TY  - JOUR
AU  - Ćurčić, Vladimir
AU  - Olszewski, Mateusz
AU  - Maciejewska, Natalia
AU  - Višnjevac, Aleksandar
AU  - Srdić-Rajić, Tatjana
AU  - Dobričić, Vladimir
AU  - García-Sosa, Alfonso T.
AU  - Kokanov, Sanja B.
AU  - Araškov, Jovana
AU  - Silvestri, Romano
AU  - Schüle, Roland
AU  - Jung, Manfred
AU  - Nikolić, Milan
AU  - Filipović, Nenad R.
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6392
AB  - Heterocyclic pharmacophores such as thiazole and quinoline rings have a significant role in medicinal chemistry. They are considered privileged structures since they constitute several Food and Drug Administration (FDA)-approved drugs for cancer treatment. Herein, we report the synthesis, in silico evaluation of the ADMET profiles, and in vitro investigation of the anticancer activity of a series of novel thiazolyl-hydrazones based on the 8-quinoline (1a–c), 2-quinoline (2a–c), and 8-hydroxy-2-quinolyl moiety (3a–c). The panel of several human cancer cell lines and the nontumorigenic human embryonic kidney cell line HEK-293 were used to evaluate the compound-mediated in vitro anticancer activities, leading to [2-(2-(quinolyl-8-ol-2-ylmethylene)hydrazinyl)]-4-(4-methoxyphenyl)-1,3-thiazole (3c) as the most promising compound. The study revealed that 3c blocks the cell-cycle progression of a human colon cancer cell line (HCT-116) in the S phase and induces DNA double-strand breaks. Also, our findings demonstrate that 3c accumulates in lysosomes, ultimately leading to the cell death of the hepatocellular carcinoma cell line (Hep-G2) and HCT-116 cells, by the mechanism of autophagy inhibition.
PB  - John Wiley and Sons Inc
T2  - Archiv der Pharmazie
T2  - Archiv der Pharmazie
T1  - Quinoline-based thiazolyl-hydrazones target cancer cells through autophagy inhibition
VL  - n/a
IS  - n/a
SP  - e2300426
DO  - 10.1002/ardp.202300426
ER  - 

@article{
author = "Ćurčić, Vladimir and Olszewski, Mateusz and Maciejewska, Natalia and Višnjevac, Aleksandar and Srdić-Rajić, Tatjana and Dobričić, Vladimir and García-Sosa, Alfonso T. and Kokanov, Sanja B. and Araškov, Jovana and Silvestri, Romano and Schüle, Roland and Jung, Manfred and Nikolić, Milan and Filipović, Nenad R.",
abstract = "Heterocyclic pharmacophores such as thiazole and quinoline rings have a significant role in medicinal chemistry. They are considered privileged structures since they constitute several Food and Drug Administration (FDA)-approved drugs for cancer treatment. Herein, we report the synthesis, in silico evaluation of the ADMET profiles, and in vitro investigation of the anticancer activity of a series of novel thiazolyl-hydrazones based on the 8-quinoline (1a–c), 2-quinoline (2a–c), and 8-hydroxy-2-quinolyl moiety (3a–c). The panel of several human cancer cell lines and the nontumorigenic human embryonic kidney cell line HEK-293 were used to evaluate the compound-mediated in vitro anticancer activities, leading to [2-(2-(quinolyl-8-ol-2-ylmethylene)hydrazinyl)]-4-(4-methoxyphenyl)-1,3-thiazole (3c) as the most promising compound. The study revealed that 3c blocks the cell-cycle progression of a human colon cancer cell line (HCT-116) in the S phase and induces DNA double-strand breaks. Also, our findings demonstrate that 3c accumulates in lysosomes, ultimately leading to the cell death of the hepatocellular carcinoma cell line (Hep-G2) and HCT-116 cells, by the mechanism of autophagy inhibition.",
publisher = "John Wiley and Sons Inc",
journal = "Archiv der Pharmazie, Archiv der Pharmazie",
title = "Quinoline-based thiazolyl-hydrazones target cancer cells through autophagy inhibition",
volume = "n/a",
number = "n/a",
pages = "e2300426",
doi = "10.1002/ardp.202300426"
}

Ćurčić, V., Olszewski, M., Maciejewska, N., Višnjevac, A., Srdić-Rajić, T., Dobričić, V., García-Sosa, A. T., Kokanov, S. B., Araškov, J., Silvestri, R., Schüle, R., Jung, M., Nikolić, M.,& Filipović, N. R..Quinoline-based thiazolyl-hydrazones target cancer cells through autophagy inhibition. in Archiv der Pharmazie
John Wiley and Sons Inc., n/a(n/a), e2300426.
https://doi.org/10.1002/ardp.202300426

Ćurčić V, Olszewski M, Maciejewska N, Višnjevac A, Srdić-Rajić T, Dobričić V, García-Sosa AT, Kokanov SB, Araškov J, Silvestri R, Schüle R, Jung M, Nikolić M, Filipović NR. Quinoline-based thiazolyl-hydrazones target cancer cells through autophagy inhibition. in Archiv der Pharmazie.n/a(n/a):e2300426.
doi:10.1002/ardp.202300426 .

Ćurčić, Vladimir, Olszewski, Mateusz, Maciejewska, Natalia, Višnjevac, Aleksandar, Srdić-Rajić, Tatjana, Dobričić, Vladimir, García-Sosa, Alfonso T., Kokanov, Sanja B., Araškov, Jovana, Silvestri, Romano, Schüle, Roland, Jung, Manfred, Nikolić, Milan, Filipović, Nenad R., "Quinoline-based thiazolyl-hydrazones target cancer cells through autophagy inhibition" in Archiv der Pharmazie, n/a, no. n/a:e2300426,
https://doi.org/10.1002/ardp.202300426 . .

TY  - CONF
AU  - Ristić, Predrag
AU  - Višnjevac, Aleksandar
AU  - Araškov, Jovana
AU  - Filipović, Nenad
AU  - Todorović, Tamara
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6004
AB  - Због своје могућности да оствари координационе бројеве од 2 до 9, високе биодоступност и афинитета према N, O, S-донорским атомима, Zn(II) се користи за синтезе комплекса у циљу њихове специфичне примене. У Кембричкој структурној бази података је депоновано само осам кристалних структура комплекса Zn(II), Cd(II) и Co(III) са 
N-хетероароматичним 1,3-селеназолил-хидразонским лигандима. У овом раду је  фокус био на кристалној структури комплекса Zn(II) са лигандом HLSe2 (2-Cl-Se; Слика 1). Молекулска и кристална структура новог комплекса 2-Cl-Se је упоређена са претходно објављеним Zn(II) комплексом са лигандом HLS2 (2-Cl), структурним аналогом лиганда HLSe2 [1]. Праћен утицај изостерне S/Se замене на топологију и енергетску дистрибуцију интермолекулских интеракција у Zn(II) комплексима са 1,3-селеназолил/тиазолил-хидразонима на бази пиридина.
AB  - Due to its ability to achieve coordination numbers from 2 to 9, high bioavail-ability, and affinity to N, O, and S-donor atoms, Zn(II) is used for the syn-thesis of complexes with the aim of their specific application. Only eight crystal structures of Zn(II), Cd(II), and Co(III) complexes with N-heteroaromatic 1,3-selenazolyl-hydrazone ligands are deposited in the Cam-bridge Structural Database. This work focused on the crystal structure of the Zn(II) complex with the HLSe2 ligand (2-Cl-Se; Figure 1). The molecular and crystal structure of the new 2-Cl-Se complex was compared with the previ-ously published Zn(II) complex with the HLS2 ligand (2-Cl), a structural analog of the HLSe2 ligand [1]. The influence of isosteric S/Se substitution on the topology and energy distribution of intermolecular interactions in Zn(II) complexes with pyridine-based 1,3-selenazolyl/thiazolyl-hydrazones was monitored [1].
PB  - Belgrade : Serbian Crystallographic Society
C3  - 28th Conference of the Serbian Crystallographic Society, Čačak, Serbia, June 14–15, 2023
T1  - Zn(II) complex with pyridine based 1,3-selenazolyl-hydrazone
SP  - 74
EP  - 75
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6004
ER  - 

@conference{
author = "Ristić, Predrag and Višnjevac, Aleksandar and Araškov, Jovana and Filipović, Nenad and Todorović, Tamara",
year = "2023",
abstract = "Због своје могућности да оствари координационе бројеве од 2 до 9, високе биодоступност и афинитета према N, O, S-донорским атомима, Zn(II) се користи за синтезе комплекса у циљу њихове специфичне примене. У Кембричкој структурној бази података је депоновано само осам кристалних структура комплекса Zn(II), Cd(II) и Co(III) са 
N-хетероароматичним 1,3-селеназолил-хидразонским лигандима. У овом раду је  фокус био на кристалној структури комплекса Zn(II) са лигандом HLSe2 (2-Cl-Se; Слика 1). Молекулска и кристална структура новог комплекса 2-Cl-Se је упоређена са претходно објављеним Zn(II) комплексом са лигандом HLS2 (2-Cl), структурним аналогом лиганда HLSe2 [1]. Праћен утицај изостерне S/Se замене на топологију и енергетску дистрибуцију интермолекулских интеракција у Zn(II) комплексима са 1,3-селеназолил/тиазолил-хидразонима на бази пиридина., Due to its ability to achieve coordination numbers from 2 to 9, high bioavail-ability, and affinity to N, O, and S-donor atoms, Zn(II) is used for the syn-thesis of complexes with the aim of their specific application. Only eight crystal structures of Zn(II), Cd(II), and Co(III) complexes with N-heteroaromatic 1,3-selenazolyl-hydrazone ligands are deposited in the Cam-bridge Structural Database. This work focused on the crystal structure of the Zn(II) complex with the HLSe2 ligand (2-Cl-Se; Figure 1). The molecular and crystal structure of the new 2-Cl-Se complex was compared with the previ-ously published Zn(II) complex with the HLS2 ligand (2-Cl), a structural analog of the HLSe2 ligand [1]. The influence of isosteric S/Se substitution on the topology and energy distribution of intermolecular interactions in Zn(II) complexes with pyridine-based 1,3-selenazolyl/thiazolyl-hydrazones was monitored [1].",
publisher = "Belgrade : Serbian Crystallographic Society",
journal = "28th Conference of the Serbian Crystallographic Society, Čačak, Serbia, June 14–15, 2023",
title = "Zn(II) complex with pyridine based 1,3-selenazolyl-hydrazone",
pages = "74-75",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6004"
}

Ristić, P., Višnjevac, A., Araškov, J., Filipović, N.,& Todorović, T.. (2023). Zn(II) complex with pyridine based 1,3-selenazolyl-hydrazone. in 28th Conference of the Serbian Crystallographic Society, Čačak, Serbia, June 14–15, 2023
Belgrade : Serbian Crystallographic Society., 74-75.
https://hdl.handle.net/21.15107/rcub_cherry_6004

Ristić P, Višnjevac A, Araškov J, Filipović N, Todorović T. Zn(II) complex with pyridine based 1,3-selenazolyl-hydrazone. in 28th Conference of the Serbian Crystallographic Society, Čačak, Serbia, June 14–15, 2023. 2023;:74-75.
https://hdl.handle.net/21.15107/rcub_cherry_6004 .

Ristić, Predrag, Višnjevac, Aleksandar, Araškov, Jovana, Filipović, Nenad, Todorović, Tamara, "Zn(II) complex with pyridine based 1,3-selenazolyl-hydrazone" in 28th Conference of the Serbian Crystallographic Society, Čačak, Serbia, June 14–15, 2023 (2023):74-75,
https://hdl.handle.net/21.15107/rcub_cherry_6004 .

