(R)-(-)-linalyl acetate and (S)-(-)-germacrene D from the leaves of Mexican Bursera linanoe

Nat Prod Commun. 2010 Mar;5(3):351-4.

Abstract

The leaf volatile components of Mexican Bursera linanoe were identified as (R)-(-)-linalyl acetate (57.6%; 95.5% ee) and (S)-(-)-germacrene D (39.3%; 100% ee) by solvent extraction and GC-MS and chiral GC analyses. Linalool was previously reported as the major component from the leaves of B. linanoe. However, we believe that this is a decomposition product of linalyl acetate during steam distillation, a common method for extraction of essential oils. The chemically unique blend in the leaves of B. linanoe may act as a chemical barrier against its potential herbivores, Blepharida beetles that have a tendency for attacking chemically similar plants as hosts.

Publication types

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

MeSH terms

  • Bursera / chemistry*
  • Gas Chromatography-Mass Spectrometry
  • Indicators and Reagents
  • Mexico
  • Monoterpenes / chemistry*
  • Monoterpenes / isolation & purification
  • Plant Leaves / chemistry
  • Sesquiterpenes, Germacrane / chemistry*
  • Sesquiterpenes, Germacrane / isolation & purification

Substances

  • Indicators and Reagents
  • Monoterpenes
  • Sesquiterpenes, Germacrane
  • linalyl acetate
  • germacrene D