title: Asymmetric Synthesis and Absolute Configuration Assignment of a New Type of Bedaquiline Analogue.
abstract: Bedaquiline is the first FDA-approved new chemical entity to fight multidrug-resistant tuberculosis in the last forty years. Our group replaced the quinoline ring with a naphthalene ring, leading to a new type of triarylbutanol skeleton. An asymmetric synthetic route was established for our bedaquiline analogues, and the goal of assigning their absolute configurations was achieved by comparison of experimental and calculated electronic circular dichroism spectra, and was confirmed by the combined use of circular dichroism and NMR spectroscopy.
authors.affiliation: School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, 103 Wenhua Road, Shenyang 110016, China. qchj2004@163.com.|Laboratory of Computer-Aided Drug Design &amp; Discovery, Beijing Institute of Pharmacology and Toxicology, 27 Taiping Road, Beijing 100850, China. qchj2004@163.com.
authors.forename: Chang-Jiang
authors.initials: CJ
authors.lastname: Qiao
authors.affiliation: Laboratory of Computer-Aided Drug Design &amp; Discovery, Beijing Institute of Pharmacology and Toxicology, 27 Taiping Road, Beijing 100850, China. wxkcaptain@163.com.
authors.forename: Xiao-Kui
authors.initials: XK
authors.lastname: Wang
authors.affiliation: Laboratory of Computer-Aided Drug Design &amp; Discovery, Beijing Institute of Pharmacology and Toxicology, 27 Taiping Road, Beijing 100850, China. xiefei0058@aliyun.com.
authors.forename: Fei
authors.initials: F
authors.lastname: Xie
authors.affiliation: Laboratory of Computer-Aided Drug Design &amp; Discovery, Beijing Institute of Pharmacology and Toxicology, 27 Taiping Road, Beijing 100850, China. lis.lisong@gmail.com.
authors.forename: Wu
authors.initials: W
authors.lastname: Zhong
authors.affiliation: School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, 103 Wenhua Road, Shenyang 110016, China. zhongwu@bmi.ac.cn.|Laboratory of Computer-Aided Drug Design &amp; Discovery, Beijing Institute of Pharmacology and Toxicology, 27 Taiping Road, Beijing 100850, China. zhongwu@bmi.ac.cn.
authors.forename: Song
authors.initials: S
authors.lastname: Li
mesh_terms: D000995:Antitubercular Agents / Q000138:chemical synthesis*; D002942:Circular Dichroism; D064687:Diarylquinolines / Q000737:chemistry*; D015195:Drug Design; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D009281:Naphthalenes / Q000737:chemistry*; D011804:Quinolines / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000995:Antitubercular Agents; D064687:Diarylquinolines; D009281:Naphthalenes; D011804:Quinolines; C493870:bedaquiline
keywords: absolute configuration assignment; antituberculosis; asymmetric synthesis; bedaquiline analogues