TY  - CONF
AU  - Araškov, Jovana
AU  - Ristić, Predrag
AU  - Višnjevac, Aleksandar
AU  - López-de-Luzuriaga, Jose Marija
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6005
AB  - Јефтина, нискотоксична координациона једињења Zn(II) представљају обећавајуће кандидате за различите примене, укључујући фотолуминесцентне материјале. У овом раду су представљена два комплекса Zn(II) са хидразонил-тиазолским лигандима на бази пиридина (HLS1 и HLS2), који су синтетсани директном реакцијом лиганaда и Zn(CH3COO)2∙2H2O. Пентануклеарни комплекс [Zn5(HLS1)4(CH3COO)6] (1-AcO; Слика 1) кристалише у моноклиничној P21/n просторној групи са половином молекула по асиметричној јединици, при чему се централни јон Zn(II) налази на центру инверзије (Викофово слово c). Мононуклеарни комплекс [Zn(HLS2)(CH3COO)(H2O)] (2-AcO; Слика 2) кристалише у триклиничној P¬–1 просторној групи са једним молекулом по асиметричној јединици. Експеримент дифракције X-зрака са узорка праха je потврдио да су добијени једнофазни производи. Урађена је детаљна анализа типова и енергетске дистрибуције интермолекулских интеракција. Симетричан комплекс 1-AcO није фотолуминесцентан, за разлику од комплекса 2-AcO. Квантно-механички прорачуни теорије функционала густине (DFT) и временски зависне теорије функционала густине (TD-DFT) су расветлили порекло фотолуминесцентних својстава комплекса 2-AcO.
AB  - Inexpensive, low-toxic Zn(II) coordination compounds are represent promising candidates for various applications, including photoluminescent materials. In this study we report two zinc(II) complexes with thiazolyl-hydrazone-based ligands (HLS1 and HLS2), which were synthesized by direct reaction of the ligands with Zn(CH3COO)2∙2H2O. Pentanuclear complex [Zn5(HLS1)4(CH3COO)6] (1-AcO; Figure 1) crystalizes in monoclinic P21/n space group with half of the molecule in the asymmetric unit, where Zn3 atoms lie at inversion center (Wyckoff letter c). Mononuclear [Zn(HLS2)(CH3COO)(H2O)] (2-AcO; Figure 2) crystalizes in triclinic P‒1 space group with one molecule in the asymmetric unit (Figure 2). Powder X-ray diffraction experiments confirmed that single-phase products were obtained. A detailed analysis of types and energy distribution of intermolecular interactions was performed. The symmetrical 1-AcO does not exhibit photophysical properties, unlike asymmetrical 2-AcO. Quantum-mechanical calculations of density functional theory (DFT) and time-dependent DFT provided insight into origin of the photoluminescent properties of 2-AcO.
PB  - Belgrade : Serbian Crystallographic Society
C3  - 28th Conference of the Serbian Crystallographic Society, Čačak, Serbia, June 14–15, 2023
T1  - Mononuclear and pentanuclear Zn(II) complexes with hydrazonyl-thiazoles: structural and photophisical study
SP  - 42
EP  - 43
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6005
ER  - 

@conference{
author = "Araškov, Jovana and Ristić, Predrag and Višnjevac, Aleksandar and López-de-Luzuriaga, Jose Marija",
year = "2023",
abstract = "Јефтина, нискотоксична координациона једињења Zn(II) представљају обећавајуће кандидате за различите примене, укључујући фотолуминесцентне материјале. У овом раду су представљена два комплекса Zn(II) са хидразонил-тиазолским лигандима на бази пиридина (HLS1 и HLS2), који су синтетсани директном реакцијом лиганaда и Zn(CH3COO)2∙2H2O. Пентануклеарни комплекс [Zn5(HLS1)4(CH3COO)6] (1-AcO; Слика 1) кристалише у моноклиничној P21/n просторној групи са половином молекула по асиметричној јединици, при чему се централни јон Zn(II) налази на центру инверзије (Викофово слово c). Мононуклеарни комплекс [Zn(HLS2)(CH3COO)(H2O)] (2-AcO; Слика 2) кристалише у триклиничној P¬–1 просторној групи са једним молекулом по асиметричној јединици. Експеримент дифракције X-зрака са узорка праха je потврдио да су добијени једнофазни производи. Урађена је детаљна анализа типова и енергетске дистрибуције интермолекулских интеракција. Симетричан комплекс 1-AcO није фотолуминесцентан, за разлику од комплекса 2-AcO. Квантно-механички прорачуни теорије функционала густине (DFT) и временски зависне теорије функционала густине (TD-DFT) су расветлили порекло фотолуминесцентних својстава комплекса 2-AcO., Inexpensive, low-toxic Zn(II) coordination compounds are represent promising candidates for various applications, including photoluminescent materials. In this study we report two zinc(II) complexes with thiazolyl-hydrazone-based ligands (HLS1 and HLS2), which were synthesized by direct reaction of the ligands with Zn(CH3COO)2∙2H2O. Pentanuclear complex [Zn5(HLS1)4(CH3COO)6] (1-AcO; Figure 1) crystalizes in monoclinic P21/n space group with half of the molecule in the asymmetric unit, where Zn3 atoms lie at inversion center (Wyckoff letter c). Mononuclear [Zn(HLS2)(CH3COO)(H2O)] (2-AcO; Figure 2) crystalizes in triclinic P‒1 space group with one molecule in the asymmetric unit (Figure 2). Powder X-ray diffraction experiments confirmed that single-phase products were obtained. A detailed analysis of types and energy distribution of intermolecular interactions was performed. The symmetrical 1-AcO does not exhibit photophysical properties, unlike asymmetrical 2-AcO. Quantum-mechanical calculations of density functional theory (DFT) and time-dependent DFT provided insight into origin of the photoluminescent properties of 2-AcO.",
publisher = "Belgrade : Serbian Crystallographic Society",
journal = "28th Conference of the Serbian Crystallographic Society, Čačak, Serbia, June 14–15, 2023",
title = "Mononuclear and pentanuclear Zn(II) complexes with hydrazonyl-thiazoles: structural and photophisical study",
pages = "42-43",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6005"
}

Araškov, J., Ristić, P., Višnjevac, A.,& López-de-Luzuriaga, J. M.. (2023). Mononuclear and pentanuclear Zn(II) complexes with hydrazonyl-thiazoles: structural and photophisical study. in 28th Conference of the Serbian Crystallographic Society, Čačak, Serbia, June 14–15, 2023
Belgrade : Serbian Crystallographic Society., 42-43.
https://hdl.handle.net/21.15107/rcub_cherry_6005

Araškov J, Ristić P, Višnjevac A, López-de-Luzuriaga JM. Mononuclear and pentanuclear Zn(II) complexes with hydrazonyl-thiazoles: structural and photophisical study. in 28th Conference of the Serbian Crystallographic Society, Čačak, Serbia, June 14–15, 2023. 2023;:42-43.
https://hdl.handle.net/21.15107/rcub_cherry_6005 .

Araškov, Jovana, Ristić, Predrag, Višnjevac, Aleksandar, López-de-Luzuriaga, Jose Marija, "Mononuclear and pentanuclear Zn(II) complexes with hydrazonyl-thiazoles: structural and photophisical study" in 28th Conference of the Serbian Crystallographic Society, Čačak, Serbia, June 14–15, 2023 (2023):42-43,
https://hdl.handle.net/21.15107/rcub_cherry_6005 .

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  - Araškov, Jovana
AU  - Ristić, Predrag
AU  - Višnjevac, Aleksandar
AU  - Mitić, Dragana
AU  - Andrej, Milivojac
AU  - Filipović, Nenad
AU  - Todorović, Tamara
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6317
AB  - An octahedral complex of Zn(II) with a ligand from a class of pyridine-based 1,3-selenazolyl-hydrazones was synthesized and characterized by IR and NMR spectroscopy and single crystal X-ray diffraction analysis. The purity of the complex was confirmed by elemental analysis. Two ligands are coordinated in the neutral NNN-tridentate form forming a complex cation, while the positive charge is neutralized by [ZnCl4]2–. Complex crystallizes in monoclinic C2/c space group with the Zn atoms situated in a special position. The packing features of the novel complex were analyzed using Hirshfeld surfaces, construction of 2D pseudosymmetric plot and DFT quantum mechanical calculations and compared with the previously published sulfur-based isostere. The key difference in the structures, imposed by replacement of sulfur with selenium, were identified.
PB  - Belgrade : Serbian Chemical Society
T2  - Journal of the Serbian Chemical Society
T1  - Zn(II) complex with pyridine based 1,3-selenazolyl-hydrazone: Synthesis, structural characterization and DFT study
VL  - n/a
DO  - 10.2298/JSC230831079A
ER  - 

@article{
author = "Araškov, Jovana and Ristić, Predrag and Višnjevac, Aleksandar and Mitić, Dragana and Andrej, Milivojac and Filipović, Nenad and Todorović, Tamara",
year = "2023",
abstract = "An octahedral complex of Zn(II) with a ligand from a class of pyridine-based 1,3-selenazolyl-hydrazones was synthesized and characterized by IR and NMR spectroscopy and single crystal X-ray diffraction analysis. The purity of the complex was confirmed by elemental analysis. Two ligands are coordinated in the neutral NNN-tridentate form forming a complex cation, while the positive charge is neutralized by [ZnCl4]2–. Complex crystallizes in monoclinic C2/c space group with the Zn atoms situated in a special position. The packing features of the novel complex were analyzed using Hirshfeld surfaces, construction of 2D pseudosymmetric plot and DFT quantum mechanical calculations and compared with the previously published sulfur-based isostere. The key difference in the structures, imposed by replacement of sulfur with selenium, were identified.",
publisher = "Belgrade : Serbian Chemical Society",
journal = "Journal of the Serbian Chemical Society",
title = "Zn(II) complex with pyridine based 1,3-selenazolyl-hydrazone: Synthesis, structural characterization and DFT study",
volume = "n/a",
doi = "10.2298/JSC230831079A"
}

Araškov, J., Ristić, P., Višnjevac, A., Mitić, D., Andrej, M., Filipović, N.,& Todorović, T.. (2023). Zn(II) complex with pyridine based 1,3-selenazolyl-hydrazone: Synthesis, structural characterization and DFT study. in Journal of the Serbian Chemical Society
Belgrade : Serbian Chemical Society., n/a.
https://doi.org/10.2298/JSC230831079A

Araškov J, Ristić P, Višnjevac A, Mitić D, Andrej M, Filipović N, Todorović T. Zn(II) complex with pyridine based 1,3-selenazolyl-hydrazone: Synthesis, structural characterization and DFT study. in Journal of the Serbian Chemical Society. 2023;n/a.
doi:10.2298/JSC230831079A .

Araškov, Jovana, Ristić, Predrag, Višnjevac, Aleksandar, Mitić, Dragana, Andrej, Milivojac, Filipović, Nenad, Todorović, Tamara, "Zn(II) complex with pyridine based 1,3-selenazolyl-hydrazone: Synthesis, structural characterization and DFT study" in Journal of the Serbian Chemical Society, n/a (2023),
https://doi.org/10.2298/JSC230831079A . .

TY  - JOUR
AU  - Rodríguez-Castillo, María
AU  - Monge, Miguel
AU  - Holló, Berta Barta
AU  - Padrón, José M.
AU  - Puerta, Adrián
AU  - Sousa, Sérgio F.
AU  - Fernandes, Henrique S.
AU  - Blagojević, Vladimir
AU  - Višnjevac, Aleksandar
AU  - Olszewski, Mateusz
AU  - Maciejewska, Natalia
AU  - Araškov, Jovana
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5885
AB  - Thiazolyl-hydrazones (THs) exhibit a wide spectrum of biological activity that can be enhanced by complexation with various metal ions. Zn(II) complexes with α-pyridine-1,3-TH ligands may represent an alternative to the standard platinum-based chemotherapeutics. In addition, they show photoluminescence properties and thus can be regarded as multifunctional materials. In this study, we synthesized and characterized three neutral Zn(II) complexes (1–3) with pyridine-based TH ligands HLS1‒3 in order to investigate the influence of the ligands charge on the structure and intermolecular interactions in the solid state, and consequently photophysical properties. The deprotonation of the ligands mainly affects the relative energies of electronic levels in the complexes, compared to cationic counterparts, resulting in similar photoluminescence mechanisms and quantum yields with a small shift in emission energy. The influence of the substitution at the ligands’ periphery on the selected quantum molecular descriptors of the complexes is localized to the substitution site. Also, the substituents did not considerably influence the redox responses of the complexes. However, predominant spectral changes were observed in the course of the first reduction and oxidation processes which caused distinct spectral color changes indicating their possible functionality for electrochromic applications. In addition, complex 1 showed antiproliferative activity with GI50 values below 2 µM on all tested cancer cell lines.
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones
VL  - 1281
SP  - 135157
DO  - 10.1016/j.molstruc.2023.135157
ER  - 

@article{
author = "Rodríguez-Castillo, María and Monge, Miguel and Holló, Berta Barta and Padrón, José M. and Puerta, Adrián and Sousa, Sérgio F. and Fernandes, Henrique S. and Blagojević, Vladimir and Višnjevac, Aleksandar and Olszewski, Mateusz and Maciejewska, Natalia and Araškov, Jovana",
year = "2023",
abstract = "Thiazolyl-hydrazones (THs) exhibit a wide spectrum of biological activity that can be enhanced by complexation with various metal ions. Zn(II) complexes with α-pyridine-1,3-TH ligands may represent an alternative to the standard platinum-based chemotherapeutics. In addition, they show photoluminescence properties and thus can be regarded as multifunctional materials. In this study, we synthesized and characterized three neutral Zn(II) complexes (1–3) with pyridine-based TH ligands HLS1‒3 in order to investigate the influence of the ligands charge on the structure and intermolecular interactions in the solid state, and consequently photophysical properties. The deprotonation of the ligands mainly affects the relative energies of electronic levels in the complexes, compared to cationic counterparts, resulting in similar photoluminescence mechanisms and quantum yields with a small shift in emission energy. The influence of the substitution at the ligands’ periphery on the selected quantum molecular descriptors of the complexes is localized to the substitution site. Also, the substituents did not considerably influence the redox responses of the complexes. However, predominant spectral changes were observed in the course of the first reduction and oxidation processes which caused distinct spectral color changes indicating their possible functionality for electrochromic applications. In addition, complex 1 showed antiproliferative activity with GI50 values below 2 µM on all tested cancer cell lines.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones",
volume = "1281",
pages = "135157",
doi = "10.1016/j.molstruc.2023.135157"
}

Rodríguez-Castillo, M., Monge, M., Holló, B. B., Padrón, J. M., Puerta, A., Sousa, S. F., Fernandes, H. S., Blagojević, V., Višnjevac, A., Olszewski, M., Maciejewska, N.,& Araškov, J.. (2023). Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones. in Journal of Molecular Structure
Elsevier., 1281, 135157.
https://doi.org/10.1016/j.molstruc.2023.135157

Rodríguez-Castillo M, Monge M, Holló BB, Padrón JM, Puerta A, Sousa SF, Fernandes HS, Blagojević V, Višnjevac A, Olszewski M, Maciejewska N, Araškov J. Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones. in Journal of Molecular Structure. 2023;1281:135157.
doi:10.1016/j.molstruc.2023.135157 .

