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

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.

N'-Benzylidene-N-(Thiazolyl)Acetohydrazide Derivatives: Synthesis and Antimicrobial Activity Evaluation

“…Microorganism strains 5, 13,19,20 proved to be resistant to amoxicillin, appeared largely susceptible to 1d.…”

“…1,3-Thiazole heterocyclic unit appeared in the structure of several synthetic hydrazine derivatives with diverse biological activity, e.g. antiinflamatory [2], antimicrobial [3][4][5][6][7], anticonvulsant [8], anti-tumor [9], antifungal [10,11], or antioxidant representatives [12,13]. Continuing our studies devoted to the chemical synthesis of new thiazole derivatives [14][15][16][17][18][19], in this work we report four new N'-benzylidene-N-(thiazolyl)acetohydrazide derivatives.…”

3-(4-Methoxyphenyl)-4-methyl-N-[4-(4-methylphenyl)-1,3-thiazol-2-yl]benzamide

“…They possess antioxidant (Grozav et al, 2017) and anti-Trypanosoma cruzi (da Silva et al, 2017) activities and are used as anti-prostate cancer agents (Saravanan et al, 2017). In view of the above importance of thiazole derivatives, we have undertaken the single-crystal X-ray diffraction study of the title compound, and the results are presented herein.…”

Molecular Structure, DFT, Vibrational Spectra with Fluorescence Effect, Hirshfeld Surface, Docking Simulation and Antioxidant Activity of Thiazole Derivative

“…Its fusion with other moieties has proved its meticulous position in chemistry and drugs fields, because of its potential biological activities exhibited with lesser side effects, such as antimicrobial, anticonvulsant, antibacterial, anticancer, and antioxidant properties. Especially, antioxidant is one of the familiar biological property shown by thiazole derivatives and are highly conspicuous with its biological relevance. Onset of oxidative stress is much prevalent when many of the free radicals are not destroyed.…”