o:28230 Zn(II) complexes with pyridyl-based 1,3-selen/thiazolyl-hydrazones: A comparative study en 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. Selenazolyl-hydrazones, Thiazolyl-hydrazones, Zn(II) complexes, Antiproliferative activity, Antioxidant activity, ADMET 1552099 10.1016/j.molstruc.2023.135193 2023-03-13T19:00:16.326Z 44 yes 46 Aleksandar Višnjevac Zavod za fizičku kemiju, Institut Ruđer Bošković, Zagreb, Croatia Jovana B. Araškov University of Belgrade, Faculty of Chemistry, Serbia person Milan Nikolić University of Belgrade, Faculty of Chemistry, Serbia person Žanka Bojić-Trbojević University of Belgrade, Institute for the Application of Nuclear Energy INEP, Serbia doktor bioloških nauka person 0000-0001-5619-1027 Andrea Pirković University of Belgrade, Institute for the Application of Nuclear Energy INEP, Serbia doktor bioloških nauka person 0000-0002-1182-4895 Dragana Dekanski University of Belgrade, Institute for the Application of Nuclear Energy INEP, Serbia doktor medicinskih nauka person 0000-0001-8467-4165 Dragana Mitić University of Belgrade, Innovation Centre of Faculty of Chemistry, Serbia person Vladimir Blagojević TBP Soft, Belgrade, Serbia person Nenad R. Filipović University of Belgrade, Faculty of Agriculture, Serbia person Tamara R. Todorović University of Belgrade, Faculty of Chemistry, Serbia person application/pdf 66114 https://phaidrabg.bg.ac.rs/o:28230 no yes 1 70 92000001 11A19 11A29 11A2901 11A19 11A1907 11A33 Journal of molecular structure 1281 Elsevier 2023