Rodríguez-Castillo, María, Monge, Miguel, Holló, Berta Barta, Padrón, José M., Puerta, Adrián, Sousa, Sérgio F., Fernandes, Henrique S., Blagojević, Vladimir, Višnjevac, Aleksandar, Olszewski, Mateusz, Maciejewska, Natalia, Araškov, Jovana, "Structural, physicochemical and anticancer study of Zn complexes with pyridyl-based thiazolyl-hydrazones" in Journal of Molecular Structure, 1281 (2023):135157,
https://doi.org/10.1016/j.molstruc.2023.135157 . .

TY  - JOUR
AU  - Kokanov, Sanja B.
AU  - Filipović, Nenad R.
AU  - Višnjevac, Aleksandar
AU  - Nikolić, Milan
AU  - Novaković, Irena T.
AU  - Janjić, Goran
AU  - Holló, Berta Barta
AU  - Ramotowska, Sandra
AU  - Nowicka, Paulina
AU  - Makowski, Mariusz
AU  - Uğuz, Özlem
AU  - Koca, Atıf
AU  - Todorović, Tamara
PY  - 2023
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5986
AB  - Interest in Cd complexes has been growing in recent years. Cd complexes are considered a potential solution in the search for novel antibiotics that can fight antimicrobial resistance. In addition, Cd complexes draw attention to material chemistry. The main objective of this work was to prepare the first Cd(II) complexes with anionic forms of pyridine-based thiazolyl hydrazone (THs) ligands HLS2 [(E)-4-(4-methoxyphenyl)-2-(2-[pyridine-2-ylmethylene]hydrazinyl)thiazole] and HLS3 [(E)-2-(2-[pyridine-2-ylmethylene]hydrazinyl)-4-(p-tolyl)thiazole] and perform their structural and spectroscopic characterization, as well as stability in solution and upon heating. Studies related to their biological activities and possible electrochromic applications are also being conducted. Complexes [Cd(HLS2)2] (1) and [Cd(HLS3)2] (2) have been characterized by a single-crystal X-ray diffraction and computational analysis of intermolecular interactions responsible for their solid-state structures was performed. Thermal stability of 1 and 2 in the solid-state was analyzed by TGA/MS, where as their solution stability was determined by the spectrophotometric titration method. Electrochemical and in situ UV–Vis spectroelectrochemical analyses of 1 and 2 were carried out to determine redox mechanisms and the influence of the substituents and electrolytes on their redox responses. The antioxidant capacity of both complexes was tested in antioxidant assays, while their antimicrobial activity was tested against five Gram-positive and four Gram-negative bacteria, as well as against three fungi. The obtained results indicate their potent antioxidant capacity. The antimicrobial activity of investigated compounds on almost all tested bacterial strains was stronger than that of the standard antibiotic erythromycin. The results of docking studies indicate that the minor groove DNA is the possible biological target of 1 and 2.
PB  - Wiley
T2  - Applied Organometallic Chemistry
T1  - A detailed experimental and computational study of Cd complexes with pyridyl-based thiazolyl hydrazones
VL  - 37
IS  - 1
DO  - 10.1002/aoc.6942
ER  - 

@article{
author = "Kokanov, Sanja B. and Filipović, Nenad R. and Višnjevac, Aleksandar and Nikolić, Milan and Novaković, Irena T. and Janjić, Goran and Holló, Berta Barta and Ramotowska, Sandra and Nowicka, Paulina and Makowski, Mariusz and Uğuz, Özlem and Koca, Atıf and Todorović, Tamara",
year = "2023",
abstract = "Interest in Cd complexes has been growing in recent years. Cd complexes are considered a potential solution in the search for novel antibiotics that can fight antimicrobial resistance. In addition, Cd complexes draw attention to material chemistry. The main objective of this work was to prepare the first Cd(II) complexes with anionic forms of pyridine-based thiazolyl hydrazone (THs) ligands HLS2 [(E)-4-(4-methoxyphenyl)-2-(2-[pyridine-2-ylmethylene]hydrazinyl)thiazole] and HLS3 [(E)-2-(2-[pyridine-2-ylmethylene]hydrazinyl)-4-(p-tolyl)thiazole] and perform their structural and spectroscopic characterization, as well as stability in solution and upon heating. Studies related to their biological activities and possible electrochromic applications are also being conducted. Complexes [Cd(HLS2)2] (1) and [Cd(HLS3)2] (2) have been characterized by a single-crystal X-ray diffraction and computational analysis of intermolecular interactions responsible for their solid-state structures was performed. Thermal stability of 1 and 2 in the solid-state was analyzed by TGA/MS, where as their solution stability was determined by the spectrophotometric titration method. Electrochemical and in situ UV–Vis spectroelectrochemical analyses of 1 and 2 were carried out to determine redox mechanisms and the influence of the substituents and electrolytes on their redox responses. The antioxidant capacity of both complexes was tested in antioxidant assays, while their antimicrobial activity was tested against five Gram-positive and four Gram-negative bacteria, as well as against three fungi. The obtained results indicate their potent antioxidant capacity. The antimicrobial activity of investigated compounds on almost all tested bacterial strains was stronger than that of the standard antibiotic erythromycin. The results of docking studies indicate that the minor groove DNA is the possible biological target of 1 and 2.",
publisher = "Wiley",
journal = "Applied Organometallic Chemistry",
title = "A detailed experimental and computational study of Cd complexes with pyridyl-based thiazolyl hydrazones",
volume = "37",
number = "1",
doi = "10.1002/aoc.6942"
}

Kokanov, S. B., Filipović, N. R., Višnjevac, A., Nikolić, M., Novaković, I. T., Janjić, G., Holló, B. B., Ramotowska, S., Nowicka, P., Makowski, M., Uğuz, Ö., Koca, A.,& Todorović, T.. (2023). A detailed experimental and computational study of Cd complexes with pyridyl-based thiazolyl hydrazones. in Applied Organometallic Chemistry
Wiley., 37(1).
https://doi.org/10.1002/aoc.6942

Kokanov SB, Filipović NR, Višnjevac A, Nikolić M, Novaković IT, Janjić G, Holló BB, Ramotowska S, Nowicka P, Makowski M, Uğuz Ö, Koca A, Todorović T. A detailed experimental and computational study of Cd complexes with pyridyl-based thiazolyl hydrazones. in Applied Organometallic Chemistry. 2023;37(1).
doi:10.1002/aoc.6942 .

Kokanov, Sanja B., Filipović, Nenad R., Višnjevac, Aleksandar, Nikolić, Milan, Novaković, Irena T., Janjić, Goran, Holló, Berta Barta, Ramotowska, Sandra, Nowicka, Paulina, Makowski, Mariusz, Uğuz, Özlem, Koca, Atıf, Todorović, Tamara, "A detailed experimental and computational study of Cd complexes with pyridyl-based thiazolyl hydrazones" in Applied Organometallic Chemistry, 37, no. 1 (2023),
https://doi.org/10.1002/aoc.6942 . .

TY  - JOUR
AU  - Araškov, Jovana
AU  - Višnjevac, Aleksandar
AU  - Popović, Jasminka
AU  - Blagojević, Vladimir A.
AU  - Fernandes, Henrique S.
AU  - Sousa, Sérgio F.
AU  - Novaković, Irena T.
AU  - Padrón, José M.
AU  - Holló, Berta Barta
AU  - Monge, Miguel
AU  - Rodríguez-Castillo, María
AU  - López-de-Luzuriaga, José M.
AU  - Filipović, Nenad R.
AU  - Todorović, Tamara
PY  - 2022
UR  - https://pubs.rsc.org/en/content/articlelanding/2022/ce/d2ce00443g
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5380
AB  - Earth-abundant, cheap and non-toxic zinc-based coordination compounds are drawing research attention as promising candidates for various applications, such as photoluminescent materials and anticancer agents. In this paper we report six zinc complexes (1–3-NO3 and 1–3-Cl) with pyridyl-based thiazolyl–hydrazone ligands, which differ in the nature of substituents at the ligands' periphery, anion type, and geometry around the metal ion. The complexes were characterized by single-crystal and powder X-ray diffraction analysis, as well as IR and NMR spectroscopy. The symmetrical complexes 2-Cl and 3-Cl, where zinc atoms are located at a two-fold axis, do not exhibit photophysical properties, unlike their asymmetrical analogs 2-NO3 and 3-NO3 with the same complex cation. Asymmetrical pentacoordinated 1-Cl and hexacoordinated 1-NO3 complexes exhibit photophysical properties. An admixture of allowed intra-ligand (1IL) and chloro (X)-to-ligand charge-transfer (1XLCT) electronic transitions is responsible for the fluorescence of the 1-Cl complex. The origin of the emission of the 1-NO3 complex is ascribed to an admixture of 3IL and ligand-to-ligand charge-transfer (3LLCT) forbidden electronic transitions, while for 3-NO3 most electronic excitations are of LLCT character. The thermal stability of the complexes is in accord with the strength of respective intermolecular interactions. The antiproliferative activity of the complexes was in the nanomolar range on some of the investigated cancer cell lines. Contrary to the increase of antiproliferative activity of the complexes in comparison to the free ligands in cancer cell lines, an acute toxicity determined in the brine shrimp assay follows the opposite trend. The overall results suggest that Zn(II) thiazoyl–hydrazone complexes have considerable potential as multifunctional materials.
T2  - CrystEngComm
T1  - Zn(II) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity
IS  - 29
DO  - 10.1039/D2CE00443G
ER  - 

@article{
author = "Araškov, Jovana and Višnjevac, Aleksandar and Popović, Jasminka and Blagojević, Vladimir A. and Fernandes, Henrique S. and Sousa, Sérgio F. and Novaković, Irena T. and Padrón, José M. and Holló, Berta Barta and Monge, Miguel and Rodríguez-Castillo, María and López-de-Luzuriaga, José M. and Filipović, Nenad R. and Todorović, Tamara",
year = "2022",
abstract = "Earth-abundant, cheap and non-toxic zinc-based coordination compounds are drawing research attention as promising candidates for various applications, such as photoluminescent materials and anticancer agents. In this paper we report six zinc complexes (1–3-NO3 and 1–3-Cl) with pyridyl-based thiazolyl–hydrazone ligands, which differ in the nature of substituents at the ligands' periphery, anion type, and geometry around the metal ion. The complexes were characterized by single-crystal and powder X-ray diffraction analysis, as well as IR and NMR spectroscopy. The symmetrical complexes 2-Cl and 3-Cl, where zinc atoms are located at a two-fold axis, do not exhibit photophysical properties, unlike their asymmetrical analogs 2-NO3 and 3-NO3 with the same complex cation. Asymmetrical pentacoordinated 1-Cl and hexacoordinated 1-NO3 complexes exhibit photophysical properties. An admixture of allowed intra-ligand (1IL) and chloro (X)-to-ligand charge-transfer (1XLCT) electronic transitions is responsible for the fluorescence of the 1-Cl complex. The origin of the emission of the 1-NO3 complex is ascribed to an admixture of 3IL and ligand-to-ligand charge-transfer (3LLCT) forbidden electronic transitions, while for 3-NO3 most electronic excitations are of LLCT character. The thermal stability of the complexes is in accord with the strength of respective intermolecular interactions. The antiproliferative activity of the complexes was in the nanomolar range on some of the investigated cancer cell lines. Contrary to the increase of antiproliferative activity of the complexes in comparison to the free ligands in cancer cell lines, an acute toxicity determined in the brine shrimp assay follows the opposite trend. The overall results suggest that Zn(II) thiazoyl–hydrazone complexes have considerable potential as multifunctional materials.",
journal = "CrystEngComm",
title = "Zn(II) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity",
number = "29",
doi = "10.1039/D2CE00443G"
}

Araškov, J., Višnjevac, A., Popović, J., Blagojević, V. A., Fernandes, H. S., Sousa, S. F., Novaković, I. T., Padrón, J. M., Holló, B. B., Monge, M., Rodríguez-Castillo, M., López-de-Luzuriaga, J. M., Filipović, N. R.,& Todorović, T.. (2022). Zn(II) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity. in CrystEngComm(29).
https://doi.org/10.1039/D2CE00443G

Araškov J, Višnjevac A, Popović J, Blagojević VA, Fernandes HS, Sousa SF, Novaković IT, Padrón JM, Holló BB, Monge M, Rodríguez-Castillo M, López-de-Luzuriaga JM, Filipović NR, Todorović T. Zn(II) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity. in CrystEngComm. 2022;(29).
doi:10.1039/D2CE00443G .

Araškov, Jovana, Višnjevac, Aleksandar, Popović, Jasminka, Blagojević, Vladimir A., Fernandes, Henrique S., Sousa, Sérgio F., Novaković, Irena T., Padrón, José M., Holló, Berta Barta, Monge, Miguel, Rodríguez-Castillo, María, López-de-Luzuriaga, José M., Filipović, Nenad R., Todorović, Tamara, "Zn(II) complexes with thiazolyl–hydrazones: structure, intermolecular interactions, photophysical properties, computational study and anticancer activity" in CrystEngComm, no. 29 (2022),
https://doi.org/10.1039/D2CE00443G . .

