新型含苯并硫氮杂䓬和苯并二氮杂䓬部分的1,3,4-恶二唑的合成与生物学评价

Synthesis and biological evaluation of newer 1,3,4-oxadiazoles incorporated with benzothiazepine and benzodiazepine moieties.

作者信息

Navin Patel, Sarvil Patel, Amit Purohit, Divyesh Patel, Dhansukh Rajani, Moo-Puc Rosa, Rivera Gildardo

机构信息

Organic Research Laboratory, Department of Chemistry, Veer Narmad South Gujarat University, Udhana-Magdalla Road, Surat-395 007, Gujarat, India, E-mail:

Organic Research Laboratory, Department of Chemistry, Veer Narmad South Gujarat University, Udhana-Magdalla Road, Surat-395 007, Gujarat, India.

出版信息

Z Naturforsch C J Biosci. 2017 Mar 1;72(3-4):133-146. doi: 10.1515/znc-2016-0129.

DOI:10.1515/znc-2016-0129

PMID:28182579

Abstract

A series of thiazepines and diazepines having 1,3,4-oxadiazole moiety were synthesized, and they were analyzed for their in vitro antimicrobial activity against several bacteria (Staphylococcus aureus, Staphylococcus pyogenes, Escherichia coli, and Pseudomonas aeruginosa) and fungi (Candida albicans, Aspergillus niger, and Aspergillus Clavatus) and protozoa (Entamoeba histolytica, Giardia lamblia, Trypanosoma cruzi and Leishmania mexicana). Few of the selected compounds were tested for their antitubercular activity. However, it was noticed that the potency of final analogs against each strain placed reliance on the type of substituent present on aryl ring of oxadiazole as well as presence of thiophene, pyridine, and furan at benzothiazepines and benzodiazepines. The biological screening identified that some of the compounds were found to possess good antimicrobial and antitubercular (62.5-100 μg/mL of MIC) activity.

摘要

合成了一系列含有1,3,4-恶二唑部分的噻氮杂卓和二氮杂卓，并对它们针对几种细菌（金黄色葡萄球菌、化脓性葡萄球菌、大肠杆菌和铜绿假单胞菌）、真菌（白色念珠菌、黑曲霉和棒曲霉）和原生动物（溶组织内阿米巴、蓝氏贾第鞭毛虫、克氏锥虫和墨西哥利什曼原虫）的体外抗菌活性进行了分析。对少数选定的化合物进行了抗结核活性测试。然而，注意到最终类似物对每种菌株的效力取决于恶二唑芳环上存在的取代基类型以及苯并噻氮杂卓和苯并二氮杂卓上噻吩、吡啶和呋喃的存在情况。生物筛选表明，发现一些化合物具有良好的抗菌和抗结核（最低抑菌浓度为62.5-100μg/mL）活性。