TY  - JOUR
AU  - Ferjancic, Zorana
AU  - Bihelovic, Filip
AU  - Vulovic, Bojan
AU  - Matovic, Radomir
AU  - Trmcic, Milena
AU  - Jankovic, Aleksandar
AU  - Pavlovic, Milos
AU  - Djurkovic, Filip
AU  - Prodanovic, Radivoje
AU  - Djurdjevic Djelmas, Aleksandra
AU  - Kalicanin, Nevena
AU  - Zlatovic, Mario
AU  - Sladic, Dusan
AU  - Vallet, Thomas
AU  - Vignuzzi, Marco
AU  - Saicic, Radomir N.
PY  - 2024
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6475
AB  - We developed new iminosugar-based glycosidase inhibitors against SARS-CoV-2. Known drugs (miglustat, migalastat, miglitol, and swainsonine) were chosen as lead compounds to develop three classes of glycosidase inhibitors (α-glucosidase, α-galactosidase, and mannosidase). Molecular modelling of the lead compounds, synthesis of the compounds with the highest docking scores, enzyme inhibition tests, and in vitro antiviral assays afforded rationally designed inhibitors. Two highly active α-glucosidase inhibitors were discovered, where one of them is the most potent iminosugar-based anti-SARS-CoV-2 agent to date (EC90 = 1.94 µM in A549-ACE2 cells against Omicron BA.1 strain). However, galactosidase inhibitors did not exhibit antiviral activity, whereas mannosidase inhibitors were both active and cytotoxic. As our iminosugar-based drug candidates act by a host-directed mechanism, they should be more resilient to drug resistance. Moreover, this strategy could be extended to identify potential drug candidates for other viral infections.
PB  - Taylor and Francis Group
T2  - Journal of Enzyme Inhibition and Medicinal Chemistry
T1  - Development of iminosugar-based glycosidase inhibitors as drug candidates for SARS-CoV-2 virus via molecular modelling and in vitro studies
VL  - 39
IS  - 1
SP  - 2289007
DO  - 10.1080/14756366.2023.2289007
ER  - 

@article{
author = "Ferjancic, Zorana and Bihelovic, Filip and Vulovic, Bojan and Matovic, Radomir and Trmcic, Milena and Jankovic, Aleksandar and Pavlovic, Milos and Djurkovic, Filip and Prodanovic, Radivoje and Djurdjevic Djelmas, Aleksandra and Kalicanin, Nevena and Zlatovic, Mario and Sladic, Dusan and Vallet, Thomas and Vignuzzi, Marco and Saicic, Radomir N.",
year = "2024",
abstract = "We developed new iminosugar-based glycosidase inhibitors against SARS-CoV-2. Known drugs (miglustat, migalastat, miglitol, and swainsonine) were chosen as lead compounds to develop three classes of glycosidase inhibitors (α-glucosidase, α-galactosidase, and mannosidase). Molecular modelling of the lead compounds, synthesis of the compounds with the highest docking scores, enzyme inhibition tests, and in vitro antiviral assays afforded rationally designed inhibitors. Two highly active α-glucosidase inhibitors were discovered, where one of them is the most potent iminosugar-based anti-SARS-CoV-2 agent to date (EC90 = 1.94 µM in A549-ACE2 cells against Omicron BA.1 strain). However, galactosidase inhibitors did not exhibit antiviral activity, whereas mannosidase inhibitors were both active and cytotoxic. As our iminosugar-based drug candidates act by a host-directed mechanism, they should be more resilient to drug resistance. Moreover, this strategy could be extended to identify potential drug candidates for other viral infections.",
publisher = "Taylor and Francis Group",
journal = "Journal of Enzyme Inhibition and Medicinal Chemistry",
title = "Development of iminosugar-based glycosidase inhibitors as drug candidates for SARS-CoV-2 virus via molecular modelling and in vitro studies",
volume = "39",
number = "1",
pages = "2289007",
doi = "10.1080/14756366.2023.2289007"
}

Ferjancic, Z., Bihelovic, F., Vulovic, B., Matovic, R., Trmcic, M., Jankovic, A., Pavlovic, M., Djurkovic, F., Prodanovic, R., Djurdjevic Djelmas, A., Kalicanin, N., Zlatovic, M., Sladic, D., Vallet, T., Vignuzzi, M.,& Saicic, R. N.. (2024). Development of iminosugar-based glycosidase inhibitors as drug candidates for SARS-CoV-2 virus via molecular modelling and in vitro studies. in Journal of Enzyme Inhibition and Medicinal Chemistry
Taylor and Francis Group., 39(1), 2289007.
https://doi.org/10.1080/14756366.2023.2289007

Ferjancic Z, Bihelovic F, Vulovic B, Matovic R, Trmcic M, Jankovic A, Pavlovic M, Djurkovic F, Prodanovic R, Djurdjevic Djelmas A, Kalicanin N, Zlatovic M, Sladic D, Vallet T, Vignuzzi M, Saicic RN. Development of iminosugar-based glycosidase inhibitors as drug candidates for SARS-CoV-2 virus via molecular modelling and in vitro studies. in Journal of Enzyme Inhibition and Medicinal Chemistry. 2024;39(1):2289007.
doi:10.1080/14756366.2023.2289007 .

Ferjancic, Zorana, Bihelovic, Filip, Vulovic, Bojan, Matovic, Radomir, Trmcic, Milena, Jankovic, Aleksandar, Pavlovic, Milos, Djurkovic, Filip, Prodanovic, Radivoje, Djurdjevic Djelmas, Aleksandra, Kalicanin, Nevena, Zlatovic, Mario, Sladic, Dusan, Vallet, Thomas, Vignuzzi, Marco, Saicic, Radomir N., "Development of iminosugar-based glycosidase inhibitors as drug candidates for SARS-CoV-2 virus via molecular modelling and in vitro studies" in Journal of Enzyme Inhibition and Medicinal Chemistry, 39, no. 1 (2024):2289007,
https://doi.org/10.1080/14756366.2023.2289007 . .

TY  - JOUR
AU  - Stojičkov, Marko
AU  - Zlatar, Matija
AU  - Mazzeo, Paolo Pio
AU  - Bacchi, Alessia
AU  - Radanović, Dušanka D.
AU  - Stevanović, Nevena
AU  - Jevtović, Mima
AU  - Novaković, Irena T.
AU  - Anđelković, Katarina K.
AU  - Sladić, Dušan
AU  - Čobeljić, Božidar
AU  - Gruden, Maja
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6199
AB  - Fe(III) and Mn(II) complexes with condensation product of thiosemicarbazide and 2-acetylthiazole (HL1, (E)-2-(1-(thiazol-2-yl)ethylidene)hydrazine-1-carbothioamide) have been synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, and elemental analysis. In both complexes, the thiosemicarbazone ligand is coordinated in deprotonated form through the NNS donor set of atoms. However, while Fe(III) complex is in the doublet ground state with distorted octahedral geometry, the coordination environment around Mn(II) is distorted trigonal-prismatic, and the sextet state is found to be the ground state. DFT calculations were performed to rationalize spin state preferences, and continuous shape measure describes the deviation from ideal six-coordinated polyhedral geometries in the ground and excited states. Antimicrobial activity (against a panel of Gram-negative and Gram-positive bacteria, two yeast, and one fungal strain), brine shrimp assay, and DPPH radical scavenging activity of both complexes were evaluated, and these results relate to the electronic structure of the complexes.
PB  - Elsevier
T2  - Polyhedron
T1  - The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone
VL  - 237
SP  - 116389
DO  - 10.1016/j.poly.2023.116389
ER  - 

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

Stojičkov, M., Zlatar, M., Mazzeo, P. P., Bacchi, A., Radanović, D. D., Stevanović, N., Jevtović, M., Novaković, I. T., Anđelković, K. K., Sladić, D., Čobeljić, B.,& Gruden, M.. (2023). The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone. in Polyhedron
Elsevier., 237, 116389.
https://doi.org/10.1016/j.poly.2023.116389

Stojičkov M, Zlatar M, Mazzeo PP, Bacchi A, Radanović DD, Stevanović N, Jevtović M, Novaković IT, Anđelković KK, Sladić D, Čobeljić B, Gruden M. The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone. in Polyhedron. 2023;237:116389.
doi:10.1016/j.poly.2023.116389 .

Stojičkov, Marko, Zlatar, Matija, Mazzeo, Paolo Pio, Bacchi, Alessia, Radanović, Dušanka D., Stevanović, Nevena, Jevtović, Mima, Novaković, Irena T., Anđelković, Katarina K., Sladić, Dušan, Čobeljić, Božidar, Gruden, Maja, "The interplay between spin states, geometries and biological activity of Fe(III) and Mn(II) complexes with thiosemicarbazone" in Polyhedron, 237 (2023):116389,
https://doi.org/10.1016/j.poly.2023.116389 . .

TY  - JOUR
AU  - Stevanović, Nevena
AU  - Jevtović, Mima
AU  - Mitić, Dragana
AU  - Matić, Ivana Z.
AU  - Crnogorac, Marija Đ.
AU  - Vujčić, Miroslava
AU  - Sladić, Dušan
AU  - Čobeljić, Božidar
AU  - Anđelković, Katarina K.
PY  - 2022
UR  - http://www.doiserbia.nb.rs/img/doi/0352-5139/2022/0352-51392202181S.pdf
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5154
AB  - In this paper, the previously synthesized Cu(II) complex ([CuL1(N3) (CH3OH)]BF4) with N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride, has been characterized and its biological activity has been studied in detail. The Cu(II) complex consists of ligand coordinated in a deprotonated, formally neutral zwitter-ionic form, via NNO atoms, one azido ligand and one methanol molecule. The Cu(II) complex was selected due to results of the cytotoxic activity, the brine shrimp test and DPPH radical scavenging activity, which were previously performed. The effects of Cu(II) complex on cell cycle phase distribution of cervical adenocarcinoma HeLa cells were investigated in order to examine the mechanisms of its anticancer activity. The measurement of intracellular ROS levels in HeLa and HaCaT cell lines were evaluated in order to explore their possible generation and the role in cytotoxic activity. The possible anti-invasive and anti-angiogenic properties of Cu(II) complex were evaluated. DNA binding experiments, including fluorescence displacement study and DNA cleavage experiments, were performed in order to obtain information on the type of DNA-metal complex interactions. © 2022 Serbian Chemical Society. All rights reserved.
PB  - Beograd : Srpsko hemijsko društvo
T2  - Journal of the Serbian Chemical Society
T1  - Evaluation of antitumor potential of Cu(II) complex with
hydrazone of 2-acetylthiazole and Girard’s T reagent
VL  - 87
IS  - 2
SP  - 181
EP  - 192
DO  - 10.2298/JSC211203114S
ER  - 

@article{
author = "Stevanović, Nevena and Jevtović, Mima and Mitić, Dragana and Matić, Ivana Z. and Crnogorac, Marija Đ. and Vujčić, Miroslava and Sladić, Dušan and Čobeljić, Božidar and Anđelković, Katarina K.",
year = "2022",
abstract = "In this paper, the previously synthesized Cu(II) complex ([CuL1(N3) (CH3OH)]BF4) with N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride, has been characterized and its biological activity has been studied in detail. The Cu(II) complex consists of ligand coordinated in a deprotonated, formally neutral zwitter-ionic form, via NNO atoms, one azido ligand and one methanol molecule. The Cu(II) complex was selected due to results of the cytotoxic activity, the brine shrimp test and DPPH radical scavenging activity, which were previously performed. The effects of Cu(II) complex on cell cycle phase distribution of cervical adenocarcinoma HeLa cells were investigated in order to examine the mechanisms of its anticancer activity. The measurement of intracellular ROS levels in HeLa and HaCaT cell lines were evaluated in order to explore their possible generation and the role in cytotoxic activity. The possible anti-invasive and anti-angiogenic properties of Cu(II) complex were evaluated. DNA binding experiments, including fluorescence displacement study and DNA cleavage experiments, were performed in order to obtain information on the type of DNA-metal complex interactions. © 2022 Serbian Chemical Society. All rights reserved.",
publisher = "Beograd : Srpsko hemijsko društvo",
journal = "Journal of the Serbian Chemical Society",
title = "Evaluation of antitumor potential of Cu(II) complex with
hydrazone of 2-acetylthiazole and Girard’s T reagent",
volume = "87",
number = "2",
pages = "181-192",
doi = "10.2298/JSC211203114S"
}

Stevanović, N., Jevtović, M., Mitić, D., Matić, I. Z., Crnogorac, M. Đ., Vujčić, M., Sladić, D., Čobeljić, B.,& Anđelković, K. K.. (2022). Evaluation of antitumor potential of Cu(II) complex with
hydrazone of 2-acetylthiazole and Girard’s T reagent. in Journal of the Serbian Chemical Society
Beograd : Srpsko hemijsko društvo., 87(2), 181-192.
https://doi.org/10.2298/JSC211203114S

Stevanović N, Jevtović M, Mitić D, Matić IZ, Crnogorac MĐ, Vujčić M, Sladić D, Čobeljić B, Anđelković KK. Evaluation of antitumor potential of Cu(II) complex with
hydrazone of 2-acetylthiazole and Girard’s T reagent. in Journal of the Serbian Chemical Society. 2022;87(2):181-192.
doi:10.2298/JSC211203114S .