TY  - CONF
AU  - Araškov, Jovana
AU  - Višnjevac, Aleksandar
AU  - Blagojević, Vladimir
AU  - Filipović, Nenad
AU  - Todorović, Tamara
PY  - 2022
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6003
AB  - Netoksični kompleksi na bazi Zn(II) privlače pažnju kao obećavajući kandidati za različite primene. U ovom radu je sintetisano i strukturno okarakterisano šest kompleksa Zn(II) (1‒3-NO3 i 1‒3-Cl) sa tiazolil-hidrazonskim ligandima na bazi piridina, koji se razlikuju po prirodi supstituenata na periferiji liganda, tipu anjona i geometriji oko jona metala. Simetrični kompleksi 2-Cl i 3-Cl, gde se atomi cinka nalaze na osi rotacije 2, ne pokazuju fotofizička svojstva, za razliku od drugih sintetisanih asimetričnih kompleksa. Poreklo fotoluminiscentnih svojstava je razjašnjeno korišćenjem DFT i TD-DFT proračuna. Antiproliferativna aktivnost kompleksa je bila u nanomolarnom opsegu na nekim od ispitivanih ćelijskih linija raka. Ukupni rezultati ukazuju na to da kompleksi Zn(II) sa tiazoil-hidrazonima imaju značajan potencijal kao multifunkcionalni materijali.
AB  - Non-toxic Zn-based complexes are drawing attention as promising candidates for various applications. In this study we report six Zn(II) complexes (1‒3-NO3 and 1‒3-Cl) with pyridyl-based thiazolyl-hydrazone ligands, which differ in the nature of substituents at the ligands’ periphery, anion type, and geometry around the metal ion. The symmetrical complexes 2-Cl and 3-Cl, where zinc atoms are located at a two-fold axis, do not exhibit photophysical properties, unlike other synthetized asymmetrical complexes. The origin of photoluminescent properties have been elucidated using DFT and TD-DFT calculations. Antiproliferative activity of the complexes was in the nanomolar range on some of the investigated cancer cell lines. The overall results suggest that Zn(II) thiazoyl-hydrazone complexes have considerable potential as multifunctional materials.
PB  - Belgrade : Serbian Chemical Society
C3  - 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings
T1  - Zn(II) complexes with thyazolyl-hydrazones: structure, photophysical properties, and antiproliferative activity
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6003
ER  - 

@conference{
author = "Araškov, Jovana and Višnjevac, Aleksandar and Blagojević, Vladimir and Filipović, Nenad and Todorović, Tamara",
year = "2022",
abstract = "Netoksični kompleksi na bazi Zn(II) privlače pažnju kao obećavajući kandidati za različite primene. U ovom radu je sintetisano i strukturno okarakterisano šest kompleksa Zn(II) (1‒3-NO3 i 1‒3-Cl) sa tiazolil-hidrazonskim ligandima na bazi piridina, koji se razlikuju po prirodi supstituenata na periferiji liganda, tipu anjona i geometriji oko jona metala. Simetrični kompleksi 2-Cl i 3-Cl, gde se atomi cinka nalaze na osi rotacije 2, ne pokazuju fotofizička svojstva, za razliku od drugih sintetisanih asimetričnih kompleksa. Poreklo fotoluminiscentnih svojstava je razjašnjeno korišćenjem DFT i TD-DFT proračuna. Antiproliferativna aktivnost kompleksa je bila u nanomolarnom opsegu na nekim od ispitivanih ćelijskih linija raka. Ukupni rezultati ukazuju na to da kompleksi Zn(II) sa tiazoil-hidrazonima imaju značajan potencijal kao multifunkcionalni materijali., Non-toxic Zn-based complexes are drawing attention as promising candidates for various applications. In this study we report six Zn(II) complexes (1‒3-NO3 and 1‒3-Cl) with pyridyl-based thiazolyl-hydrazone ligands, which differ in the nature of substituents at the ligands’ periphery, anion type, and geometry around the metal ion. The symmetrical complexes 2-Cl and 3-Cl, where zinc atoms are located at a two-fold axis, do not exhibit photophysical properties, unlike other synthetized asymmetrical complexes. The origin of photoluminescent properties have been elucidated using DFT and TD-DFT calculations. Antiproliferative activity of the complexes was in the nanomolar range on some of the investigated cancer cell lines. The overall results suggest that Zn(II) thiazoyl-hydrazone complexes have considerable potential as multifunctional materials.",
publisher = "Belgrade : Serbian Chemical Society",
journal = "58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings",
title = "Zn(II) complexes with thyazolyl-hydrazones: structure, photophysical properties, and antiproliferative activity",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6003"
}

Araškov, J., Višnjevac, A., Blagojević, V., Filipović, N.,& Todorović, T.. (2022). Zn(II) complexes with thyazolyl-hydrazones: structure, photophysical properties, and antiproliferative activity. in 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings
Belgrade : Serbian Chemical Society..
https://hdl.handle.net/21.15107/rcub_cherry_6003

Araškov J, Višnjevac A, Blagojević V, Filipović N, Todorović T. Zn(II) complexes with thyazolyl-hydrazones: structure, photophysical properties, and antiproliferative activity. in 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings. 2022;.
https://hdl.handle.net/21.15107/rcub_cherry_6003 .

Araškov, Jovana, Višnjevac, Aleksandar, Blagojević, Vladimir, Filipović, Nenad, Todorović, Tamara, "Zn(II) complexes with thyazolyl-hydrazones: structure, photophysical properties, and antiproliferative activity" in 58th Meeting of the Serbian Chemical Society, Belgrade, Serbia, 9th-10th June, 2022. In: Book of Abstracts and Proceedings (2022),
https://hdl.handle.net/21.15107/rcub_cherry_6003 .

TY  - JOUR
AU  - Marković, Sanja B.
AU  - Maciejewska, Natalia
AU  - Olszewski, Mateusz
AU  - Višnjevac, Aleksandar
AU  - Puerta, Adrián
AU  - Padrón, José M.
AU  - Novaković, Irena T.
AU  - Kojić, Snežana
AU  - Fernandes, Henrique S.
AU  - Sousa, Sérgio F.
AU  - Ramotowska, Sandra
AU  - Chylewska, Agnieszka
AU  - Makowski, Mariusz
AU  - Todorović, Tamara
AU  - Filipović, Nenad R.
PY  - 2022
UR  - https://www.sciencedirect.com/science/article/pii/S0223523422003518
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5209
AB  - The biological activity of Cd compounds has been investigated scarce since Cd has been recognized as a human carcinogen. However, the toxicity of cadmium is comparable to the toxicity of noble metals such as Pt and Pd. The paradigm of metal toxicity has been challenged suggesting that metal toxicity is not a constant property, yet it depends on many factors like the presence of appropriate ligands. Studies on anticancer activity of cadmium complexes showed that the complexation of various ligands resulted in complexes that showed better activities than approved drugs. In the present study, cadmium complexes with biologically potent thiazolyl/selenazoyl-hydrazone ligands have been prepared, and tested for their activity against different types of tumor cell models. The complexation of ligands with Cd(II) resulted in a synergistic effect. The antiproliferative activity study revealed that all complexes are more active compared to 5-fluorouracil and cisplatin. The mechanism of tumor cell growth inhibition reveal that selenium-based compounds induce cell death in T-47D (gland carcinoma) cells through apoptosis via caspase-3/7 activation. Additionally, their pro-apoptotic effect was stronger compared to etoposide and cisplatin. Nuclease activity, detected by gel electrophoresis, may be the possible mechanism of anticancer action of investigated complexes.
PB  - Elsevier
T2  - European Journal of Medicinal Chemistry
T1  - Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters
VL  - 238
SP  - 114449
DO  - 10.1016/j.ejmech.2022.114449
ER  - 

@article{
author = "Marković, Sanja B. and Maciejewska, Natalia and Olszewski, Mateusz and Višnjevac, Aleksandar and Puerta, Adrián and Padrón, José M. and Novaković, Irena T. and Kojić, Snežana and Fernandes, Henrique S. and Sousa, Sérgio F. and Ramotowska, Sandra and Chylewska, Agnieszka and Makowski, Mariusz and Todorović, Tamara and Filipović, Nenad R.",
year = "2022",
abstract = "The biological activity of Cd compounds has been investigated scarce since Cd has been recognized as a human carcinogen. However, the toxicity of cadmium is comparable to the toxicity of noble metals such as Pt and Pd. The paradigm of metal toxicity has been challenged suggesting that metal toxicity is not a constant property, yet it depends on many factors like the presence of appropriate ligands. Studies on anticancer activity of cadmium complexes showed that the complexation of various ligands resulted in complexes that showed better activities than approved drugs. In the present study, cadmium complexes with biologically potent thiazolyl/selenazoyl-hydrazone ligands have been prepared, and tested for their activity against different types of tumor cell models. The complexation of ligands with Cd(II) resulted in a synergistic effect. The antiproliferative activity study revealed that all complexes are more active compared to 5-fluorouracil and cisplatin. The mechanism of tumor cell growth inhibition reveal that selenium-based compounds induce cell death in T-47D (gland carcinoma) cells through apoptosis via caspase-3/7 activation. Additionally, their pro-apoptotic effect was stronger compared to etoposide and cisplatin. Nuclease activity, detected by gel electrophoresis, may be the possible mechanism of anticancer action of investigated complexes.",
publisher = "Elsevier",
journal = "European Journal of Medicinal Chemistry",
title = "Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters",
volume = "238",
pages = "114449",
doi = "10.1016/j.ejmech.2022.114449"
}

Marković, S. B., Maciejewska, N., Olszewski, M., Višnjevac, A., Puerta, A., Padrón, J. M., Novaković, I. T., Kojić, S., Fernandes, H. S., Sousa, S. F., Ramotowska, S., Chylewska, A., Makowski, M., Todorović, T.,& Filipović, N. R.. (2022). Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters. in European Journal of Medicinal Chemistry
Elsevier., 238, 114449.
https://doi.org/10.1016/j.ejmech.2022.114449

Marković SB, Maciejewska N, Olszewski M, Višnjevac A, Puerta A, Padrón JM, Novaković IT, Kojić S, Fernandes HS, Sousa SF, Ramotowska S, Chylewska A, Makowski M, Todorović T, Filipović NR. Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters. in European Journal of Medicinal Chemistry. 2022;238:114449.
doi:10.1016/j.ejmech.2022.114449 .

Marković, Sanja B., Maciejewska, Natalia, Olszewski, Mateusz, Višnjevac, Aleksandar, Puerta, Adrián, Padrón, José M., Novaković, Irena T., Kojić, Snežana, Fernandes, Henrique S., Sousa, Sérgio F., Ramotowska, Sandra, Chylewska, Agnieszka, Makowski, Mariusz, Todorović, Tamara, Filipović, Nenad R., "Study of the anticancer potential of Cd complexes of selenazoyl-hydrazones and their sulfur isosters" in European Journal of Medicinal Chemistry, 238 (2022):114449,
https://doi.org/10.1016/j.ejmech.2022.114449 . .

TY  - JOUR
AU  - Araškov, Jovana
AU  - Nikolić, Milan
AU  - Armaković, Stevan
AU  - Armaković, Sanja
AU  - Rodić, Marko
AU  - Višnjevac, Aleksandar
AU  - Padrón, José M.
AU  - Todorović, Tamara
AU  - Filipović, Nenad R.
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S0022286021006451
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4539
AB  - To evaluate the impact of chalcogen atom type, we performed a comparative study of antioxidant capacity and antiproliferative activity of a focused library of three pyridine-based hydrazonyl-1,3-selenazoles and their sulfur isosteres in five antioxidant assays and in six human solid tumor cell lines, respectively. In-silico calculations were further used to check pharmacokinetic profiles of investigated compounds such as drug-likeness parameters and interaction with water. Generally, selenium compounds appear to be more potent in comparison to sulfur isosteres in the performed essays.
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Structural, antioxidant, antiproliferative and in‒silico study of pyridine-based hydrazonyl‒selenazoles and their sulphur isosteres
VL  - 1240
SP  - 130512
DO  - 10.1016/j.molstruc.2021.130512
ER  - 

@article{
author = "Araškov, Jovana and Nikolić, Milan and Armaković, Stevan and Armaković, Sanja and Rodić, Marko and Višnjevac, Aleksandar and Padrón, José M. and Todorović, Tamara and Filipović, Nenad R.",
year = "2021",
abstract = "To evaluate the impact of chalcogen atom type, we performed a comparative study of antioxidant capacity and antiproliferative activity of a focused library of three pyridine-based hydrazonyl-1,3-selenazoles and their sulfur isosteres in five antioxidant assays and in six human solid tumor cell lines, respectively. In-silico calculations were further used to check pharmacokinetic profiles of investigated compounds such as drug-likeness parameters and interaction with water. Generally, selenium compounds appear to be more potent in comparison to sulfur isosteres in the performed essays.",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Structural, antioxidant, antiproliferative and in‒silico study of pyridine-based hydrazonyl‒selenazoles and their sulphur isosteres",
volume = "1240",
pages = "130512",
doi = "10.1016/j.molstruc.2021.130512"
}

Araškov, J., Nikolić, M., Armaković, S., Armaković, S., Rodić, M., Višnjevac, A., Padrón, J. M., Todorović, T.,& Filipović, N. R.. (2021). Structural, antioxidant, antiproliferative and in‒silico study of pyridine-based hydrazonyl‒selenazoles and their sulphur isosteres. in Journal of Molecular Structure
Elsevier., 1240, 130512.
https://doi.org/10.1016/j.molstruc.2021.130512

Araškov J, Nikolić M, Armaković S, Armaković S, Rodić M, Višnjevac A, Padrón JM, Todorović T, Filipović NR. Structural, antioxidant, antiproliferative and in‒silico study of pyridine-based hydrazonyl‒selenazoles and their sulphur isosteres. in Journal of Molecular Structure. 2021;1240:130512.
doi:10.1016/j.molstruc.2021.130512 .

Araškov, Jovana, Nikolić, Milan, Armaković, Stevan, Armaković, Sanja, Rodić, Marko, Višnjevac, Aleksandar, Padrón, José M., Todorović, Tamara, Filipović, Nenad R., "Structural, antioxidant, antiproliferative and in‒silico study of pyridine-based hydrazonyl‒selenazoles and their sulphur isosteres" in Journal of Molecular Structure, 1240 (2021):130512,
https://doi.org/10.1016/j.molstruc.2021.130512 . .

