Liposomal circular dichroism. Assignment of remote stereocenters in plakinic acids K and L from a Plakortis-Xestospongia sponge association

Org Lett. 2010 Apr 2;12(7):1524-7. doi: 10.1021/ol100249v.

Abstract

Two new omega-phenyl polyketide peroxides, plakinic acids K and L, were isolated from a two-sponge association of Plakortis halichondroides and Xestospongia deweerdtae. The absolute configurations of the remote dimethyl-branched stereocenters in plakinic acid K were assigned by degradation of plakinic acid K to a long-chain naphthamide and analysis by liposomal circular dichroism (L-CD) and comparison with synthetic standards.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Animals
  • Circular Dichroism
  • Liposomes / chemistry*
  • Molecular Conformation
  • Peroxides / chemistry*
  • Peroxides / isolation & purification
  • Porifera / chemistry*
  • Stereoisomerism

Substances

  • Liposomes
  • Peroxides
  • plakinic acid K
  • plakinic acid L