in serum of patients with diabetes mellitus, chronic urticaria or Hashimoto's thyroiditis
VL  - 81
IS  - 5
SP  - 487
EP  - 498
DO  - 10.2298/JSC150910020T
ER  - 
@article{
author = "Trifunovic-Macedoljan, Jelena and Pantelić, Nebojša Đ. and Damjanovic, Ana and Raskovic, Sanvila and Nikolic-Durovic, Marina and Pudar, Georgina and Jadranin, Milka and Juranić, Ivan and Juranić, Zorica",
year = "2016",
abstract = "Biogenic amines are integral part of nearly every cell. In the present study, the method of acidic extraction of histamine (His), of polyamines putrescine (Put), spermidine (Spd) and catecholamines epinephrine (Epi) and norepinephrine (NE) from human serum, precolumn derivatization with dansyl chloride, and LC/DAD analysis of the biogenic amines was used with the aim of monitoring differences of their levels in patients with diabetes mellitus, chronic urticaria, and Hashimoto's thyroiditis, compared to healthy subjects, and to observe them as possible markers for immune mediated diseases. The retention times were used for the determination of serum biogenic amines. Statistically significant differences were found in the levels of putrescine and histamine in diabetes mellitus patients, of the levels of putrescine, histamine, spermidine and epinephrine in chronic urticaria patients and of the levels of putrescine and spermidine levels in Hashimoto's thyroiditis patients, compared to those of healthy controls. Norepinephrine was found only in the serum of patients with chronic urticaria. The values of recovery, evaluated in controls, varied between 85.7 and 106.7 %. The statistically significant changes in putrescine, histamine, spermidine and epinephrine levels in patients compared with those in healthy people reflects the existence of biochemical disturbances in the mentioned immune-mediated diseases.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "LC/DAD determination of biogenic amines in serum of patients with diabetes mellitus, chronic urticaria or Hashimoto's thyroiditis",
volume = "81",
number = "5",
pages = "487-498",
doi = "10.2298/JSC150910020T"
}
Trifunovic-Macedoljan, J., Pantelić, N. Đ., Damjanovic, A., Raskovic, S., Nikolic-Durovic, M., Pudar, G., Jadranin, M., Juranić, I.,& Juranić, Z.. (2016). LC/DAD determination of biogenic amines in serum of patients with diabetes mellitus, chronic urticaria or Hashimoto's thyroiditis. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 81(5), 487-498.
https://doi.org/10.2298/JSC150910020T
Trifunovic-Macedoljan J, Pantelić NĐ, Damjanovic A, Raskovic S, Nikolic-Durovic M, Pudar G, Jadranin M, Juranić I, Juranić Z. LC/DAD determination of biogenic amines in serum of patients with diabetes mellitus, chronic urticaria or Hashimoto's thyroiditis. in Journal of the Serbian Chemical Society. 2016;81(5):487-498.
doi:10.2298/JSC150910020T .
Trifunovic-Macedoljan, Jelena, Pantelić, Nebojša Đ., Damjanovic, Ana, Raskovic, Sanvila, Nikolic-Durovic, Marina, Pudar, Georgina, Jadranin, Milka, Juranić, Ivan, Juranić, Zorica, "LC/DAD determination of biogenic amines in serum of patients with diabetes mellitus, chronic urticaria or Hashimoto's thyroiditis" in Journal of the Serbian Chemical Society, 81, no. 5 (2016):487-498,
https://doi.org/10.2298/JSC150910020T . .
2
3
8

Tetraoxanes as inhibitors of apicomplexan parasites Plasmodium falciparum and Toxoplasma gondii growth and anti-cancer molecules

Opsenica, Dejan; Radivojevic, Jelena; Matić, Ivana Z.; Štajner, Tijana; Knezevic-Usaj, Slavica; Djurkovic-Djakovic, Olgica; Šolaja, Bogdan

(Serbian Chemical Soc, Belgrade, 2015)