Stevanović, Nevena, Jevtović, Mima, Mitić, Dragana, Matić, Ivana Z., Crnogorac, Marija Đ., Vujčić, Miroslava, Sladić, Dušan, Čobeljić, Božidar, Anđelković, Katarina K., "Evaluation of antitumor potential of Cu(II) complex with
hydrazone of 2-acetylthiazole and Girard’s T reagent" in Journal of the Serbian Chemical Society, 87, no. 2 (2022):181-192,
https://doi.org/10.2298/JSC211203114S . .

TY  - DATA
AU  - Stevanović, Nevena
AU  - Jevtović, Mima
AU  - Mitić, Dragana
AU  - Matić, Ivana Z.
AU  - Crnogorac, Marija Đ.
AU  - Vujčić, Miroslava
AU  - Sladić, Dušan
AU  - Čobeljić, Božidar
AU  - Anđelković, Katarina K.
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5154
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5155
AB  - In this paper, the previously synthesized Cu(II) complex ([CuL1(N3) (CH3OH)]BF4) with N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride, has been characterized and its biological activity has been studied in detail. The Cu(II) complex consists of ligand coordinated in a deprotonated, formally neutral zwitter-ionic form, via NNO atoms, one azido ligand and one methanol molecule. The Cu(II) complex was selected due to results of the cytotoxic activity, the brine shrimp test and DPPH radical scavenging activity, which were previously performed. The effects of Cu(II) complex on cell cycle phase distribution of cervical adenocarcinoma HeLa cells were investigated in order to examine the mechanisms of its anticancer activity. The measurement of intracellular ROS levels in HeLa and HaCaT cell lines were evaluated in order to explore their possible generation and the role in cytotoxic activity. The possible anti-invasive and anti-angiogenic properties of Cu(II) complex were evaluated. DNA binding experiments, including fluorescence displacement study and DNA cleavage experiments, were performed in order to obtain information on the type of DNA-metal complex interactions. © 2022 Serbian Chemical Society. All rights reserved.
PB  - Beograd : Srpsko hemijsko društvo
T1  - Supplementary information for the article: Stevanović, N.; Jevtović, M.; Mitić, D.; Matić, I. Z.; Crnogorac, M. Đ.; Vujčić, M.; Sladić, D.; Čobeljić, B.; Anđelković, K. Evaluation of Antitumor Potential of Cu(II) Complex with Hydrazone of 2-Acetylthiazole and Girard’s T Reagent. Journal of the Serbian Chemical Society 2022, 87 (2), 181–192. https://doi.org/10.2298/JSC211203114S.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5155
ER  - 

@misc{
author = "Stevanović, Nevena and Jevtović, Mima and Mitić, Dragana and Matić, Ivana Z. and Crnogorac, Marija Đ. and Vujčić, Miroslava and Sladić, Dušan and Čobeljić, Božidar and Anđelković, Katarina K.",
year = "2022",
abstract = "In this paper, the previously synthesized Cu(II) complex ([CuL1(N3) (CH3OH)]BF4) with N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride, has been characterized and its biological activity has been studied in detail. The Cu(II) complex consists of ligand coordinated in a deprotonated, formally neutral zwitter-ionic form, via NNO atoms, one azido ligand and one methanol molecule. The Cu(II) complex was selected due to results of the cytotoxic activity, the brine shrimp test and DPPH radical scavenging activity, which were previously performed. The effects of Cu(II) complex on cell cycle phase distribution of cervical adenocarcinoma HeLa cells were investigated in order to examine the mechanisms of its anticancer activity. The measurement of intracellular ROS levels in HeLa and HaCaT cell lines were evaluated in order to explore their possible generation and the role in cytotoxic activity. The possible anti-invasive and anti-angiogenic properties of Cu(II) complex were evaluated. DNA binding experiments, including fluorescence displacement study and DNA cleavage experiments, were performed in order to obtain information on the type of DNA-metal complex interactions. © 2022 Serbian Chemical Society. All rights reserved.",
publisher = "Beograd : Srpsko hemijsko društvo",
title = "Supplementary information for the article: Stevanović, N.; Jevtović, M.; Mitić, D.; Matić, I. Z.; Crnogorac, M. Đ.; Vujčić, M.; Sladić, D.; Čobeljić, B.; Anđelković, K. Evaluation of Antitumor Potential of Cu(II) Complex with Hydrazone of 2-Acetylthiazole and Girard’s T Reagent. Journal of the Serbian Chemical Society 2022, 87 (2), 181–192. https://doi.org/10.2298/JSC211203114S.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5155"
}

Stevanović, N., Jevtović, M., Mitić, D., Matić, I. Z., Crnogorac, M. Đ., Vujčić, M., Sladić, D., Čobeljić, B.,& Anđelković, K. K.. (2022). Supplementary information for the article: Stevanović, N.; Jevtović, M.; Mitić, D.; Matić, I. Z.; Crnogorac, M. Đ.; Vujčić, M.; Sladić, D.; Čobeljić, B.; Anđelković, K. Evaluation of Antitumor Potential of Cu(II) Complex with Hydrazone of 2-Acetylthiazole and Girard’s T Reagent. Journal of the Serbian Chemical Society 2022, 87 (2), 181–192. https://doi.org/10.2298/JSC211203114S.. 
Beograd : Srpsko hemijsko društvo..
https://hdl.handle.net/21.15107/rcub_cherry_5155

Stevanović N, Jevtović M, Mitić D, Matić IZ, Crnogorac MĐ, Vujčić M, Sladić D, Čobeljić B, Anđelković KK. Supplementary information for the article: Stevanović, N.; Jevtović, M.; Mitić, D.; Matić, I. Z.; Crnogorac, M. Đ.; Vujčić, M.; Sladić, D.; Čobeljić, B.; Anđelković, K. Evaluation of Antitumor Potential of Cu(II) Complex with Hydrazone of 2-Acetylthiazole and Girard’s T Reagent. Journal of the Serbian Chemical Society 2022, 87 (2), 181–192. https://doi.org/10.2298/JSC211203114S.. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_5155 .

Stevanović, Nevena, Jevtović, Mima, Mitić, Dragana, Matić, Ivana Z., Crnogorac, Marija Đ., Vujčić, Miroslava, Sladić, Dušan, Čobeljić, Božidar, Anđelković, Katarina K., "Supplementary information for the article: Stevanović, N.; Jevtović, M.; Mitić, D.; Matić, I. Z.; Crnogorac, M. Đ.; Vujčić, M.; Sladić, D.; Čobeljić, B.; Anđelković, K. Evaluation of Antitumor Potential of Cu(II) Complex with Hydrazone of 2-Acetylthiazole and Girard’s T Reagent. Journal of the Serbian Chemical Society 2022, 87 (2), 181–192. https://doi.org/10.2298/JSC211203114S." (2022),
https://hdl.handle.net/21.15107/rcub_cherry_5155 .

TY  - JOUR
AU  - Popović-Djordjević, Jelena
AU  - Kolarević, Stoimir
AU  - Jovanović-Marić, Jovana
AU  - Oaldje-Pavlovic, Mariana
AU  - Sladić, Dušan
AU  - Novaković, Irena T.
AU  - Vuković-Gačić, Branka
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6271
AB  - Biological activity of 2-tert-butyl-1,4-benzoquinone (TBQ) and its derivatives, 2-tert-butyl-5-(2-propylthio)-1,4-benzoquinone, 2-tert-butyl-5- -(propylthio)-1,4-benzoquinone, 2-tert-butyl-5,6-(ethylenedithio)-1,4-benzoquinone, 2-tert-butyl-5-(phenylthio)-1,4-benzoquinone and 2-tert-butyl-6-(phenylthio)- 1,4-benzoquinone, were tested for their antioxidant, antibacterial, toxic, cytotoxic and genotoxic potential. Using the DPPH test, all derivatives showed good antioxidant activity, better than ascorbic acid, and the 2-tert- -butyl-5-(propylthio)-1,4-benzoquinone derivative showed the strongest effect. Better antibacterial potential was observed against Gram-positive bacteria in the broth microdilution method in which the 2-tert-butyl-5-(phenylthio)-1,4- -benzoquinone derivative showed the strongest activity (MIC = 15.6 μM). The results of toxicity tests, using the Brine shrimp test, indicated that the derivatives lose their toxic potential compared to TBQ, except for 2-tert-butyl-6- -(phenylthio)-1,4-benzoquinone, which showed a 3 times stronger effect. Cytotoxicity was assessed by the MTT assay in 24 and 72 h treatments in MRC-5, HS 294T and A549 cell lines in threefold decreasing gradient (11, 33 and 100 μM). Modifications potentiate the cytotoxic effect, and the strongest effect was observed with the 2-tert-butyl-5,6-(ethylendithio)-1,4-benzoquinone derivative. In addition, the genotoxic potential was examined in the MRC-5 cell line using the comet assay. All tested derivatives of TBQ showed a genotoxic effect at all applied subtoxic concentrations. In general, the chemical modifications of TBQ enhanced its biological activity.
AB  - Испитана је биолошка активност 2-терц-бутил-1,4-бензохинона (TBQ) и његових деривата: 2-терц-бутил-5-(изопропилтио)-1,4-бензохинона, 2-терц-бутил-5-(пропилтио)-1,4-бензохинона, 2-терц-бутил-5,6-(етиленедитио)-1,4-бензохинона, 2-терц-бутил-  -5-(фенилтио)-1,4-бензохинона и 2-терц-бутил-6-(фенилтио)-1,4-бензохинона укључујући њихов антиоксидативни, антибактеријски, токсични, цитотоксични и генотоксични потенцијал. Применом DPPH теста, сви деривати су показали добру антиоксидативну активност, бољу од аскорбинске киселине, а најјаче дејство показао је дериват 2-терц-бутил-5-(пропилтио)-1,4-бензохинон. Бољи антимикробни потенцијал је примећен против Грам-позитивних бактерија методом микродилуције у бујону, где је дериват 2-терц-бутил-5-(фенилтио)-1,4-бензохинон показао најјачу активност (MIC = 15,6  μМ). Резултати испитивања токсичности, применом теста на Artemia salina, показују да деривати губе токсични потенцијал у односу на TBQ, осим 2-терц-бутил-6-(фенилтио)-  -1,4-бензохинона, који је показао 3 пута јачи ефекат. Цитотоксичност је испитана МТТ тестом у третманима од 24 и 72 h на ћелијским линијама MRC-5, HS 294T и A549 у троструко опадајућем градијенту (11, 33 и 100 μМ). Модификације појачавају цитотоксични ефекат, а најјачи ефекат је примећен код деривата 2-терц-бутил-5,6-(етилендитио)-1,4-бензохинона. Поред тога, генотоксични потенцијал је испитан на ћелијској линији MRC-5 комет тестом. Сви испитивани деривати су показали генотоксични ефекат при свим примењеним субтоксичним концентрацијама. Генерално, хемијске модификације побољшавају биолошку активност 2-терц-бутил-1,4-бензохинона.
PB  - Serbian chemical society
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis and biological activity of alkylthio and arylthio derivatives of tert-butylquinone
T1  - Синтеза и биолошка активност алкилтио и арилтио деривата терц-бутилхинона
VL  - 87
IS  - 11
SP  - 1245
EP  - 1258
DO  - 10.2298/JSC220304044D
ER  - 

