title: Efficient Synthesis and Stereochemical Revision of Coibamide A.
abstract: Coibamide A is a highly potent antiproliferative cyclodepsipeptide originally isolated from a Panamanian marine cyanobacterium. Herein we report an efficient solid-phase strategy for assembly of highly N-methylated cyclodepsipeptides, which is invaluable in generating coibamide A derivatives for structure-activity relationship studies. As a consequence of our synthetic studies, two stereochemical assignments of coibamide A were revised and the total synthesis of this natural compound was achieved for the first time.
authors.affiliation: Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences , Shenzhen, Guangdong, 518055, P. R. China.|Departent of Pharmaceutical Engineering, School of Chemistry and Chemical Engineering, Southeast University , Nanjing, 211189, P. R. China.
authors.forename: Guiyang
authors.initials: G
authors.lastname: Yao
authors.affiliation: Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences , Shenzhen, Guangdong, 518055, P. R. China.
authors.forename: Zhengyin
authors.initials: Z
authors.lastname: Pan
authors.affiliation: Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences , Shenzhen, Guangdong, 518055, P. R. China.
authors.forename: Chunlei
authors.initials: C
authors.lastname: Wu
authors.affiliation: Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences , Shenzhen, Guangdong, 518055, P. R. China.
authors.forename: Wei
authors.initials: W
authors.lastname: Wang
authors.affiliation: Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences , Shenzhen, Guangdong, 518055, P. R. China.
authors.forename: Lijing
authors.initials: L
authors.lastname: Fang
authors.affiliation: Guangdong Key Laboratory of Nanomedicine, Institute of Biomedicine and Biotechnology, Shenzhen Institutes of Advanced Technology, Chinese Academy of Sciences , Shenzhen, Guangdong, 518055, P. R. China.
authors.forename: Wu
authors.initials: W
authors.lastname: Su
mesh_terms: D047630:Depsipeptides / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D060327:Solid-Phase Synthesis Techniques; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D047630:Depsipeptides; C530036:coibamide A