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β-[(2-苯并咪唑基)硫代]-β-苯甲酰基苯乙烯衍生物的合成与抗菌活性

Synthesis and antimicrobial activity of beta-[(2-benzimidazolyl)thio]-beta-benzoyl styrene derivatives.

作者信息

Ersan S, Nacak S, Acar N, Ozden T

机构信息

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Gazi University, Turkey.

出版信息

Arzneimittelforschung. 1997 Jun;47(6):773-5.

PMID:9239458
Abstract

In this study some new beta-[(2-benzimidazolyl)thio]-beta-benzoyl styrene derivatives have been synthesized by reacting 2-(phenacetylthio)benzimidazole and substituted benzaldehydes in piperidine/dry benzene. Structures were verified by microanalysis, IR and NMR spectral analysis. Antimicrobial activities of the compounds were investigated by the microdilution susceptibility test; Muller-Hinton Broth and Sabouraud Dextrose Broth were used for the determination of antibacterial and antifungal activity. Test organisms: Staphylococcus aureus ATCC 29213 and Enterococcus faecalis ATCC 29212 as Gram (+) bacteria, Escherichia coli ATCC 25922 and Pseudomonas aeruginosa ATTC 27853 as Gram (-) bacteria, and Candida albicans, Candida pseudotropicalis, Candida parapsilosis and Candida stellatoidea as yeast-like fungi. All the compounds showed good antimicrobial effect, especially against gram (+) bacteria. Among the compounds tested beta-[(2-benzimidazolyl)thio]-beta-benzoyl-4-chloro styrene (compound 9), beta-[(2-benzimidazolyl)thio]-beta-benzoyl-4-nitro styrene (compound 10) and beta-[(2-benzimidazolyl)thio]-beta-benzoyl-4-acetylamino styrene (compound 11) showed the most favorable activity.

摘要

在本研究中,通过使2-(苯乙酰硫基)苯并咪唑与取代苯甲醛在哌啶/无水苯中反应,合成了一些新的β-[(2-苯并咪唑基)硫基]-β-苯甲酰基苯乙烯衍生物。通过微量分析、红外光谱和核磁共振光谱分析对结构进行了验证。采用微量稀释药敏试验研究了这些化合物的抗菌活性;使用Muller-Hinton肉汤和沙氏葡萄糖肉汤来测定抗菌和抗真菌活性。测试菌株:金黄色葡萄球菌ATCC 29213和粪肠球菌ATCC 29212作为革兰氏阳性菌,大肠埃希菌ATCC 25922和铜绿假单胞菌ATTC 27853作为革兰氏阴性菌,以及白色念珠菌、近平滑念珠菌、副热带念珠菌和星状念珠菌作为酵母样真菌。所有化合物均显示出良好的抗菌效果,尤其是对革兰氏阳性菌。在所测试的化合物中,β-[(2-苯并咪唑基)硫基]-β-苯甲酰基-4-氯苯乙烯(化合物9)、β-[(2-苯并咪唑基)硫基]-β-苯甲酰基-4-硝基苯乙烯(化合物10)和β-[(2-苯并咪唑基)硫基]-β-苯甲酰基-4-乙酰氨基苯乙烯(化合物11)表现出最有利的活性。

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