Agarwood Oil (Aquilaria agallocha Roxb.). Its Composition and Eight New Valencane-, Eremophilane- and Vetispirane-Derivatives

被引：32

作者：

Naef, R. ^{[1
]}

Velluz, A. ^{[1
]}

Brauchli, R. ^{[1
]}

Thommen, W. ^{[1
]}

机构：

[1] Firmenich SA, Res Labs, CH-1211 Geneva 8, Switzerland

来源：

FLAVOUR AND FRAGRANCE JOURNAL | 1995年 / 10卷 / 03期

关键词：

Agarwood; Aquilaria agallocha Roxb; Thymelaeaceae; sesquiterpenoids; eremophilanes; valencanes; vetispiranes; C-13-NMR;

D O I：

10.1002/ffj.2730100306

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The profile of the total extract of aganvood oil (Aquilaria agallocha Roxb.) is discussed and eight new sesquiterpenoids are presented: two with the eremophilane-skeleton (rel-(2R,8S,8aR)-2-(1,2,3,5,6,7,8,8a-octahydro-8,8a-dimethyl-2-naphthyl)-prop-2-en-l-ol (1, eremophila-9,11(13)-dien-12-ol) and rel-(3R,7R,9R,10S)-9,10-dimethyl-6-methylene-4-oxatricyclo[7.4.0.0(3,7)]tridec-1-ene (2, 8,12-epoxy-eremophila-9,11(13)-diene)), one with the valencane-skeleton (rel-(2R,8S,8aR)-2-(1,2,6,7,8,8a-hexahydro-8,8a-dimethyl-2-naphthyl)-propan-2-ol ( 3,valenca-1(10),8-dien-11-ol)) and four with the vetispirane-skeleton (rel-(5R,10R)-( 2-isopropylidene-10-methyl-spiro[4,5]dec-6-ene-6-carbaldehyde (4, vetispira-2(11),6-dien-14-al), rel-(5R,7R,10R)-2-isopropylidene-10-methyl-6-methylene-spiro[4.5]decan-7-ol (5, vetispira-2(11),6(14)-dien-7-ol), rel-(1R,2R)-9-isopropyl-2-methyl-8-oxatricyclo[7.2.1.0(1,6)]dodec-5-ene (6, 2,14-epoxy-vetispir-6-ene) and rel-(1 R,2R)-(9-isopropyl-2-methyl-8-oxatricyclo[7.2.1.0(1,6)]dodeca-4,6-diene (7, 2,14-epoxy-vetispira-6(14),7-diene)). 2-(1,2,3,5,6,7,8,8a-octahydro-8,8a-dimethyl-2-naphthyl)-propanal (8, valenc- or eremophil-9-en-12-al) is tentatively identified.

引用

页码：147 / 152

页数：6

共 13 条

[1] Naf R., Velluz A., Busset N., Gaudin J.-M., New Nor-sesquiterpenoids with 10-epi-eudesmane skeleton from agarwood (Aquilaria agallocha Roxb.), Flavour and Fragrance Journal, 7, (1992)
[2] Naf R., Velluz A., Thommen W., Brauchli R., Sigwart C., Gaudin J.-M., New compounds identified in agarwood (Aquilaria agallocha Roxb.), Flavour and Fragrance Journal, 8, (1993)
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[7] Nagashima T., Kawasaki I., Yoshida T., Nakanishi T., Yoneda K., Miura I., (1983)
[8] Nakanishi T., Yamagata E., Yoneda K., Nagashima T., Kawasaki I., Yoshida T., Mori H., Miura I., Phyto‐chemistry, 23, (1984)
[9] Varma K.R., Maheshwari M.L., Bhattacharyya S.C., Tetrahedron, 21, (1965)
[10] Nakanishi T., Yamagata E., Yoneda K., Miura I., Mori H., (1983)

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