Göker H, Kus C, Abbasoglu U
Department of Pharmaceutical Chemistry - University of Ankara, Faculty of Pharmacy, Turkey.
Arch Pharm (Weinheim). 1995 May;328(5):425-30. doi: 10.1002/ardp.19953280506.
A series of 22 benzimidazoles, having several substituents on the azole and benzene nuclei, were prepared and evaluated in vitro for antimicrobial activity. At first 2-chloro or 2-chloromethyl-5(6)-substituted-1H-benzimidazoles were synthesized, which were then substituted at C-2 with several piperazine or piperidine derivatives. The antibacterial activity of these compounds against Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas aeruginosa, and the antifungal activity against Candida albicans, Candida stellatoidea, Candida parapsilosis, and Candida pseudotropicalis were determined as the MIC values. Since compound 12 exhibits good activity, in order to clarify the effect of substituents at C-1 on the activity, benzimidazole derivatives having ethyl, allyl, benzyl, and p-fluorobenzyl substituents at C-1 were prepared, and slightly increased activity was seen.
制备了一系列在唑环和苯环上带有多个取代基的22种苯并咪唑，并对其体外抗菌活性进行了评估。首先合成了2-氯或2-氯甲基-5（6）-取代的-1H-苯并咪唑，然后在C-2位用几种哌嗪或哌啶衍生物进行取代。测定了这些化合物对金黄色葡萄球菌、枯草芽孢杆菌、大肠杆菌和铜绿假单胞菌的抗菌活性，以及对白色念珠菌、星状念珠菌、近平滑念珠菌和伪热带念珠菌的抗真菌活性，以最低抑菌浓度（MIC）值表示。由于化合物12表现出良好的活性，为了阐明C-1位取代基对活性的影响，制备了在C-1位带有乙基、烯丙基、苄基和对氟苄基取代基的苯并咪唑衍生物，活性略有提高。
