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  - 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  - Popović-Đorđevic, Jelena
AU  - Jevtić, Ivana I.
AU  - Grozdanic, Nadja Dj
AU  - Šegan, Sandra B.
AU  - Zlatović, Mario
AU  - Ivanović, Milovan
AU  - Stanojković, Tatjana
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2383
AB  - The inhibitory activities of selected cyclic urea and carbamate derivatives (1-13) toward alpha-glucosidase (alpha-Gls) in in vitro assay were examined in this study. All examined compounds showed higher inhibitory activity (IC50) against alpha-Gls compared to standard antidiabetic drug acarbose. The most potent was benzyl (3,4,5-trimethoxyphenyl) carbamate (12) with IC50 = 49.85 +/- 0.10 mu M. In vitro cytotoxicity of the investigated compounds was tested on three human cancer cell lines HeLa, A549 and MDA-MB-453 using MTT assay. The best antitumour activity was achieved with compound 2 (trans-5-phenethyl-1-phenylhexahydro-1H-imidazo[4,5-c] pyridin-2(3H)-one) against MDA-MB-453 human breast cancer cell line (IC50 = 83.41 +/- 1.60 mu M). Cyclic ureas and carbamates showed promising anti-alpha-glucosidase activity and should be further tested as potential antidiabetic drugs. The PLS model of preliminary QSAR study indicated that, in planing the future synthesis of more potent compounds, the newly designed should have the substituents capable of polar interactions with receptor sites in various positions, while avoiding the increase of their lipophilicity.
PB  - Taylor & Francis Ltd, Abingdon
T2  - Journal of Enzyme Inhibition and Medicinal Chemistry
T1  - alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives
VL  - 32
IS  - 1
SP  - 298
EP  - 303
DO  - 10.1080/14756366.2016.1250754
ER  - 

@article{
author = "Popović-Đorđevic, Jelena and Jevtić, Ivana I. and Grozdanic, Nadja Dj and Šegan, Sandra B. and Zlatović, Mario and Ivanović, Milovan and Stanojković, Tatjana",
year = "2017",
abstract = "The inhibitory activities of selected cyclic urea and carbamate derivatives (1-13) toward alpha-glucosidase (alpha-Gls) in in vitro assay were examined in this study. All examined compounds showed higher inhibitory activity (IC50) against alpha-Gls compared to standard antidiabetic drug acarbose. The most potent was benzyl (3,4,5-trimethoxyphenyl) carbamate (12) with IC50 = 49.85 +/- 0.10 mu M. In vitro cytotoxicity of the investigated compounds was tested on three human cancer cell lines HeLa, A549 and MDA-MB-453 using MTT assay. The best antitumour activity was achieved with compound 2 (trans-5-phenethyl-1-phenylhexahydro-1H-imidazo[4,5-c] pyridin-2(3H)-one) against MDA-MB-453 human breast cancer cell line (IC50 = 83.41 +/- 1.60 mu M). Cyclic ureas and carbamates showed promising anti-alpha-glucosidase activity and should be further tested as potential antidiabetic drugs. The PLS model of preliminary QSAR study indicated that, in planing the future synthesis of more potent compounds, the newly designed should have the substituents capable of polar interactions with receptor sites in various positions, while avoiding the increase of their lipophilicity.",
publisher = "Taylor & Francis Ltd, Abingdon",
journal = "Journal of Enzyme Inhibition and Medicinal Chemistry",
title = "alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives",
volume = "32",
number = "1",
pages = "298-303",
doi = "10.1080/14756366.2016.1250754"
}

Popović-Đorđevic, J., Jevtić, I. I., Grozdanic, N. D., Šegan, S. B., Zlatović, M., Ivanović, M.,& Stanojković, T.. (2017). alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives. in Journal of Enzyme Inhibition and Medicinal Chemistry
Taylor & Francis Ltd, Abingdon., 32(1), 298-303.
https://doi.org/10.1080/14756366.2016.1250754

Popović-Đorđevic J, Jevtić II, Grozdanic ND, Šegan SB, Zlatović M, Ivanović M, Stanojković T. alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives. in Journal of Enzyme Inhibition and Medicinal Chemistry. 2017;32(1):298-303.
doi:10.1080/14756366.2016.1250754 .

Popović-Đorđevic, Jelena, Jevtić, Ivana I., Grozdanic, Nadja Dj, Šegan, Sandra B., Zlatović, Mario, Ivanović, Milovan, Stanojković, Tatjana, "alpha-Glucosidase inhibitory activity and cytotoxic effects of some cyclic urea and carbamate derivatives" in Journal of Enzyme Inhibition and Medicinal Chemistry, 32, no. 1 (2017):298-303,
https://doi.org/10.1080/14756366.2016.1250754 . .

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  - Mihailović, Nevena
AU  - Marković, Violeta
AU  - Matić, Ivana Z.
AU  - Stanisavljević, Nemanja S.
AU  - Jovanović, Živko S.
AU  - Trifunović, Snežana S.
AU  - Joksović, Ljubinka
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2398
AB  - Eight 1,3,4-oxadiazole derivatives containing phenolic acid moieties (7a-h) and eight of their diacylhydrazine precursors (6a-h) were synthesized, characterized using spectroscopic methods and examined by scavenging of stable DPPH (2,2-diphenyl-1-picrylhydrazyl) radicals. The most potent phenolic 1,3,4-oxadiazoles showed better DPPH scavenging activity in comparison with their corresponding diacylhydrazine precursors as a result of participation of both aromatic rings and a 1,3,4-oxadiazole moiety in resonance stabilization of the formed phenoxyl radical. Four diacylhydrazines (6d, 6e, 6g, and 6h) and four 1,3,4-oxadiazoles (7d, 7e, 7g and 7h) with the best DPPH scavenging activity, were chosen for further evaluation of their antioxidant potential through various assays. The investigated compounds exerted pronounced ABTS radical scavenging capacity, moderate to good H2O2 scavenging properties and strong ferric ion reducing capacity. Further in vitro evaluation of the antioxidant properties of the most active compounds demonstrated their protective effects in normal lung fibroblasts MRC-5 against hydrogen peroxide induced oxidative stress. Diacylhydrazine 6h increased two times the activity of glutathione peroxidase in treated cells in comparison with a control sample and did not affect the superoxide dismutase activity.
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Synthesis and antioxidant activity of 1,3,4-oxadiazoles and their diacylhydrazine precursors derived from phenolic acids
VL  - 7
IS  - 14
SP  - 8550
EP  - 8560
DO  - 10.1039/c6ra28787e
ER  - 

