Enantioselective synthesis of (+)-cortistatin a, a potent and selective inhibitor of endothelial cell proliferation

J Am Chem Soc. 2008 Dec 17;130(50):16864-6. doi: 10.1021/ja8071918.

Abstract

This manuscript describes an enantioselective synthesis of the naturally occurring inhibitor of endothelial cell proliferation, cortistatin A. Key steps of the synthesis are a silicate-directed elimination/ring expansion reaction and a highly diastereoselective aza-Prins cyclization with a subsequent transannular etherification.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cell Proliferation / drug effects
  • Endothelial Cells / cytology*
  • Endothelial Cells / drug effects*
  • Molecular Structure
  • Neuropeptides / chemical synthesis*
  • Neuropeptides / chemistry
  • Neuropeptides / pharmacology*
  • Stereoisomerism

Substances

  • Neuropeptides
  • cortistatin