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

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

doi:10.1039/d2md00373b

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

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

Authors

Lin Lai¹, Jinhua Yang¹, Wanlin Sun¹, Xiaoyan Su¹, Jun Chen¹, Xinan Chen², Shuchen Pei¹

Affiliations

¹ Key Laboratory of Industrial Fermentation Microorganism, Chongqing University of Science and Technology Chongqing 401331 China peishuchen928@163.com.
² German Institute of Engineering, Chongqing College of Mobile Communtion Chongqing 401520 China.

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 in vitro evaluation results have shown that most of the targeted compounds exhibit good potency in inhibiting the growth of bacteria, including E. coli (MIC: 0.64-19.92 μM), P. aeruginosa (MIC: 0.72-45.30 μM), Salmonella (MIC: 0.54-90.58 μM) and S. aureus (MIC: 1.11-99.92 μM). In particular, compound 3b showed excellent activity with an MIC value of 1.11 μM against E. coli, 1.00 μM against P. aeruginosa, 0.54 μM against Salmonella, and 1.11 μM against S. aureus. From the results, a promising lead compound was identified for future development.