Issue 19, 2023

CuI-mediated synthesis of 1-aryl-5,6,7-trimethoxybenzimidazoles as potent antitubulin agents

Abstract

In situ CuI-mediated cyclization methodology helped yield benzimidazoles with different substitution manner, such as 1,2-diarylbenzimidazoles (4 and 5) and 1-arylbenzimidazoles (6–15). The result of structure–activity relationship (SAR) study confirmed the significance of the 5,6,7-trimethoxybenzimidazole moiety, and the representative derivatives (8–10) exhibited marked antiproliferative activity against A549, HCT-116, and PC-3 cells; in addition, they are able to inhibit the polymerization of tubulin. Among them, compound 10 inhibited the growth of A549, HCT-116, and PC-3 cells with a mean IC50 value of 0.07 μM, and its IC50 value of tubulin polymerization is 0.26 μM.

Graphical abstract: CuI-mediated synthesis of 1-aryl-5,6,7-trimethoxybenzimidazoles as potent antitubulin agents

Associated articles

Supplementary files

Article information

Article type
Paper
Submitted
24 Mar 2023
Accepted
17 Apr 2023
First published
28 Apr 2023
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2023,13, 13169-13176

CuI-mediated synthesis of 1-aryl-5,6,7-trimethoxybenzimidazoles as potent antitubulin agents

C. Peng, S. Wang, Y. Hwang, W. Sun, L. Chiu, Y. Liu, Y. Lai and H. Lee, RSC Adv., 2023, 13, 13169 DOI: 10.1039/D3RA01927F

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