Design, synthesis, and biological evaluation of m -amidophenol derivatives as a new class of antitubercular agents

MedChemComm
Niu-Niu ZhangMing Yan

Abstract

A series of m-amidophenol derivatives (6a-6l, 7a-7q, 9a, 9b, 12a-12c, 14 and 15) were designed and synthesized. Their antitubercular activities were evaluated in vitro against M. tuberculosis strains H37Ra and H37Rv and clinically isolated multidrug-resistant M. tuberculosis strains. Ten compounds displayed minimal inhibitory concentrations (MICs) against M. tuberculosis H37Ra below 2.5 μg mL-1 and 6g was the most active compound (MIC = 0.625 μg mL-1). Compounds 6g and 7a also showed potent inhibitory activity against M. tuberculosis H37Rv (MIC = 0.39 μg mL-1) and several clinically isolated multidrug-resistant M. tuberculosis strains (MIC = 0.39-3.125 μg mL-1). The compounds did not show inhibitory activity against normal Gram-positive and Gram-negative bacteria. They exhibited low cytotoxicity against HepG2 and RAW264.7 cell lines. The results demonstrated m-amidophenol as an attractive scaffold for the development of new antitubercular agents.

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Citations

May 30, 2019·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ya-Juan ChengMing Yan
Jan 29, 2019·Chemical & Pharmaceutical Bulletin·Jie LiangMing Yan

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Methods Mentioned

BETA
column chromatography
NMR

Software Mentioned

CoMFA
GraphPad Prism
Tripos Sybyl X2

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