Isolation of norsesterterpenes and spongian diterpenes from Dorisprismatica (= Glossodoris) atromarginata

J Nat Prod. 2015 Mar 27;78(3):421-30. doi: 10.1021/np500797b. Epub 2015 Jan 13.

Abstract

Ten new norscalarane metabolites (1-10) with the mooloolabene skeleton in which the C-8 methyl substituent of a scalarane is replaced by a C-7/C-8 double bond are described from the nudibranch Doriprismatica (= Glossodoris) atromarginata and characterized by extensive 1D and 2D NMR studies, together with MS data. Also isolated was the known scalarane 12-deacetoxy-12-oxo-deoxoscalarin together with 26 furanoterpenes, nine of which (11-19) are reported for the first time. The high diversity of chemical compounds and variation between individuals and locations could reflect a varied sponge diet or an enzymatic detoxification mechanism.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Feeding Behavior
  • Gastropoda / chemistry*
  • Humans
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Pacific Ocean
  • Porifera / physiology
  • Sesterterpenes / chemistry
  • Sesterterpenes / isolation & purification*

Substances

  • Diterpenes
  • Sesterterpenes