4.6 Article

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

Journal

MOLECULES
Volume 22, Issue 2, Pages -

Publisher

MDPI AG
DOI: 10.3390/molecules22020260

Keywords

cytotoxic activity; antioxidant activity; DFT calculation; indol; thiazole

Funding

  1. Romanian Ministry of Education and Research [PN-II-ID-PCE-2012-4-0488]
  2. Swiss Enlargement Contribution in the framework of the Romanian-Swiss Research Program [IZERZO-142198/1]
  3. 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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