Journal
FLAVOUR AND FRAGRANCE JOURNAL
Volume 21, Issue 6, Pages 864-868Publisher
JOHN WILEY & SONS LTD
DOI: 10.1002/ffj.1631
Keywords
Eryngium yuccifolium Michaux; Apiaceae; essential oil; polyacetylene; nonadeca-1,11-diene-4,6,8-triyne-3,10-diol; yuccifolol; HRESI-MS; 2D-NMR
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The essential oils of Eryngium yuccifolium Michaux. (Apiaceae) were isolated from the leaves, stalks and roots by hydrodistillation. Analysis of the oils by GC and GC-MS revealed that the leaves oil contained 49 compounds, of which germacrene D (18.3%), terpinolene (17.8%), bicyclogermacrene (8.8%), alpha-pinene (7.6%), beta-caryophyllene (6.2%) and falcarinol (9.6%) were found to be the major constituents. In addition, 40 compounds were identified from the stalk oil, among which, germacrene D (38.4%), gamma-amorphene (12.2%), bicyclogermacrene (10.1%), bicyclosesquiphellandrene (3.4%) and falcarinol (3.2%) were the major components. The roots oil was found to contain 25 compounds, of which, terpinolene (25.8%), trans-beta-bergamotene (18.6%) and the benzaidehyde 2,3,6-trimethylbenzaldehyde (13.9%), were the major constituents. Yuccifolol (nonadeca-1,11-diene-4,6,8-triyne-3,10-diol), a novel polyacetylene, was isolated and identified from the hexane:ether extract of the aerial parts, together with the known polyacetylenes, falcarinone [heptadeca-1,9-(Z)-dien-4,6-diyn-3-one], falcarinol (heptadeca-1,9-dien-4,6-diyn-3-ol) and heptadeca-1,8-diene-4,6-diyne-3,9-diol. The chemical structures of these constituents were established by NMR (DEPT, COSY, HMQC and HMBC) as well as HRESI-MS analysis. Copyright (c) 2006 John Wiley. & Sons, Ltd.
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