Efficient Synthesis and Stereochemical Revision of Coibamide A

• DOI: 10.1021/jacs.5b09286
• Publication Date: 2015-10-15T14:53:53Z
• Authors: Guiyang Yao; Zhengyin Pan; Chunlei Wu; Wei Wang; Lijing Fang; Wu Su
• Keywords: Natural compound; Solid-Phase Synthesis; Cyclic peptide; Depsipeptide

Coibamide A is a highly potent antiproliferative cyclodepsipeptide originally isolated from Panamanian marine cyanobacterium. Herein we report an efficient solid-phase strategy for assembly of N-methylated cyclodepsipeptides, which invaluable in generating coibamide derivatives structure–activity relationship studies. As consequence our synthetic studies, two stereochemical assignments were revised and the total synthesis this natural compound was achieved first time.