SESQUITERPENYL COUMARINS AND GERANYL BENZALDEHYDE DERIVATIVES FROM THE AERIAL PARTS OF ERIOSTEMON MYOPOROIDES

被引:17
作者
SARKER, SD
ARMSTRONG, JA
GRAY, AI
WATERMAN, PG
机构
[1] UNIV STRATHCLYDE,DEPT PHARMACEUT SCI,PHYTOCHEM RES LABS,GLASGOW G1 1XW,LANARK,SCOTLAND
[2] DEPT CONSERVAT & LAND MANAGEMENT,PERTH,WA 6009,AUSTRALIA
关键词
ERIOSTEMON MYOPOROIDES; RUTACEAE; SESQUITERPENYL COUMARINS; GERANYL BENZALDEHYDES; CHEMOTAXONOMY;
D O I
10.1016/S0031-9422(00)90400-X
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Examination of the aerial parts of Eriostemon myoporoides has led to the isolation of fifteen compounds including eight novel coumarins: (-)2'beta-(2 xi,3-epoxy-3-methyl-1-oxobutyl)- -2'-deoxybruceol, (-)2'beta-(3-methyl-1-oxobut-2-enyl)-2'-deoxybruceol, (-)2'beta-{(E)-3-hydroxy-3-methylbut-1-enyl}-2'-deoxybruceol, (-)2'beta-{(E)-3-hydroperoxy-3-methylbut-1-enyl}- -2'-deoxybruceol, (-)2'beta-(3-methyl-1 xi,2 xi,3 -trihydroxybutyl)-2'-deoxybruceol, (-)2'beta-(2 xi-hydroperoxy-3-methylbut-3-enyl)-2'-deoxybruceol, (-)2'beta-(2 xi-hydroxy-3-methyl-1-oxobutyl)-2'-deoxybruceol and 8-geranyl-5, 7-dihydroxycoumarin; three novel geranyl substituted benzaldehydes: 3-(6 xi-hydroperoxy-3, 7-dimethylocta-2,7-dienyl)-4-hydroxybenzaldehyde, (E)-3-(7-hydroperoxy-3,7-dimethylocta-2,5-dienyl)-4-hydroxybenzaldehyde and (Z)-3-(7-hydroperoxy-3, 7-dimethylocta-2,5-dienyl)-4-hydroxybenzaldehyde; two known coumarins: scopoletin and scoparone; a dihydrocinnamic acid derivative: eriostemoic acid and a simple dial: 4-hydroxy-1, 3-benzenedicarboxstldehyde. The chemotaxonomic significance of the sesquiterpenyl coumarins in the genus Eriostemon is discussed.
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收藏
页码:1287 / 1294
页数:8
相关论文
共 18 条
[1]   THE ELECTRONIC ABSORPTION-SPECTRA OF SOME COUMARINS - A MOLECULAR-ORBITAL TREATMENT [J].
ABUEITTAH, RH ;
ELTAWIL, BAH .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1985, 63 (06) :1173-1179
[2]   COUMARINS FROM ATALANTIA-MISSIONIS [J].
BARUA, AK ;
BANERJEE, SK ;
BASAK, A ;
CHAKRAVARTI, S ;
GHOSH, S ;
SETHI, K ;
BOSE, PK .
PHYTOCHEMISTRY, 1974, 13 (09) :2017-2017
[3]   H-1 AND C-13 ASSIGNMENTS FROM SENSITIVITY-ENHANCED DETECTION OF HETERONUCLEAR MULTIPLE-BOND CONNECTIVITY BY 2D MULTIPLE QUANTUM NMR [J].
BAX, A ;
SUMMERS, MF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) :2093-2094
[4]   PHENOLIC CONSTITUENTS OF ARTEMESIA-TRIDENTATA SPP VASEYANA [J].
BROWN, D ;
ASPLUND, RO ;
MCMAHON, VA .
PHYTOCHEMISTRY, 1975, 14 (04) :1083-1084
[5]   CHEMISTRY OF WESTERN AUSTRALIAN RUTACEAE .2. STRUCTURE OF ERIOSTEMOIC ACID [J].
DUFFIELD, AM ;
JEFFERIES, PR .
AUSTRALIAN JOURNAL OF CHEMISTRY, 1963, 16 (01) :123-&
[6]   STRUCTURE OF BRUCEOL [J].
DUFFIELD, AM ;
JEFFERIES, PR ;
RAE, AIM ;
MASLEN, EN .
TETRAHEDRON, 1963, 19 (04) :593-&
[7]   NMR ASSIGNMENTS FOR THE PENTACYCLIC COUMARINS BRUCEOL AND DEOXYBRUCEOL [J].
GRAY, AI ;
RASHID, MA ;
WATERMAN, PG .
JOURNAL OF NATURAL PRODUCTS, 1992, 55 (05) :681-684
[9]  
KNAPPE E, 1962, Z ANAL CHEM, V190, P386
[10]  
Murray R.D., 1982, NATURAL COUMARINS OC