@article{
author = "Popović-Djordjević, Jelena and Kolarević, Stoimir and Jovanović-Marić, Jovana and Oaldje-Pavlovic, Mariana and Sladić, Dušan and Novaković, Irena T. and Vuković-Gačić, Branka",
year = "2022",
abstract = "Biological activity of 2-tert-butyl-1,4-benzoquinone (TBQ) and its derivatives, 2-tert-butyl-5-(2-propylthio)-1,4-benzoquinone, 2-tert-butyl-5- -(propylthio)-1,4-benzoquinone, 2-tert-butyl-5,6-(ethylenedithio)-1,4-benzoquinone, 2-tert-butyl-5-(phenylthio)-1,4-benzoquinone and 2-tert-butyl-6-(phenylthio)- 1,4-benzoquinone, were tested for their antioxidant, antibacterial, toxic, cytotoxic and genotoxic potential. Using the DPPH test, all derivatives showed good antioxidant activity, better than ascorbic acid, and the 2-tert- -butyl-5-(propylthio)-1,4-benzoquinone derivative showed the strongest effect. Better antibacterial potential was observed against Gram-positive bacteria in the broth microdilution method in which the 2-tert-butyl-5-(phenylthio)-1,4- -benzoquinone derivative showed the strongest activity (MIC = 15.6 μM). The results of toxicity tests, using the Brine shrimp test, indicated that the derivatives lose their toxic potential compared to TBQ, except for 2-tert-butyl-6- -(phenylthio)-1,4-benzoquinone, which showed a 3 times stronger effect. Cytotoxicity was assessed by the MTT assay in 24 and 72 h treatments in MRC-5, HS 294T and A549 cell lines in threefold decreasing gradient (11, 33 and 100 μM). Modifications potentiate the cytotoxic effect, and the strongest effect was observed with the 2-tert-butyl-5,6-(ethylendithio)-1,4-benzoquinone derivative. In addition, the genotoxic potential was examined in the MRC-5 cell line using the comet assay. All tested derivatives of TBQ showed a genotoxic effect at all applied subtoxic concentrations. In general, the chemical modifications of TBQ enhanced its biological activity., Испитана је биолошка активност 2-терц-бутил-1,4-бензохинона (TBQ) и његових деривата: 2-терц-бутил-5-(изопропилтио)-1,4-бензохинона, 2-терц-бутил-5-(пропилтио)-1,4-бензохинона, 2-терц-бутил-5,6-(етиленедитио)-1,4-бензохинона, 2-терц-бутил-  -5-(фенилтио)-1,4-бензохинона и 2-терц-бутил-6-(фенилтио)-1,4-бензохинона укључујући њихов антиоксидативни, антибактеријски, токсични, цитотоксични и генотоксични потенцијал. Применом DPPH теста, сви деривати су показали добру антиоксидативну активност, бољу од аскорбинске киселине, а најјаче дејство показао је дериват 2-терц-бутил-5-(пропилтио)-1,4-бензохинон. Бољи антимикробни потенцијал је примећен против Грам-позитивних бактерија методом микродилуције у бујону, где је дериват 2-терц-бутил-5-(фенилтио)-1,4-бензохинон показао најјачу активност (MIC = 15,6  μМ). Резултати испитивања токсичности, применом теста на Artemia salina, показују да деривати губе токсични потенцијал у односу на TBQ, осим 2-терц-бутил-6-(фенилтио)-  -1,4-бензохинона, који је показао 3 пута јачи ефекат. Цитотоксичност је испитана МТТ тестом у третманима од 24 и 72 h на ћелијским линијама MRC-5, HS 294T и A549 у троструко опадајућем градијенту (11, 33 и 100 μМ). Модификације појачавају цитотоксични ефекат, а најјачи ефекат је примећен код деривата 2-терц-бутил-5,6-(етилендитио)-1,4-бензохинона. Поред тога, генотоксични потенцијал је испитан на ћелијској линији MRC-5 комет тестом. Сви испитивани деривати су показали генотоксични ефекат при свим примењеним субтоксичним концентрацијама. Генерално, хемијске модификације побољшавају биолошку активност 2-терц-бутил-1,4-бензохинона.",
publisher = "Serbian chemical society",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis and biological activity of alkylthio and arylthio derivatives of tert-butylquinone, Синтеза и биолошка активност алкилтио и арилтио деривата терц-бутилхинона",
volume = "87",
number = "11",
pages = "1245-1258",
doi = "10.2298/JSC220304044D"
}

Popović-Djordjević, J., Kolarević, S., Jovanović-Marić, J., Oaldje-Pavlovic, M., Sladić, D., Novaković, I. T.,& Vuković-Gačić, B.. (2022). Synthesis and biological activity of alkylthio and arylthio derivatives of tert-butylquinone. in Journal of the Serbian Chemical Society
Serbian chemical society., 87(11), 1245-1258.
https://doi.org/10.2298/JSC220304044D

Popović-Djordjević J, Kolarević S, Jovanović-Marić J, Oaldje-Pavlovic M, Sladić D, Novaković IT, Vuković-Gačić B. Synthesis and biological activity of alkylthio and arylthio derivatives of tert-butylquinone. in Journal of the Serbian Chemical Society. 2022;87(11):1245-1258.
doi:10.2298/JSC220304044D .

Popović-Djordjević, Jelena, Kolarević, Stoimir, Jovanović-Marić, Jovana, Oaldje-Pavlovic, Mariana, Sladić, Dušan, Novaković, Irena T., Vuković-Gačić, Branka, "Synthesis and biological activity of alkylthio and arylthio derivatives of tert-butylquinone" in Journal of the Serbian Chemical Society, 87, no. 11 (2022):1245-1258,
https://doi.org/10.2298/JSC220304044D . .

TY  - JOUR
AU  - Stevanović, Nevena
AU  - Zlatar, Matija
AU  - Novaković, Irena T.
AU  - Pevec, Andrej
AU  - Radanović, Dušanka D.
AU  - Matić, Ivana Z.
AU  - Đorđić Crnogorac, Marija
AU  - Stanojković, Tatjana
AU  - Vujčić, Miroslava
AU  - Gruden, Maja
AU  - Sladić, Dušan
AU  - Anđelković, Katarina K.
AU  - Turel, Iztok
AU  - Čobeljić, Božidar
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4857
AB  - In this paper, Cu(II), Mn(II) and Zn(II) complexes with N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL1Cl) were synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, elemental analysis and DFT calculations. In all three complexes, a ligand (L1) is coordinated in a deprotonated formally neutral zwitterionic form via NNO donor set atoms. Cu(II) and Zn(II) form mononuclear penta-coordinated complexes [CuL1(N3)(CH3OH)]BF4 and [ZnL1(N3)2], respectively, while Mn(II) forms a binuclear [Mn2L12(μ-1,1-N3)2(N3)2]·2CH3OH complex, with unusual distorted trigonal-prismatic geometry around the metal centers. The antimicrobial activity of these complexes was tested against a panel of Gram-negative and Gram-positive bacteria, two yeasts and one fungal strain. The binuclear Mn(II) complex showed antifungal activity of similar intensity to amphotericin B. Based on the results of the brine shrimp test and DPPH radical scavenging activity, the most active Cu(II) and Mn(II) complexes were selected for evaluation of cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and one normal cell line HaCaT. Both complexes showed significant activity. It should be pointed out that the activity of the Mn(II) complex against the MCF7 breast cancer cell line is only slightly weaker than that of cisplatin, but with selectivity to the tumor cell line in comparison to normal HaCaT cells, which is non-existent in the case of cisplatin.
PB  - Royal Society of Chemistry (RSC)
T2  - Dalton Transactions
T1  - Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity
VL  - 51
IS  - 1
SP  - 185
EP  - 196
DO  - 10.1039/D1DT03169D
ER  - 

@article{
author = "Stevanović, Nevena and Zlatar, Matija and Novaković, Irena T. and Pevec, Andrej and Radanović, Dušanka D. and Matić, Ivana Z. and Đorđić Crnogorac, Marija and Stanojković, Tatjana and Vujčić, Miroslava and Gruden, Maja and Sladić, Dušan and Anđelković, Katarina K. and Turel, Iztok and Čobeljić, Božidar",
year = "2022",
abstract = "In this paper, Cu(II), Mn(II) and Zn(II) complexes with N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL1Cl) were synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, elemental analysis and DFT calculations. In all three complexes, a ligand (L1) is coordinated in a deprotonated formally neutral zwitterionic form via NNO donor set atoms. Cu(II) and Zn(II) form mononuclear penta-coordinated complexes [CuL1(N3)(CH3OH)]BF4 and [ZnL1(N3)2], respectively, while Mn(II) forms a binuclear [Mn2L12(μ-1,1-N3)2(N3)2]·2CH3OH complex, with unusual distorted trigonal-prismatic geometry around the metal centers. The antimicrobial activity of these complexes was tested against a panel of Gram-negative and Gram-positive bacteria, two yeasts and one fungal strain. The binuclear Mn(II) complex showed antifungal activity of similar intensity to amphotericin B. Based on the results of the brine shrimp test and DPPH radical scavenging activity, the most active Cu(II) and Mn(II) complexes were selected for evaluation of cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and one normal cell line HaCaT. Both complexes showed significant activity. It should be pointed out that the activity of the Mn(II) complex against the MCF7 breast cancer cell line is only slightly weaker than that of cisplatin, but with selectivity to the tumor cell line in comparison to normal HaCaT cells, which is non-existent in the case of cisplatin.",
publisher = "Royal Society of Chemistry (RSC)",
journal = "Dalton Transactions",
title = "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity",
volume = "51",
number = "1",
pages = "185-196",
doi = "10.1039/D1DT03169D"
}

Stevanović, N., Zlatar, M., Novaković, I. T., Pevec, A., Radanović, D. D., Matić, I. Z., Đorđić Crnogorac, M., Stanojković, T., Vujčić, M., Gruden, M., Sladić, D., Anđelković, K. K., Turel, I.,& Čobeljić, B.. (2022). Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity. in Dalton Transactions
Royal Society of Chemistry (RSC)., 51(1), 185-196.
https://doi.org/10.1039/D1DT03169D

Stevanović N, Zlatar M, Novaković IT, Pevec A, Radanović DD, Matić IZ, Đorđić Crnogorac M, Stanojković T, Vujčić M, Gruden M, Sladić D, Anđelković KK, Turel I, Čobeljić B. Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity. in Dalton Transactions. 2022;51(1):185-196.
doi:10.1039/D1DT03169D .

Stevanović, Nevena, Zlatar, Matija, Novaković, Irena T., Pevec, Andrej, Radanović, Dušanka D., Matić, Ivana Z., Đorđić Crnogorac, Marija, Stanojković, Tatjana, Vujčić, Miroslava, Gruden, Maja, Sladić, Dušan, Anđelković, Katarina K., Turel, Iztok, Čobeljić, Božidar, "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity" in Dalton Transactions, 51, no. 1 (2022):185-196,
https://doi.org/10.1039/D1DT03169D . .

