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Synthesis, Characterization, and Antioxidant and Anticancer Activity of 1,4-Disubstituted 1,2,3-triazoles

•Six 1,2,3-triazole derivatives containing a 1,4-disubstitue were synthesized.•The crystal structures of triazole derivatives 7b, 8a, and 9a were studied by X-ray diffraction.•DPPH activity of synthesized compounds was higher than BHT and β-Carotene and lower than Ascorbic acid and Trolox.•Cytotoxic...

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Published in:Journal of molecular structure 2021-05, Vol.1232, p.130042, Article 130042
Main Authors: Şahin, İrfan, Özgeriş, Fatma Betül, Köse, Muhammet, Bakan, Ebubekir, Tümer, Ferhan
Format: Article
Language:English
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Summary:•Six 1,2,3-triazole derivatives containing a 1,4-disubstitue were synthesized.•The crystal structures of triazole derivatives 7b, 8a, and 9a were studied by X-ray diffraction.•DPPH activity of synthesized compounds was higher than BHT and β-Carotene and lower than Ascorbic acid and Trolox.•Cytotoxicity of the compounds against Hela cell line were investigated.•The electronic effects of the groups attached to the phenyl ring were examined. This manuscript describes the synthesis, characterization, antioxidant and anticancer activities of the six 1,2,3-triazole derivatives (7a, 7b, 8a, 8b, 9a and 9b) containing a 1,4-disubstitue. All compounds were characterized by 1H (13C) NMR, FTIR spectroscopies and elemental analysis. The crystal structures of triazole derivatives (7b, 8a, and 9a) were studied by X-ray diffraction studies. The compounds were screened for their radical scavenging capabilities and the compounds showed comparable antioxidant activities to standard antioxidants. Moreover, the compounds were tested for their cytotoxicity profiles against Hela cancer cell line. Compounds 7a (IC50 values 10.8 μg/mL), 7b (IC50 values 8.8 μg/mL), and 8a (IC50 values 11.7 µg/mL) showed considerable anticancer activity against Hela cell line. [Display omitted]
ISSN:0022-2860
1872-8014
DOI:10.1016/j.molstruc.2021.130042