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Issue 28, 2020
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Synthesis, characterization and in vitro anticancer activity of thiabendazole-derived 1,2,3-triazole derivatives

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Abstract

A series of thiabendazole-derived 1,2,3-triazole compounds were synthesized in good yields via 1,3-dipolar cycloaddition through click chemistry approach using different chain alkyl azides with 4-(1-(prop-2-yn-1-yl)benzimidazole-2-yl)thiazole in the presence of copper(I) catalyst. These compounds were characterized on the basis of FT-IR, 1H NMR, 13C NMR as well as mass spectrometry. The newly synthesized compounds were screened for their in vitro antiproliferative activity against a panel of three human cancer cell lines (HT29, MDA-MB-231 and SKBR3). Compound 4g exhibited significant activity against all the cell lines tested, with IC50 values ranging from 1.28 and 7.72 μg mL−1, inducing caspases 3 and 7, which further confirms the contribution of apoptotic cell death in MCF-7 and MDA-MB-231 cells. This work further demonstrates the anticancer properties of 4g, inducing apoptotic cell death, and the structure activity association is also discussed. This product could be a promising chemotherapeutic agent for cancer treatment.

Graphical abstract: Synthesis, characterization and in vitro anticancer activity of thiabendazole-derived 1,2,3-triazole derivatives

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Article information


Submitted
13 Nov 2019
Accepted
21 Jun 2020
First published
22 Jun 2020

New J. Chem., 2020,44, 12099-12106
Article type
Paper

Synthesis, characterization and in vitro anticancer activity of thiabendazole-derived 1,2,3-triazole derivatives

K. El Bourakadi, M. E. M. Mekhzoum, C. Saby, H. Morjani, H. Chakchak, N. Merghoub, A. E. K. Qaiss and R. Bouhfid, New J. Chem., 2020, 44, 12099
DOI: 10.1039/C9NJ05685H

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