1618635-11-2Relevant academic research and scientific papers
Determination of absolute configurations of bedaquiline analogs by quantum chemical electronic circular dichroism calculations and an X-ray diffraction study
Wang, Zhiqiang,Zhao, Lixia,Chen, Yu,Xu, Wei,Sun, Tiemin
, p. 3814 - 3821 (2014/06/24)
Two chiral analogs of bedaquiline were selected from a series of compounds designed as anti-Mycobacterium tuberculosis drugs for synthetic and stereochemical research. The compounds were synthesized from chiral precursors for the first time, and the absolute configurations (ACs) were determined by electronic circular dichroism (ECD) and quantum chemical calculations. Single crystals of both compounds were obtained for X-ray analysis, and the crystal structures and ab initio calculated geometries were extremely similar, which permitted a comparison of the relative reliabilities of ACs obtained by ECD analyses and theoretical simulation. In addition, the in vitro antituberculosis activities of the two compounds were investigated. Two chiral analogs of bedaquiline were designed as anti-Mycobacterium tuberculosis drugs. The synthesis and determination of the absolute configurations (ACs) of the two compounds are described. The ACs were determined by electronic circular dichroism with the aid of theoretical calculations and further validated by an X-ray diffraction study. Copyright
