Synthesis and Evaluation of Selected Benzimidazole Derivatives as Potential Antimicrobial Agents

Molecules

Fatmah A. S. Alasmary³  Anna M. Snelling¹  Mohammed E. Zain⁴  Ahmed M. Alafeefy⁵  Amani S. Awaad²  Nazira Karodia¹ 

[1] Centre for Pharmaceutical Engineering Science, Faculty of Life Sciences, University of Bradford, Richmond Road, Bradford BD7 1DP, UK; E-Mail:;Pharmacognosy Department, College of Pharmacy, Salman bin Abdulaziz University, Al-Kharj 11942, Saudi Arabia; E-Mail:;Chemistry Department, College of Science, King Saud University, Riyadh 11362, Saudi Arabia;Botany and Microbiology Department, College of Science, King Saud University, Riyadh 11362, Saudi Arabia; E-Mail:;Department of Pharmaceutical Chemistry, College of Pharmacy, Sattam bin Abdulaziz University, Al-Kharj 11942, Saudi Arabia; E-Mail:

关键词: benzimidazole;    heterocycle;    antibacterial activity;    antifungal activity;    resistance;    Gram-negative;    Gram-positive;   

DOI  :  10.3390/molecules200815206

来源: mdpi

【 摘 要 】

A library of 53 benzimidazole derivatives, with substituents at positions 1, 2 and 5, were synthesized and screened against a series of reference strains of bacteria and fungi of medical relevance. The SAR analyses of the most promising results showed that the antimicrobial activity of the compounds depended on the substituents attached to the bicyclic heterocycle. In particular, some compounds displayed antibacterial activity against two methicillin-resistant Staphylococcus aureus (MRSA) strains with minimum inhibitory concentrations (MICs) comparable to the widely-used drug ciprofloxacin. The compounds have some common features; three possess 5-halo substituents; two are derivatives of (S)-2-ethanaminebenzimidazole; and the others are derivatives of one 2-(chloromethyl)-1H-benzo[d]imidazole and (1H-benzo[d]imidazol-2-yl)methanethiol. The results from the antifungal screening were also very interesting: 23 compounds exhibited potent fungicidal activity against the selected fungal strains. They displayed equivalent or greater potency in their MIC values than amphotericin B. The 5-halobenzimidazole derivatives could be considered promising broad-spectrum antimicrobial candidates that deserve further study for potential therapeutic applications.

【 授权许可】

CC BY   
© 2015 by the authors; licensee MDPI, Basel, Switzerland.