TY  - DATA
AU  - Stevanović, Nevena
AU  - Zlatar, Matija
AU  - Novaković, Irena T.
AU  - Pevec, Andrej
AU  - Radanović, Dušanka D.
AU  - Matić, Ivana Z.
AU  - Đorđić Crnogorac, Marija
AU  - Stanojković, Tatjana
AU  - Vujčić, Miroslava
AU  - Gruden, Maja
AU  - Sladić, Dušan
AU  - Anđelković, Katarina K.
AU  - Turel, Iztok
AU  - Čobeljić, Božidar
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4858
AB  - In this paper, Cu(II), Mn(II) and Zn(II) complexes with N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL1Cl) were synthesized and characterized by single-crystal X-ray diffraction, IR spectroscopy, elemental analysis and DFT calculations. In all three complexes, a ligand (L1) is coordinated in a deprotonated formally neutral zwitterionic form via NNO donor set atoms. Cu(II) and Zn(II) form mononuclear penta-coordinated complexes [CuL1(N3)(CH3OH)]BF4 and [ZnL1(N3)2], respectively, while Mn(II) forms a binuclear [Mn2L12(μ-1,1-N3)2(N3)2]·2CH3OH complex, with unusual distorted trigonal-prismatic geometry around the metal centers. The antimicrobial activity of these complexes was tested against a panel of Gram-negative and Gram-positive bacteria, two yeasts and one fungal strain. The binuclear Mn(II) complex showed antifungal activity of similar intensity to amphotericin B. Based on the results of the brine shrimp test and DPPH radical scavenging activity, the most active Cu(II) and Mn(II) complexes were selected for evaluation of cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and one normal cell line HaCaT. Both complexes showed significant activity. It should be pointed out that the activity of the Mn(II) complex against the MCF7 breast cancer cell line is only slightly weaker than that of cisplatin, but with selectivity to the tumor cell line in comparison to normal HaCaT cells, which is non-existent in the case of cisplatin.
PB  - Royal Society of Chemistry (RSC)
T2  - Dalton Transactions
T1  - Supporting information for: "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity"
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4858
ER  - 

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

Stevanović, N., Zlatar, M., Novaković, I. T., Pevec, A., Radanović, D. D., Matić, I. Z., Đorđić Crnogorac, M., Stanojković, T., Vujčić, M., Gruden, M., Sladić, D., Anđelković, K. K., Turel, I.,& Čobeljić, B.. (2022). Supporting information for: "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity". in Dalton Transactions
Royal Society of Chemistry (RSC)..
https://hdl.handle.net/21.15107/rcub_cherry_4858

Stevanović N, Zlatar M, Novaković IT, Pevec A, Radanović DD, Matić IZ, Đorđić Crnogorac M, Stanojković T, Vujčić M, Gruden M, Sladić D, Anđelković KK, Turel I, Čobeljić B. Supporting information for: "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity". in Dalton Transactions. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_4858 .

Stevanović, Nevena, Zlatar, Matija, Novaković, Irena T., Pevec, Andrej, Radanović, Dušanka D., Matić, Ivana Z., Đorđić Crnogorac, Marija, Stanojković, Tatjana, Vujčić, Miroslava, Gruden, Maja, Sladić, Dušan, Anđelković, Katarina K., Turel, Iztok, Čobeljić, Božidar, "Supporting information for: "Cu(II), Mn(II) and Zn(II) complexes of hydrazones with a quaternary ammonium moiety: synthesis, experimental and theoretical characterization and cytotoxic activity"" in Dalton Transactions (2022),
https://hdl.handle.net/21.15107/rcub_cherry_4858 .

TY  - JOUR
AU  - Stevanović, Nevena
AU  - Mazzeo, Paolo Pio
AU  - Bacchi, Alessia
AU  - Matić, Ivana Z.
AU  - Đorđić Crnogorac, Marija
AU  - Stanojković, Tatjana
AU  - Vujčić, Miroslava
AU  - Novaković, Irena T.
AU  - Radanović, Dušanka D.
AU  - Šumar-Ristović, Maja
AU  - Sladić, Dušan
AU  - Čobeljić, Božidar
AU  - Anđelković, Katarina K.
PY  - 2021
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4673
AB  - In this work synthesis, characterization and crystal structures of 1, Zn(II) complex ([ZnL1(NCS)2]), with (E)-1-(2-oxo-2-(2-(quinolin-2-ylmethylene)hydrazinyl)ethyl)pyridin-1-ium chloride (HL1Cl) and 2, Bi(III) complex ([BiHL2Cl4] × 1/2CH3OH), with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL2Cl), have been reported. Zn(II) complex possesses a distorted trigonal bipyramidal geometry while surroundings around Bi(III) ion are extended pentagonal bipyramidal. Antimicrobial activity, brine shrimp assay and DPPH radical scavenging activity of both complexes, including previously synthesized complexes with HL2Cl ligand (Zn(II) and Ni(II)) and complexes with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL3Cl) (Zn(II), Cu(II), Cd(II), Co(II), Fe(III), Ni(II)), were evaluated. For the most active complexes, cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and normal cell line HaCaT, as well as generation of reactive oxygen species (ROS), was tested.
PB  - Springer
T2  - JBIC Journal of Biological Inorganic Chemistry
T1  - Synthesis, characterization, antimicrobial and cytotoxic activity and DNA-binding properties of d-metal complexes with hydrazones of Girard’s T and P reagents
VL  - 26
SP  - 863
EP  - 880
DO  - 10.1007/s00775-021-01893-5
ER  - 

@article{
author = "Stevanović, Nevena and Mazzeo, Paolo Pio and Bacchi, Alessia and Matić, Ivana Z. and Đorđić Crnogorac, Marija and Stanojković, Tatjana and Vujčić, Miroslava and Novaković, Irena T. and Radanović, Dušanka D. and Šumar-Ristović, Maja and Sladić, Dušan and Čobeljić, Božidar and Anđelković, Katarina K.",
year = "2021",
abstract = "In this work synthesis, characterization and crystal structures of 1, Zn(II) complex ([ZnL1(NCS)2]), with (E)-1-(2-oxo-2-(2-(quinolin-2-ylmethylene)hydrazinyl)ethyl)pyridin-1-ium chloride (HL1Cl) and 2, Bi(III) complex ([BiHL2Cl4] × 1/2CH3OH), with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL2Cl), have been reported. Zn(II) complex possesses a distorted trigonal bipyramidal geometry while surroundings around Bi(III) ion are extended pentagonal bipyramidal. Antimicrobial activity, brine shrimp assay and DPPH radical scavenging activity of both complexes, including previously synthesized complexes with HL2Cl ligand (Zn(II) and Ni(II)) and complexes with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL3Cl) (Zn(II), Cu(II), Cd(II), Co(II), Fe(III), Ni(II)), were evaluated. For the most active complexes, cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and normal cell line HaCaT, as well as generation of reactive oxygen species (ROS), was tested.",
publisher = "Springer",
journal = "JBIC Journal of Biological Inorganic Chemistry",
title = "Synthesis, characterization, antimicrobial and cytotoxic activity and DNA-binding properties of d-metal complexes with hydrazones of Girard’s T and P reagents",
volume = "26",
pages = "863-880",
doi = "10.1007/s00775-021-01893-5"
}

Stevanović, N., Mazzeo, P. P., Bacchi, A., Matić, I. Z., Đorđić Crnogorac, M., Stanojković, T., Vujčić, M., Novaković, I. T., Radanović, D. D., Šumar-Ristović, M., Sladić, D., Čobeljić, B.,& Anđelković, K. K.. (2021). Synthesis, characterization, antimicrobial and cytotoxic activity and DNA-binding properties of d-metal complexes with hydrazones of Girard’s T and P reagents. in JBIC Journal of Biological Inorganic Chemistry
Springer., 26, 863-880.
https://doi.org/10.1007/s00775-021-01893-5

Stevanović N, Mazzeo PP, Bacchi A, Matić IZ, Đorđić Crnogorac M, Stanojković T, Vujčić M, Novaković IT, Radanović DD, Šumar-Ristović M, Sladić D, Čobeljić B, Anđelković KK. Synthesis, characterization, antimicrobial and cytotoxic activity and DNA-binding properties of d-metal complexes with hydrazones of Girard’s T and P reagents. in JBIC Journal of Biological Inorganic Chemistry. 2021;26:863-880.
doi:10.1007/s00775-021-01893-5 .

Stevanović, Nevena, Mazzeo, Paolo Pio, Bacchi, Alessia, Matić, Ivana Z., Đorđić Crnogorac, Marija, Stanojković, Tatjana, Vujčić, Miroslava, Novaković, Irena T., Radanović, Dušanka D., Šumar-Ristović, Maja, Sladić, Dušan, Čobeljić, Božidar, Anđelković, Katarina K., "Synthesis, characterization, antimicrobial and cytotoxic activity and DNA-binding properties of d-metal complexes with hydrazones of Girard’s T and P reagents" in JBIC Journal of Biological Inorganic Chemistry, 26 (2021):863-880,
https://doi.org/10.1007/s00775-021-01893-5 . .

TY  - DATA
AU  - Stevanović, Nevena
AU  - Mazzeo, Paolo Pio
AU  - Bacchi, Alessia
AU  - Matić, Ivana Z.
AU  - Đorđić Crnogorac, Marija
AU  - Stanojković, Tatjana
AU  - Vujčić, Miroslava
AU  - Novaković, Irena T.
AU  - Radanović, Dušanka D.
AU  - Šumar-Ristović, Maja
AU  - Sladić, Dušan
AU  - Čobeljić, Božidar
AU  - Anđelković, Katarina K.
PY  - 2021
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4675
AB  - In this work synthesis, characterization and crystal structures of 1, Zn(II) complex ([ZnL1(NCS)2]), with (E)-1-(2-oxo-2-(2-(quinolin-2-ylmethylene)hydrazinyl)ethyl)pyridin-1-ium chloride (HL1Cl) and 2, Bi(III) complex ([BiHL2Cl4] × 1/2CH3OH), with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL2Cl), have been reported. Zn(II) complex possesses a distorted trigonal bipyramidal geometry while surroundings around Bi(III) ion are extended pentagonal bipyramidal. Antimicrobial activity, brine shrimp assay and DPPH radical scavenging activity of both complexes, including previously synthesized complexes with HL2Cl ligand (Zn(II) and Ni(II)) and complexes with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL3Cl) (Zn(II), Cu(II), Cd(II), Co(II), Fe(III), Ni(II)), were evaluated. For the most active complexes, cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and normal cell line HaCaT, as well as generation of reactive oxygen species (ROS), was tested.
PB  - Springer
T2  - JBIC Journal of Biological Inorganic Chemistry
T1  - Supplementary data for the article: Stevanović, N.; Mazzeo, P. P.; Bacchi, A.; Matić, I. Z.; Đorđić Crnogorac, M.; Stanojković, T.; Vujčić, M.; Novaković, I.; Radanović, D.; Šumar-Ristović, M.; Sladić, D.; Čobeljić, B.; Anđelković, K. Synthesis, Characterization, Antimicrobial and Cytotoxic Activity and DNA-Binding Properties of d-Metal Complexes with Hydrazones of Girard’s T and P Reagents. J Biol Inorg Chem 2021. https://doi.org/10.1007/s00775-021-01893-5.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4675
ER  - 

@misc{
author = "Stevanović, Nevena and Mazzeo, Paolo Pio and Bacchi, Alessia and Matić, Ivana Z. and Đorđić Crnogorac, Marija and Stanojković, Tatjana and Vujčić, Miroslava and Novaković, Irena T. and Radanović, Dušanka D. and Šumar-Ristović, Maja and Sladić, Dušan and Čobeljić, Božidar and Anđelković, Katarina K.",
year = "2021",
abstract = "In this work synthesis, characterization and crystal structures of 1, Zn(II) complex ([ZnL1(NCS)2]), with (E)-1-(2-oxo-2-(2-(quinolin-2-ylmethylene)hydrazinyl)ethyl)pyridin-1-ium chloride (HL1Cl) and 2, Bi(III) complex ([BiHL2Cl4] × 1/2CH3OH), with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(thiazol-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL2Cl), have been reported. Zn(II) complex possesses a distorted trigonal bipyramidal geometry while surroundings around Bi(III) ion are extended pentagonal bipyramidal. Antimicrobial activity, brine shrimp assay and DPPH radical scavenging activity of both complexes, including previously synthesized complexes with HL2Cl ligand (Zn(II) and Ni(II)) and complexes with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HL3Cl) (Zn(II), Cu(II), Cd(II), Co(II), Fe(III), Ni(II)), were evaluated. For the most active complexes, cytotoxic activity against five malignant cancer cell lines (HeLa, A375, MCF7, PC-3 and A549) and normal cell line HaCaT, as well as generation of reactive oxygen species (ROS), was tested.",
publisher = "Springer",
journal = "JBIC Journal of Biological Inorganic Chemistry",
title = "Supplementary data for the article: Stevanović, N.; Mazzeo, P. P.; Bacchi, A.; Matić, I. Z.; Đorđić Crnogorac, M.; Stanojković, T.; Vujčić, M.; Novaković, I.; Radanović, D.; Šumar-Ristović, M.; Sladić, D.; Čobeljić, B.; Anđelković, K. Synthesis, Characterization, Antimicrobial and Cytotoxic Activity and DNA-Binding Properties of d-Metal Complexes with Hydrazones of Girard’s T and P Reagents. J Biol Inorg Chem 2021. https://doi.org/10.1007/s00775-021-01893-5.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4675"
}