TY  - DATA
AU  - Araškov, Jovana
AU  - Nikolić, Milan
AU  - Armaković, Stevan
AU  - Armaković, Sanja
AU  - Rodić, Marko
AU  - Višnjevac, Aleksandar
AU  - Padrón, José M.
AU  - Todorović, Tamara
AU  - Filipović, Nenad R.
PY  - 2021
UR  - https://www.sciencedirect.com/science/article/pii/S0022286021006451
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/4540
PB  - Elsevier
T2  - Journal of Molecular Structure
T1  - Supplementary data for the article: Araškov, J. B.; Nikolić, M.; Armaković, S.; Armaković, S.; Rodić, M.; Višnjevac, A.; Padrón, J. M.; Todorović, T. R.; Filipović, N. R. Structural, Antioxidant, Antiproliferative and In‒silico Study of Pyridine-Based Hydrazonyl‒selenazoles and Their Sulphur Isosteres. Journal of Molecular Structure 2021, 1240, 130512. https://doi.org/10.1016/j.molstruc.2021.130512.
UR  - https://hdl.handle.net/21.15107/rcub_cherry_4540
ER  - 

@misc{
author = "Araškov, Jovana and Nikolić, Milan and Armaković, Stevan and Armaković, Sanja and Rodić, Marko and Višnjevac, Aleksandar and Padrón, José M. and Todorović, Tamara and Filipović, Nenad R.",
year = "2021",
publisher = "Elsevier",
journal = "Journal of Molecular Structure",
title = "Supplementary data for the article: Araškov, J. B.; Nikolić, M.; Armaković, S.; Armaković, S.; Rodić, M.; Višnjevac, A.; Padrón, J. M.; Todorović, T. R.; Filipović, N. R. Structural, Antioxidant, Antiproliferative and In‒silico Study of Pyridine-Based Hydrazonyl‒selenazoles and Their Sulphur Isosteres. Journal of Molecular Structure 2021, 1240, 130512. https://doi.org/10.1016/j.molstruc.2021.130512.",
url = "https://hdl.handle.net/21.15107/rcub_cherry_4540"
}

Araškov, J., Nikolić, M., Armaković, S., Armaković, S., Rodić, M., Višnjevac, A., Padrón, J. M., Todorović, T.,& Filipović, N. R.. (2021). Supplementary data for the article: Araškov, J. B.; Nikolić, M.; Armaković, S.; Armaković, S.; Rodić, M.; Višnjevac, A.; Padrón, J. M.; Todorović, T. R.; Filipović, N. R. Structural, Antioxidant, Antiproliferative and In‒silico Study of Pyridine-Based Hydrazonyl‒selenazoles and Their Sulphur Isosteres. Journal of Molecular Structure 2021, 1240, 130512. https://doi.org/10.1016/j.molstruc.2021.130512.. in Journal of Molecular Structure
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_4540

Araškov J, Nikolić M, Armaković S, Armaković S, Rodić M, Višnjevac A, Padrón JM, Todorović T, Filipović NR. Supplementary data for the article: Araškov, J. B.; Nikolić, M.; Armaković, S.; Armaković, S.; Rodić, M.; Višnjevac, A.; Padrón, J. M.; Todorović, T. R.; Filipović, N. R. Structural, Antioxidant, Antiproliferative and In‒silico Study of Pyridine-Based Hydrazonyl‒selenazoles and Their Sulphur Isosteres. Journal of Molecular Structure 2021, 1240, 130512. https://doi.org/10.1016/j.molstruc.2021.130512.. in Journal of Molecular Structure. 2021;.
https://hdl.handle.net/21.15107/rcub_cherry_4540 .

Araškov, Jovana, Nikolić, Milan, Armaković, Stevan, Armaković, Sanja, Rodić, Marko, Višnjevac, Aleksandar, Padrón, José M., Todorović, Tamara, Filipović, Nenad R., "Supplementary data for the article: Araškov, J. B.; Nikolić, M.; Armaković, S.; Armaković, S.; Rodić, M.; Višnjevac, A.; Padrón, J. M.; Todorović, T. R.; Filipović, N. R. Structural, Antioxidant, Antiproliferative and In‒silico Study of Pyridine-Based Hydrazonyl‒selenazoles and Their Sulphur Isosteres. Journal of Molecular Structure 2021, 1240, 130512. https://doi.org/10.1016/j.molstruc.2021.130512." in Journal of Molecular Structure (2021),
https://hdl.handle.net/21.15107/rcub_cherry_4540 .

TY  - CONF
AU  - Araškov, Jovana
AU  - Višnjevac, Aleksandar
AU  - Todorović, Tamara
AU  - Filipović, Nenad
PY  - 2021
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6002
AB  - Нови комплекси цинка(II) са лигандима на бази тиазолил-хидразона (HLS1 и HLS2) су синтетисани директном реакцијом лиганада са Zn(NO3)2 ∙ 4H2O у метанолу. Комплекси су добијени у облику монокристала и структура им је решена применом рендгенске структурне анализе. Комплекси [Zn(HLS1)2](NO3)2·H2O (1-NO3) и [Zn(HLS2)2](NO3)2·CH3OH·H2O (2-NO3) имају дисторговану октаедарску геометрију при чему су за јон Zn(II) меридијално координована два неутрална лиганда (Слика 1). У спољној сфери комплекса се налазе нитратни јони  и молекули кристалних растварача. Лиганди су координовани тридендатно преко пиридинског, иминског и тиазоловог атома азота, формирајући два петочлана хелатна прстена око централног металног јона. Кристално паковање комплекса засновано је на класичним и некласичним водоничним интеракцијама, као и ароматичним стекинг интеракцијама. Експерименти дифракције X-зрака са узорака праха потврдили су да су добијени једнофазни производи. Анализа типова и дистрибуције нековалентних интеракцја у чврстом агрегатном стању је урађена рачунарским методама конструкције Хиршфилдових површина и дводимензионалних псеудосиметричних графикона отисака прстију.
AB  - New zinc (II) complexes with thiazolyl-hydrazone-based ligands (HLS1 and HLS2) were synthesized by direct reaction of ligands with Zn(NO3)2 ∙ 4H2O in methanol. The com-plexes were obtained in the form of single crystals and their structures were solved by 
X-ray structural analysis. Complexes [Zn(HLS1)2](NO3)2·H2O (1-NO3) and [Zn(HLS2)2](NO3)2·CH3OH·H2O (2-NO3) have a distorted octahedral geometry with two neutral meridionally coordinated ligands (Figure 1). In the outer sphere of the complexes there are nitrate ions and molecules of crystalline solvents. The ligands were coordinated tridentally via the pyridine, imine, and thiazole nitrogen atoms, forming two five-membered chelate rings around the central metal ion. The crystal packaging of the complex is based on classical and non-classical hydrogen interactions, as well as aro-matic stacking interactions. Powder X-ray diffraction experiments confirmed that single-phase products were obtained. The analysis of types and distribution of noncovalent interactions in the solid state was performed by computational methods of construction of Hirschfield surfaces and two-dimensional pseudo-symmetric fingerprint plots.
PB  - Belgrade : Serbian Crystallographic Society
C3  - 27th Conference of the Serbian Crystallographic Society, Kragujevac, Serbia, September 16–17, 2021
T1  - Molecular and crystal structures of Zn(II) complexes with thiazolyl-hydrazones
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6002
ER  - 

@conference{
author = "Araškov, Jovana and Višnjevac, Aleksandar and Todorović, Tamara and Filipović, Nenad",
year = "2021",
abstract = "Нови комплекси цинка(II) са лигандима на бази тиазолил-хидразона (HLS1 и HLS2) су синтетисани директном реакцијом лиганада са Zn(NO3)2 ∙ 4H2O у метанолу. Комплекси су добијени у облику монокристала и структура им је решена применом рендгенске структурне анализе. Комплекси [Zn(HLS1)2](NO3)2·H2O (1-NO3) и [Zn(HLS2)2](NO3)2·CH3OH·H2O (2-NO3) имају дисторговану октаедарску геометрију при чему су за јон Zn(II) меридијално координована два неутрална лиганда (Слика 1). У спољној сфери комплекса се налазе нитратни јони  и молекули кристалних растварача. Лиганди су координовани тридендатно преко пиридинског, иминског и тиазоловог атома азота, формирајући два петочлана хелатна прстена око централног металног јона. Кристално паковање комплекса засновано је на класичним и некласичним водоничним интеракцијама, као и ароматичним стекинг интеракцијама. Експерименти дифракције X-зрака са узорака праха потврдили су да су добијени једнофазни производи. Анализа типова и дистрибуције нековалентних интеракцја у чврстом агрегатном стању је урађена рачунарским методама конструкције Хиршфилдових површина и дводимензионалних псеудосиметричних графикона отисака прстију., New zinc (II) complexes with thiazolyl-hydrazone-based ligands (HLS1 and HLS2) were synthesized by direct reaction of ligands with Zn(NO3)2 ∙ 4H2O in methanol. The com-plexes were obtained in the form of single crystals and their structures were solved by 
X-ray structural analysis. Complexes [Zn(HLS1)2](NO3)2·H2O (1-NO3) and [Zn(HLS2)2](NO3)2·CH3OH·H2O (2-NO3) have a distorted octahedral geometry with two neutral meridionally coordinated ligands (Figure 1). In the outer sphere of the complexes there are nitrate ions and molecules of crystalline solvents. The ligands were coordinated tridentally via the pyridine, imine, and thiazole nitrogen atoms, forming two five-membered chelate rings around the central metal ion. The crystal packaging of the complex is based on classical and non-classical hydrogen interactions, as well as aro-matic stacking interactions. Powder X-ray diffraction experiments confirmed that single-phase products were obtained. The analysis of types and distribution of noncovalent interactions in the solid state was performed by computational methods of construction of Hirschfield surfaces and two-dimensional pseudo-symmetric fingerprint plots.",
publisher = "Belgrade : Serbian Crystallographic Society",
journal = "27th Conference of the Serbian Crystallographic Society, Kragujevac, Serbia, September 16–17, 2021",
title = "Molecular and crystal structures of Zn(II) complexes with thiazolyl-hydrazones",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6002"
}

Araškov, J., Višnjevac, A., Todorović, T.,& Filipović, N.. (2021). Molecular and crystal structures of Zn(II) complexes with thiazolyl-hydrazones. in 27th Conference of the Serbian Crystallographic Society, Kragujevac, Serbia, September 16–17, 2021
Belgrade : Serbian Crystallographic Society..
https://hdl.handle.net/21.15107/rcub_cherry_6002

Araškov J, Višnjevac A, Todorović T, Filipović N. Molecular and crystal structures of Zn(II) complexes with thiazolyl-hydrazones. in 27th Conference of the Serbian Crystallographic Society, Kragujevac, Serbia, September 16–17, 2021. 2021;.
https://hdl.handle.net/21.15107/rcub_cherry_6002 .

Araškov, Jovana, Višnjevac, Aleksandar, Todorović, Tamara, Filipović, Nenad, "Molecular and crystal structures of Zn(II) complexes with thiazolyl-hydrazones" in 27th Conference of the Serbian Crystallographic Society, Kragujevac, Serbia, September 16–17, 2021 (2021),
https://hdl.handle.net/21.15107/rcub_cherry_6002 .

TY  - JOUR
AU  - Bjelogrlić, Snežana K.
AU  - Todorović, Tamara
AU  - Kojić, Milan O.
AU  - Senćanski, Milan
AU  - Nikolić, Milan
AU  - Višnjevac, Aleksandar
AU  - Araškov, Jovana
AU  - Miljković, Marija
AU  - Muller, Christian D.
AU  - Filipović, Nenad R.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3318
AB  - Anticancer activity of Pd complexes 1–5 with bidentate N-heteroaromatic hydrazone ligands was investigated on human acute monocytic leukemia (THP-1; cells in a suspension) and human mammary adenocarcinoma (MCF-7; two-dimensional layer and three-dimensional spheroid tumor model) cell lines. For the Pd(II) complexes with condensation products of ethyl hydrazainoacetate and quinoline-8-carboxaldehyde (complex 1) and 2-formylpyridine (complex 3), for which apoptosis was determined as a mechanism of anticancer activity, further investigation revealed that they arrest the cell cycle in G0/G1 phase, induce generation of reactive oxygen species and inhibit Topoisomerase I in vitro. In silico studies corroborate experimental findings that these complexes show topoisomerase inhibition activity in the micromolar range and indicate binding to a DNA's minor groove as another potential target. Based on the results obtained by circular dichroism and fluorescence spectroscopy measurements, the most active complexes are suitable to be delivered to a blood stream via human serum albumin.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification
VL  - 199
DO  - 10.1016/j.jinorgbio.2019.110758
ER  - 

@article{
author = "Bjelogrlić, Snežana K. and Todorović, Tamara and Kojić, Milan O. and Senćanski, Milan and Nikolić, Milan and Višnjevac, Aleksandar and Araškov, Jovana and Miljković, Marija and Muller, Christian D. and Filipović, Nenad R.",
year = "2019",
abstract = "Anticancer activity of Pd complexes 1–5 with bidentate N-heteroaromatic hydrazone ligands was investigated on human acute monocytic leukemia (THP-1; cells in a suspension) and human mammary adenocarcinoma (MCF-7; two-dimensional layer and three-dimensional spheroid tumor model) cell lines. For the Pd(II) complexes with condensation products of ethyl hydrazainoacetate and quinoline-8-carboxaldehyde (complex 1) and 2-formylpyridine (complex 3), for which apoptosis was determined as a mechanism of anticancer activity, further investigation revealed that they arrest the cell cycle in G0/G1 phase, induce generation of reactive oxygen species and inhibit Topoisomerase I in vitro. In silico studies corroborate experimental findings that these complexes show topoisomerase inhibition activity in the micromolar range and indicate binding to a DNA's minor groove as another potential target. Based on the results obtained by circular dichroism and fluorescence spectroscopy measurements, the most active complexes are suitable to be delivered to a blood stream via human serum albumin.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification",
volume = "199",
doi = "10.1016/j.jinorgbio.2019.110758"
}

Bjelogrlić, S. K., Todorović, T., Kojić, M. O., Senćanski, M., Nikolić, M., Višnjevac, A., Araškov, J., Miljković, M., Muller, C. D.,& Filipović, N. R.. (2019). Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification. in Journal of Inorganic Biochemistry
Elsevier., 199.
https://doi.org/10.1016/j.jinorgbio.2019.110758

Bjelogrlić SK, Todorović T, Kojić MO, Senćanski M, Nikolić M, Višnjevac A, Araškov J, Miljković M, Muller CD, Filipović NR. Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification. in Journal of Inorganic Biochemistry. 2019;199.
doi:10.1016/j.jinorgbio.2019.110758 .

