Synthesis of new 7-chloro-4-phenoxyquinoline analogues as potential antitubercular agents

Abstract

Molecular hybridization is a developing approach to design novel compounds by merger of two or more biological subunits of known medicinal agents. In the present study, new series of 7-chloro-4-phenoxyquinoline analogs were synthesized, characterized by using various analytical techniques and evaluated for in vitro antitubercular activity against Mycobacterium tuberculosis H37Rv strain. Among the reported twenty-two compounds, three compounds 9b, 9c, and 9f displayed significant antitubercular activity with minimum inhibitory concentration value of 3.12 µM and were screened for their Mycobacterium tuberculosis DNA gyrase inhibitory activity. All the compounds were further tested for anti-proliferative activity against VERO cell lines using MTT assay and showed no significant cytotoxic activity. Furthermore, molecular docking simulation studies were carried out in order to better understand the hypothetical binding interaction at the ATPase site of Mycobacterium smegmatis GyrB using AutoDock tools.