Stevanović, N., Mazzeo, P. P., Bacchi, A., Matić, I. Z., Đorđić Crnogorac, M., Stanojković, T., Vujčić, M., Novaković, I. T., Radanović, D. D., Šumar-Ristović, M., Sladić, D., Čobeljić, B.,& Anđelković, K. K.. (2021). Supplementary data for the article: Stevanović, N.; Mazzeo, P. P.; Bacchi, A.; Matić, I. Z.; Đorđić Crnogorac, M.; Stanojković, T.; Vujčić, M.; Novaković, I.; Radanović, D.; Šumar-Ristović, M.; Sladić, D.; Čobeljić, B.; Anđelković, K. Synthesis, Characterization, Antimicrobial and Cytotoxic Activity and DNA-Binding Properties of d-Metal Complexes with Hydrazones of Girard’s T and P Reagents. J Biol Inorg Chem 2021. https://doi.org/10.1007/s00775-021-01893-5.. in JBIC Journal of Biological Inorganic Chemistry
Springer..
https://hdl.handle.net/21.15107/rcub_cherry_4675

Stevanović N, Mazzeo PP, Bacchi A, Matić IZ, Đorđić Crnogorac M, Stanojković T, Vujčić M, Novaković IT, Radanović DD, Šumar-Ristović M, Sladić D, Čobeljić B, Anđelković KK. Supplementary data for the article: Stevanović, N.; Mazzeo, P. P.; Bacchi, A.; Matić, I. Z.; Đorđić Crnogorac, M.; Stanojković, T.; Vujčić, M.; Novaković, I.; Radanović, D.; Šumar-Ristović, M.; Sladić, D.; Čobeljić, B.; Anđelković, K. Synthesis, Characterization, Antimicrobial and Cytotoxic Activity and DNA-Binding Properties of d-Metal Complexes with Hydrazones of Girard’s T and P Reagents. J Biol Inorg Chem 2021. https://doi.org/10.1007/s00775-021-01893-5.. in JBIC Journal of Biological Inorganic Chemistry. 2021;.
https://hdl.handle.net/21.15107/rcub_cherry_4675 .

Stevanović, Nevena, Mazzeo, Paolo Pio, Bacchi, Alessia, Matić, Ivana Z., Đorđić Crnogorac, Marija, Stanojković, Tatjana, Vujčić, Miroslava, Novaković, Irena T., Radanović, Dušanka D., Šumar-Ristović, Maja, Sladić, Dušan, Čobeljić, Božidar, Anđelković, Katarina K., "Supplementary data for the article: Stevanović, N.; Mazzeo, P. P.; Bacchi, A.; Matić, I. Z.; Đorđić Crnogorac, M.; Stanojković, T.; Vujčić, M.; Novaković, I.; Radanović, D.; Šumar-Ristović, M.; Sladić, D.; Čobeljić, B.; Anđelković, K. Synthesis, Characterization, Antimicrobial and Cytotoxic Activity and DNA-Binding Properties of d-Metal Complexes with Hydrazones of Girard’s T and P Reagents. J Biol Inorg Chem 2021. https://doi.org/10.1007/s00775-021-01893-5." in JBIC Journal of Biological Inorganic Chemistry (2021),
https://hdl.handle.net/21.15107/rcub_cherry_4675 .

TY  - JOUR
AU  - Čobeljić, Božidar
AU  - Živković, Marijana B.
AU  - Matić, Ivana Z.
AU  - Novaković, Irena T.
AU  - Sladić, Dušan
AU  - Anđelković, Katarina K.
AU  - Krstić, Natalija M.
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/4788
AB  - In this work, Pt(II) complexes of previously synthesized steroidal thiosemicarbazones were synthesized and characterized. The ligands and their metal complexes were studied by analytical and spectroscopic data (elemental analysis, IR, 1D-NMR and 2D-NMR, HSQC, HMBC, NOESY, COSY), the analysis of which enabled complete 1H and 13C assignments of each compound including E and Z isomers. All the synthesized ligands and complexes were screened for their cytotoxic and antimicrobial activity. The results demonstrate that the new steroidal thiosemicarbazone complexes were significantly less cytotoxic than the corresponding steroidal thiosemicarbazones. In addition, complexes showed lower antimicrobial activity than the standard drugs, similar to the activity of the starting thiosemicarbazones.
PB  - Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Synthesis, characterization and biological activity of Pt(II) complexes with steroidal thiosemicarbazones
VL  - 86
IS  - 5
SP  - 459
EP  - 468
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4788
ER  - 

@article{
author = "Čobeljić, Božidar and Živković, Marijana B. and Matić, Ivana Z. and Novaković, Irena T. and Sladić, Dušan and Anđelković, Katarina K. and Krstić, Natalija M.",
year = "2021",
abstract = "In this work, Pt(II) complexes of previously synthesized steroidal thiosemicarbazones were synthesized and characterized. The ligands and their metal complexes were studied by analytical and spectroscopic data (elemental analysis, IR, 1D-NMR and 2D-NMR, HSQC, HMBC, NOESY, COSY), the analysis of which enabled complete 1H and 13C assignments of each compound including E and Z isomers. All the synthesized ligands and complexes were screened for their cytotoxic and antimicrobial activity. The results demonstrate that the new steroidal thiosemicarbazone complexes were significantly less cytotoxic than the corresponding steroidal thiosemicarbazones. In addition, complexes showed lower antimicrobial activity than the standard drugs, similar to the activity of the starting thiosemicarbazones.",
publisher = "Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Synthesis, characterization and biological activity of Pt(II) complexes with steroidal thiosemicarbazones",
volume = "86",
number = "5",
pages = "459-468",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4788"
}

Čobeljić, B., Živković, M. B., Matić, I. Z., Novaković, I. T., Sladić, D., Anđelković, K. K.,& Krstić, N. M.. (2021). Synthesis, characterization and biological activity of Pt(II) complexes with steroidal thiosemicarbazones. in Journal of the Serbian Chemical Society
Serbian Chemical Society., 86(5), 459-468.
https://hdl.handle.net/21.15107/rcub_cherry_4788

Čobeljić B, Živković MB, Matić IZ, Novaković IT, Sladić D, Anđelković KK, Krstić NM. Synthesis, characterization and biological activity of Pt(II) complexes with steroidal thiosemicarbazones. in Journal of the Serbian Chemical Society. 2021;86(5):459-468.
https://hdl.handle.net/21.15107/rcub_cherry_4788 .

Čobeljić, Božidar, Živković, Marijana B., Matić, Ivana Z., Novaković, Irena T., Sladić, Dušan, Anđelković, Katarina K., Krstić, Natalija M., "Synthesis, characterization and biological activity of Pt(II) complexes with steroidal thiosemicarbazones" in Journal of the Serbian Chemical Society, 86, no. 5 (2021):459-468,
https://hdl.handle.net/21.15107/rcub_cherry_4788 .

TY  - JOUR
AU  - Popović-Đorđević, Jelena
AU  - Kolarević, Stoimir
AU  - Jovanović, Jovana
AU  - Kostić-Vuković, Jovana
AU  - Novaković, Irena T.
AU  - Jeremić, Marko
AU  - Sladić, Dušan
AU  - Vuković-Gačić, Branka
PY  - 2020
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/347
AB  - Tert-butylquinone (TBQ) and its alkylamino and aralkylamino derivatives are of high interest as a potential antitumor agent. Therefore, it was necessary to investigate if the compounds exert undesirable activities such as interaction with DNA molecule which could result in negative side effects in the case of their use in the diseases treatment. The major aim of this study was to investigate genotoxic potential of TBQ and selected derivatives in an acellular model by using plasmid DNA, in the prokaryotic model by the SOS/umuC assay in Salmonella typhimurium TA1535/pSK1002 and in eukaryotic models by using comet assay in human fetal lung cell line (MRC-5) and human liver cancer cell line (HepG2). Results indicated that in the acellular model TBQ and its derivatives do not interact with plasmid pUC19. In the prokaryotic model, only TBQ exerted weak genotoxic potential and only at highly cytotoxic concentrations. In eukaryotic models, genotoxic potential was detected mainly at the highest concentrations of the tested substances but the effect was lower in both cell lines in comparison with benzo[a]pyrene and etoposide which were used as positive controls. Weak genotoxic potential of tested compounds recommends them as good candidates for further testing in development of new antitumor agents. © 2018, © 2018 Informa UK Limited, trading as Taylor & Francis Group.
PB  - Taylor & Francis
T2  - Drug and Chemical Toxicology
T1  - Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models
VL  - 43
IS  - 5
DO  - 10.1080/01480545.2018.1514043
ER  - 

@article{
author = "Popović-Đorđević, Jelena and Kolarević, Stoimir and Jovanović, Jovana and Kostić-Vuković, Jovana and Novaković, Irena T. and Jeremić, Marko and Sladić, Dušan and Vuković-Gačić, Branka",
year = "2020",
abstract = "Tert-butylquinone (TBQ) and its alkylamino and aralkylamino derivatives are of high interest as a potential antitumor agent. Therefore, it was necessary to investigate if the compounds exert undesirable activities such as interaction with DNA molecule which could result in negative side effects in the case of their use in the diseases treatment. The major aim of this study was to investigate genotoxic potential of TBQ and selected derivatives in an acellular model by using plasmid DNA, in the prokaryotic model by the SOS/umuC assay in Salmonella typhimurium TA1535/pSK1002 and in eukaryotic models by using comet assay in human fetal lung cell line (MRC-5) and human liver cancer cell line (HepG2). Results indicated that in the acellular model TBQ and its derivatives do not interact with plasmid pUC19. In the prokaryotic model, only TBQ exerted weak genotoxic potential and only at highly cytotoxic concentrations. In eukaryotic models, genotoxic potential was detected mainly at the highest concentrations of the tested substances but the effect was lower in both cell lines in comparison with benzo[a]pyrene and etoposide which were used as positive controls. Weak genotoxic potential of tested compounds recommends them as good candidates for further testing in development of new antitumor agents. © 2018, © 2018 Informa UK Limited, trading as Taylor & Francis Group.",
publisher = "Taylor & Francis",
journal = "Drug and Chemical Toxicology",
title = "Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models",
volume = "43",
number = "5",
doi = "10.1080/01480545.2018.1514043"
}

Popović-Đorđević, J., Kolarević, S., Jovanović, J., Kostić-Vuković, J., Novaković, I. T., Jeremić, M., Sladić, D.,& Vuković-Gačić, B.. (2020). Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models. in Drug and Chemical Toxicology
Taylor & Francis., 43(5).
https://doi.org/10.1080/01480545.2018.1514043

Popović-Đorđević J, Kolarević S, Jovanović J, Kostić-Vuković J, Novaković IT, Jeremić M, Sladić D, Vuković-Gačić B. Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models. in Drug and Chemical Toxicology. 2020;43(5).
doi:10.1080/01480545.2018.1514043 .

