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Design, Synthesis, Configuration Research, and In Vitro Antituberculosis Activities of two Chiral Naphthylamine Substituted Analogs of Bedaquiline
Author(s) -
Wang Zhiqiang,
Li Linwei,
Zhou Zhixu,
Geng Yiding,
Chen Yu,
Sun Tiemin
Publication year - 2017
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2670
Subject(s) - bedaquiline , chemistry , conformational isomerism , circular dichroism , in vitro , absolute configuration , naphthylamine , stereochemistry , combinatorial chemistry , computational chemistry , molecule , organic chemistry , tuberculosis , mycobacterium tuberculosis , biochemistry , medicine , pathology
Two chiral naphthylamine‐substituted analogs of Bedaquiline were selected from a series of compounds designed as anti‐tuberculosis drugs based on the structure activity relationship of bedaquiline for synthetic and stereochemical research. The compounds were synthesized from the chiral precursors for the first time, and their absolute configurations were determined by electronic circular dichroism and quantum chemical calculations. Conformational analyses were performed on the compounds to find the stable conformers and get better predicted results. In addition, the in vitro antituberculosis activities of the two compounds were investigated.