Bjelogrlić, Snežana K., Todorović, Tamara, Kojić, Milan O., Senćanski, Milan, Nikolić, Milan, Višnjevac, Aleksandar, Araškov, Jovana, Miljković, Marija, Muller, Christian D., Filipović, Nenad R., "Pd(II) complexes with N-heteroaromatic hydrazone ligands: Anticancer activity, in silico and experimental target identification" in Journal of Inorganic Biochemistry, 199 (2019),
https://doi.org/10.1016/j.jinorgbio.2019.110758 . .

TY  - DATA
AU  - Bjelogrlić, Snežana K.
AU  - Todorović, Tamara
AU  - Kojić, Milan O.
AU  - Senćanski, Milan
AU  - Nikolić, Milan
AU  - Višnjevac, Aleksandar
AU  - Araškov, Jovana
AU  - Miljković, Marija
AU  - Muller, Christian D.
AU  - Filipović, Nenad R.
PY  - 2019
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3319
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Supplementary data for the article: Bjelogrlić, S. K.; Todorović, T. R.; Kojić, M.; Senćanski, M.; Nikolić, M.; Višnjevac, A.; Araškov, J.; Miljković, M.; Muller, C. D.; Filipović, N. R. Pd(II) Complexes with N-Heteroaromatic Hydrazone Ligands: Anticancer Activity, in Silico and Experimental Target Identification. Journal of Inorganic Biochemistry 2019, 199. https://doi.org/10.1016/j.jinorgbio.2019.110758
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3319
ER  - 

@misc{
author = "Bjelogrlić, Snežana K. and Todorović, Tamara and Kojić, Milan O. and Senćanski, Milan and Nikolić, Milan and Višnjevac, Aleksandar and Araškov, Jovana and Miljković, Marija and Muller, Christian D. and Filipović, Nenad R.",
year = "2019",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Supplementary data for the article: Bjelogrlić, S. K.; Todorović, T. R.; Kojić, M.; Senćanski, M.; Nikolić, M.; Višnjevac, A.; Araškov, J.; Miljković, M.; Muller, C. D.; Filipović, N. R. Pd(II) Complexes with N-Heteroaromatic Hydrazone Ligands: Anticancer Activity, in Silico and Experimental Target Identification. Journal of Inorganic Biochemistry 2019, 199. https://doi.org/10.1016/j.jinorgbio.2019.110758",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3319"
}

Bjelogrlić, S. K., Todorović, T., Kojić, M. O., Senćanski, M., Nikolić, M., Višnjevac, A., Araškov, J., Miljković, M., Muller, C. D.,& Filipović, N. R.. (2019). Supplementary data for the article: Bjelogrlić, S. K.; Todorović, T. R.; Kojić, M.; Senćanski, M.; Nikolić, M.; Višnjevac, A.; Araškov, J.; Miljković, M.; Muller, C. D.; Filipović, N. R. Pd(II) Complexes with N-Heteroaromatic Hydrazone Ligands: Anticancer Activity, in Silico and Experimental Target Identification. Journal of Inorganic Biochemistry 2019, 199. https://doi.org/10.1016/j.jinorgbio.2019.110758. in Journal of Inorganic Biochemistry
Elsevier..
https://hdl.handle.net/21.15107/rcub_cherry_3319

Bjelogrlić SK, Todorović T, Kojić MO, Senćanski M, Nikolić M, Višnjevac A, Araškov J, Miljković M, Muller CD, Filipović NR. Supplementary data for the article: Bjelogrlić, S. K.; Todorović, T. R.; Kojić, M.; Senćanski, M.; Nikolić, M.; Višnjevac, A.; Araškov, J.; Miljković, M.; Muller, C. D.; Filipović, N. R. Pd(II) Complexes with N-Heteroaromatic Hydrazone Ligands: Anticancer Activity, in Silico and Experimental Target Identification. Journal of Inorganic Biochemistry 2019, 199. https://doi.org/10.1016/j.jinorgbio.2019.110758. in Journal of Inorganic Biochemistry. 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_3319 .

Bjelogrlić, Snežana K., Todorović, Tamara, Kojić, Milan O., Senćanski, Milan, Nikolić, Milan, Višnjevac, Aleksandar, Araškov, Jovana, Miljković, Marija, Muller, Christian D., Filipović, Nenad R., "Supplementary data for the article: Bjelogrlić, S. K.; Todorović, T. R.; Kojić, M.; Senćanski, M.; Nikolić, M.; Višnjevac, A.; Araškov, J.; Miljković, M.; Muller, C. D.; Filipović, N. R. Pd(II) Complexes with N-Heteroaromatic Hydrazone Ligands: Anticancer Activity, in Silico and Experimental Target Identification. Journal of Inorganic Biochemistry 2019, 199. https://doi.org/10.1016/j.jinorgbio.2019.110758" in Journal of Inorganic Biochemistry (2019),
https://hdl.handle.net/21.15107/rcub_cherry_3319 .

TY  - CONF
AU  - Araškov, Jovana
AU  - Višnjevac, Aleksandar
AU  - Filipović, Nenad
AU  - Todorović, Tamara
PY  - 2019
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6001
AB  - Sintetisana su i strukturno okarakterisana dva nova komplesa Zn(II) sa tiazolil-hidrazonskim ligandima HLS1 i HLS2. Iako su tokom sinteze primenjeni isti reakcioni uslovi, korišćena ista polazna so ZnCl2·2H2O i strukturno veoma slični ligandi, dobijeni su kompleksi različitih geometrija. Koordinacioni broj kompleksa 1-Cl sa HLS1 ligandom je pet, a geometrija je distorgovana kvadratna piramida (Slika 1). Kompleks 2-Cl ima koordinacioni broj šest i distorgovanu oktaedarsku geometriju (Slika 2). Molekulsku strukturu kompleksa 1-Cl čini centralni jon metala, jedan ligand (HLS1) koordinovan tridentatno preko NNN donorskih atoma piridina, imino grupe i 1,3-tiazolovog prstena, kao i dva koordinovana hloridna jona. Dobijeni kompleks je neutralan. Kod kompleksa  2-Cl za centralni jon metala su kooridnovana dva HLS2 liganda  u neutralnom obliku, na isti način kao u slučaju kompleksa 1-Cl, što za posledicu ima formiranje katjonskog kompleksa čije je pozitivno naelektrisanje neutralisano ZnCl42– jonom. Kompleksi kristališu u monokliničnom kristalnom sistemu, ali u različitim prostornim grupama (1-Cl: P21/c i 2-Cl: C2/c). U kompleksu 2-Cl joni metala se nalaze u specijalnom položaju na osi 2 (Vikofov položaj e). Kristalno pakovanje oba kompleksa se zasniva na klasičnim N–H/Cl interakcijama. Eksperimenti difrakcije praha oba kompleksa potvrdili su da su dobijeni jednofazni proizvodi.
AB  - Two novel Zn(II) complexes with thiazolyl-hydrazones ligands HLS1 and HLS2, have been synthesized and characterized. Although the syntheses were performed under the same reaction conditions, using the same starting salt ZnCl2·2H2O and structurally very similar ligands, the geometries of the obtained complexes are different. The coordination number of the complex 1-Cl with HLS1 is five and the geometry is distorted square pyramidal (Figure 1). The complex 2-Cl has coordination number six and distorted octahedral geometry. Thus, the molecular structure of complex 1-Cl consists of one metal center, one HLS1 ligand coordinated tridentately via NNN atoms from pyridine, imine and 1,3-thiazole ring and two coordinated chloride ions. The obtained complex is neutral. The structure of complex 2-Cl consists of one metal center, two HLS2 ligands coordinated in the same way as in the previous complex. In this case the cationic complex is formed and the charge is balanced by ZnCl42–. Both complexes crystallize in a monoclinic crystal system, but in the different space groups (1-Cl: P21/c and 2-Cl: C2/c). Metal ions in 2-Cl are residing on a special position with site symmetry 2 (Wyckoff leter e). The crystal packing of these complexes is based on classical N–H/Cl hydrogen interactions. Powder X-ray diffraction experiments confirmed the presence of a single phase in both samples
PB  - Belgrade : Serbian Crystallographic Society
C3  - 26th Conference of the Serbian Crystallographic Society, Silver Lake, June 27–28, 2019
T1  - Zn(II) complexes with thiazolyl-hydrazones: molecular and crystal structures
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6001
ER  - 

@conference{
author = "Araškov, Jovana and Višnjevac, Aleksandar and Filipović, Nenad and Todorović, Tamara",
year = "2019",
abstract = "Sintetisana su i strukturno okarakterisana dva nova komplesa Zn(II) sa tiazolil-hidrazonskim ligandima HLS1 i HLS2. Iako su tokom sinteze primenjeni isti reakcioni uslovi, korišćena ista polazna so ZnCl2·2H2O i strukturno veoma slični ligandi, dobijeni su kompleksi različitih geometrija. Koordinacioni broj kompleksa 1-Cl sa HLS1 ligandom je pet, a geometrija je distorgovana kvadratna piramida (Slika 1). Kompleks 2-Cl ima koordinacioni broj šest i distorgovanu oktaedarsku geometriju (Slika 2). Molekulsku strukturu kompleksa 1-Cl čini centralni jon metala, jedan ligand (HLS1) koordinovan tridentatno preko NNN donorskih atoma piridina, imino grupe i 1,3-tiazolovog prstena, kao i dva koordinovana hloridna jona. Dobijeni kompleks je neutralan. Kod kompleksa  2-Cl za centralni jon metala su kooridnovana dva HLS2 liganda  u neutralnom obliku, na isti način kao u slučaju kompleksa 1-Cl, što za posledicu ima formiranje katjonskog kompleksa čije je pozitivno naelektrisanje neutralisano ZnCl42– jonom. Kompleksi kristališu u monokliničnom kristalnom sistemu, ali u različitim prostornim grupama (1-Cl: P21/c i 2-Cl: C2/c). U kompleksu 2-Cl joni metala se nalaze u specijalnom položaju na osi 2 (Vikofov položaj e). Kristalno pakovanje oba kompleksa se zasniva na klasičnim N–H/Cl interakcijama. Eksperimenti difrakcije praha oba kompleksa potvrdili su da su dobijeni jednofazni proizvodi., Two novel Zn(II) complexes with thiazolyl-hydrazones ligands HLS1 and HLS2, have been synthesized and characterized. Although the syntheses were performed under the same reaction conditions, using the same starting salt ZnCl2·2H2O and structurally very similar ligands, the geometries of the obtained complexes are different. The coordination number of the complex 1-Cl with HLS1 is five and the geometry is distorted square pyramidal (Figure 1). The complex 2-Cl has coordination number six and distorted octahedral geometry. Thus, the molecular structure of complex 1-Cl consists of one metal center, one HLS1 ligand coordinated tridentately via NNN atoms from pyridine, imine and 1,3-thiazole ring and two coordinated chloride ions. The obtained complex is neutral. The structure of complex 2-Cl consists of one metal center, two HLS2 ligands coordinated in the same way as in the previous complex. In this case the cationic complex is formed and the charge is balanced by ZnCl42–. Both complexes crystallize in a monoclinic crystal system, but in the different space groups (1-Cl: P21/c and 2-Cl: C2/c). Metal ions in 2-Cl are residing on a special position with site symmetry 2 (Wyckoff leter e). The crystal packing of these complexes is based on classical N–H/Cl hydrogen interactions. Powder X-ray diffraction experiments confirmed the presence of a single phase in both samples",
publisher = "Belgrade : Serbian Crystallographic Society",
journal = "26th Conference of the Serbian Crystallographic Society, Silver Lake, June 27–28, 2019",
title = "Zn(II) complexes with thiazolyl-hydrazones: molecular and crystal structures",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6001"
}

Araškov, J., Višnjevac, A., Filipović, N.,& Todorović, T.. (2019). Zn(II) complexes with thiazolyl-hydrazones: molecular and crystal structures. in 26th Conference of the Serbian Crystallographic Society, Silver Lake, June 27–28, 2019
Belgrade : Serbian Crystallographic Society..
https://hdl.handle.net/21.15107/rcub_cherry_6001

Araškov J, Višnjevac A, Filipović N, Todorović T. Zn(II) complexes with thiazolyl-hydrazones: molecular and crystal structures. in 26th Conference of the Serbian Crystallographic Society, Silver Lake, June 27–28, 2019. 2019;.
https://hdl.handle.net/21.15107/rcub_cherry_6001 .

