TY  - JOUR
AU  - Višnjevac, Aleksandar
AU  - Araškov, Jovana
AU  - Nikolić, Milan
AU  - Bojić-Trbojević, Žanka
AU  - Pirković, Andrea
AU  - Dekanski, Dragana
AU  - Mitić, Dragana
AU  - Blagojević, Vladimir A.
AU  - Filipović, Nenad R.
AU  - Todorović, Tamara
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5877
AB  - The Zn(II) complexes [Zn(HLSe2)2](NO3)2∙CH3OH (2-NO3-Se) and [Zn(HLSe3)2](NO3)2·DMF (3-NO3-Se) with selenazolyl-hydrazone ligands 4-(4-methoxyphenyl)-2-(2-(pyridin-2-ylmethylene)hydrazinyl)-1,3-selenazole (HLSe2) and 4-(4-methylphenyl)-2-(2-(pyridin-2-ylmethylene)hydrazinyl)-1,3-selenazole (HLSe3) have been synthesized and characterized using singe crystal X-ray diffraction analysis. Antiproliferative activities of 2-NO3-Se and 3-NO3-Se, the corresponding ligands and sulphur isosteres of the complexes and the ligands were determined on non-malignant HTR-8/SVneo extravillous trophoblast cell line and malignant JEG-3 and JAr choriocarcinoma cell lines. All Zn complexes exhibited cytotoxic effect, comparable to that of a reference metal-based drug, cisplatin. The antioxidant activity of all compounds was determined in three antioxidant assays: ORAC (Oxygen Radical Absorbance Capacity), ABTS [(2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt] and CERAC [Ce(IV)-based reducing capacity]. As a result of synergy between Zn(II) and selenazolyl-hydrazone ligands, the complexes 2-NO3-Se and 3-NO3-Se appeared to be more active than Trolox, which is not the case for their sulfur counterparts. In-silico calculations of ADME properties pointed that the compounds possess some of desirable Lipinski rule principles. Applied algorithms did not report the compounds as potential PAINS or covalent inhibitors, although due to high molecular weight none of the compounds represent a potential lead compound. Toxicity prediction of the compounds is performed using machine learning models. The complexation of the ligands most likely reduces their toxicity or reduces their negative metabolic effects.
PB  - Elsevier
T2  - Journal of Molecular Structure
T2  - Journal of Molecular StructureJournal of Molecular Structure
T1  - Zn(II) complexes with pyridyl-based 1,3-selen/thiazolyl-hydrazones: A comparative study
VL  - 1281
SP  - 135193
DO  - 10.1016/j.molstruc.2023.135193
ER  - 

@article{
author = "Višnjevac, Aleksandar and Araškov, Jovana and Nikolić, Milan and Bojić-Trbojević, Žanka and Pirković, Andrea and Dekanski, Dragana and Mitić, Dragana and Blagojević, Vladimir A. and Filipović, Nenad R. and Todorović, Tamara",
year = "2023",
abstract = "The Zn(II) complexes [Zn(HLSe2)2](NO3)2∙CH3OH (2-NO3-Se) and [Zn(HLSe3)2](NO3)2·DMF (3-NO3-Se) with selenazolyl-hydrazone ligands 4-(4-methoxyphenyl)-2-(2-(pyridin-2-ylmethylene)hydrazinyl)-1,3-selenazole (HLSe2) and 4-(4-methylphenyl)-2-(2-(pyridin-2-ylmethylene)hydrazinyl)-1,3-selenazole (HLSe3) have been synthesized and characterized using singe crystal X-ray diffraction analysis. Antiproliferative activities of 2-NO3-Se and 3-NO3-Se, the corresponding ligands and sulphur isosteres of the complexes and the ligands were determined on non-malignant HTR-8/SVneo extravillous trophoblast cell line and malignant JEG-3 and JAr choriocarcinoma cell lines. All Zn complexes exhibited cytotoxic effect, comparable to that of a reference metal-based drug, cisplatin. The antioxidant activity of all compounds was determined in three antioxidant assays: ORAC (Oxygen Radical Absorbance Capacity), ABTS [(2,2′-azino-bis (3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt] and CERAC [Ce(IV)-based reducing capacity]. As a result of synergy between Zn(II) and selenazolyl-hydrazone ligands, the complexes 2-NO3-Se and 3-NO3-Se appeared to be more active than Trolox, which is not the case for their sulfur counterparts. In-silico calculations of ADME properties pointed that the compounds possess some of desirable Lipinski rule principles. Applied algorithms did not report the compounds as potential PAINS or covalent inhibitors, although due to high molecular weight none of the compounds represent a potential lead compound. Toxicity prediction of the compounds is performed using machine learning models. The complexation of the ligands most likely reduces their toxicity or reduces their negative metabolic effects.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure, Journal of Molecular StructureJournal of Molecular Structure",
title = "Zn(II) complexes with pyridyl-based 1,3-selen/thiazolyl-hydrazones: A comparative study",
volume = "1281",
pages = "135193",
doi = "10.1016/j.molstruc.2023.135193"
}