@article{
author = "Mihailović, Nevena and Marković, Violeta and Matić, Ivana Z. and Stanisavljević, Nemanja S. and Jovanović, Živko S. and Trifunović, Snežana S. and Joksović, Ljubinka",
year = "2017",
abstract = "Eight 1,3,4-oxadiazole derivatives containing phenolic acid moieties (7a-h) and eight of their diacylhydrazine precursors (6a-h) were synthesized, characterized using spectroscopic methods and examined by scavenging of stable DPPH (2,2-diphenyl-1-picrylhydrazyl) radicals. The most potent phenolic 1,3,4-oxadiazoles showed better DPPH scavenging activity in comparison with their corresponding diacylhydrazine precursors as a result of participation of both aromatic rings and a 1,3,4-oxadiazole moiety in resonance stabilization of the formed phenoxyl radical. Four diacylhydrazines (6d, 6e, 6g, and 6h) and four 1,3,4-oxadiazoles (7d, 7e, 7g and 7h) with the best DPPH scavenging activity, were chosen for further evaluation of their antioxidant potential through various assays. The investigated compounds exerted pronounced ABTS radical scavenging capacity, moderate to good H2O2 scavenging properties and strong ferric ion reducing capacity. Further in vitro evaluation of the antioxidant properties of the most active compounds demonstrated their protective effects in normal lung fibroblasts MRC-5 against hydrogen peroxide induced oxidative stress. Diacylhydrazine 6h increased two times the activity of glutathione peroxidase in treated cells in comparison with a control sample and did not affect the superoxide dismutase activity.",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Synthesis and antioxidant activity of 1,3,4-oxadiazoles and their diacylhydrazine precursors derived from phenolic acids",
volume = "7",
number = "14",
pages = "8550-8560",
doi = "10.1039/c6ra28787e"
}

Mihailović, N., Marković, V., Matić, I. Z., Stanisavljević, N. S., Jovanović, Ž. S., Trifunović, S. S.,& Joksović, L.. (2017). Synthesis and antioxidant activity of 1,3,4-oxadiazoles and their diacylhydrazine precursors derived from phenolic acids. in RSC Advances
Royal Soc Chemistry, Cambridge., 7(14), 8550-8560.
https://doi.org/10.1039/c6ra28787e

Mihailović N, Marković V, Matić IZ, Stanisavljević NS, Jovanović ŽS, Trifunović SS, Joksović L. Synthesis and antioxidant activity of 1,3,4-oxadiazoles and their diacylhydrazine precursors derived from phenolic acids. in RSC Advances. 2017;7(14):8550-8560.
doi:10.1039/c6ra28787e .

Mihailović, Nevena, Marković, Violeta, Matić, Ivana Z., Stanisavljević, Nemanja S., Jovanović, Živko S., Trifunović, Snežana S., Joksović, Ljubinka, "Synthesis and antioxidant activity of 1,3,4-oxadiazoles and their diacylhydrazine precursors derived from phenolic acids" in RSC Advances, 7, no. 14 (2017):8550-8560,
https://doi.org/10.1039/c6ra28787e . .

TY  - DATA
AU  - Mihailović, Nevena
AU  - Marković, Violeta
AU  - Matić, Ivana Z.
AU  - Stanisavljević, Nemanja S.
AU  - Jovanović, Živko S.
AU  - Trifunović, Snežana S.
AU  - Joksović, Ljubinka
PY  - 2017
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2980
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Supplementary data for article: Mihailovic, N.; Marković, V.; Matić, I. Z.; Stanisavljević, N. S.; Jovanovic, Z. S.; Trifunović, S. S.; Joksović, L. Synthesis and Antioxidant Activity of 1,3,4-Oxadiazoles and Their Diacylhydrazine Precursors Derived from Phenolic Acids. RSC Advances 2017, 7 (14), 8550–8560. https://doi.org/10.1039/c6ra28787e
UR  - https://hdl.handle.net/21.15107/rcub_cherry_2980
ER  - 

@misc{
author = "Mihailović, Nevena and Marković, Violeta and Matić, Ivana Z. and Stanisavljević, Nemanja S. and Jovanović, Živko S. and Trifunović, Snežana S. and Joksović, Ljubinka",
year = "2017, 2017",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Supplementary data for article: Mihailovic, N.; Marković, V.; Matić, I. Z.; Stanisavljević, N. S.; Jovanovic, Z. S.; Trifunović, S. S.; Joksović, L. Synthesis and Antioxidant Activity of 1,3,4-Oxadiazoles and Their Diacylhydrazine Precursors Derived from Phenolic Acids. RSC Advances 2017, 7 (14), 8550–8560. https://doi.org/10.1039/c6ra28787e",
url = "https://hdl.handle.net/21.15107/rcub_cherry_2980"
}

Mihailović, N., Marković, V., Matić, I. Z., Stanisavljević, N. S., Jovanović, Ž. S., Trifunović, S. S.,& Joksović, L.. (2017). Supplementary data for article: Mihailovic, N.; Marković, V.; Matić, I. Z.; Stanisavljević, N. S.; Jovanovic, Z. S.; Trifunović, S. S.; Joksović, L. Synthesis and Antioxidant Activity of 1,3,4-Oxadiazoles and Their Diacylhydrazine Precursors Derived from Phenolic Acids. RSC Advances 2017, 7 (14), 8550–8560. https://doi.org/10.1039/c6ra28787e. in RSC Advances
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_2980

Mihailović N, Marković V, Matić IZ, Stanisavljević NS, Jovanović ŽS, Trifunović SS, Joksović L. Supplementary data for article: Mihailovic, N.; Marković, V.; Matić, I. Z.; Stanisavljević, N. S.; Jovanovic, Z. S.; Trifunović, S. S.; Joksović, L. Synthesis and Antioxidant Activity of 1,3,4-Oxadiazoles and Their Diacylhydrazine Precursors Derived from Phenolic Acids. RSC Advances 2017, 7 (14), 8550–8560. https://doi.org/10.1039/c6ra28787e. in RSC Advances. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_2980 .

Mihailović, Nevena, Marković, Violeta, Matić, Ivana Z., Stanisavljević, Nemanja S., Jovanović, Živko S., Trifunović, Snežana S., Joksović, Ljubinka, "Supplementary data for article: Mihailovic, N.; Marković, V.; Matić, I. Z.; Stanisavljević, N. S.; Jovanovic, Z. S.; Trifunović, S. S.; Joksović, L. Synthesis and Antioxidant Activity of 1,3,4-Oxadiazoles and Their Diacylhydrazine Precursors Derived from Phenolic Acids. RSC Advances 2017, 7 (14), 8550–8560. https://doi.org/10.1039/c6ra28787e" in RSC Advances (2017),
https://hdl.handle.net/21.15107/rcub_cherry_2980 .

