Cytotoxicity and Antioxidant Potential of Novel 2-(2-((1H-indol-5yl)methylene)-hydrazinyl)-thiazole Derivatives

Abstract

Newly synthesized 2-(2-((1<i>H</i>-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-((1<i>H</i>-indol-5-yl)methylene)hydrazinyl)-4-methylthiazole (<b>1</b>) and 2-(2-((1<i>H</i>-indol-5-yl)methylene)hydrazinyl)-4-phenylthiazole (<b>3</b>), on both A2780 [IC₅₀: 11.6 μM (<b>1</b>), and 12.4 μM (<b>3</b>)] and HeLa [IC₅₀: 22.4 μM (<b>1</b>) and 19.4μM (<b>3</b>)] 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 <b>1</b> and <b>3</b> 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.