Metabolites from the sea hare Aplysia fasciata

J Nat Prod. 2009 Sep;72(9):1716-9. doi: 10.1021/np900298a.

Abstract

Examination of the digestive and hermaphroditic glands' organic extract of the sea hare Aplysia fasciata yielded 16 metabolites, including eight sesquiterpenes, three diterpenes, and five C(15)-acetogenins. Among them, three sesquiterpenes, 6-hydroxy-1-brasilene (1), epibrasilenol acetate (2), and 6-epi-beta-snyderol (3), one acetogenin, (3Z,9Z)-7-chloro-6-hydroxy-12-oxo-pentadeca-3,9-dien-1-yne (4), and one diterpene, 16-acetoxy-15-bromo-7-hydroxy-9(11)-parguerene (5), are new natural products. The structure elucidation and the assignment of the relative configurations of the isolated natural products were established on the basis of extensive analyses of their spectroscopic data (NMR, MS, IR).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Aplysia / chemistry*
  • Aplysia / metabolism
  • Diterpenes / chemistry
  • Diterpenes / isolation & purification*
  • Humans
  • Molecular Structure
  • Nuclear Magnetic Resonance, Biomolecular
  • Oceans and Seas
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*

Substances

  • Diterpenes
  • Sesquiterpenes