Journal
MOLECULES
Volume 22, Issue 2, Pages -Publisher
MDPI AG
DOI: 10.3390/molecules22020260
Keywords
cytotoxic activity; antioxidant activity; DFT calculation; indol; thiazole
Funding
- Romanian Ministry of Education and Research [PN-II-ID-PCE-2012-4-0488]
- Swiss Enlargement Contribution in the framework of the Romanian-Swiss Research Program [IZERZO-142198/1]
- European Social Found, Human Resources Development Operational Programme [POSDRU/159/1.5/S/136893]
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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 M (1), and 12.4 M (3)] and HeLa [IC50: 22.4 M (1) and 19.4M (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.
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