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一些新型苯并咪唑衍生物的合成、理化性质及抗菌活性

Synthesis, physicochemical properties and antimicrobial activity of some new benzimidazole derivatives.

作者信息

Ansari K F, Lal C

机构信息

Department of Chemistry, Harcourt Butler Technological Institute, Nawabganj, Kanpur 208002, Uttar Pradesh, India.

出版信息

Eur J Med Chem. 2009 Oct;44(10):4028-33. doi: 10.1016/j.ejmech.2009.04.037. Epub 2009 May 5.

Abstract

Some derivatives of benzimidazole were synthesized by nucleophilic substitution of 2-substituted-1H-benzimidazole. The resulting ethyl (2-substituted-1H-benzimidazol-1-yl) acetate on treatment with hydrazine hydrate yielded 2-(2-substituted-1H-benzimidazol-1-yl) acetohydrazide, which on further reaction with one equivalent of different aliphatic or aromatic carboxylic acids in the presence of phosphoryl chloride afforded the corresponding target compounds, 2-substituted-1-[{(5-substituted alkyl/aryl)-1,3,4-oxadiazol-2-yl} methyl]-1H-benzimidazole. The structures of the synthesized compounds were evaluated by spectral and elemental methods of analyses. All the synthesized compounds were screened for their antimicrobial activities. All of the derivatives showed good activity towards Gram-positive bacteria and negligible activity towards Gram-negative bacteria. Some of the synthesized compounds showed moderate activity against tested fungi.

摘要

通过2-取代-1H-苯并咪唑的亲核取代反应合成了一些苯并咪唑衍生物。所得的(2-取代-1H-苯并咪唑-1-基)乙酸乙酯与水合肼反应生成2-(2-取代-1H-苯并咪唑-1-基)乙酰肼,该产物在磷酰氯存在下与一当量的不同脂肪族或芳香族羧酸进一步反应,得到相应的目标化合物2-取代-1-[{(5-取代烷基/芳基)-1,3,4-恶二唑-2-基}甲基]-1H-苯并咪唑。通过光谱和元素分析方法对合成化合物的结构进行了评估。对所有合成化合物的抗菌活性进行了筛选。所有衍生物对革兰氏阳性菌均表现出良好活性,对革兰氏阴性菌活性可忽略不计。一些合成化合物对受试真菌表现出中等活性。

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