Višnjevac, A., Araškov, J., Nikolić, M., Bojić-Trbojević, Ž., Pirković, A., Dekanski, D., Mitić, D., Blagojević, V. A., Filipović, N. R.,& Todorović, T.. (2023). Zn(II) complexes with pyridyl-based 1,3-selen/thiazolyl-hydrazones: A comparative study. in Journal of Molecular Structure
Elsevier., 1281, 135193.
https://doi.org/10.1016/j.molstruc.2023.135193

Višnjevac A, Araškov J, Nikolić M, Bojić-Trbojević Ž, Pirković A, Dekanski D, Mitić D, Blagojević VA, Filipović NR, Todorović T. Zn(II) complexes with pyridyl-based 1,3-selen/thiazolyl-hydrazones: A comparative study. in Journal of Molecular Structure. 2023;1281:135193.
doi:10.1016/j.molstruc.2023.135193 .

Višnjevac, Aleksandar, Araškov, Jovana, Nikolić, Milan, Bojić-Trbojević, Žanka, Pirković, Andrea, Dekanski, Dragana, Mitić, Dragana, Blagojević, Vladimir A., Filipović, Nenad R., Todorović, Tamara, "Zn(II) complexes with pyridyl-based 1,3-selen/thiazolyl-hydrazones: A comparative study" in Journal of Molecular Structure, 1281 (2023):135193,
https://doi.org/10.1016/j.molstruc.2023.135193 . .

TY  - JOUR
AU  - Vitomirov, Teodora
AU  - Dimiza, Filitsa
AU  - Matić, Ivana Z.
AU  - Stanojković, Tatjana
AU  - Pirković, Andrea
AU  - Živković, Lada
AU  - Spremo-Potparević, Biljana
AU  - Novaković, Irena T.
AU  - Anđelković, Katarina K.
AU  - Milčić, Miloš K.
AU  - Psomas, George
AU  - Ristović, Maja Šumar
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5515
AB  - In this article, cytotoxicity, the mechanisms of cytotoxic activity, genotoxicity, and interaction with DNA and proteins, of two Cu(II) complexes with a salicylaldehyde derivative (4-(diethylamino)salicylaldehyde) and α-diimine (2,2′-bipyridine (bipy) and 1,10-phenanthroline (phen)) are reported. Both Cu(II) complexes performed cytotoxic effects against all tested malignant cell lines. Complexes exerted highest cytotoxicity against HeLa and A375 malignant cell lines. The cytotoxic activity of Cu(II) complex with phen as a α-diimine co-ligand was significantly higher in comparison with cytotoxic activity of Cu(II) complex with bipy. Pretreatment with specific inhibitors of caspase-3, caspase-8 or caspase-9, in order to clear up the mode of cell death triggered by two Cu(II) complexes in HeLa cells, indicated the ability of these complexes to induce apoptosis through activation of target caspases. Cu(II)-phen complex exhibited significant antioxidant activity compared with Cu(II)-bipy complex, and showed a better effect on reducing intracellular ROS levels in HeLa cells. Tested complexes did not display genotoxic potential in human peripheral blood leucocytes, but exhibited an antigenotoxic effect in post-treatment, after H2O2 exposure. The study of the in vitro biological properties regarding their affinity towards CT (calf-thymus) DNA and serum albumins showed that the compounds can intercalate to CT DNA, and bind reversibly and tightly to the albumins. Molecular docking studies of the ability of compounds to bind to biomacromolecules are consistent with in vitro studies.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Copper(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines: Anticancer, antioxidant, antigenotoxic effects and interaction with DNA and albumins
VL  - 235
SP  - 111942
DO  - 10.1016/j.jinorgbio.2022.111942
ER  - 

