Full Length Research Paper
Abstract
We report here the synthesis of new benzimidazolyl-chalcones analogues of chlormidazole in order to contribute to the development of new antifungal drugs. Benzimidazolyl-chalcones were obtained by reaction of various aromatic aldehydes (7) with N-(4-chlorobenzyl)-2-acetylbenzimidazole (5) and its precursor 2-acetylbenzimidazole (4). After confirming their structure using spectroscopic methods (1H and 13C NMR, MS in EI mode), the compounds were evaluated for their antifungal activities against a clinical strain of Candida albicans in order to determine the minimum inhibiting quantity (MIQ). This screening showed that compounds 6e, 6f and 6h had anti-Candida efficiencies (MIQ = 5, 1.25 and 0.625 µg) higher than those of chlormidazole (MIQ = 10 µg). Additionally it has shown that improving these activities in benzimidazolyl-chalcones series requires double chemical modulation: Removal of 4-chlorobenzyl on the pyrrole nitrogen of the benzimidazole ring and the introduction or not of modulators such as fluorine (compounds 6f and 6h) on the benzene ring at position 3 of the propenone.
Key words: Benzimidazole, chalcone, chlormidazole, antifungal, Candida albicans.
Copyright © 2024 Author(s) retain the copyright of this article.
This article is published under the terms of the Creative Commons Attribution License 4.0