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

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

Natural product communications (2010-04-28)
Koji Noge, Nobuhiro Shimizu, Judith X Becerra
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Linalyl acetate, natural, ≥96%, FG
Sigma-Aldrich
Linalyl acetate, ≥97%, FCC, FG
Sigma-Aldrich
3,7-Dimethyl-1,6-octadien-3-yl acetate, 97%