2. Academic Validation
  3. Efficient Synthesis and Stereochemical Revision of Coibamide A

Efficient Synthesis and Stereochemical Revision of Coibamide A

  • J Am Chem Soc. 2015 Oct 28;137(42):13488-91. doi: 10.1021/jacs.5b09286.
Guiyang Yao 1 2,  Zhengyin Pan 1,  Chunlei Wu 1,  Wei Wang 1,  Lijing Fang 1,  Wu Su 1
Affiliations

Affiliations

  • 1 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.
  • 2 Departent of Pharmaceutical Engineering, School of Chemistry and Chemical Engineering, Southeast University , Nanjing, 211189, P. R. China.
PMID: 26469305 DOI: 10.1021/jacs.5b09286
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.

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