Cytotoxicity and Antioxidant Potential of Novel 2-(2-((1H-indol-5yl)methylene)-hydrazinyl)-thiazole Derivatives
Adriana Grozav,
Ioan-Dan Porumb,
Luiza Ioana Găină,
Lorena Filip,
Daniela Hanganu
Affiliations
Adriana Grozav
Department of Organic Chemistry, Faculty of Pharmacy, “Iuliu Haţieganu” University of Medicine and Pharmacy, 8 Victor Babes, Cluj-Napoca RO-400012, Romania
Ioan-Dan Porumb
Research Center on Fundamental and Applied Heterochemistry, Faculty of Chemistry and Chemical Engineering, “Babeş-Bolyai”, University, M. Kogalniceanu 1, Cluj-Napoca RO-400028, Romania
Luiza Ioana Găină
Research Center on Fundamental and Applied Heterochemistry, Faculty of Chemistry and Chemical Engineering, “Babeş-Bolyai”, University, M. Kogalniceanu 1, Cluj-Napoca RO-400028, Romania
Lorena Filip
Department of Bromatology, Hygiene, Nutrition, Faculty of Pharmacy, “Iuliu Haţieganu” University of Medicine and Pharmacy, 8 Victor Babes, Cluj-Napoca RO-400012, Romania
Daniela Hanganu
Department of Pharmacognosy Faculty of Pharmacy, “Iuliu Haţieganu” University of Medicine and Pharmacy, 8 Victor Babes, Cluj-Napoca RO-400012, Romania
Newly synthesized 2-(2-((1H-indol-5yl)methylene)-hydrazinyl)-thiazole derivatives were evaluated for their in vitro cytotoxicity on two carcinoma cell lines A2780 and HeLa. Significant cytotoxic activity for 2-(2-((1H-indol-5-yl)methylene)hydrazinyl)-4-methylthiazole (1) and 2-(2-((1H-indol-5-yl)methylene)hydrazinyl)-4-phenylthiazole (3), on both A2780 [IC50: 11.6 μM (1), and 12.4 μM (3)] and HeLa [IC50: 22.4 μM (1) and 19.4μM (3)] cell lines is reported. Their antioxidant potential was evaluated by spectrophotometric method, using DPPH radical or Fe (TPTZ)3+ complex, and EPR spectroscopy, therefore the compounds 1 and 3 showed remarkable antioxidant activity simultaneously with a cytotoxic effect on A2780 and HeLa cell lines. Furthermore, based on theoretical quantum chemical calculation, the present study analyzed the chemoselectivity of the hydrogen extraction from the indolyl-hydrazinil-thiazoles in reaction with free radicals.
