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新型苯并噻唑类 N-(6-氯苯并[d]噻唑-2-基)腙酰胺衍生物的合成及体外抗菌活性。

Synthesis and in vitro antimicrobial activity of novel N-(6-chlorobenzo[d]thiazol-2-yl) hydrazine carboxamide derivatives of benzothiazole class.

机构信息

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Jamia Hamdard (Hamdard University), New Delhi, India.

出版信息

J Enzyme Inhib Med Chem. 2011 Jun;26(3):332-40. doi: 10.3109/14756366.2010.508441. Epub 2010 Aug 31.

Abstract

In this study, a series of novel 1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazole (6a-g) and 1,3,4-oxadiazole (7a-g, 8) were synthesized from N-(6-chlorobenzo[d]thiazol-2-yl) hydrazine carboxamide derivatives of benzothiazole class. Antimicrobial properties of the title compound derivatives were investigated against one Gram (+) bacteria (Staphylococcus aureus), three Gram (-) bacteria (Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae) and five fungi (Candida albicans, Aspergillus niger, Aspergillus flavus, Monascus purpureus and Penicillium citrinum) using serial plate dilution method. The investigation of antibacterial and antifungal screening data revealed that all the tested compounds showed moderate to good inhibition at 12.5-100 µg/mL in DMSO. It has been observed that triazolo-thiadiazole derivatives are found to be more active than 1,3,4-oxadiazole derivatives against all pathogenic bacterial and fungal strains.

摘要

在这项研究中,从苯并噻唑类 N-(6-氯苯并[d]噻唑-2-基)肼甲酰胺衍生物合成了一系列新型 1,2,4-三唑并[3,4-b]-1,3,4-噻二唑(6a-g)和 1,3,4-噁二唑(7a-g,8)。采用系列平板稀释法,对标题化合物衍生物的抗菌性能进行了测试,以评估其对一种革兰氏阳性(金黄色葡萄球菌)、三种革兰氏阴性(大肠杆菌、铜绿假单胞菌、肺炎克雷伯菌)和五种真菌(白色念珠菌、黑曲霉、黄曲霉、红曲霉菌和桔青霉)的抑制作用。抗菌和抗真菌筛选数据的研究表明,所有测试化合物在 DMSO 中 12.5-100μg/mL 时均表现出中等至良好的抑制作用。观察到三唑噻二唑衍生物对所有致病性细菌和真菌菌株的活性均高于 1,3,4-噁二唑衍生物。

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