Enantioselective total synthesis of the selective PI3 kinase inhibitor liphagal

Org Lett. 2010 Oct 15;12(20):4450-3. doi: 10.1021/ol101173w.

Abstract

The enantioselective total synthesis of liphagal, a selective inhibitor of PI3K α isolated from the marine sponge Aka coralliphaga, has been achieved. The novel tetracyclic "liphagane" skeleton is formed in one step, after the hydrogenation of a dihydroxydrimane phenol benzyl ether in the presence of cationic resin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Molecular Structure
  • Phosphoinositide-3 Kinase Inhibitors*
  • Stereoisomerism
  • Terpenes / chemical synthesis*

Substances

  • Phosphoinositide-3 Kinase Inhibitors
  • Terpenes
  • liphagal