Popović-Đorđević, Jelena, Kolarević, Stoimir, Jovanović, Jovana, Kostić-Vuković, Jovana, Novaković, Irena T., Jeremić, Marko, Sladić, Dušan, Vuković-Gačić, Branka, "Evaluation of genotoxic potential of tert-butylquinone and its derivatives in prokaryotic and eukaryotic test models" in Drug and Chemical Toxicology, 43, no. 5 (2020),
https://doi.org/10.1080/01480545.2018.1514043 . .

TY  - JOUR
AU  - Živković, Marijana B.
AU  - Novaković, Irena T.
AU  - Matić, Ivana Z.
AU  - Sladić, Dušan
AU  - Krstić, Natalija M.
PY  - 2019
UR  - http://www.sciencedirect.com/science/article/pii/S0039128X19300893
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3082
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.
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 T. and Matić, Ivana Z. and Sladić, Dušan and Krstić, Natalija M.",
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.",
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. T., Matić, I. Z., Sladić, D.,& Krstić, N. M.. (2019). Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives. in Steroids, 148, 36-46.
https://doi.org/10.1016/j.steroids.2019.04.010

Živković MB, Novaković IT, Matić IZ, Sladić D, Krstić NM. 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 T., Matić, Ivana Z., Sladić, Dušan, Krstić, Natalija M., "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 . .

TY  - DATA
AU  - Živković, Marijana B.
AU  - Novaković, Irena T.
AU  - Matić, Ivana Z.
AU  - Sladić, Dušan
AU  - Krstić, Natalija M.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3083
T2  - Steroids
T1  - Supplementary data for article: Živković, M. B.; Novaković, I. T.; Matić, I. Z.; Sladić, D. M.; Krstić, N. M. Synthesis and Preliminary Screening for the Biological Activity of Some Steroidal Δ4-Unsaturated Semicarbazone Derivatives. Steroids 2019, 148, 36–46. https://doi.org/10.1016/j.steroids.2019.04.010
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3083
ER  - 

@misc{
author = "Živković, Marijana B. and Novaković, Irena T. and Matić, Ivana Z. and Sladić, Dušan and Krstić, Natalija M.",
year = "2019",
journal = "Steroids",
title = "Supplementary data for article: Živković, M. B.; Novaković, I. T.; Matić, I. Z.; Sladić, D. M.; Krstić, N. M. Synthesis and Preliminary Screening for the Biological Activity of Some Steroidal Δ4-Unsaturated Semicarbazone Derivatives. Steroids 2019, 148, 36–46. https://doi.org/10.1016/j.steroids.2019.04.010",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3083"
}

Živković, M. B., Novaković, I. T., Matić, I. Z., Sladić, D.,& Krstić, N. M.. (2019). Supplementary data for article: Živković, M. B.; Novaković, I. T.; Matić, I. Z.; Sladić, D. M.; Krstić, N. M. Synthesis and Preliminary Screening for the Biological Activity of Some Steroidal Δ4-Unsaturated Semicarbazone Derivatives. Steroids 2019, 148, 36–46. https://doi.org/10.1016/j.steroids.2019.04.010. in Steroids.
https://hdl.handle.net/21.15107/rcub_cherry_3083

Živković MB, Novaković IT, Matić IZ, Sladić D, Krstić NM. Supplementary data for article: Živković, M. B.; Novaković, I. T.; Matić, I. Z.; Sladić, D. M.; Krstić, N. M. Synthesis and Preliminary Screening for the Biological Activity of Some Steroidal Δ4-Unsaturated Semicarbazone Derivatives. Steroids 2019, 148, 36–46. https://doi.org/10.1016/j.steroids.2019.04.010. in Steroids. 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_3083 .

Živković, Marijana B., Novaković, Irena T., Matić, Ivana Z., Sladić, Dušan, Krstić, Natalija M., "Supplementary data for article: Živković, M. B.; Novaković, I. T.; Matić, I. Z.; Sladić, D. M.; Krstić, N. M. Synthesis and Preliminary Screening for the Biological Activity of Some Steroidal Δ4-Unsaturated Semicarbazone Derivatives. Steroids 2019, 148, 36–46. https://doi.org/10.1016/j.steroids.2019.04.010" in Steroids (2019),
https://hdl.handle.net/21.15107/rcub_cherry_3083 .

TY  - JOUR
AU  - Živković, Marijana B.
AU  - Novaković, Irena T.
AU  - Matić, Ivana Z.
AU  - Sladić, Dušan
AU  - Krstić, Natalija M.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3084
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.
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 T. and Matić, Ivana Z. and Sladić, Dušan and Krstić, Natalija M.",
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.",
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. T., Matić, I. Z., Sladić, D.,& Krstić, N. M.. (2019). Synthesis and preliminary screening for the biological activity of some steroidal Δ4-unsaturated semicarbazone derivatives. in Steroids, 148, 36-46.
https://doi.org/10.1016/j.steroids.2019.04.010

Živković MB, Novaković IT, Matić IZ, Sladić D, Krstić NM. 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 T., Matić, Ivana Z., Sladić, Dušan, Krstić, Natalija M., "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 . .

TY  - DATA
AU  - Jakovljević, Katarina
AU  - Joksović, Milan D.
AU  - Matić, Ivana Z.
AU  - Petrović, Nina
AU  - Stanojković, Tatjana
AU  - Sladić, Dušan
AU  - Vujčić, Miroslava
AU  - Janović, Barbara
AU  - Joksović, Ljubinka
AU  - Trifunović, Snežana S.
AU  - Marković, Violeta
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3051
PB  - Royal Soc Chemistry, Cambridge
T2  - MedChemComm
T1  - Supplementary material for the article: Jakovljević, K.; Joksović, M. D.; Matić, I. Z.; Petrović, N.; Stanojković, T.; Sladić, D.;  Vujčić, M.; Janović, B.; Joksović, L.; Trifunović, S.; et al. Novel 1,3,4-Thiadiazole-Chalcone  Hybrids Containing Catechol Moiety: Synthesis, Antioxidant Activity, Cytotoxicity and  DNA Interaction Studies. MedChemComm 2018, 9 (10), 1679–1697.  https://doi.org/10.1039/c8md00316e
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3051
ER  - 

@misc{
author = "Jakovljević, Katarina and Joksović, Milan D. and Matić, Ivana Z. and Petrović, Nina and Stanojković, Tatjana and Sladić, Dušan and Vujčić, Miroslava and Janović, Barbara and Joksović, Ljubinka and Trifunović, Snežana S. and Marković, Violeta",
year = "2018",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "MedChemComm",
title = "Supplementary material for the article: Jakovljević, K.; Joksović, M. D.; Matić, I. Z.; Petrović, N.; Stanojković, T.; Sladić, D.;  Vujčić, M.; Janović, B.; Joksović, L.; Trifunović, S.; et al. Novel 1,3,4-Thiadiazole-Chalcone  Hybrids Containing Catechol Moiety: Synthesis, Antioxidant Activity, Cytotoxicity and  DNA Interaction Studies. MedChemComm 2018, 9 (10), 1679–1697.  https://doi.org/10.1039/c8md00316e",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3051"
}

Jakovljević, K., Joksović, M. D., Matić, I. Z., Petrović, N., Stanojković, T., Sladić, D., Vujčić, M., Janović, B., Joksović, L., Trifunović, S. S.,& Marković, V.. (2018). Supplementary material for the article: Jakovljević, K.; Joksović, M. D.; Matić, I. Z.; Petrović, N.; Stanojković, T.; Sladić, D.;  Vujčić, M.; Janović, B.; Joksović, L.; Trifunović, S.; et al. Novel 1,3,4-Thiadiazole-Chalcone  Hybrids Containing Catechol Moiety: Synthesis, Antioxidant Activity, Cytotoxicity and  DNA Interaction Studies. MedChemComm 2018, 9 (10), 1679–1697.  https://doi.org/10.1039/c8md00316e. in MedChemComm
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3051

Jakovljević K, Joksović MD, Matić IZ, Petrović N, Stanojković T, Sladić D, Vujčić M, Janović B, Joksović L, Trifunović SS, Marković V. Supplementary material for the article: Jakovljević, K.; Joksović, M. D.; Matić, I. Z.; Petrović, N.; Stanojković, T.; Sladić, D.;  Vujčić, M.; Janović, B.; Joksović, L.; Trifunović, S.; et al. Novel 1,3,4-Thiadiazole-Chalcone  Hybrids Containing Catechol Moiety: Synthesis, Antioxidant Activity, Cytotoxicity and  DNA Interaction Studies. MedChemComm 2018, 9 (10), 1679–1697.  https://doi.org/10.1039/c8md00316e. in MedChemComm. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_3051 .

Jakovljević, Katarina, Joksović, Milan D., Matić, Ivana Z., Petrović, Nina, Stanojković, Tatjana, Sladić, Dušan, Vujčić, Miroslava, Janović, Barbara, Joksović, Ljubinka, Trifunović, Snežana S., Marković, Violeta, "Supplementary material for the article: Jakovljević, K.; Joksović, M. D.; Matić, I. Z.; Petrović, N.; Stanojković, T.; Sladić, D.;  Vujčić, M.; Janović, B.; Joksović, L.; Trifunović, S.; et al. Novel 1,3,4-Thiadiazole-Chalcone  Hybrids Containing Catechol Moiety: Synthesis, Antioxidant Activity, Cytotoxicity and  DNA Interaction Studies. MedChemComm 2018, 9 (10), 1679–1697.  https://doi.org/10.1039/c8md00316e" in MedChemComm (2018),
https://hdl.handle.net/21.15107/rcub_cherry_3051 .

TY  - JOUR
AU  - Jeremić, Dejan
AU  - Đorđević, Milena M.
AU  - Miletić, Srđan B.
AU  - Anđelković, Ljubica
AU  - Sladić, Dušan
AU  - Brčeski, Ilija
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2178
AB  - In this work, three novel silver(I) complexes with an almost completely rigid and bulky monodentate ligand, 1-adamantanamine, were synthesized. The aliphatic amine, 1-adamantanamine, is the sole electron donor ligand in these complexes. In addition to spectroscopic characterization, the basic biological activities of the new compounds were investigated and their minimum inhibitory concentrations were determined. The antifungal and antibacterial activities indicate that these compounds could potentially be applied as new therapeutics.
PB  - Serbian Chemical Soc, Belgrade
T2  - Journal of the Serbian Chemical Society
T1  - Novel silver(I) compounds with 1-adamantanamine
VL  - 83
IS  - 6
SP  - 699
EP  - 705
DO  - 10.2298/JSC171114041J
ER  - 

@article{
author = "Jeremić, Dejan and Đorđević, Milena M. and Miletić, Srđan B. and Anđelković, Ljubica and Sladić, Dušan and Brčeski, Ilija",
year = "2018",
abstract = "In this work, three novel silver(I) complexes with an almost completely rigid and bulky monodentate ligand, 1-adamantanamine, were synthesized. The aliphatic amine, 1-adamantanamine, is the sole electron donor ligand in these complexes. In addition to spectroscopic characterization, the basic biological activities of the new compounds were investigated and their minimum inhibitory concentrations were determined. The antifungal and antibacterial activities indicate that these compounds could potentially be applied as new therapeutics.",
publisher = "Serbian Chemical Soc, Belgrade",
journal = "Journal of the Serbian Chemical Society",
title = "Novel silver(I) compounds with 1-adamantanamine",
volume = "83",
number = "6",
pages = "699-705",
doi = "10.2298/JSC171114041J"
}

Jeremić, D., Đorđević, M. M., Miletić, S. B., Anđelković, L., Sladić, D.,& Brčeski, I.. (2018). Novel silver(I) compounds with 1-adamantanamine. in Journal of the Serbian Chemical Society
Serbian Chemical Soc, Belgrade., 83(6), 699-705.
https://doi.org/10.2298/JSC171114041J

Jeremić D, Đorđević MM, Miletić SB, Anđelković L, Sladić D, Brčeski I. Novel silver(I) compounds with 1-adamantanamine. in Journal of the Serbian Chemical Society. 2018;83(6):699-705.
doi:10.2298/JSC171114041J .