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Stanojković, Tatjana
AU  - Zmejkovski, Bojana B.
AU  - Kaluđerović, Goran N.
AU  - Sabo, Tibor
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/325
AB  - Six gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate, general formula [AuCl2{(S,S)-R2eddch}]PF6, [(S,S)-eddch = (S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am, 1-6, respectively], were tested against cancer cell lines such as human melanoma Fem-x, human colon carcinoma LS174T and non-small cell lung carcinoma A549 as well as a non-cancerous human embryonic lung fibroblasts MRC-5 using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay with the aim of assessing in vitro antitumoral activity and selectivity. All investigated complexes showed lower cytotoxicity and better or similar selectivity in comparison to cisplatin, used as reference compound. Complex [AuCl2{(S,S)-(i-Am)2eddch}]PF6 (6) demonstrated the highest activity against Fem-x (IC50 = 14.98 ± 0.34 µM). Additionally, the same complex expressed 4.5 times higher selectivity than cisplatin. © 2017, University of Kragujevac, Faculty of Science. All rights reserved.
T2  - Serbian Journal of Experimental and Clinical Research (ranije: Medicus)
T1  - Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]
VL  - 18
IS  - 4
SP  - 289
EP  - 294
DO  - 10.1515/SJECR-2017-0067
ER  - 

@article{
author = "Pantelić, Nebojša Đ. and Stanojković, Tatjana and Zmejkovski, Bojana B. and Kaluđerović, Goran N. and Sabo, Tibor",
year = "2017",
abstract = "Six gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate, general formula [AuCl2{(S,S)-R2eddch}]PF6, [(S,S)-eddch = (S,S)-ethylenediamine-N,N’-di-2-(3-cyclohexyl)propanoate, R = Me, Et, n-Pr, n-Bu, i-Bu, i-Am, 1-6, respectively], were tested against cancer cell lines such as human melanoma Fem-x, human colon carcinoma LS174T and non-small cell lung carcinoma A549 as well as a non-cancerous human embryonic lung fibroblasts MRC-5 using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay with the aim of assessing in vitro antitumoral activity and selectivity. All investigated complexes showed lower cytotoxicity and better or similar selectivity in comparison to cisplatin, used as reference compound. Complex [AuCl2{(S,S)-(i-Am)2eddch}]PF6 (6) demonstrated the highest activity against Fem-x (IC50 = 14.98 ± 0.34 µM). Additionally, the same complex expressed 4.5 times higher selectivity than cisplatin. © 2017, University of Kragujevac, Faculty of Science. All rights reserved.",
journal = "Serbian Journal of Experimental and Clinical Research (ranije: Medicus)",
title = "Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]",
volume = "18",
number = "4",
pages = "289-294",
doi = "10.1515/SJECR-2017-0067"
}

Pantelić, N. Đ., Stanojković, T., Zmejkovski, B. B., Kaluđerović, G. N.,& Sabo, T.. (2017). Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]. in Serbian Journal of Experimental and Clinical Research (ranije: Medicus), 18(4), 289-294.
https://doi.org/10.1515/SJECR-2017-0067

Pantelić NĐ, Stanojković T, Zmejkovski BB, Kaluđerović GN, Sabo T. Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]. in Serbian Journal of Experimental and Clinical Research (ranije: Medicus). 2017;18(4):289-294.
doi:10.1515/SJECR-2017-0067 .

Pantelić, Nebojša Đ., Stanojković, Tatjana, Zmejkovski, Bojana B., Kaluđerović, Goran N., Sabo, Tibor, "Antiproliferative activity of gold(III) complexes with esters of cyclohexyl-functionalized ethylenediamine-N,N’-diacetate [Antiproliferativna aktivnost zlato(III) kompleksa sa cikloheksil-funkcionalizovanim estrima etilendiamin-N,N’-diacetata]" in Serbian Journal of Experimental and Clinical Research (ranije: Medicus), 18, no. 4 (2017):289-294,
https://doi.org/10.1515/SJECR-2017-0067 . .

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana B.
AU  - Kolundžija, Branka
AU  - Crnogorac, Marija Đorđić
AU  - Vujić, Jelena M.
AU  - Dojčinović, Biljana P.
AU  - Trifunović, Srećko R.
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2478
AB  - Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands
VL  - 172
SP  - 55
EP  - 66
DO  - 10.1016/j.jinorgbio.2017.04.001
ER  - 

@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana B. and Kolundžija, Branka and Crnogorac, Marija Đorđić and Vujić, Jelena M. and Dojčinović, Biljana P. and Trifunović, Srećko R. and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2017",
abstract = "Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands",
volume = "172",
pages = "55-66",
doi = "10.1016/j.jinorgbio.2017.04.001"
}

Pantelić, N. Đ., Zmejkovski, B. B., Kolundžija, B., Crnogorac, M. Đ., Vujić, J. M., Dojčinović, B. P., Trifunović, S. R., Stanojković, T., Sabo, T.,& Kaluđerović, G. N.. (2017). In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 172, 55-66.
https://doi.org/10.1016/j.jinorgbio.2017.04.001

Pantelić NĐ, Zmejkovski BB, Kolundžija B, Crnogorac MĐ, Vujić JM, Dojčinović BP, Trifunović SR, Stanojković T, Sabo T, Kaluđerović GN. In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands. in Journal of Inorganic Biochemistry. 2017;172:55-66.
doi:10.1016/j.jinorgbio.2017.04.001 .

Pantelić, Nebojša Đ., Zmejkovski, Bojana B., Kolundžija, Branka, Crnogorac, Marija Đorđić, Vujić, Jelena M., Dojčinović, Biljana P., Trifunović, Srećko R., Stanojković, Tatjana, Sabo, Tibor, Kaluđerović, Goran N., "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N '-ethylenediamine bidentate ester ligands" in Journal of Inorganic Biochemistry, 172 (2017):55-66,
https://doi.org/10.1016/j.jinorgbio.2017.04.001 . .

TY  - JOUR
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana B.
AU  - Kolundžija, Branka
AU  - Crnogorac, Marija Đorđić
AU  - Vujić, Jelena M.
AU  - Dojčinović, Biljana P.
AU  - Trifunović, Srećko R.
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3070
AB  - Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands
VL  - 172
SP  - 55
EP  - 66
DO  - 10.1016/j.jinorgbio.2017.04.001
ER  - 

@article{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana B. and Kolundžija, Branka and Crnogorac, Marija Đorđić and Vujić, Jelena M. and Dojčinović, Biljana P. and Trifunović, Srećko R. and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2017",
abstract = "Four novel gold(III) complexes of general formulae [AuCl2{(S,S)-R(2)eddl}]PF6 (R(2)eddl = O,O'-dialkyl-(S,S)-ethylenediamine-N,N'-di-2-(4-methyl)pentanoate, R= n-Pr, n-Bu, n-Pe, i-Bu; 1-4, respectively), were synthesized and characterized by elemental analysis, UV/Vis, IR, and NMR spectroscopy, as well as high resolution mass spectrometry. Density functional theory calculations pointed out that (R,R)-N,N'-configuration diastereoisomers were energetically the most favorable. Duo to high cytotoxic activity complex 3 was chosen for stability study in DMSO, no decomposition occurs within 24 h, and for the reaction with ascorbic acid in which was reduced immediately. Additionally, 3 interacts with bovine serum albumin (BSA) as proven by UV/Vis spectroscopy. In vitro antitumor activity was determined against human cervix adenocarcinoma (HeLa), human myelogenous leukemia (K562), and human melanoma (Fem-x) cancer cell lines, as well as against non-cancerous human embryonic lung fibroblast cells MRC-5. The highest activity was observed against K562 cells (IC50: 5.04-6.51 mu M). Selectivity indices showed that these complexes are less toxic than cisplatin. 3 had a similar viability kinetics on HeLa cells as cisplatin. Drug accumulation studies in HeLa cells showed that the total gold uptake increased much faster than that of cisplatin pointing out that 3 more efficiently enters the cells than cisplatin. Furthermore, morphological and cell cycle analysis reveal that gold(III) complexes induced apoptosis in time- and dose-dependent manner.",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands",
volume = "172",
pages = "55-66",
doi = "10.1016/j.jinorgbio.2017.04.001"
}

Pantelić, N. Đ., Zmejkovski, B. B., Kolundžija, B., Crnogorac, M. Đ., Vujić, J. M., Dojčinović, B. P., Trifunović, S. R., Stanojković, T., Sabo, T.,& Kaluđerović, G. N.. (2017). In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York., 172, 55-66.
https://doi.org/10.1016/j.jinorgbio.2017.04.001

Pantelić NĐ, Zmejkovski BB, Kolundžija B, Crnogorac MĐ, Vujić JM, Dojčinović BP, Trifunović SR, Stanojković T, Sabo T, Kaluđerović GN. In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands. in Journal of Inorganic Biochemistry. 2017;172:55-66.
doi:10.1016/j.jinorgbio.2017.04.001 .

