Palmadorins A--C, diterpene glycerides from the antarctic nudibranch Austrodoris kerguelenensis

J Nat Prod. 2010 Mar 26;73(3):416-21. doi: 10.1021/np900617m.

Abstract

The nudibranch Austrodoris kerguelenensis is distributed widely around the Antarctic coast and continental shelves. Earlier collections from McMurdo Sound and the Weddell Sea shelf have afforded a suite of diterpene glyceride esters, a compound class implicated as a chemical defense in nudibranchs. The present chemical investigation of A. kerguelenensis collected near Palmer Station on the Western Antarctic Peninsula has revealed additional examples, palmadorins A-C (1-3), as the first three members of a new series of clerodane diterpenes. In this paper we describe their isolation, structure elucidation, and stereochemical analysis using a combination of one- and two-dimensional NMR spectroscopy and wet chemical methods.

Publication types

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

MeSH terms

  • Animals
  • Antarctic Regions
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Diterpenes / metabolism
  • Gastropoda / chemistry*
  • Glycerides / chemistry
  • Glycerides / isolation & purification*
  • Glycerides / metabolism
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular

Substances

  • Diterpenes
  • Glycerides
  • palmadorin A
  • palmadorin B
  • palmadorin C