Araškov, Jovana, Višnjevac, Aleksandar, Filipović, Nenad, Todorović, Tamara, "Zn(II) complexes with thiazolyl-hydrazones: molecular and crystal structures" in 26th Conference of the Serbian Crystallographic Society, Silver Lake, June 27–28, 2019 (2019),
https://hdl.handle.net/21.15107/rcub_cherry_6001 .

TY  - CONF
AU  - Filipović, Nenad
AU  - Bjelogrlić, Snežana
AU  - Kojić, Milan
AU  - Senćanski, Milan
AU  - Nikolić, Milan
AU  - Višnjevac, Aleksandar
AU  - Araškov, Jovana
AU  - Marija, Miljković
AU  - Muller, Christian
AU  - Todorović, Tamara
PY  - 2018
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6010
AB  - Anticancer activity of five Pd(II) pyridine-based hydrazone complexes (1‒5, Figure 1) was investigated against a human monocytic leukemia THP-1 (2D) cell line and a breast cancer MCF-7 (2D and 3D) cell line. For complexes with apoptosis as a mechanism of anticancer activity, further investigation revealed that they arrest the cell cycle in G0/G1 phase, induce ROS and in vitro inhibit topoisomerase I in a low micromolar range. In silico studies corroborate experimental findings and indicate binding to DNA's minor groove. The most active compounds are suitable to be transported via blood stream by human serum albumin, as results of CD and fluorescence spectroscopy showed.
PB  - Università “Magna Græcia” di Catanzaro, Italy
C3  - MuTaLig COST ACTION CA15135, Annual meeting,Valletta, Malta, October 18-19, 2018
T1  - Pd(II) complexes with N-heteroaromatic hydrazones as dual targeting DNA/Topoisomerase 1 agents: experimental and in silico study
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6010
ER  - 

@conference{
author = "Filipović, Nenad and Bjelogrlić, Snežana and Kojić, Milan and Senćanski, Milan and Nikolić, Milan and Višnjevac, Aleksandar and Araškov, Jovana and Marija, Miljković and Muller, Christian and Todorović, Tamara",
year = "2018",
abstract = "Anticancer activity of five Pd(II) pyridine-based hydrazone complexes (1‒5, Figure 1) was investigated against a human monocytic leukemia THP-1 (2D) cell line and a breast cancer MCF-7 (2D and 3D) cell line. For complexes with apoptosis as a mechanism of anticancer activity, further investigation revealed that they arrest the cell cycle in G0/G1 phase, induce ROS and in vitro inhibit topoisomerase I in a low micromolar range. In silico studies corroborate experimental findings and indicate binding to DNA's minor groove. The most active compounds are suitable to be transported via blood stream by human serum albumin, as results of CD and fluorescence spectroscopy showed.",
publisher = "Università “Magna Græcia” di Catanzaro, Italy",
journal = "MuTaLig COST ACTION CA15135, Annual meeting,Valletta, Malta, October 18-19, 2018",
title = "Pd(II) complexes with N-heteroaromatic hydrazones as dual targeting DNA/Topoisomerase 1 agents: experimental and in silico study",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6010"
}

Filipović, N., Bjelogrlić, S., Kojić, M., Senćanski, M., Nikolić, M., Višnjevac, A., Araškov, J., Marija, M., Muller, C.,& Todorović, T.. (2018). Pd(II) complexes with N-heteroaromatic hydrazones as dual targeting DNA/Topoisomerase 1 agents: experimental and in silico study. in MuTaLig COST ACTION CA15135, Annual meeting,Valletta, Malta, October 18-19, 2018
Università “Magna Græcia” di Catanzaro, Italy..
https://hdl.handle.net/21.15107/rcub_cherry_6010

Filipović N, Bjelogrlić S, Kojić M, Senćanski M, Nikolić M, Višnjevac A, Araškov J, Marija M, Muller C, Todorović T. Pd(II) complexes with N-heteroaromatic hydrazones as dual targeting DNA/Topoisomerase 1 agents: experimental and in silico study. in MuTaLig COST ACTION CA15135, Annual meeting,Valletta, Malta, October 18-19, 2018. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_6010 .

Filipović, Nenad, Bjelogrlić, Snežana, Kojić, Milan, Senćanski, Milan, Nikolić, Milan, Višnjevac, Aleksandar, Araškov, Jovana, Marija, Miljković, Muller, Christian, Todorović, Tamara, "Pd(II) complexes with N-heteroaromatic hydrazones as dual targeting DNA/Topoisomerase 1 agents: experimental and in silico study" in MuTaLig COST ACTION CA15135, Annual meeting,Valletta, Malta, October 18-19, 2018 (2018),
https://hdl.handle.net/21.15107/rcub_cherry_6010 .

TY  - JOUR
AU  - Elshaflu, Hana
AU  - Todorović, Tamara
AU  - Nikolić, Milan
AU  - Lolić, Aleksandar
AU  - Višnjevac, Aleksandar
AU  - Hagenow, Stefanie
AU  - Padrón, José M.
AU  - Garcia-Sosa, Alfonso T.
AU  - Đorđević, Ivana S.
AU  - Grubišić, Sonja
AU  - Stark, Holger
AU  - Filipović, Nenad R.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/2172
AB  - The novel approach in the treatment of complex multifactorial diseases, such as neurodegenerative disorders and cancer, requires a development of efficient multi-targeting oriented drugs. Since oxidative stress significantly contributes to the pathogenesis of cancer and neurodegenerative disorders, potential drug candidates should possess good antioxidant properties Due to promising biological activities shown for structurally related (1,3-thiazol-2-yl)hydrazones, a focused library of 12 structurally related benzylidene-based (1,3-selenazol-2-yl)hydrazones was designed as potential multi-targeting compounds. Monoamine oxidases (MAO) A/B inhibition properties of this class of compounds have been investigated. Surprisingly, the p-nitrophenyl-substituted (1,3-selenazol-2-yl)hydrazone 4 showed MAO B inhibition in a nanomolar concentration range (IC50 = 73 nM). Excellent antioxidant properties were confirmed in a number of different in vitro assays. Antiproliferative activity screening on a panel of six human solid tumor cell lines showed that potencies of some of the investigated compounds was comparable or even better than that of the positive control 5-fluorouracil. In-silico calculations of ADME properties pointed to promising good pharmacokinetic profiles of investigated compounds. Docking studies suggest that some compounds, compared to positive controls, have the ability to strongly interact with targets relevant to cancer such as 5'-nucleotidase, and to neurodegenerative diseases such as the small conductance calcium-activated potassium channel protein 1, in addition to confirmation of inhibitory binding at MAO B.
PB  - Frontiers Media Sa, Lausanne
T2  - FRONTIERS IN CHEMISTRY
T1  - Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies
VL  - 6
DO  - 10.3389/fchem.2018.00247
ER  - 

@article{
author = "Elshaflu, Hana and Todorović, Tamara and Nikolić, Milan and Lolić, Aleksandar and Višnjevac, Aleksandar and Hagenow, Stefanie and Padrón, José M. and Garcia-Sosa, Alfonso T. and Đorđević, Ivana S. and Grubišić, Sonja and Stark, Holger and Filipović, Nenad R.",
year = "2018",
abstract = "The novel approach in the treatment of complex multifactorial diseases, such as neurodegenerative disorders and cancer, requires a development of efficient multi-targeting oriented drugs. Since oxidative stress significantly contributes to the pathogenesis of cancer and neurodegenerative disorders, potential drug candidates should possess good antioxidant properties Due to promising biological activities shown for structurally related (1,3-thiazol-2-yl)hydrazones, a focused library of 12 structurally related benzylidene-based (1,3-selenazol-2-yl)hydrazones was designed as potential multi-targeting compounds. Monoamine oxidases (MAO) A/B inhibition properties of this class of compounds have been investigated. Surprisingly, the p-nitrophenyl-substituted (1,3-selenazol-2-yl)hydrazone 4 showed MAO B inhibition in a nanomolar concentration range (IC50 = 73 nM). Excellent antioxidant properties were confirmed in a number of different in vitro assays. Antiproliferative activity screening on a panel of six human solid tumor cell lines showed that potencies of some of the investigated compounds was comparable or even better than that of the positive control 5-fluorouracil. In-silico calculations of ADME properties pointed to promising good pharmacokinetic profiles of investigated compounds. Docking studies suggest that some compounds, compared to positive controls, have the ability to strongly interact with targets relevant to cancer such as 5'-nucleotidase, and to neurodegenerative diseases such as the small conductance calcium-activated potassium channel protein 1, in addition to confirmation of inhibitory binding at MAO B.",
publisher = "Frontiers Media Sa, Lausanne",
journal = "FRONTIERS IN CHEMISTRY",
title = "Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies",
volume = "6",
doi = "10.3389/fchem.2018.00247"
}

Elshaflu, H., Todorović, T., Nikolić, M., Lolić, A., Višnjevac, A., Hagenow, S., Padrón, J. M., Garcia-Sosa, A. T., Đorđević, I. S., Grubišić, S., Stark, H.,& Filipović, N. R.. (2018). Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies. in FRONTIERS IN CHEMISTRY
Frontiers Media Sa, Lausanne., 6.
https://doi.org/10.3389/fchem.2018.00247

Elshaflu H, Todorović T, Nikolić M, Lolić A, Višnjevac A, Hagenow S, Padrón JM, Garcia-Sosa AT, Đorđević IS, Grubišić S, Stark H, Filipović NR. Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies. in FRONTIERS IN CHEMISTRY. 2018;6.
doi:10.3389/fchem.2018.00247 .

Elshaflu, Hana, Todorović, Tamara, Nikolić, Milan, Lolić, Aleksandar, Višnjevac, Aleksandar, Hagenow, Stefanie, Padrón, José M., Garcia-Sosa, Alfonso T., Đorđević, Ivana S., Grubišić, Sonja, Stark, Holger, Filipović, Nenad R., "Selenazolyl-hydrazones as Novel Selective MAO Inhibitors With Antiproliferative and Antioxidant Activities: Experimental and In-silico Studies" in FRONTIERS IN CHEMISTRY, 6 (2018),
https://doi.org/10.3389/fchem.2018.00247 . .

TY  - DATA
AU  - Elshaflu, Hana
AU  - Todorović, Tamara
AU  - Nikolić, Milan
AU  - Lolić, Aleksandar
AU  - Višnjevac, Aleksandar
AU  - Hagenow, Stefanie
AU  - Padrón, José M.
AU  - Garcia-Sosa, Alfonso T.
AU  - Đorđević, Ivana S.
AU  - Grubišić, Sonja
AU  - Stark, Holger
AU  - Filipović, Nenad R.
PY  - 2018
UR  - https://cherry.chem.bg.ac.rs/handle/123456789/3254
PB  - Frontiers Media Sa, Lausanne
T2  - FRONTIERS IN CHEMISTRY
T1  - Supplementary material for the article: Elshaflu, H.; Todorović, T. R.; Nikolić, M.; Lolić, A.; Višnjevac, A.; Hagenow, S.; Padrón, J. M.; García-Sosa, A. T.; Djordjevic, I. S.; Grubišic, S.; et al. Selenazolyl-Hydrazones as Novel Selective MAO Inhibitors with Antiproliferative and Antioxidant Activities: Experimental and In-Silico Studies. Frontiers in Chemistry 2018, 6 (JUL). https://doi.org/10.3389/fchem.2018.00247
UR  - https://hdl.handle.net/21.15107/rcub_cherry_3254
ER  - 

@misc{
author = "Elshaflu, Hana and Todorović, Tamara and Nikolić, Milan and Lolić, Aleksandar and Višnjevac, Aleksandar and Hagenow, Stefanie and Padrón, José M. and Garcia-Sosa, Alfonso T. and Đorđević, Ivana S. and Grubišić, Sonja and Stark, Holger and Filipović, Nenad R.",
year = "2018",
publisher = "Frontiers Media Sa, Lausanne",
journal = "FRONTIERS IN CHEMISTRY",
title = "Supplementary material for the article: Elshaflu, H.; Todorović, T. R.; Nikolić, M.; Lolić, A.; Višnjevac, A.; Hagenow, S.; Padrón, J. M.; García-Sosa, A. T.; Djordjevic, I. S.; Grubišic, S.; et al. Selenazolyl-Hydrazones as Novel Selective MAO Inhibitors with Antiproliferative and Antioxidant Activities: Experimental and In-Silico Studies. Frontiers in Chemistry 2018, 6 (JUL). https://doi.org/10.3389/fchem.2018.00247",
url = "https://hdl.handle.net/21.15107/rcub_cherry_3254"
}

Elshaflu, H., Todorović, T., Nikolić, M., Lolić, A., Višnjevac, A., Hagenow, S., Padrón, J. M., Garcia-Sosa, A. T., Đorđević, I. S., Grubišić, S., Stark, H.,& Filipović, N. R.. (2018). Supplementary material for the article: Elshaflu, H.; Todorović, T. R.; Nikolić, M.; Lolić, A.; Višnjevac, A.; Hagenow, S.; Padrón, J. M.; García-Sosa, A. T.; Djordjevic, I. S.; Grubišic, S.; et al. Selenazolyl-Hydrazones as Novel Selective MAO Inhibitors with Antiproliferative and Antioxidant Activities: Experimental and In-Silico Studies. Frontiers in Chemistry 2018, 6 (JUL). https://doi.org/10.3389/fchem.2018.00247. in FRONTIERS IN CHEMISTRY
Frontiers Media Sa, Lausanne..
https://hdl.handle.net/21.15107/rcub_cherry_3254

Elshaflu H, Todorović T, Nikolić M, Lolić A, Višnjevac A, Hagenow S, Padrón JM, Garcia-Sosa AT, Đorđević IS, Grubišić S, Stark H, Filipović NR. Supplementary material for the article: Elshaflu, H.; Todorović, T. R.; Nikolić, M.; Lolić, A.; Višnjevac, A.; Hagenow, S.; Padrón, J. M.; García-Sosa, A. T.; Djordjevic, I. S.; Grubišic, S.; et al. Selenazolyl-Hydrazones as Novel Selective MAO Inhibitors with Antiproliferative and Antioxidant Activities: Experimental and In-Silico Studies. Frontiers in Chemistry 2018, 6 (JUL). https://doi.org/10.3389/fchem.2018.00247. in FRONTIERS IN CHEMISTRY. 2018;.
https://hdl.handle.net/21.15107/rcub_cherry_3254 .