Jeremić, Dejan, Đorđević, Milena M., Miletić, Srđan B., Anđelković, Ljubica, Sladić, Dušan, Brčeski, Ilija, "Novel silver(I) compounds with 1-adamantanamine" in Journal of the Serbian Chemical Society, 83, no. 6 (2018):699-705,
https://doi.org/10.2298/JSC171114041J . .

TY  - JOUR
AU  - Jakovljević, Katarina
AU  - Joksović, Milan D.
AU  - Matić, Ivana Z.
AU  - Petrović, Nina
AU  - Stanojković, Tatjana
AU  - Sladić, Dušan
AU  - Vujčić, Miroslava
AU  - Janović, Barbara
AU  - Joksović, Ljubinka
AU  - Trifunović, Snežana S.
AU  - Marković, Violeta
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2892
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 Joksović, Milan D. and Matić, Ivana Z. and Petrović, Nina and Stanojković, Tatjana and Sladić, Dušan and Vujčić, Miroslava and Janović, Barbara and Joksović, Ljubinka and Trifunović, Snežana S. and Marković, 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., Joksović, M. D., Matić, I. Z., Petrović, N., Stanojković, T., Sladić, D., Vujčić, M., Janović, B., Joksović, L., Trifunović, S. S.,& Marković, 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, Joksović MD, Matić IZ, Petrović N, Stanojković T, Sladić D, Vujčić M, Janović B, Joksović L, Trifunović SS, Marković 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, Joksović, Milan D., Matić, Ivana Z., Petrović, Nina, Stanojković, Tatjana, Sladić, Dušan, Vujčić, Miroslava, Janović, Barbara, Joksović, Ljubinka, Trifunović, Snežana S., Marković, 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 . .

TY  - JOUR
AU  - Jakovljević, Katarina
AU  - Joksović, Milan D.
AU  - Matić, Ivana Z.
AU  - Petrović, Nina
AU  - Stanojković, Tatjana
AU  - Sladić, Dušan
AU  - Vujčić, Miroslava
AU  - Janović, Barbara
AU  - Joksović, Ljubinka
AU  - Trifunović, Snežana S.
AU  - Marković, Violeta
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2089
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 Joksović, Milan D. and Matić, Ivana Z. and Petrović, Nina and Stanojković, Tatjana and Sladić, Dušan and Vujčić, Miroslava and Janović, Barbara and Joksović, Ljubinka and Trifunović, Snežana S. and Marković, 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., Joksović, M. D., Matić, I. Z., Petrović, N., Stanojković, T., Sladić, D., Vujčić, M., Janović, B., Joksović, L., Trifunović, S. S.,& Marković, 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, Joksović MD, Matić IZ, Petrović N, Stanojković T, Sladić D, Vujčić M, Janović B, Joksović L, Trifunović SS, Marković 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, Joksović, Milan D., Matić, Ivana Z., Petrović, Nina, Stanojković, Tatjana, Sladić, Dušan, Vujčić, Miroslava, Janović, Barbara, Joksović, Ljubinka, Trifunović, Snežana S., Marković, 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 . .

TY  - JOUR
AU  - Živković, Marijana B.
AU  - Matić, Ivana Z.
AU  - Rodić, Marko
AU  - Novaković, Irena T.
AU  - Krivokuća, Ana M.
AU  - Sladić, Dušan
AU  - Krstić, Natalija M.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3191
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  - Pergamon-Elsevier Science Ltd, Oxford
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 B. and Matić, Ivana Z. and Rodić, Marko and Novaković, Irena T. and Krivokuća, Ana M. and Sladić, Dušan and Krstić, Natalija M.",
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 = "Pergamon-Elsevier Science Ltd, Oxford",
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. B., Matić, I. Z., Rodić, M., Novaković, I. T., Krivokuća, A. M., Sladić, D.,& Krstić, N. M.. (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
Pergamon-Elsevier Science Ltd, Oxford., 174, 72-85.
https://doi.org/10.1016/j.jsbmb.2017.07.031

Živković MB, Matić IZ, Rodić M, Novaković IT, Krivokuća AM, Sladić D, Krstić NM. 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 B., Matić, Ivana Z., Rodić, Marko, Novaković, Irena T., Krivokuća, Ana M., Sladić, Dušan, Krstić, Natalija M., "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 . .

TY  - DATA
AU  - Živković, Marijana B.
AU  - Matić, Ivana Z.
AU  - Rodić, Marko
AU  - Novaković, Irena T.

AU  - Krivokuća, Ana M.
AU  - Sladić, Dušan
AU  - Krstić, Natalija M.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3192
PB  - Pergamon-Elsevier Science Ltd, Oxford
T2  - Journal of Steroid Biochemistry and Molecular Biology
T1  - Supplementary material for the article:         Živković, M. B.; Matić, I. Z.; Rodić, M. V.; Novaković, I. T.; Krivokuća, A. M.; Sladić, D. M.; Krstić, N. M. Anticancer Potential of New Steroidal Thiazolidin-4-One Derivatives. Mechanisms of Cytotoxic Action and Effects on Angiogenesis in Vitro. Journal of Steroid Biochemistry and Molecular Biology 2017, 174, 72–85. https://doi.org/10.1016/j.jsbmb.2017.07.031
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3192
ER  - 

@misc{
author = "Živković, Marijana B. and Matić, Ivana Z. and Rodić, Marko and Novaković, Irena T.
 and Krivokuća, Ana M. and Sladić, Dušan and Krstić, Natalija M.",
year = "2017",
publisher = "Pergamon-Elsevier Science Ltd, Oxford",
journal = "Journal of Steroid Biochemistry and Molecular Biology",
title = "Supplementary material for the article:         Živković, M. B.; Matić, I. Z.; Rodić, M. V.; Novaković, I. T.; Krivokuća, A. M.; Sladić, D. M.; Krstić, N. M. Anticancer Potential of New Steroidal Thiazolidin-4-One Derivatives. Mechanisms of Cytotoxic Action and Effects on Angiogenesis in Vitro. Journal of Steroid Biochemistry and Molecular Biology 2017, 174, 72–85. https://doi.org/10.1016/j.jsbmb.2017.07.031",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3192"
}

Živković, M. B., Matić, I. Z., Rodić, M., Novaković, I. T., Krivokuća, A. M., Sladić, D.,& Krstić, N. M.. (2017). Supplementary material for the article:         Živković, M. B.; Matić, I. Z.; Rodić, M. V.; Novaković, I. T.; Krivokuća, A. M.; Sladić, D. M.; Krstić, N. M. Anticancer Potential of New Steroidal Thiazolidin-4-One Derivatives. Mechanisms of Cytotoxic Action and Effects on Angiogenesis in Vitro. Journal of Steroid Biochemistry and Molecular Biology 2017, 174, 72–85. https://doi.org/10.1016/j.jsbmb.2017.07.031. in Journal of Steroid Biochemistry and Molecular Biology
Pergamon-Elsevier Science Ltd, Oxford..
https://hdl.handle.net/21.15107/rcub_cherry_3192

Živković MB, Matić IZ, Rodić M, Novaković IT, Krivokuća AM, Sladić D, Krstić NM. Supplementary material for the article:         Živković, M. B.; Matić, I. Z.; Rodić, M. V.; Novaković, I. T.; Krivokuća, A. M.; Sladić, D. M.; Krstić, N. M. Anticancer Potential of New Steroidal Thiazolidin-4-One Derivatives. Mechanisms of Cytotoxic Action and Effects on Angiogenesis in Vitro. Journal of Steroid Biochemistry and Molecular Biology 2017, 174, 72–85. https://doi.org/10.1016/j.jsbmb.2017.07.031. in Journal of Steroid Biochemistry and Molecular Biology. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3192 .

Živković, Marijana B., Matić, Ivana Z., Rodić, Marko, Novaković, Irena T.
, Krivokuća, Ana M., Sladić, Dušan, Krstić, Natalija M., "Supplementary material for the article:         Živković, M. B.; Matić, I. Z.; Rodić, M. V.; Novaković, I. T.; Krivokuća, A. M.; Sladić, D. M.; Krstić, N. M. Anticancer Potential of New Steroidal Thiazolidin-4-One Derivatives. Mechanisms of Cytotoxic Action and Effects on Angiogenesis in Vitro. Journal of Steroid Biochemistry and Molecular Biology 2017, 174, 72–85. https://doi.org/10.1016/j.jsbmb.2017.07.031" in Journal of Steroid Biochemistry and Molecular Biology (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3192 .

TY  - JOUR
AU  - Anđelković, Katarina K.
AU  - Milenković, Milica R.
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Matić, Ivana Z.
AU  - Vujčić, Miroslava
AU  - Sladić, Dušan
AU  - Radanović, Dušanka D.
AU  - Brađan, Gabrijela
AU  - Belošević, Svetlana
AU  - Čobeljić, Božidar
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3258
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 K. and Milenković, Milica R. and Pevec, Andrej and Turel, Iztok and Matić, Ivana Z. and Vujčić, Miroslava and Sladić, Dušan and Radanović, Dušanka D. and Brađan, Gabrijela and Belošević, 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. K., Milenković, M. R., Pevec, A., Turel, I., Matić, I. Z., Vujčić, M., Sladić, D., Radanović, D. D., Brađan, G., Belošević, 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 KK, Milenković MR, Pevec A, Turel I, Matić IZ, Vujčić M, Sladić D, Radanović DD, Brađan G, Belošević 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 K., Milenković, Milica R., Pevec, Andrej, Turel, Iztok, Matić, Ivana Z., Vujčić, Miroslava, Sladić, Dušan, Radanović, Dušanka D., Brađan, Gabrijela, Belošević, 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 . .

TY  - DATA
AU  - Anđelković, Katarina K.
AU  - Milenković, Milica R.
AU  - Pevec, Andrej
AU  - Turel, Iztok
AU  - Matić, Ivana Z.
AU  - Vujčić, Miroslava
AU  - Sladić, Dušan
AU  - Radanović, Dušanka D.
AU  - Brađan, Gabrijela
AU  - Belošević, Svetlana
AU  - Čobeljić, Božidar
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3259
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary material for the article: Anđelković, K.; Milenković, M. R.; Pevec, A.; Turel, I.; Matić, I. Z.; Vujčić, M.; Sladić, D.; Radanović, D.; Brađan, G.; Belošević, S.; et al. 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. Journal of Inorganic Biochemistry 2017, 174, 137–149. https://doi.org/10.1016/j.jinorgbio.2017.06.011
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3259
ER  - 

@misc{
author = "Anđelković, Katarina K. and Milenković, Milica R. and Pevec, Andrej and Turel, Iztok and Matić, Ivana Z. and Vujčić, Miroslava and Sladić, Dušan and Radanović, Dušanka D. and Brađan, Gabrijela and Belošević, Svetlana and Čobeljić, Božidar",
year = "2017",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary material for the article: Anđelković, K.; Milenković, M. R.; Pevec, A.; Turel, I.; Matić, I. Z.; Vujčić, M.; Sladić, D.; Radanović, D.; Brađan, G.; Belošević, S.; et al. 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. Journal of Inorganic Biochemistry 2017, 174, 137–149. https://doi.org/10.1016/j.jinorgbio.2017.06.011",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3259"
}

Anđelković, K. K., Milenković, M. R., Pevec, A., Turel, I., Matić, I. Z., Vujčić, M., Sladić, D., Radanović, D. D., Brađan, G., Belošević, S.,& Čobeljić, B.. (2017). Supplementary material for the article: Anđelković, K.; Milenković, M. R.; Pevec, A.; Turel, I.; Matić, I. Z.; Vujčić, M.; Sladić, D.; Radanović, D.; Brađan, G.; Belošević, S.; et al. 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. Journal of Inorganic Biochemistry 2017, 174, 137–149. https://doi.org/10.1016/j.jinorgbio.2017.06.011. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York..
https://hdl.handle.net/21.15107/rcub_cherry_3259

Anđelković KK, Milenković MR, Pevec A, Turel I, Matić IZ, Vujčić M, Sladić D, Radanović DD, Brađan G, Belošević S, Čobeljić B. Supplementary material for the article: Anđelković, K.; Milenković, M. R.; Pevec, A.; Turel, I.; Matić, I. Z.; Vujčić, M.; Sladić, D.; Radanović, D.; Brađan, G.; Belošević, S.; et al. 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. Journal of Inorganic Biochemistry 2017, 174, 137–149. https://doi.org/10.1016/j.jinorgbio.2017.06.011. in Journal of Inorganic Biochemistry. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3259 .