Pantelić, Nebojša Đ., Zmejkovski, Bojana B., Kolundžija, Branka, Crnogorac, Marija Đorđić, Vujić, Jelena M., Dojčinović, Biljana P., Trifunović, Srećko R., Stanojković, Tatjana, Sabo, Tibor, Kaluđerović, Goran N., "In vitro antitumor activity, metal uptake and reactivity with ascorbic acid and BSA of some gold(III) complexes with N,N′-ethylenediamine bidentate ester ligands" in Journal of Inorganic Biochemistry, 172 (2017):55-66,
https://doi.org/10.1016/j.jinorgbio.2017.04.001 . .

TY  - DATA
AU  - Pantelić, Nebojša Đ.
AU  - Zmejkovski, Bojana B.
AU  - Kolundžija, Branka
AU  - Crnogorac, Marija Đorđić
AU  - Vujić, Jelena M.
AU  - Dojčinović, Biljana P.
AU  - Trifunović, Srećko R.
AU  - Stanojković, Tatjana
AU  - Sabo, Tibor
AU  - Kaluđerović, Goran N.
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3071
PB  - Elsevier Science Inc, New York
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary data for article:          Pantelić, N.; Zmejkovski, B. B.; Kolundžija, B.; Crnogorac, M. Đ.; Vujić, J. M.; Dojčinović, B.; Trifunović, S. R.; Stanojković, T. P.; Sabo, T. J.; Kaluđerović, G. N. In Vitro Antitumor Activity, Metal Uptake and Reactivity with Ascorbic Acid and BSA of Some Gold(III) Complexes with N,N′-Ethylenediamine Bidentate Ester Ligands. Journal of Inorganic Biochemistry 2017, 172, 55–66. https://doi.org/10.1016/j.jinorgbio.2017.04.001
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3071
ER  - 

@misc{
author = "Pantelić, Nebojša Đ. and Zmejkovski, Bojana B. and Kolundžija, Branka and Crnogorac, Marija Đorđić and Vujić, Jelena M. and Dojčinović, Biljana P. and Trifunović, Srećko R. and Stanojković, Tatjana and Sabo, Tibor and Kaluđerović, Goran N.",
year = "2017",
publisher = "Elsevier Science Inc, New York",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary data for article:          Pantelić, N.; Zmejkovski, B. B.; Kolundžija, B.; Crnogorac, M. Đ.; Vujić, J. M.; Dojčinović, B.; Trifunović, S. R.; Stanojković, T. P.; Sabo, T. J.; Kaluđerović, G. N. In Vitro Antitumor Activity, Metal Uptake and Reactivity with Ascorbic Acid and BSA of Some Gold(III) Complexes with N,N′-Ethylenediamine Bidentate Ester Ligands. Journal of Inorganic Biochemistry 2017, 172, 55–66. https://doi.org/10.1016/j.jinorgbio.2017.04.001",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3071"
}

Pantelić, N. Đ., Zmejkovski, B. B., Kolundžija, B., Crnogorac, M. Đ., Vujić, J. M., Dojčinović, B. P., Trifunović, S. R., Stanojković, T., Sabo, T.,& Kaluđerović, G. N.. (2017). Supplementary data for article:          Pantelić, N.; Zmejkovski, B. B.; Kolundžija, B.; Crnogorac, M. Đ.; Vujić, J. M.; Dojčinović, B.; Trifunović, S. R.; Stanojković, T. P.; Sabo, T. J.; Kaluđerović, G. N. In Vitro Antitumor Activity, Metal Uptake and Reactivity with Ascorbic Acid and BSA of Some Gold(III) Complexes with N,N′-Ethylenediamine Bidentate Ester Ligands. Journal of Inorganic Biochemistry 2017, 172, 55–66. https://doi.org/10.1016/j.jinorgbio.2017.04.001. in Journal of Inorganic Biochemistry
Elsevier Science Inc, New York..
https://hdl.handle.net/21.15107/rcub_cherry_3071

Pantelić NĐ, Zmejkovski BB, Kolundžija B, Crnogorac MĐ, Vujić JM, Dojčinović BP, Trifunović SR, Stanojković T, Sabo T, Kaluđerović GN. Supplementary data for article:          Pantelić, N.; Zmejkovski, B. B.; Kolundžija, B.; Crnogorac, M. Đ.; Vujić, J. M.; Dojčinović, B.; Trifunović, S. R.; Stanojković, T. P.; Sabo, T. J.; Kaluđerović, G. N. In Vitro Antitumor Activity, Metal Uptake and Reactivity with Ascorbic Acid and BSA of Some Gold(III) Complexes with N,N′-Ethylenediamine Bidentate Ester Ligands. Journal of Inorganic Biochemistry 2017, 172, 55–66. https://doi.org/10.1016/j.jinorgbio.2017.04.001. in Journal of Inorganic Biochemistry. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3071 .

Pantelić, Nebojša Đ., Zmejkovski, Bojana B., Kolundžija, Branka, Crnogorac, Marija Đorđić, Vujić, Jelena M., Dojčinović, Biljana P., Trifunović, Srećko R., Stanojković, Tatjana, Sabo, Tibor, Kaluđerović, Goran N., "Supplementary data for article:          Pantelić, N.; Zmejkovski, B. B.; Kolundžija, B.; Crnogorac, M. Đ.; Vujić, J. M.; Dojčinović, B.; Trifunović, S. R.; Stanojković, T. P.; Sabo, T. J.; Kaluđerović, G. N. In Vitro Antitumor Activity, Metal Uptake and Reactivity with Ascorbic Acid and BSA of Some Gold(III) Complexes with N,N′-Ethylenediamine Bidentate Ester Ligands. Journal of Inorganic Biochemistry 2017, 172, 55–66. https://doi.org/10.1016/j.jinorgbio.2017.04.001" in Journal of Inorganic Biochemistry (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3071 .