TY  - JOUR
AU  - Opsenica, Dejan
AU  - Radivojevic, Jelena
AU  - Matić, Ivana Z.
AU  - Štajner, Tijana
AU  - Knezevic-Usaj, Slavica
AU  - Djurkovic-Djakovic, Olgica
AU  - Šolaja, Bogdan
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1795
AB  - New cyclohexylidene 1,2,4,5-tetraoxanes with polar guanidine and urea based groups were synthesized and evaluated for their antimalarial activity against chloroquine resistant and susceptible Plasmodium falciparum strains. The derivatives showed moderate, nM range antimalarial activities and low cytotoxicity. The N-phenylurea derivative 24 exhibited the best resistance indices (RIW2 = 0.44, RITM91C235 = 0.80) and was not toxic against human normal peripheral blood mononuclear cells (IC50 > 200 mu M). Seven derivatives were tested in vitro against four human cancer cell lines and they demonstrated high selectivity toward leukaemia K562 cells. One compound, derivative 21 with a primary amino group, was the first tetraoxane tested in vivo against Toxoplasma gondii as another apicomplexan parasite. Subcutaneous administration at a dose of 10 mg kg(-1) day(-1) for 8 days allowed the survival of 20 % of infected mice, thus demonstrating the high potential of tetraoxanes for the treatment of apicomplexan parasites.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Tetraoxanes as inhibitors of apicomplexan parasites Plasmodium falciparum and Toxoplasma gondii growth and anti-cancer molecules
VL  - 80
IS  - 11
SP  - 1339
DO  - 10.2298/JSC150430063O
ER  - 
@article{
author = "Opsenica, Dejan and Radivojevic, Jelena and Matić, Ivana Z. and Štajner, Tijana and Knezevic-Usaj, Slavica and Djurkovic-Djakovic, Olgica and Šolaja, Bogdan",
year = "2015",
abstract = "New cyclohexylidene 1,2,4,5-tetraoxanes with polar guanidine and urea based groups were synthesized and evaluated for their antimalarial activity against chloroquine resistant and susceptible Plasmodium falciparum strains. The derivatives showed moderate, nM range antimalarial activities and low cytotoxicity. The N-phenylurea derivative 24 exhibited the best resistance indices (RIW2 = 0.44, RITM91C235 = 0.80) and was not toxic against human normal peripheral blood mononuclear cells (IC50 > 200 mu M). Seven derivatives were tested in vitro against four human cancer cell lines and they demonstrated high selectivity toward leukaemia K562 cells. One compound, derivative 21 with a primary amino group, was the first tetraoxane tested in vivo against Toxoplasma gondii as another apicomplexan parasite. Subcutaneous administration at a dose of 10 mg kg(-1) day(-1) for 8 days allowed the survival of 20 % of infected mice, thus demonstrating the high potential of tetraoxanes for the treatment of apicomplexan parasites.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Tetraoxanes as inhibitors of apicomplexan parasites Plasmodium falciparum and Toxoplasma gondii growth and anti-cancer molecules",
volume = "80",
number = "11",
pages = "1339",
doi = "10.2298/JSC150430063O"
}
Opsenica, D., Radivojevic, J., Matić, I. Z., Štajner, T., Knezevic-Usaj, S., Djurkovic-Djakovic, O.,& Šolaja, B.. (2015). Tetraoxanes as inhibitors of apicomplexan parasites Plasmodium falciparum and Toxoplasma gondii growth and anti-cancer molecules. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 80(11), 1339.
https://doi.org/10.2298/JSC150430063O
Opsenica D, Radivojevic J, Matić IZ, Štajner T, Knezevic-Usaj S, Djurkovic-Djakovic O, Šolaja B. Tetraoxanes as inhibitors of apicomplexan parasites Plasmodium falciparum and Toxoplasma gondii growth and anti-cancer molecules. in Journal of the Serbian Chemical Society. 2015;80(11):1339.
doi:10.2298/JSC150430063O .
Opsenica, Dejan, Radivojevic, Jelena, Matić, Ivana Z., Štajner, Tijana, Knezevic-Usaj, Slavica, Djurkovic-Djakovic, Olgica, Šolaja, Bogdan, "Tetraoxanes as inhibitors of apicomplexan parasites Plasmodium falciparum and Toxoplasma gondii growth and anti-cancer molecules" in Journal of the Serbian Chemical Society, 80, no. 11 (2015):1339,
https://doi.org/10.2298/JSC150430063O . .
6
2
5

