Mono- and sesquiterpenoids of the volatile oil ofBursera graveolens
2005; Wiley; Volume: 20; Issue: 6 Linguagem: Inglês
10.1002/ffj.1523
ISSN1099-1026
AutoresChiyoki Yukawa, Hisakatsu Iwabuchi, Sadao Komemushi, Akiyoshi Sawabe,
Tópico(s)Natural product bioactivities and synthesis
ResumoThe characteristic spicy, sweet and balsamic aroma components of the woods of Bursera graveolens (palo santo) were measured using GC-MS. The characteristic four compounds, 1–4, were isolated from the diethyl ether extract. The structure of compounds 1 and 2 was elucidated by means of NMR studies, and confirmed to be 1-acetyl-4-isopropenyl-1-cyclopentene (1) and 2-methyl-5-isopropenyl-1-cyclopenten-1-carboxaldehyde (2) by synthesis from limonene oxide derivatives. The structure of compounds 3 and 4 was determined to be 6,10-epoxy-7(14)-isodaucane (3) and 10-hydroxy-6,10-epoxy-7(14)-isodaucane (4) by NMR experiments. Of these, compound 4 is a new sesquiterpenoid with a weak woody note, and the presence of compounds 1–4 in B. graveolens is reported here for the first time. Copyright © 2005 John Wiley & Sons, Ltd.
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