TY  - JOUR
AU  - Milošev, Milorad Z.
AU  - Jakovljević, Katarina
AU  - Joksović, Milan D.
AU  - Stanojković, Tatjana
AU  - Matić, Ivana Z.
AU  - Perović, Milka
AU  - Tešić, Vesna
AU  - Kanazir, Selma
AU  - Mladenović, Milan
AU  - Rodić, Marko
AU  - Leovac, Vukadin M.
AU  - Trifunović, Snežana S.
AU  - Marković, Violeta
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2482
AB  - A series of 18 novel N-Mannich bases derived from 5-adamantyl-1,2,4-triazole-3-th ione was synthesized and characterized using NMR spectroscopy and X-ray diffraction technique. All derivatives were evaluated for their anticancer potential against four human cancer cell lines. Several tested compounds exerted good cytotoxic activities on K562 and HL-60 cell lines, along with pronounced selectivity, showing lower cytotoxicity against normal fibroblasts MRC-5 compared to cancer cells. The effects of compounds 5b,5e, and 5j on the cell cycle were investigated by flow cytometric analysis. It was found that these compounds cause the accumulation of cells in the subG1 and G1 phases of the cell cycle and induce caspase-dependent apoptosis, while the anti-angiogenic effects of 5b, 5e, and 5j have been confirmed in EA. hy926 cells using a tube formation assay. Further, the interaction of Bax protein with compound 5b was investigated by means of molecular modeling, applying the combined molecular docking/molecular dynamics approach.
PB  - Wiley, Hoboken
T2  - Chemical Biology and Drug Design
T1  - Mannich bases of 1,2,4-triazole--3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies
VL  - 89
IS  - 6
SP  - 943
EP  - 952
DO  - 10.1111/cbdd.12920
ER  - 

@article{
author = "Milošev, Milorad Z. and Jakovljević, Katarina and Joksović, Milan D. and Stanojković, Tatjana and Matić, Ivana Z. and Perović, Milka and Tešić, Vesna and Kanazir, Selma and Mladenović, Milan and Rodić, Marko and Leovac, Vukadin M. and Trifunović, Snežana S. and Marković, Violeta",
year = "2017",
abstract = "A series of 18 novel N-Mannich bases derived from 5-adamantyl-1,2,4-triazole-3-th ione was synthesized and characterized using NMR spectroscopy and X-ray diffraction technique. All derivatives were evaluated for their anticancer potential against four human cancer cell lines. Several tested compounds exerted good cytotoxic activities on K562 and HL-60 cell lines, along with pronounced selectivity, showing lower cytotoxicity against normal fibroblasts MRC-5 compared to cancer cells. The effects of compounds 5b,5e, and 5j on the cell cycle were investigated by flow cytometric analysis. It was found that these compounds cause the accumulation of cells in the subG1 and G1 phases of the cell cycle and induce caspase-dependent apoptosis, while the anti-angiogenic effects of 5b, 5e, and 5j have been confirmed in EA. hy926 cells using a tube formation assay. Further, the interaction of Bax protein with compound 5b was investigated by means of molecular modeling, applying the combined molecular docking/molecular dynamics approach.",
publisher = "Wiley, Hoboken",
journal = "Chemical Biology and Drug Design",
title = "Mannich bases of 1,2,4-triazole--3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies",
volume = "89",
number = "6",
pages = "943-952",
doi = "10.1111/cbdd.12920"
}

Milošev, M. Z., Jakovljević, K., Joksović, M. D., Stanojković, T., Matić, I. Z., Perović, M., Tešić, V., Kanazir, S., Mladenović, M., Rodić, M., Leovac, V. M., Trifunović, S. S.,& Marković, V.. (2017). Mannich bases of 1,2,4-triazole--3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies. in Chemical Biology and Drug Design
Wiley, Hoboken., 89(6), 943-952.
https://doi.org/10.1111/cbdd.12920

Milošev MZ, Jakovljević K, Joksović MD, Stanojković T, Matić IZ, Perović M, Tešić V, Kanazir S, Mladenović M, Rodić M, Leovac VM, Trifunović SS, Marković V. Mannich bases of 1,2,4-triazole--3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies. in Chemical Biology and Drug Design. 2017;89(6):943-952.
doi:10.1111/cbdd.12920 .

Milošev, Milorad Z., Jakovljević, Katarina, Joksović, Milan D., Stanojković, Tatjana, Matić, Ivana Z., Perović, Milka, Tešić, Vesna, Kanazir, Selma, Mladenović, Milan, Rodić, Marko, Leovac, Vukadin M., Trifunović, Snežana S., Marković, Violeta, "Mannich bases of 1,2,4-triazole--3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies" in Chemical Biology and Drug Design, 89, no. 6 (2017):943-952,
https://doi.org/10.1111/cbdd.12920 . .

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  - Milošev, Milorad Z.
AU  - Jakovljević, Katarina
AU  - Joksović, Milan D.
AU  - Stanojković, Tatjana
AU  - Matić, Ivana Z.
AU  - Perović, Milka
AU  - Tešić, Vesna
AU  - Kanazir, Selma
AU  - Mladenović, Milan
AU  - Rodić, Marko
AU  - Leovac, Vukadin M.
AU  - Trifunović, Snežana S.
AU  - Marković, Violeta
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3221
AB  - A series of 18 novel N-Mannich bases derived from 5-adamantyl-1,2,4-triazole-3-th ione was synthesized and characterized using NMR spectroscopy and X-ray diffraction technique. All derivatives were evaluated for their anticancer potential against four human cancer cell lines. Several tested compounds exerted good cytotoxic activities on K562 and HL-60 cell lines, along with pronounced selectivity, showing lower cytotoxicity against normal fibroblasts MRC-5 compared to cancer cells. The effects of compounds 5b,5e, and 5j on the cell cycle were investigated by flow cytometric analysis. It was found that these compounds cause the accumulation of cells in the subG1 and G1 phases of the cell cycle and induce caspase-dependent apoptosis, while the anti-angiogenic effects of 5b, 5e, and 5j have been confirmed in EA. hy926 cells using a tube formation assay. Further, the interaction of Bax protein with compound 5b was investigated by means of molecular modeling, applying the combined molecular docking/molecular dynamics approach.
PB  - Wiley, Hoboken
T2  - Chemical Biology and Drug Design
T1  - Mannich bases of 1,2,4-triazole-3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies
VL  - 89
IS  - 6
SP  - 943
EP  - 952
DO  - 10.1111/cbdd.12920
ER  - 

@article{
author = "Milošev, Milorad Z. and Jakovljević, Katarina and Joksović, Milan D. and Stanojković, Tatjana and Matić, Ivana Z. and Perović, Milka and Tešić, Vesna and Kanazir, Selma and Mladenović, Milan and Rodić, Marko and Leovac, Vukadin M. and Trifunović, Snežana S. and Marković, Violeta",
year = "2017",
abstract = "A series of 18 novel N-Mannich bases derived from 5-adamantyl-1,2,4-triazole-3-th ione was synthesized and characterized using NMR spectroscopy and X-ray diffraction technique. All derivatives were evaluated for their anticancer potential against four human cancer cell lines. Several tested compounds exerted good cytotoxic activities on K562 and HL-60 cell lines, along with pronounced selectivity, showing lower cytotoxicity against normal fibroblasts MRC-5 compared to cancer cells. The effects of compounds 5b,5e, and 5j on the cell cycle were investigated by flow cytometric analysis. It was found that these compounds cause the accumulation of cells in the subG1 and G1 phases of the cell cycle and induce caspase-dependent apoptosis, while the anti-angiogenic effects of 5b, 5e, and 5j have been confirmed in EA. hy926 cells using a tube formation assay. Further, the interaction of Bax protein with compound 5b was investigated by means of molecular modeling, applying the combined molecular docking/molecular dynamics approach.",
publisher = "Wiley, Hoboken",
journal = "Chemical Biology and Drug Design",
title = "Mannich bases of 1,2,4-triazole-3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies",
volume = "89",
number = "6",
pages = "943-952",
doi = "10.1111/cbdd.12920"
}

