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新型四氢苯并噻吩衍生物的设计、合成及抗菌活性评价

Design, synthesis and antibacterial evaluation of a novel class of tetrahydrobenzothiophene derivatives.

作者信息

Lai Lin, Yang Jinhua, Sun Wanlin, Su Xiaoyan, Chen Jun, Chen Xinan, Pei Shuchen

机构信息

Key Laboratory of Industrial Fermentation Microorganism, Chongqing University of Science and Technology Chongqing 401331 China

German Institute of Engineering, Chongqing College of Mobile Communtion Chongqing 401520 China.

出版信息

RSC Med Chem. 2022 Dec 5;14(1):166-172. doi: 10.1039/d2md00373b. eCollection 2023 Jan 25.

Abstract

In this study, a new series of tetrahydrobenzothiophene derivatives have been designed. Newly designed molecules have been synthesized through a medicinal chemistry route, and their characterization was done by using NMR and HR-MS techniques. Biological evaluation of the synthesized compounds has been done on Gram-negative and Gram-positive bacteria. The marketed antibiotics such as ciprofloxacin and gentamicin were used as controls. The evaluation results have shown that most of the targeted compounds exhibit good potency in inhibiting the growth of bacteria, including (MIC: 0.64-19.92 μM), (MIC: 0.72-45.30 μM), (MIC: 0.54-90.58 μM) and (MIC: 1.11-99.92 μM). In particular, compound 3b showed excellent activity with an MIC value of 1.11 μM against , 1.00 μM against , 0.54 μM against , and 1.11 μM against . From the results, a promising lead compound was identified for future development.

摘要

在本研究中,设计了一系列新的四氢苯并噻吩衍生物。通过药物化学路线合成了新设计的分子,并使用核磁共振(NMR)和高分辨质谱(HR-MS)技术对其进行了表征。对合成的化合物进行了针对革兰氏阴性菌和革兰氏阳性菌的生物学评价。使用市售抗生素如环丙沙星和庆大霉素作为对照。评价结果表明,大多数目标化合物在抑制细菌生长方面表现出良好的效力,包括(最低抑菌浓度:0.64 - 19.92 μM)、(最低抑菌浓度:0.72 - 45.30 μM)、(最低抑菌浓度:0.54 - 90.58 μM)和(最低抑菌浓度:1.11 - 99.92 μM)。特别是,化合物3b表现出优异的活性,对的最低抑菌浓度值为1.1.11 μM,对的最低抑菌浓度值为1.00 μM,对的最低抑菌浓度值为0.54 μM,对的最低抑菌浓度值为1.11 μM。从结果中,确定了一种有前景的先导化合物用于未来开发。

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