Transition Metal Complexes with 1-Adamantoyl Hydrazones - Cytotoxic Copper(II) Complexes of Tri- and Tetradentate Pyridine Chelators Containing an Adamantane Ring System

Leovac, Vukadin; Rodić, Marko V.; Jovanović, Ljiljana S.; Joksovic, Milan D.; Stanojković, Tatjana; Vujčić, Miroslava; Sladić, Dušan; Markovic, Violeta; Vojinovic-Jesic, Ljiljana S

(Wiley-V C H Verlag Gmbh, Weinheim, 2015)

TY  - JOUR
AU  - Leovac, Vukadin
AU  - Rodić, Marko V.
AU  - Jovanović, Ljiljana S.
AU  - Joksovic, Milan D.
AU  - Stanojković, Tatjana
AU  - Vujčić, Miroslava
AU  - Sladić, Dušan
AU  - Markovic, Violeta
AU  - Vojinovic-Jesic, Ljiljana S
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1735
AB  - Five pentacoordinate copper(II) complexes with 2-acetylpyridine or di(2-pyridyl) ketone 1-adamantoyl hydrazone ligands (Adpy and Addpy, respectively) of the formulae [CuCl2(Adpy)] (1), [Cu-2(-Cl)(2)(Adpy-H)(2)] (2), [Cu(NCS)(2)(Adpy)] (3), [Cu-2(-Cl)(2)(Addpy-H)(2)] (4), and [Cu-2(NCS)(2)(-Addpy-H)(2)] (5) were synthesized and characterized by spectral, electrochemical, and X-ray structural analysis. Flow cytometry and morphological analysis confirmed that the copper(II) complexes 2 and 5 induced accumulation of a sub-G1 phase population, and fluorescence microscopy indicated the presence of large cells in apoptosis. The interaction of the copper(II) complexes with calf thymus DNA (CT-DNA) was monitored by changes in their UV/Vis spectra. The observed intrinsic binding constants for 2 and 5 (K-b = 1.77x10(6) and 3.58x10(6) M-1, respectively) together with ethidium displacement fluorescence experiments indicate intercalative binding. Complexes 2 and 5 showed nuclease activity against pUC19 plasmid DNA.
PB  - Wiley-V C H Verlag Gmbh, Weinheim
T2  - European Journal of Inorganic Chemistry
T1  - Transition Metal Complexes with 1-Adamantoyl Hydrazones - Cytotoxic Copper(II) Complexes of Tri- and Tetradentate Pyridine Chelators Containing an Adamantane Ring System
IS  - 5
SP  - 882
EP  - 895
DO  - 10.1002/ejic.201403050
ER  - 
@article{
author = "Leovac, Vukadin and Rodić, Marko V. and Jovanović, Ljiljana S. and Joksovic, Milan D. and Stanojković, Tatjana and Vujčić, Miroslava and Sladić, Dušan and Markovic, Violeta and Vojinovic-Jesic, Ljiljana S",
year = "2015",
