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Molecules 2017, 22(2), 260; doi:10.3390/molecules22020260

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

1
Department of Organic Chemistry, Faculty of Pharmacy, “Iuliu Haţieganu” University of Medicine and Pharmacy, 8 Victor Babes, Cluj-Napoca RO-400012, Romania
2
Research Center on Fundamental and Applied Heterochemistry, Faculty of Chemistry and Chemical Engineering, “Babeş-Bolyai”, University, M. Kogalniceanu 1, Cluj-Napoca RO-400028, Romania
3
Department of Bromatology, Hygiene, Nutrition, Faculty of Pharmacy, “Iuliu Haţieganu” University of Medicine and Pharmacy, 8 Victor Babes, Cluj-Napoca RO-400012, Romania
4
Department of Pharmacognosy Faculty of Pharmacy, “Iuliu Haţieganu” University of Medicine and Pharmacy, 8 Victor Babes, Cluj-Napoca RO-400012, Romania
*
Authors to whom correspondence should be addressed.
Academic Editor: Wim Dehaen
Received: 4 January 2017 / Revised: 1 February 2017 / Accepted: 7 February 2017 / Published: 9 February 2017
(This article belongs to the Collection Heterocyclic Compounds)
View Full-Text   |   Download PDF [5184 KB, uploaded 9 February 2017]   |  

Abstract

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. View Full-Text
Keywords: cytotoxic activity; antioxidant activity; DFT calculation; indol; thiazole cytotoxic activity; antioxidant activity; DFT calculation; indol; thiazole
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Grozav, A.; Porumb, I.-D.; Găină, L.I.; Filip, L.; Hanganu, D. Cytotoxicity and Antioxidant Potential of Novel 2-(2-((1H-indol-5yl)methylene)-hydrazinyl)-thiazole Derivatives. Molecules 2017, 22, 260.

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