@article{
author = "Vitomirov, Teodora and Dimiza, Filitsa and Matić, Ivana Z. and Stanojković, Tatjana and Pirković, Andrea and Živković, Lada and Spremo-Potparević, Biljana and Novaković, Irena T. and Anđelković, Katarina K. and Milčić, Miloš K. and Psomas, George and Ristović, Maja Šumar",
year = "2022",
abstract = "In this article, cytotoxicity, the mechanisms of cytotoxic activity, genotoxicity, and interaction with DNA and proteins, of two Cu(II) complexes with a salicylaldehyde derivative (4-(diethylamino)salicylaldehyde) and α-diimine (2,2′-bipyridine (bipy) and 1,10-phenanthroline (phen)) are reported. Both Cu(II) complexes performed cytotoxic effects against all tested malignant cell lines. Complexes exerted highest cytotoxicity against HeLa and A375 malignant cell lines. The cytotoxic activity of Cu(II) complex with phen as a α-diimine co-ligand was significantly higher in comparison with cytotoxic activity of Cu(II) complex with bipy. Pretreatment with specific inhibitors of caspase-3, caspase-8 or caspase-9, in order to clear up the mode of cell death triggered by two Cu(II) complexes in HeLa cells, indicated the ability of these complexes to induce apoptosis through activation of target caspases. Cu(II)-phen complex exhibited significant antioxidant activity compared with Cu(II)-bipy complex, and showed a better effect on reducing intracellular ROS levels in HeLa cells. Tested complexes did not display genotoxic potential in human peripheral blood leucocytes, but exhibited an antigenotoxic effect in post-treatment, after H2O2 exposure. The study of the in vitro biological properties regarding their affinity towards CT (calf-thymus) DNA and serum albumins showed that the compounds can intercalate to CT DNA, and bind reversibly and tightly to the albumins. Molecular docking studies of the ability of compounds to bind to biomacromolecules are consistent with in vitro studies.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Copper(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines: Anticancer, antioxidant, antigenotoxic effects and interaction with DNA and albumins",
volume = "235",
pages = "111942",
doi = "10.1016/j.jinorgbio.2022.111942"
}

Vitomirov, T., Dimiza, F., Matić, I. Z., Stanojković, T., Pirković, A., Živković, L., Spremo-Potparević, B., Novaković, I. T., Anđelković, K. K., Milčić, M. K., Psomas, G.,& Ristović, M. Š.. (2022). Copper(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines: Anticancer, antioxidant, antigenotoxic effects and interaction with DNA and albumins. in Journal of Inorganic Biochemistry
Elsevier., 235, 111942.
https://doi.org/10.1016/j.jinorgbio.2022.111942

Vitomirov T, Dimiza F, Matić IZ, Stanojković T, Pirković A, Živković L, Spremo-Potparević B, Novaković IT, Anđelković KK, Milčić MK, Psomas G, Ristović MŠ. Copper(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines: Anticancer, antioxidant, antigenotoxic effects and interaction with DNA and albumins. in Journal of Inorganic Biochemistry. 2022;235:111942.
doi:10.1016/j.jinorgbio.2022.111942 .

Vitomirov, Teodora, Dimiza, Filitsa, Matić, Ivana Z., Stanojković, Tatjana, Pirković, Andrea, Živković, Lada, Spremo-Potparević, Biljana, Novaković, Irena T., Anđelković, Katarina K., Milčić, Miloš K., Psomas, George, Ristović, Maja Šumar, "Copper(II) complexes with 4-(diethylamino)salicylaldehyde and α-diimines: Anticancer, antioxidant, antigenotoxic effects and interaction with DNA and albumins" in Journal of Inorganic Biochemistry, 235 (2022):111942,
https://doi.org/10.1016/j.jinorgbio.2022.111942 . .

TY  - DATA
AU  - Vitomirov, Teodora
AU  - Dimiza, Filitsa
AU  - Matić, Ivana Z.
AU  - Stanojković, Tatjana
AU  - Pirković, Andrea
AU  - Živković, Lada
AU  - Spremo-Potparević, Biljana
AU  - Novaković, Irena T.
AU  - Anđelković, Katarina K.
AU  - Milčić, Miloš K.
AU  - Psomas, George
AU  - Ristović, Maja Šumar
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5519
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary information for the article: Vitomirov, T.; Dimiza, F.; Matić, I. Z.; Stanojković, T.; Pirković, A.; Živković, L.; Spremo-Potparević, B.; Novaković, I.; Anđelković, K.; Milčić, M.; Psomas, G.; Ristović, M. Š. Copper(II) Complexes with 4-(Diethylamino)Salicylaldehyde and α-Diimines: Anticancer, Antioxidant, Antigenotoxic Effects and Interaction with DNA and Albumins. Journal of Inorganic Biochemistry 2022, 235, 111942. https://doi.org/10.1016/j.jinorgbio.2022.111942.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_5519
ER  - 