abstract = "Five pentacoordinate copper(II) complexes with 2-acetylpyridine or di(2-pyridyl) ketone 1-adamantoyl hydrazone ligands (Adpy and Addpy, respectively) of the formulae [CuCl2(Adpy)] (1), [Cu-2(-Cl)(2)(Adpy-H)(2)] (2), [Cu(NCS)(2)(Adpy)] (3), [Cu-2(-Cl)(2)(Addpy-H)(2)] (4), and [Cu-2(NCS)(2)(-Addpy-H)(2)] (5) were synthesized and characterized by spectral, electrochemical, and X-ray structural analysis. Flow cytometry and morphological analysis confirmed that the copper(II) complexes 2 and 5 induced accumulation of a sub-G1 phase population, and fluorescence microscopy indicated the presence of large cells in apoptosis. The interaction of the copper(II) complexes with calf thymus DNA (CT-DNA) was monitored by changes in their UV/Vis spectra. The observed intrinsic binding constants for 2 and 5 (K-b = 1.77x10(6) and 3.58x10(6) M-1, respectively) together with ethidium displacement fluorescence experiments indicate intercalative binding. Complexes 2 and 5 showed nuclease activity against pUC19 plasmid DNA.",
publisher = "Wiley-V C H Verlag Gmbh, Weinheim",
journal = "European Journal of Inorganic Chemistry",
title = "Transition Metal Complexes with 1-Adamantoyl Hydrazones - Cytotoxic Copper(II) Complexes of Tri- and Tetradentate Pyridine Chelators Containing an Adamantane Ring System",
number = "5",
pages = "882-895",
doi = "10.1002/ejic.201403050"
}
Leovac, V., Rodić, M. V., Jovanović, L. S., Joksovic, M. D., Stanojković, T., Vujčić, M., Sladić, D., Markovic, V.,& Vojinovic-Jesic, L. S.. (2015). Transition Metal Complexes with 1-Adamantoyl Hydrazones - Cytotoxic Copper(II) Complexes of Tri- and Tetradentate Pyridine Chelators Containing an Adamantane Ring System. in European Journal of Inorganic Chemistry
Wiley-V C H Verlag Gmbh, Weinheim.(5), 882-895.
https://doi.org/10.1002/ejic.201403050
Leovac V, Rodić MV, Jovanović LS, Joksovic MD, Stanojković T, Vujčić M, Sladić D, Markovic V, Vojinovic-Jesic LS. Transition Metal Complexes with 1-Adamantoyl Hydrazones - Cytotoxic Copper(II) Complexes of Tri- and Tetradentate Pyridine Chelators Containing an Adamantane Ring System. in European Journal of Inorganic Chemistry. 2015;(5):882-895.
doi:10.1002/ejic.201403050 .
Leovac, Vukadin, Rodić, Marko V., Jovanović, Ljiljana S., Joksovic, Milan D., Stanojković, Tatjana, Vujčić, Miroslava, Sladić, Dušan, Markovic, Violeta, Vojinovic-Jesic, Ljiljana S, "Transition Metal Complexes with 1-Adamantoyl Hydrazones - Cytotoxic Copper(II) Complexes of Tri- and Tetradentate Pyridine Chelators Containing an Adamantane Ring System" in European Journal of Inorganic Chemistry, no. 5 (2015):882-895,
https://doi.org/10.1002/ejic.201403050 . .
1
27
22
28