Milošev, M. Z., Jakovljević, K., Joksović, M. D., Stanojković, T., Matić, I. Z., Perović, M., Tešić, V., Kanazir, S., Mladenović, M., Rodić, M., Leovac, V. M., Trifunović, S. S.,& Marković, V.. (2017). Mannich bases of 1,2,4-triazole-3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies. in Chemical Biology and Drug Design
Wiley, Hoboken., 89(6), 943-952.
https://doi.org/10.1111/cbdd.12920

Milošev MZ, Jakovljević K, Joksović MD, Stanojković T, Matić IZ, Perović M, Tešić V, Kanazir S, Mladenović M, Rodić M, Leovac VM, Trifunović SS, Marković V. Mannich bases of 1,2,4-triazole-3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies. in Chemical Biology and Drug Design. 2017;89(6):943-952.
doi:10.1111/cbdd.12920 .

Milošev, Milorad Z., Jakovljević, Katarina, Joksović, Milan D., Stanojković, Tatjana, Matić, Ivana Z., Perović, Milka, Tešić, Vesna, Kanazir, Selma, Mladenović, Milan, Rodić, Marko, Leovac, Vukadin M., Trifunović, Snežana S., Marković, Violeta, "Mannich bases of 1,2,4-triazole-3-thione containing adamantane moiety: Synthesis, preliminary anticancer evaluation, and molecular modeling studies" in Chemical Biology and Drug Design, 89, no. 6 (2017):943-952,
https://doi.org/10.1111/cbdd.12920 . .

TY  - DATA
AU  - Milošev, Milorad Z.
AU  - Jakovljević, Katarina
AU  - Joksović, Milan D.
AU  - Stanojković, Tatjana
AU  - Matić, Ivana Z.
AU  - Perović, Milka
AU  - Tešić, Vesna
AU  - Kanazir, Selma
AU  - Mladenović, Milan
AU  - Rodić, Marko
AU  - Leovac, Vukadin M.
AU  - Trifunović, Snežana S.
AU  - Marković, Violeta
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3222
PB  - Wiley, Hoboken
T2  - Chemical Biology and Drug Design
T1  - Supplementary material for the article: Milošev, M. Z.; Jakovljević, K.; Joksović, M. D.; Stanojković, T.; Matić, I. Z.; Perović, M.; Tešić, V.; Kanazir, S.; Mladenović, M.; Rodić, M. V.; et al. Mannich Bases of 1,2,4-Triazole3-Thione Containing Adamantane Moiety: Synthesis, Preliminary Anticancer Evaluation, and Molecular Modeling Studies. Chemical Biology and Drug Design 2017, 89 (6), 943–952. https://doi.org/10.1111/cbdd.12920
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3222
ER  - 

@misc{
author = "Milošev, Milorad Z. and Jakovljević, Katarina and Joksović, Milan D. and Stanojković, Tatjana and Matić, Ivana Z. and Perović, Milka and Tešić, Vesna and Kanazir, Selma and Mladenović, Milan and Rodić, Marko and Leovac, Vukadin M. and Trifunović, Snežana S. and Marković, Violeta",
year = "2017",
publisher = "Wiley, Hoboken",
journal = "Chemical Biology and Drug Design",
title = "Supplementary material for the article: Milošev, M. Z.; Jakovljević, K.; Joksović, M. D.; Stanojković, T.; Matić, I. Z.; Perović, M.; Tešić, V.; Kanazir, S.; Mladenović, M.; Rodić, M. V.; et al. Mannich Bases of 1,2,4-Triazole3-Thione Containing Adamantane Moiety: Synthesis, Preliminary Anticancer Evaluation, and Molecular Modeling Studies. Chemical Biology and Drug Design 2017, 89 (6), 943–952. https://doi.org/10.1111/cbdd.12920",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3222"
}

Milošev, M. Z., Jakovljević, K., Joksović, M. D., Stanojković, T., Matić, I. Z., Perović, M., Tešić, V., Kanazir, S., Mladenović, M., Rodić, M., Leovac, V. M., Trifunović, S. S.,& Marković, V.. (2017). Supplementary material for the article: Milošev, M. Z.; Jakovljević, K.; Joksović, M. D.; Stanojković, T.; Matić, I. Z.; Perović, M.; Tešić, V.; Kanazir, S.; Mladenović, M.; Rodić, M. V.; et al. Mannich Bases of 1,2,4-Triazole3-Thione Containing Adamantane Moiety: Synthesis, Preliminary Anticancer Evaluation, and Molecular Modeling Studies. Chemical Biology and Drug Design 2017, 89 (6), 943–952. https://doi.org/10.1111/cbdd.12920. in Chemical Biology and Drug Design
Wiley, Hoboken..
https://hdl.handle.net/21.15107/rcub_cherry_3222

Milošev MZ, Jakovljević K, Joksović MD, Stanojković T, Matić IZ, Perović M, Tešić V, Kanazir S, Mladenović M, Rodić M, Leovac VM, Trifunović SS, Marković V. Supplementary material for the article: Milošev, M. Z.; Jakovljević, K.; Joksović, M. D.; Stanojković, T.; Matić, I. Z.; Perović, M.; Tešić, V.; Kanazir, S.; Mladenović, M.; Rodić, M. V.; et al. Mannich Bases of 1,2,4-Triazole3-Thione Containing Adamantane Moiety: Synthesis, Preliminary Anticancer Evaluation, and Molecular Modeling Studies. Chemical Biology and Drug Design 2017, 89 (6), 943–952. https://doi.org/10.1111/cbdd.12920. in Chemical Biology and Drug Design. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_3222 .

Milošev, Milorad Z., Jakovljević, Katarina, Joksović, Milan D., Stanojković, Tatjana, Matić, Ivana Z., Perović, Milka, Tešić, Vesna, Kanazir, Selma, Mladenović, Milan, Rodić, Marko, Leovac, Vukadin M., Trifunović, Snežana S., Marković, Violeta, "Supplementary material for the article: Milošev, M. Z.; Jakovljević, K.; Joksović, M. D.; Stanojković, T.; Matić, I. Z.; Perović, M.; Tešić, V.; Kanazir, S.; Mladenović, M.; Rodić, M. V.; et al. Mannich Bases of 1,2,4-Triazole3-Thione Containing Adamantane Moiety: Synthesis, Preliminary Anticancer Evaluation, and Molecular Modeling Studies. Chemical Biology and Drug Design 2017, 89 (6), 943–952. https://doi.org/10.1111/cbdd.12920" in Chemical Biology and Drug Design (2017),
https://hdl.handle.net/21.15107/rcub_cherry_3222 .