Anđelković, Katarina K., Milenković, Milica R., Pevec, Andrej, Turel, Iztok, Matić, Ivana Z., Vujčić, Miroslava, Sladić, Dušan, Radanović, Dušanka D., Brađan, Gabrijela, Belošević, Svetlana, Čobeljić, Božidar, "Supplementary material for the article: Anđelković, K.; Milenković, M. R.; Pevec, A.; Turel, I.; Matić, I. Z.; Vujčić, M.; Sladić, D.; Radanović, D.; Brađan, G.; Belošević, S.; et al. 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. Journal of Inorganic Biochemistry 2017, 174, 137–149. https://doi.org/10.1016/j.jinorgbio.2017.06.011" in Journal of Inorganic Biochemistry (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3259 .

TY  - JOUR
AU  - Živković, Marijana B.
AU  - Matić, Ivana Z.
AU  - Rodić, Marko
AU  - Novaković, Irena T.
AU  - Krivokuća, Ana M.
AU  - Sladić, Dušan
AU  - Krstić, Natalija M.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2550
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  - Pergamon-Elsevier Science Ltd, Oxford
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 B. and Matić, Ivana Z. and Rodić, Marko and Novaković, Irena T. and Krivokuća, Ana M. and Sladić, Dušan and Krstić, Natalija M.",
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 = "Pergamon-Elsevier Science Ltd, Oxford",
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. B., Matić, I. Z., Rodić, M., Novaković, I. T., Krivokuća, A. M., Sladić, D.,& Krstić, N. M.. (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
Pergamon-Elsevier Science Ltd, Oxford., 174, 72-85.
https://doi.org/10.1016/j.jsbmb.2017.07.031

Živković MB, Matić IZ, Rodić M, Novaković IT, Krivokuća AM, Sladić D, Krstić NM. 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 B., Matić, Ivana Z., Rodić, Marko, Novaković, Irena T., Krivokuća, Ana M., Sladić, Dušan, Krstić, Natalija M., "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 . .

TY  - JOUR
AU  - Kolarević, Stoimir
AU  - Milovanović, D.
AU  - Kračun-Kolarević, M.
AU  - Kostić, J.
AU  - Sunjog, K.
AU  - Martinović, R.
AU  - Popović-Đorđević, Jelena
AU  - Novaković, Irena T.
AU  - Sladić, Dušan
AU  - Vuković-Gačić, Branka
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/322
AB  - In this study, mutagenic and genotoxic potential of anti-tumor compounds avarol, avarone, and its derivatives 3′-methoxyavarone, 4′-(methylamino)avarone and 3′-(methylamino)avarone was evaluated and compared to cytostatics commonly used in chemotherapy (5-fluorouracil, etoposid, and cisplatin). Mutagenic potential of selected hydroquinone and quinones was assessed in prokaryotic model by the SOS/umuC assay in Salmonella typhimurium TA1535/pSK1002. Genotoxic potential was also assessed in eukaryotic models using comet assay in human fetal lung cell line (MRC-5), human adenocarcinoma epithelial cell line (A549), and in human peripheral blood cells (HPBC). The results indicated that avarol and avarone do not exert mutagenic/genotoxic potential. Among the studied avarone derivatives, mutagenic potential was detected by SOS/umuC test for 3′-(methylamino)avarone, but only after metabolic activation. The results of comet assay indicated that 3′-methoxyavarone and 3′-(methylamino)avarone have a significant impact on the level of DNA damage in the MRC-5 cell line. Genotoxic potential was not observed in A549 cells or HPBC probably due to a different uptake rate for the compounds and lower in metabolism rate within these cells.
PB  - Taylor & Francis Ltd
T2  - Drug and Chemical Toxicology
T1  - Evaluation of genotoxic potential of avarol, avarone, and its methoxy and methylamino derivatives in prokaryotic and eukaryotic test models
SP  - 1
EP  - 10
DO  - 10.1080/01480545.2017.1413108
ER  - 

@article{
author = "Kolarević, Stoimir and Milovanović, D. and Kračun-Kolarević, M. and Kostić, J. and Sunjog, K. and Martinović, R. and Popović-Đorđević, Jelena and Novaković, Irena T. and Sladić, Dušan and Vuković-Gačić, Branka",
year = "2017",
abstract = "In this study, mutagenic and genotoxic potential of anti-tumor compounds avarol, avarone, and its derivatives 3′-methoxyavarone, 4′-(methylamino)avarone and 3′-(methylamino)avarone was evaluated and compared to cytostatics commonly used in chemotherapy (5-fluorouracil, etoposid, and cisplatin). Mutagenic potential of selected hydroquinone and quinones was assessed in prokaryotic model by the SOS/umuC assay in Salmonella typhimurium TA1535/pSK1002. Genotoxic potential was also assessed in eukaryotic models using comet assay in human fetal lung cell line (MRC-5), human adenocarcinoma epithelial cell line (A549), and in human peripheral blood cells (HPBC). The results indicated that avarol and avarone do not exert mutagenic/genotoxic potential. Among the studied avarone derivatives, mutagenic potential was detected by SOS/umuC test for 3′-(methylamino)avarone, but only after metabolic activation. The results of comet assay indicated that 3′-methoxyavarone and 3′-(methylamino)avarone have a significant impact on the level of DNA damage in the MRC-5 cell line. Genotoxic potential was not observed in A549 cells or HPBC probably due to a different uptake rate for the compounds and lower in metabolism rate within these cells.",
publisher = "Taylor & Francis Ltd",
journal = "Drug and Chemical Toxicology",
title = "Evaluation of genotoxic potential of avarol, avarone, and its methoxy and methylamino derivatives in prokaryotic and eukaryotic test models",
pages = "1-10",
doi = "10.1080/01480545.2017.1413108"
}

Kolarević, S., Milovanović, D., Kračun-Kolarević, M., Kostić, J., Sunjog, K., Martinović, R., Popović-Đorđević, J., Novaković, I. T., Sladić, D.,& Vuković-Gačić, B.. (2017). Evaluation of genotoxic potential of avarol, avarone, and its methoxy and methylamino derivatives in prokaryotic and eukaryotic test models. in Drug and Chemical Toxicology
Taylor & Francis Ltd., 1-10.
https://doi.org/10.1080/01480545.2017.1413108

Kolarević S, Milovanović D, Kračun-Kolarević M, Kostić J, Sunjog K, Martinović R, Popović-Đorđević J, Novaković IT, Sladić D, Vuković-Gačić B. Evaluation of genotoxic potential of avarol, avarone, and its methoxy and methylamino derivatives in prokaryotic and eukaryotic test models. in Drug and Chemical Toxicology. 2017;:1-10.
doi:10.1080/01480545.2017.1413108 .

Kolarević, Stoimir, Milovanović, D., Kračun-Kolarević, M., Kostić, J., Sunjog, K., Martinović, R., Popović-Đorđević, Jelena, Novaković, Irena T., Sladić, Dušan, Vuković-Gačić, Branka, "Evaluation of genotoxic potential of avarol, avarone, and its methoxy and methylamino derivatives in prokaryotic and eukaryotic test models" in Drug and Chemical Toxicology (2017):1-10,
https://doi.org/10.1080/01480545.2017.1413108 . .

TY  - DATA
AU  - Kolarević, Stoimir
AU  - Milovanović, D.
AU  - Kračun-Kolarević, M.
AU  - Kostić, J.
AU  - Sunjog, K.
AU  - Martinović, R.
AU  - Popović-Đorđević, Jelena
AU  - Novaković, Irena T.
AU  - Sladić, Dušan
AU  - Vuković-Gačić, Branka
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3033
PB  - Taylor & Francis Ltd
T2  - Drug and Chemical Toxicology
T1  - Supplementary data for article : Kolarević, S.; Milovanović, D.; Kračun-Kolarević, M.; Kostić, J.; Sunjog, K.; Martinović, R.; Đorđević, J.; Novaković, I.; Sladić, D.; Vuković-Gačić, B. Evaluation of Genotoxic Potential of Avarol, Avarone, and Its Methoxy and Methylamino Derivatives in Prokaryotic and Eukaryotic Test Models. Drug and Chemical Toxicology 2019, 42 (2), 130–139. https://doi.org/10.1080/01480545.2017.1413108
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3033
ER  - 

@misc{
author = "Kolarević, Stoimir and Milovanović, D. and Kračun-Kolarević, M. and Kostić, J. and Sunjog, K. and Martinović, R. and Popović-Đorđević, Jelena and Novaković, Irena T. and Sladić, Dušan and Vuković-Gačić, Branka",
year = "2017",
publisher = "Taylor & Francis Ltd",
journal = "Drug and Chemical Toxicology",
title = "Supplementary data for article : Kolarević, S.; Milovanović, D.; Kračun-Kolarević, M.; Kostić, J.; Sunjog, K.; Martinović, R.; Đorđević, J.; Novaković, I.; Sladić, D.; Vuković-Gačić, B. Evaluation of Genotoxic Potential of Avarol, Avarone, and Its Methoxy and Methylamino Derivatives in Prokaryotic and Eukaryotic Test Models. Drug and Chemical Toxicology 2019, 42 (2), 130–139. https://doi.org/10.1080/01480545.2017.1413108",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3033"
}

Kolarević, S., Milovanović, D., Kračun-Kolarević, M., Kostić, J., Sunjog, K., Martinović, R., Popović-Đorđević, J., Novaković, I. T., Sladić, D.,& Vuković-Gačić, B.. (2017). Supplementary data for article : Kolarević, S.; Milovanović, D.; Kračun-Kolarević, M.; Kostić, J.; Sunjog, K.; Martinović, R.; Đorđević, J.; Novaković, I.; Sladić, D.; Vuković-Gačić, B. Evaluation of Genotoxic Potential of Avarol, Avarone, and Its Methoxy and Methylamino Derivatives in Prokaryotic and Eukaryotic Test Models. Drug and Chemical Toxicology 2019, 42 (2), 130–139. https://doi.org/10.1080/01480545.2017.1413108. in Drug and Chemical Toxicology
Taylor & Francis Ltd..
https://hdl.handle.net/21.15107/rcub_cherry_3033

Kolarević S, Milovanović D, Kračun-Kolarević M, Kostić J, Sunjog K, Martinović R, Popović-Đorđević J, Novaković IT, Sladić D, Vuković-Gačić B. Supplementary data for article : Kolarević, S.; Milovanović, D.; Kračun-Kolarević, M.; Kostić, J.; Sunjog, K.; Martinović, R.; Đorđević, J.; Novaković, I.; Sladić, D.; Vuković-Gačić, B. Evaluation of Genotoxic Potential of Avarol, Avarone, and Its Methoxy and Methylamino Derivatives in Prokaryotic and Eukaryotic Test Models. Drug and Chemical Toxicology 2019, 42 (2), 130–139. https://doi.org/10.1080/01480545.2017.1413108. in Drug and Chemical Toxicology. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3033 .

Kolarević, Stoimir, Milovanović, D., Kračun-Kolarević, M., Kostić, J., Sunjog, K., Martinović, R., Popović-Đorđević, Jelena, Novaković, Irena T., Sladić, Dušan, Vuković-Gačić, Branka, "Supplementary data for article : Kolarević, S.; Milovanović, D.; Kračun-Kolarević, M.; Kostić, J.; Sunjog, K.; Martinović, R.; Đorđević, J.; Novaković, I.; Sladić, D.; Vuković-Gačić, B. Evaluation of Genotoxic Potential of Avarol, Avarone, and Its Methoxy and Methylamino Derivatives in Prokaryotic and Eukaryotic Test Models. Drug and Chemical Toxicology 2019, 42 (2), 130–139. https://doi.org/10.1080/01480545.2017.1413108" in Drug and Chemical Toxicology (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3033 .