Elshaflu, Hana, Todorović, Tamara, Nikolić, Milan, Lolić, Aleksandar, Višnjevac, Aleksandar, Hagenow, Stefanie, Padrón, José M., Garcia-Sosa, Alfonso T., Đorđević, Ivana S., Grubišić, Sonja, Stark, Holger, Filipović, Nenad R., "Supplementary material for the article: Elshaflu, H.; Todorović, T. R.; Nikolić, M.; Lolić, A.; Višnjevac, A.; Hagenow, S.; Padrón, J. M.; García-Sosa, A. T.; Djordjevic, I. S.; Grubišic, S.; et al. Selenazolyl-Hydrazones as Novel Selective MAO Inhibitors with Antiproliferative and Antioxidant Activities: Experimental and In-Silico Studies. Frontiers in Chemistry 2018, 6 (JUL). https://doi.org/10.3389/fchem.2018.00247" in FRONTIERS IN CHEMISTRY (2018),
https://hdl.handle.net/21.15107/rcub_cherry_3254 .

TY  - CONF
AU  - Višnjevac, Aleksandar
AU  - Araškov, Jovana
AU  - Filipović, Nenad
AU  - Todorović, Tamara
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6013
AB  - Here we present the structural studies of a series of Zn(II) complexes with (1,3-thiazol-2-yl) hydrazones : [ZnCl2(HL1) (1), [Zn(HL1)2](NO3)2·H2O (2), [Zn(HL2)2][ZnCl4] (3), [Zn(HL2)2](NO3)2·MeOH·H2O (4), [Zn(HL3)2][ZnCl4] (5), [Zn(HL3)2(NO3)2·3H2O (6). Complexes were characterized by elemental analysis, molar conductivity measurements, UV-Vis, IR and NMR spectroscopic analyses. Single crystal X-ray analyses of 1-5 were accomplished.  In all complexes, the tridentate NNN coordination is observed. In 1 zinc is located in the a centre of a distorted trigonal bipyramid. In cationic complexes 2-5 distorted octahedral coordination cores are observed and the overall charge is balanced by the presence of two nitrate anions (2 and 4) or tetrachloridozincate(II) (ZnCl42-) anions (3 and 5). Crystal structure of 1 is characterized by the H-bonded centrosymmetric dimers of a graph-set notation R(2,2)10. In 2 and 4, two hydrazone nitrogen atoms act as donors in bifurcated H-bonds, connecting ligand molecules to O atoms from the corresponding nitrates. H-bonding patterns in 3 and 5 are analogous. A single observed H-bond connects the hydrazone nitrogen to a chlorine from the ZnCl42- anion as an acceptor, hence an endless chain is formed parallel to the crystallographic a axis.
PB  - Zagreb : Hrvatska akademija znanosti i umjetnosti
C3  - 25th Croatian Meeting of Chemists and Chemical Engineers with International Participation, Poreč, Croatia, April, 19-22, 2017
T1  - Structural studies of Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones
UR  - https://hdl.handle.net/21.15107/rcub_cherry_6013
ER  - 

@conference{
author = "Višnjevac, Aleksandar and Araškov, Jovana and Filipović, Nenad and Todorović, Tamara",
year = "2017",
abstract = "Here we present the structural studies of a series of Zn(II) complexes with (1,3-thiazol-2-yl) hydrazones : [ZnCl2(HL1) (1), [Zn(HL1)2](NO3)2·H2O (2), [Zn(HL2)2][ZnCl4] (3), [Zn(HL2)2](NO3)2·MeOH·H2O (4), [Zn(HL3)2][ZnCl4] (5), [Zn(HL3)2(NO3)2·3H2O (6). Complexes were characterized by elemental analysis, molar conductivity measurements, UV-Vis, IR and NMR spectroscopic analyses. Single crystal X-ray analyses of 1-5 were accomplished.  In all complexes, the tridentate NNN coordination is observed. In 1 zinc is located in the a centre of a distorted trigonal bipyramid. In cationic complexes 2-5 distorted octahedral coordination cores are observed and the overall charge is balanced by the presence of two nitrate anions (2 and 4) or tetrachloridozincate(II) (ZnCl42-) anions (3 and 5). Crystal structure of 1 is characterized by the H-bonded centrosymmetric dimers of a graph-set notation R(2,2)10. In 2 and 4, two hydrazone nitrogen atoms act as donors in bifurcated H-bonds, connecting ligand molecules to O atoms from the corresponding nitrates. H-bonding patterns in 3 and 5 are analogous. A single observed H-bond connects the hydrazone nitrogen to a chlorine from the ZnCl42- anion as an acceptor, hence an endless chain is formed parallel to the crystallographic a axis.",
publisher = "Zagreb : Hrvatska akademija znanosti i umjetnosti",
journal = "25th Croatian Meeting of Chemists and Chemical Engineers with International Participation, Poreč, Croatia, April, 19-22, 2017",
title = "Structural studies of Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones",
url = "https://hdl.handle.net/21.15107/rcub_cherry_6013"
}

Višnjevac, A., Araškov, J., Filipović, N.,& Todorović, T.. (2017). Structural studies of Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones. in 25th Croatian Meeting of Chemists and Chemical Engineers with International Participation, Poreč, Croatia, April, 19-22, 2017
Zagreb : Hrvatska akademija znanosti i umjetnosti..
https://hdl.handle.net/21.15107/rcub_cherry_6013

Višnjevac A, Araškov J, Filipović N, Todorović T. Structural studies of Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones. in 25th Croatian Meeting of Chemists and Chemical Engineers with International Participation, Poreč, Croatia, April, 19-22, 2017. 2017;.
https://hdl.handle.net/21.15107/rcub_cherry_6013 .

Višnjevac, Aleksandar, Araškov, Jovana, Filipović, Nenad, Todorović, Tamara, "Structural studies of Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones" in 25th Croatian Meeting of Chemists and Chemical Engineers with International Participation, Poreč, Croatia, April, 19-22, 2017 (2017),
https://hdl.handle.net/21.15107/rcub_cherry_6013 .

TY  - CONF
AU  - Višnjevac, Aleksandar
AU  - Araškov, Jovana
AU  - Filipović, Nenad
AU  - Todorović, Tamara
PY  - 2017
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/6012
AB  - Antimicrobial resistance due to the overuse of antibiotics and transmission of resistance within and between individuals is nowadays a serious public health threat. Therefore, there is an urgent need for development of new classes of antimicrobials that may not be as susceptible to bacterial resistance mechanisms as the current drugs [1]. Significant number of studies indicates promising antimicrobial activity of (1,3-thiazol-2-yl)hydrazones [2]. Zinc is an element of interest for biologically active complex preparation since it is essential trace element found in all animals, and to a much lesser extent toxic to humans than non-essential metals like e.g. platinum. We hereby present the structural studies of a series of their zinc complexes, prepared by simple reactions of ZnCl2 and Zn(NO3)2 with each of the ligands HL1–3: [ZnCl2(HL1)] (1), [Zn(HL1)2](NO3)2 ×H2O (2), [Zn(HL2)2][ZnCl4] (3), [Zn(HL2)2](NO3)2 × MeOH × H2O (4), [Zn(HL3)2][ZnCl4] (5) and [Zn(HL3)2](NO3)2 × 3H2O (6). All complexes were characterized by elemental analysis, molar conductivity measurements, UV-Vis, IR and NMR spectroscopic analyses. Single crystals suitable for the X-ray analysis of 1–5 were successfully prepared and diffraction studies were conducted. In all complexes, the tridentate NNN coordination is observed. In the molecular complex of 1 zinc is located in a centre of a slightly distorted trigonal bipyramid. In cationic complexes of 2, 3, 4 and 5, more or less severely distorted octahedral coordination cores are formed around the Zn atom and the overall charge is balanced by the presence of two nitrate anions (2 and 4) or two ZnCl42- anions (3 and 5) per complex molecule. Crystal structure of 1 is characterized by the distinct H-bonded centrosymmetric dimers of a graph-set notation R(2,2)10. In the nitrato-complexes 2 and 4, the two hydrazone nitrogen atoms act as donors in bifurcated H-bonds, connecting both ligand molecules of the cationic complex to two oxygen atoms from the corresponding nitrate anionic moieties. These neutral assemblies appear as distinct building blocks of the crystal structures. Finally, H-bonding patterns in the isostructural structures 3 and 5 are analogous. A single observed H-bond connects the hydrazine nitrogen as a donor to a chlorine from the ZnCl4- anion as an acceptor, hence an “endless” chain is formed parallel.
PB  - Acta crystallographica. Section A, Foundations and advances
C3  - 24th Congress & General Assembly of the International Union of Crystallography, Hyderabad, India, August 21-28, 2017, Acta Crystallographica A – Foundation and Advances
T1  - Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones as potential pharmacological agents
VL  - 73
DO  - 10.1107/S2053273317091586
ER  - 

@conference{
author = "Višnjevac, Aleksandar and Araškov, Jovana and Filipović, Nenad and Todorović, Tamara",
year = "2017",
abstract = "Antimicrobial resistance due to the overuse of antibiotics and transmission of resistance within and between individuals is nowadays a serious public health threat. Therefore, there is an urgent need for development of new classes of antimicrobials that may not be as susceptible to bacterial resistance mechanisms as the current drugs [1]. Significant number of studies indicates promising antimicrobial activity of (1,3-thiazol-2-yl)hydrazones [2]. Zinc is an element of interest for biologically active complex preparation since it is essential trace element found in all animals, and to a much lesser extent toxic to humans than non-essential metals like e.g. platinum. We hereby present the structural studies of a series of their zinc complexes, prepared by simple reactions of ZnCl2 and Zn(NO3)2 with each of the ligands HL1–3: [ZnCl2(HL1)] (1), [Zn(HL1)2](NO3)2 ×H2O (2), [Zn(HL2)2][ZnCl4] (3), [Zn(HL2)2](NO3)2 × MeOH × H2O (4), [Zn(HL3)2][ZnCl4] (5) and [Zn(HL3)2](NO3)2 × 3H2O (6). All complexes were characterized by elemental analysis, molar conductivity measurements, UV-Vis, IR and NMR spectroscopic analyses. Single crystals suitable for the X-ray analysis of 1–5 were successfully prepared and diffraction studies were conducted. In all complexes, the tridentate NNN coordination is observed. In the molecular complex of 1 zinc is located in a centre of a slightly distorted trigonal bipyramid. In cationic complexes of 2, 3, 4 and 5, more or less severely distorted octahedral coordination cores are formed around the Zn atom and the overall charge is balanced by the presence of two nitrate anions (2 and 4) or two ZnCl42- anions (3 and 5) per complex molecule. Crystal structure of 1 is characterized by the distinct H-bonded centrosymmetric dimers of a graph-set notation R(2,2)10. In the nitrato-complexes 2 and 4, the two hydrazone nitrogen atoms act as donors in bifurcated H-bonds, connecting both ligand molecules of the cationic complex to two oxygen atoms from the corresponding nitrate anionic moieties. These neutral assemblies appear as distinct building blocks of the crystal structures. Finally, H-bonding patterns in the isostructural structures 3 and 5 are analogous. A single observed H-bond connects the hydrazine nitrogen as a donor to a chlorine from the ZnCl4- anion as an acceptor, hence an “endless” chain is formed parallel.",
publisher = "Acta crystallographica. Section A, Foundations and advances",
journal = "24th Congress & General Assembly of the International Union of Crystallography, Hyderabad, India, August 21-28, 2017, Acta Crystallographica A – Foundation and Advances",
title = "Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones as potential pharmacological agents",
volume = "73",
doi = "10.1107/S2053273317091586"
}

Višnjevac, A., Araškov, J., Filipović, N.,& Todorović, T.. (2017). Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones as potential pharmacological agents. in 24th Congress & General Assembly of the International Union of Crystallography, Hyderabad, India, August 21-28, 2017, Acta Crystallographica A – Foundation and Advances
Acta crystallographica. Section A, Foundations and advances., 73.
https://doi.org/10.1107/S2053273317091586

Višnjevac A, Araškov J, Filipović N, Todorović T. Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones as potential pharmacological agents. in 24th Congress & General Assembly of the International Union of Crystallography, Hyderabad, India, August 21-28, 2017, Acta Crystallographica A – Foundation and Advances. 2017;73.
doi:10.1107/S2053273317091586 .

Višnjevac, Aleksandar, Araškov, Jovana, Filipović, Nenad, Todorović, Tamara, "Zn(II) complexes of (1,3-thiazol-2-yl)hydrazones as potential pharmacological agents" in 24th Congress & General Assembly of the International Union of Crystallography, Hyderabad, India, August 21-28, 2017, Acta Crystallographica A – Foundation and Advances, 73 (2017),
https://doi.org/10.1107/S2053273317091586 . .