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  - Belosević, Svetlana
AU  - Čobeljić, Božidar
PY  - 2017
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2495
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 Belosević, 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., Belosević, 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, Belosević 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, Belosević, 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  - Živković, Marijana B.
AU  - Matić, Ivana Z.
AU  - Rodić, Marko
AU  - Novaković, Irena T.
AU  - Sladić, Dušan
AU  - Krstić, Natalija M.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3645
PB  - Royal Soc Chemistry, Cambridge
T2  - RSC Advances
T1  - Supplementary material for the article: Živković, M. B.; Matić, I. Z.; Rodić, M. V.; Novaković, I. T.; Sladić, D. M.; Krstić, N. M. Synthesis, Characterization and in Vitro Cytotoxic Activities of New Steroidal Thiosemicarbazones and Thiadiazolines. RSC Advances 2016, 6 (41), 34312–34333. https://doi.org/10.1039/c6ra01516f
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3645
ER  - 

@misc{
author = "Živković, Marijana B. and Matić, Ivana Z. and Rodić, Marko and Novaković, Irena T. and Sladić, Dušan and Krstić, Natalija M.",
year = "2016",
publisher = "Royal Soc Chemistry, Cambridge",
journal = "RSC Advances",
title = "Supplementary material for the article: Živković, M. B.; Matić, I. Z.; Rodić, M. V.; Novaković, I. T.; Sladić, D. M.; Krstić, N. M. Synthesis, Characterization and in Vitro Cytotoxic Activities of New Steroidal Thiosemicarbazones and Thiadiazolines. RSC Advances 2016, 6 (41), 34312–34333. https://doi.org/10.1039/c6ra01516f",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3645"
}

Živković, M. B., Matić, I. Z., Rodić, M., Novaković, I. T., Sladić, D.,& Krstić, N. M.. (2016). Supplementary material for the article: Živković, M. B.; Matić, I. Z.; Rodić, M. V.; Novaković, I. T.; Sladić, D. M.; Krstić, N. M. Synthesis, Characterization and in Vitro Cytotoxic Activities of New Steroidal Thiosemicarbazones and Thiadiazolines. RSC Advances 2016, 6 (41), 34312–34333. https://doi.org/10.1039/c6ra01516f. in RSC Advances
Royal Soc Chemistry, Cambridge..
https://hdl.handle.net/21.15107/rcub_cherry_3645

Živković MB, Matić IZ, Rodić M, Novaković IT, Sladić D, Krstić NM. Supplementary material for the article: Živković, M. B.; Matić, I. Z.; Rodić, M. V.; Novaković, I. T.; Sladić, D. M.; Krstić, N. M. Synthesis, Characterization and in Vitro Cytotoxic Activities of New Steroidal Thiosemicarbazones and Thiadiazolines. RSC Advances 2016, 6 (41), 34312–34333. https://doi.org/10.1039/c6ra01516f. in RSC Advances. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3645 .

Živković, Marijana B., Matić, Ivana Z., Rodić, Marko, Novaković, Irena T., Sladić, Dušan, Krstić, Natalija M., "Supplementary material for the article: Živković, M. B.; Matić, I. Z.; Rodić, M. V.; Novaković, I. T.; Sladić, D. M.; Krstić, N. M. Synthesis, Characterization and in Vitro Cytotoxic Activities of New Steroidal Thiosemicarbazones and Thiadiazolines. RSC Advances 2016, 6 (41), 34312–34333. https://doi.org/10.1039/c6ra01516f" in RSC Advances (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3645 .

TY  - JOUR
AU  - Stanisavljević, Nemanja S.
AU  - Ilić, Marija D.
AU  - Matić, Ivana Z.
AU  - Jovanović, Živko S.
AU  - Čupić, Tihomir
AU  - Dabić Zagorac, Dragana
AU  - Natić, Maja
AU  - Tešić, Živoslav Lj.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2291
AB  - To date little has been done on identification of major phenolic compounds responsible for anticancer and antioxidant properties of pea (Pisum sativum L.) seed coat extracts. In the present study, phenolic profile of the seed coat extracts from 10 differently colored European varieties has been determined using ultrahigh-performance liquid chromatography-linear trap quadrupole orbitrap mass spectrometer technique. Extracts of dark colored varieties with high total phenolic content (up to 46.56mg GAE/g) exhibited strong antioxidant activities (measured by 2,2-diphenyl-1-picrylhydrazyl or DPPH assay, and ferric ion reducing and ferrous ion chelating capacity assays) which could be attributed to presence of gallic acid, epigallocatechin, naringenin, and apigenin. The aqueous extracts of dark colored varieties exert concentration-dependent cytotoxic effects on all tested malignant cell lines (human colon adenocarcinoma LS174, human breast carcinoma MDA-MB-453, human lung carcinoma A594, and myelogenous leukemia K562). Correlation analysis revealed that intensities of cytotoxic activity of the extracts strongly correlated with contents of epigallocatechin and luteolin. Cell cycle analysis on LS174 cells in the presence of caspase-3 inhibitor points out that extracts may activate other cell death modalities besides caspase-3-dependent apoptosis. The study provides evidence that seed coat extracts of dark colored pea varieties might be used as potential cancer-chemopreventive and complementary agents in cancer therapy.
PB  - Routledge Journals, Taylor & Francis Ltd, Abingdon
T2  - Nutrition and Cancer. An International Journal
T1  - Identification of Phenolic Compounds from Seed Coats of Differently Colored European Varieties of Pea (Pisum sativum L.) and Characterization of Their Antioxidant and In Vitro Anticancer Activities
VL  - 68
IS  - 6
SP  - 988
EP  - 1000
DO  - 10.1080/01635581.2016.1190019
ER  - 

@article{
author = "Stanisavljević, Nemanja S. and Ilić, Marija D. and Matić, Ivana Z. and Jovanović, Živko S. and Čupić, Tihomir and Dabić Zagorac, Dragana and Natić, Maja and Tešić, Živoslav Lj.",
year = "2016",
abstract = "To date little has been done on identification of major phenolic compounds responsible for anticancer and antioxidant properties of pea (Pisum sativum L.) seed coat extracts. In the present study, phenolic profile of the seed coat extracts from 10 differently colored European varieties has been determined using ultrahigh-performance liquid chromatography-linear trap quadrupole orbitrap mass spectrometer technique. Extracts of dark colored varieties with high total phenolic content (up to 46.56mg GAE/g) exhibited strong antioxidant activities (measured by 2,2-diphenyl-1-picrylhydrazyl or DPPH assay, and ferric ion reducing and ferrous ion chelating capacity assays) which could be attributed to presence of gallic acid, epigallocatechin, naringenin, and apigenin. The aqueous extracts of dark colored varieties exert concentration-dependent cytotoxic effects on all tested malignant cell lines (human colon adenocarcinoma LS174, human breast carcinoma MDA-MB-453, human lung carcinoma A594, and myelogenous leukemia K562). Correlation analysis revealed that intensities of cytotoxic activity of the extracts strongly correlated with contents of epigallocatechin and luteolin. Cell cycle analysis on LS174 cells in the presence of caspase-3 inhibitor points out that extracts may activate other cell death modalities besides caspase-3-dependent apoptosis. The study provides evidence that seed coat extracts of dark colored pea varieties might be used as potential cancer-chemopreventive and complementary agents in cancer therapy.",
publisher = "Routledge Journals, Taylor & Francis Ltd, Abingdon",
journal = "Nutrition and Cancer. An International Journal",
title = "Identification of Phenolic Compounds from Seed Coats of Differently Colored European Varieties of Pea (Pisum sativum L.) and Characterization of Their Antioxidant and In Vitro Anticancer Activities",
volume = "68",
number = "6",
pages = "988-1000",
doi = "10.1080/01635581.2016.1190019"
}