Anthraquinone-chalcone hybrids: Synthesis, preliminary antiproliferative evaluation and DNA-interaction studies

Markovic, Violeta; Debeljak, Nevena; Stanojković, Tatjana; Kolundzija, Branka; Sladić, Dušan; Vujčić, Miroslava; Janović, Barbara; Tanic, Nikola; Perovic, Milka; Tesic, Vesna; Antic, Jadranka; Joksovic, Milan D.

(Elsevier France-Editions Scientifiques Medicales Elsevier, Paris, 2015)

TY  - JOUR
AU  - Markovic, Violeta
AU  - Debeljak, Nevena
AU  - Stanojković, Tatjana
AU  - Kolundzija, Branka
AU  - Sladić, Dušan
AU  - Vujčić, Miroslava
AU  - Janović, Barbara
AU  - Tanic, Nikola
AU  - Perovic, Milka
AU  - Tesic, Vesna
AU  - Antic, Jadranka
AU  - Joksovic, Milan D.
PY  - 2015
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/1745
AB  - Novel anthraquinone based chalcone compounds were synthesized starting from 1-acetylanthraquinone in a Claisen-Schmidt reaction and evaluated for their anticancer potential against three human cancer cell lines. Compounds 4a, 4b and 4j showed promising activity in inhibition of HeLa cells with IC50 values ranging from 2.36 to 2.73 mu M and low cytotoxicity against healthy MRC-5 cell lines. The effects that compounds produces on the cell cycle were investigated by flow cytometry. It was found that 4a, 4b and 4j cause the accumulation of cells in the S and G2/M phases in a dose-dependent manner and induce caspase-dependent apoptosis. All of three compounds exhibit calf thymus DNA-binding activity. The determined binding constants by absorption titrations (2.65 x 10(3) M-1, 1.36 x 10(3) M(-1)and 2.51 x 10(3) M-1 of 4a/CT-DNA, 4b/CT-DNA and 4j/CT-DNA, respectively) together with fluorescence displacement analysis designate 4a, 4b and 4j as strong minor groove binders, but no cleavage of plasmid DNA was observed.
PB  - Elsevier France-Editions Scientifiques Medicales Elsevier, Paris
T2  - European Journal of Medicinal Chemistry
T1  - Anthraquinone-chalcone hybrids: Synthesis, preliminary antiproliferative evaluation and DNA-interaction studies
VL  - 89
SP  - 401
EP  - 410
DO  - 10.1016/j.ejmech.2014.10.055
ER  - 
@article{
author = "Markovic, Violeta and Debeljak, Nevena and Stanojković, Tatjana and Kolundzija, Branka and Sladić, Dušan and Vujčić, Miroslava and Janović, Barbara and Tanic, Nikola and Perovic, Milka and Tesic, Vesna and Antic, Jadranka and Joksovic, Milan D.",
year = "2015",
abstract = "Novel anthraquinone based chalcone compounds were synthesized starting from 1-acetylanthraquinone in a Claisen-Schmidt reaction and evaluated for their anticancer potential against three human cancer cell lines. Compounds 4a, 4b and 4j showed promising activity in inhibition of HeLa cells with IC50 values ranging from 2.36 to 2.73 mu M and low cytotoxicity against healthy MRC-5 cell lines. The effects that compounds produces on the cell cycle were investigated by flow cytometry. It was found that 4a, 4b and 4j cause the accumulation of cells in the S and G2/M phases in a dose-dependent manner and induce caspase-dependent apoptosis. All of three compounds exhibit calf thymus DNA-binding activity. The determined binding constants by absorption titrations (2.65 x 10(3) M-1, 1.36 x 10(3) M(-1)and 2.51 x 10(3) M-1 of 4a/CT-DNA, 4b/CT-DNA and 4j/CT-DNA, respectively) together with fluorescence displacement analysis designate 4a, 4b and 4j as strong minor groove binders, but no cleavage of plasmid DNA was observed.",
publisher = "Elsevier France-Editions Scientifiques Medicales Elsevier, Paris",
journal = "European Journal of Medicinal Chemistry",
title = "Anthraquinone-chalcone hybrids: Synthesis, preliminary antiproliferative evaluation and DNA-interaction studies",
volume = "89",
pages = "401-410",
doi = "10.1016/j.ejmech.2014.10.055"
}
Markovic, V., Debeljak, N., Stanojković, T., Kolundzija, B., Sladić, D., Vujčić, M., Janović, B., Tanic, N., Perovic, M., Tesic, V., Antic, J.,& Joksovic, M. D.. (2015). Anthraquinone-chalcone hybrids: Synthesis, preliminary antiproliferative evaluation and DNA-interaction studies. in European Journal of Medicinal Chemistry
Elsevier France-Editions Scientifiques Medicales Elsevier, Paris., 89, 401-410.
https://doi.org/10.1016/j.ejmech.2014.10.055
Markovic V, Debeljak N, Stanojković T, Kolundzija B, Sladić D, Vujčić M, Janović B, Tanic N, Perovic M, Tesic V, Antic J, Joksovic MD. Anthraquinone-chalcone hybrids: Synthesis, preliminary antiproliferative evaluation and DNA-interaction studies. in European Journal of Medicinal Chemistry. 2015;89:401-410.
doi:10.1016/j.ejmech.2014.10.055 .
Markovic, Violeta, Debeljak, Nevena, Stanojković, Tatjana, Kolundzija, Branka, Sladić, Dušan, Vujčić, Miroslava, Janović, Barbara, Tanic, Nikola, Perovic, Milka, Tesic, Vesna, Antic, Jadranka, Joksovic, Milan D., "Anthraquinone-chalcone hybrids: Synthesis, preliminary antiproliferative evaluation and DNA-interaction studies" in European Journal of Medicinal Chemistry, 89 (2015):401-410,
https://doi.org/10.1016/j.ejmech.2014.10.055 . .
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