Constituents of Haitian vetiver oil

Citation
P. Weyerstahl et al., Constituents of Haitian vetiver oil, FLAV FRAG J, 15(6), 2000, pp. 395-412
Citations number
79
Categorie Soggetti
Food Science/Nutrition
Journal title
FLAVOUR AND FRAGRANCE JOURNAL
ISSN journal
08825734 → ACNP
Volume
15
Issue
6
Year of publication
2000
Pages
395 - 412
Database
ISI
SICI code
0882-5734(200011/12)15:6<395:COHVO>2.0.ZU;2-U
Abstract
155 constituents in the neutral part of commercial Haitian vetiver oil were identified. Their structures were assigned mainly by H-1- and C-13-NMR spe ctra, as reported previously. Furthermore. the following new compounds are described: acora-2,4-diene (7) and its 10-epimer (8). 3-isopropyl-3-(3-meth ylcyclopent-2-enyl)-tetrahydrofuran (4), 3-isopropyl-6-methyl-2-(3-methylcy clopent-2-enyl)-3,4-dihydro-2H-pyran (15) and its precursor 6-hydroxy-3-iso propyl-6-methyl-2-(3-methylcyclopent-2-enyl)-3,4,5,6-tetrahyro-2H-opyran (D ). 12,13-di-nor-6(7-->8)-abeo-eremophil- 1(10)-en-7-one (16), 8 alpha -meth yl-11,12,13-tri-nor-eremophil-1(10)-en-7-on (20), eudesma-5,7-dien-4-ol (ca scarilladienol. 50), 13-nor-7,8-epoxy-eremophil-1(10)-en-11-one (98), eremo phil-7(11)en-10 beta -ol (111)- 7,11 -epoxy-eremophila-1,9-dien-8 alpha -ol (124), two epimers of 6,12;7,11-diepoxy-eudesm-4-ene (125, 128) and of 7,1 1;8,12-diepoxy-eremophil-9-ene (129, 137). NMR data of beta -vetispirene (1 8), delta -amorphene (22), beta -vetivenene (48), elema-1,3-dien-6 alpha -o l (6-epi-shyobunol, 32), eudesm-4(15)-en-5 beta -ol (69), trans-eudesm-4(15 ),7-dien-12-yl formats (vetiselinenyl formate, 127), ziza-6(13)-en-12-yl ac etate (142), preziza-7(15)-en-12-yl acetate (143), methyl (E)-eremophila-1( 10),7(11)-dien-12-oate (139) and (E)-eremophila-1(10),7(11)-dien-12-yl (iso valencenyl acetate. 144) are described. The contribution of some constituen ts to the very complex odour of vetiver oil is discussed. Copyright (C) 200 0 John Wiley & Sons, Ltd.