Stanisavljević, N. S., Ilić, M. D., Matić, I. Z., Jovanović, Ž. S., Čupić, T., Dabić Zagorac, D., Natić, M.,& Tešić, Ž. Lj.. (2016). Identification of Phenolic Compounds from Seed Coats of Differently Colored European Varieties of Pea (Pisum sativum L.) and Characterization of Their Antioxidant and In Vitro Anticancer Activities. in Nutrition and Cancer. An International Journal
Routledge Journals, Taylor & Francis Ltd, Abingdon., 68(6), 988-1000.
https://doi.org/10.1080/01635581.2016.1190019

Stanisavljević NS, Ilić MD, Matić IZ, Jovanović ŽS, Čupić T, Dabić Zagorac D, Natić M, Tešić ŽL. Identification of Phenolic Compounds from Seed Coats of Differently Colored European Varieties of Pea (Pisum sativum L.) and Characterization of Their Antioxidant and In Vitro Anticancer Activities. in Nutrition and Cancer. An International Journal. 2016;68(6):988-1000.
doi:10.1080/01635581.2016.1190019 .

Stanisavljević, Nemanja S., Ilić, Marija D., Matić, Ivana Z., Jovanović, Živko S., Čupić, Tihomir, Dabić Zagorac, Dragana, Natić, Maja, Tešić, Živoslav Lj., "Identification of Phenolic Compounds from Seed Coats of Differently Colored European Varieties of Pea (Pisum sativum L.) and Characterization of Their Antioxidant and In Vitro Anticancer Activities" in Nutrition and Cancer. An International Journal, 68, no. 6 (2016):988-1000,
https://doi.org/10.1080/01635581.2016.1190019 . .

TY  - DATA
AU  - Stanisavljević, Nemanja S.
AU  - Ilić, Marija D.
AU  - Matić, Ivana Z.
AU  - Jovanović, Živko S.
AU  - Čupić, Tihomir
AU  - Dabić Zagorac, Dragana
AU  - Natić, Maja
AU  - Tešić, Živoslav Lj.
PY  - 2016
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3534
PB  - Routledge Journals, Taylor & Francis Ltd, Abingdon
T2  - Nutrition and Cancer. An International Journal
T1  - Supplementary material for the article: Stanisavljević, N. S.; Ilić, M. D.; Matić, I. Z.; Jovanović, Ž. S.; Čupić, T.; Dabić, D. Č.;  Natić, M. M.; Tešić, Ž. L. Identification of Phenolic Compounds from Seed Coats of  Differently Colored European Varieties of Pea (Pisum Sativum L.) and Characterization of  Their Antioxidant and In Vitro Anticancer Activities. Nutrition and Cancer 2016, 68 (6),  988–1000. https://doi.org/10.1080/01635581.2016.1190019.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3534
ER  - 

@misc{
author = "Stanisavljević, Nemanja S. and Ilić, Marija D. and Matić, Ivana Z. and Jovanović, Živko S. and Čupić, Tihomir and Dabić Zagorac, Dragana and Natić, Maja and Tešić, Živoslav Lj.",
year = "2016",
publisher = "Routledge Journals, Taylor & Francis Ltd, Abingdon",
journal = "Nutrition and Cancer. An International Journal",
title = "Supplementary material for the article: Stanisavljević, N. S.; Ilić, M. D.; Matić, I. Z.; Jovanović, Ž. S.; Čupić, T.; Dabić, D. Č.;  Natić, M. M.; Tešić, Ž. L. Identification of Phenolic Compounds from Seed Coats of  Differently Colored European Varieties of Pea (Pisum Sativum L.) and Characterization of  Their Antioxidant and In Vitro Anticancer Activities. Nutrition and Cancer 2016, 68 (6),  988–1000. https://doi.org/10.1080/01635581.2016.1190019.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3534"
}

Stanisavljević, N. S., Ilić, M. D., Matić, I. Z., Jovanović, Ž. S., Čupić, T., Dabić Zagorac, D., Natić, M.,& Tešić, Ž. Lj.. (2016). Supplementary material for the article: Stanisavljević, N. S.; Ilić, M. D.; Matić, I. Z.; Jovanović, Ž. S.; Čupić, T.; Dabić, D. Č.;  Natić, M. M.; Tešić, Ž. L. Identification of Phenolic Compounds from Seed Coats of  Differently Colored European Varieties of Pea (Pisum Sativum L.) and Characterization of  Their Antioxidant and In Vitro Anticancer Activities. Nutrition and Cancer 2016, 68 (6),  988–1000. https://doi.org/10.1080/01635581.2016.1190019.. in Nutrition and Cancer. An International Journal
Routledge Journals, Taylor & Francis Ltd, Abingdon..
https://hdl.handle.net/21.15107/rcub_cherry_3534

Stanisavljević NS, Ilić MD, Matić IZ, Jovanović ŽS, Čupić T, Dabić Zagorac D, Natić M, Tešić ŽL. Supplementary material for the article: Stanisavljević, N. S.; Ilić, M. D.; Matić, I. Z.; Jovanović, Ž. S.; Čupić, T.; Dabić, D. Č.;  Natić, M. M.; Tešić, Ž. L. Identification of Phenolic Compounds from Seed Coats of  Differently Colored European Varieties of Pea (Pisum Sativum L.) and Characterization of  Their Antioxidant and In Vitro Anticancer Activities. Nutrition and Cancer 2016, 68 (6),  988–1000. https://doi.org/10.1080/01635581.2016.1190019.. in Nutrition and Cancer. An International Journal. 2016;.
https://hdl.handle.net/21.15107/rcub_cherry_3534 .

Stanisavljević, Nemanja S., Ilić, Marija D., Matić, Ivana Z., Jovanović, Živko S., Čupić, Tihomir, Dabić Zagorac, Dragana, Natić, Maja, Tešić, Živoslav Lj., "Supplementary material for the article: Stanisavljević, N. S.; Ilić, M. D.; Matić, I. Z.; Jovanović, Ž. S.; Čupić, T.; Dabić, D. Č.;  Natić, M. M.; Tešić, Ž. L. Identification of Phenolic Compounds from Seed Coats of  Differently Colored European Varieties of Pea (Pisum Sativum L.) and Characterization of  Their Antioxidant and In Vitro Anticancer Activities. Nutrition and Cancer 2016, 68 (6),  988–1000. https://doi.org/10.1080/01635581.2016.1190019." in Nutrition and Cancer. An International Journal (2016),
https://hdl.handle.net/21.15107/rcub_cherry_3534 .