Isomannide monoundecenoate‐based 1,2,3‐triazoles: Design, synthesis, and in vitro bioactive evaluation

Abstract

A new series of isomannide monoundecenoate-based 1,2,3-triazole analogs 6a-e were designed by employing click chemistry in good yields. in vitro bioactive assay manifested that the several target compounds exhibited promising antibacterial and antifungal activities. Notably, compounds having phenyl substituted triazole 6a, and hydroxy phenyl substituted triazole 6b possessed highly selective promising inhibition towards Gram-positive bacterial strains namely Bacillus subtilis and Staphylococcus aureus with MIC value of 3.9 μg/ mL. Further, these potential hybrids (6a and 6b) also exhibited highly impressive antifungal activity against the tested panel of Candida strains with MIC value of 3.9 μg/mL. Based on our in vitro preliminary antimicrobial study, these two compounds 6a and 6b have been identified as potential antimicrobial lead compounds. Moreover, all prepared derivatives were also evaluated for their in vitro cytotoxic activities against A549, MCF7, DU145 and HeLa cancer cell lines. The results indicated that only the hydroxy phenyl substituted triazole analog 6b displayed good cytotoxic activity towards all tested human cancer cell lines without any significant effects on normal cell line (HUVEC).

1,2,3‐Triazole Derivatives as an Emerging Scaffold for Antifungal Drug Development against Candida albicans: A Comprehensive Review

“…Structure-activity relationship states that benzene ring substitution at triazole nucleus showed suitable antifungal activity while methanol and phenol substitution resulted in decreased activity against Candida albicans. [67] Keeping in mind the biological efficacy of 1,2,3-triaozle nucleus, Santos et al designed and synthesised 1,2,3-triazole derivatives and evaluated them for antifungal activity against Candida albicans along with four other species of Candida. The results of the test demonstrated that 40 was found to be most active antifungal agent with MIC value 39.17 μmol/mL.…”

“…Among them, 39 were found to be the most active. Structure‐activity relationship states that benzene ring substitution at triazole nucleus showed suitable antifungal activity while methanol and phenol substitution resulted in decreased activity against Candida albicans [67] . Keeping in mind the biological efficacy of 1,2,3‐triaozle nucleus, Santos et al .…”

One‐step synthesis of novel N1‐substituted benzimidazole derivatives: Experimental and theoretical investigations

“…The development of new chemically synthesized molecules represents a major strategy for the discovery and preparation of new substances of biological interest [1][2][3][4]. The heterocycles containing nitrogen, oxygen, and even sulfur form a group that is among the most rapidly developing classical divisions of organic chemistry [3][4][5][6].…”