@misc{
author = "Vitomirov, Teodora and Dimiza, Filitsa and Matić, Ivana Z. and Stanojković, Tatjana and Pirković, Andrea and Živković, Lada and Spremo-Potparević, Biljana and Novaković, Irena T. and Anđelković, Katarina K. and Milčić, Miloš K. and Psomas, George and Ristović, Maja Šumar",
year = "2022",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary information for the article: Vitomirov, T.; Dimiza, F.; Matić, I. Z.; Stanojković, T.; Pirković, A.; Živković, L.; Spremo-Potparević, B.; Novaković, I.; Anđelković, K.; Milčić, M.; Psomas, G.; Ristović, M. Š. Copper(II) Complexes with 4-(Diethylamino)Salicylaldehyde and α-Diimines: Anticancer, Antioxidant, Antigenotoxic Effects and Interaction with DNA and Albumins. Journal of Inorganic Biochemistry 2022, 235, 111942. https://doi.org/10.1016/j.jinorgbio.2022.111942.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_5519"
}

Vitomirov, T., Dimiza, F., Matić, I. Z., Stanojković, T., Pirković, A., Živković, L., Spremo-Potparević, B., Novaković, I. T., Anđelković, K. K., Milčić, M. K., Psomas, G.,& Ristović, M. Š.. (2022). Supplementary information for the article: Vitomirov, T.; Dimiza, F.; Matić, I. Z.; Stanojković, T.; Pirković, A.; Živković, L.; Spremo-Potparević, B.; Novaković, I.; Anđelković, K.; Milčić, M.; Psomas, G.; Ristović, M. Š. Copper(II) Complexes with 4-(Diethylamino)Salicylaldehyde and α-Diimines: Anticancer, Antioxidant, Antigenotoxic Effects and Interaction with DNA and Albumins. Journal of Inorganic Biochemistry 2022, 235, 111942. https://doi.org/10.1016/j.jinorgbio.2022.111942.. in Journal of Inorganic Biochemistry
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_5519

Vitomirov T, Dimiza F, Matić IZ, Stanojković T, Pirković A, Živković L, Spremo-Potparević B, Novaković IT, Anđelković KK, Milčić MK, Psomas G, Ristović MŠ. Supplementary information for the article: Vitomirov, T.; Dimiza, F.; Matić, I. Z.; Stanojković, T.; Pirković, A.; Živković, L.; Spremo-Potparević, B.; Novaković, I.; Anđelković, K.; Milčić, M.; Psomas, G.; Ristović, M. Š. Copper(II) Complexes with 4-(Diethylamino)Salicylaldehyde and α-Diimines: Anticancer, Antioxidant, Antigenotoxic Effects and Interaction with DNA and Albumins. Journal of Inorganic Biochemistry 2022, 235, 111942. https://doi.org/10.1016/j.jinorgbio.2022.111942.. in Journal of Inorganic Biochemistry. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_5519 .

Vitomirov, Teodora, Dimiza, Filitsa, Matić, Ivana Z., Stanojković, Tatjana, Pirković, Andrea, Živković, Lada, Spremo-Potparević, Biljana, Novaković, Irena T., Anđelković, Katarina K., Milčić, Miloš K., Psomas, George, Ristović, Maja Šumar, "Supplementary information for the article: Vitomirov, T.; Dimiza, F.; Matić, I. Z.; Stanojković, T.; Pirković, A.; Živković, L.; Spremo-Potparević, B.; Novaković, I.; Anđelković, K.; Milčić, M.; Psomas, G.; Ristović, M. Š. Copper(II) Complexes with 4-(Diethylamino)Salicylaldehyde and α-Diimines: Anticancer, Antioxidant, Antigenotoxic Effects and Interaction with DNA and Albumins. Journal of Inorganic Biochemistry 2022, 235, 111942. https://doi.org/10.1016/j.jinorgbio.2022.111942." in Journal of Inorganic Biochemistry (2022),
https://hdl.handle.net/21.15107/rcub_cherry_5519 .