Isocyanide terpene metabolites of Phyllidiella pustulosa, a nudibranch from the South China Sea

J Nat Prod. 2004 Oct;67(10):1701-4. doi: 10.1021/np0400961.

Abstract

A series of isocyanides, compounds 4-11, including diterpenes never before found in Phyllidiid nudibranchs, have been isolated from a Chinese population of the nudibranch Phyllidiella pustulosa. Three new sesquiterpenes (8, 10, and 11), with eudesmane, guaiane, and bisabolane skeletons, respectively, have been characterized by spectral methods and chemical comparison with known related molecules. The absolute stereochemistry of the major metabolite, the isocyanide 8, an enantiomer of the known sponge metabolite stylotelline (12), has also been determined.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Cyanides / chemistry
  • Cyanides / isolation & purification*
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Molecular Structure
  • Mollusca / chemistry*
  • Oceans and Seas
  • Sesquiterpenes, Eudesmane / chemistry
  • Sesquiterpenes, Eudesmane / isolation & purification*

Substances

  • Cyanides
  • Diterpenes
  • Sesquiterpenes, Eudesmane