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Asymmetric Synthesis and Absolute Configuration Assignment of a New Type of Bedaquiline Analogue

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 bedaquil...

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Detalles Bibliográficos
Autores principales: Qiao, Chang-Jiang, Wang, Xiao-Kui, Xie, Fei, Zhong, Wu, Li, Song
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6331863/
https://www.ncbi.nlm.nih.gov/pubmed/26690407
http://dx.doi.org/10.3390/molecules201219846
Descripción
Sumario: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.