Sesquiterpenyl coumarins and geranyl benzaldehyde derivatives from the aerial parts of Eriostemon myoporoides

Phytochemistry
1994.0

Abstract

Examination of the aerial parts of Eriostemon myoporoides has led to the isolation of fifteen compounds including eight novel coumarins: (-)2'B~2r,3-epoxy-3-methyl-l-oxobutyl)-2'-deoxybruceol, (-)2'/?-(3-methyl-loxobut-2-enyl)-2'-deoxybruceol, (-)2'/I-{ (E)-3-hydroxy-3-methylbut-l-enyl}-2'-deoxybruceol, (-)2'/?-{ (E)-3 hydroperoxy-3-methylbut-1-enyl}-2'-deoxybruceol, (-)Z'P-(3-methyl-l~,2C,3-trihydroxybutyl)-2'-deoxybruceol, (-)2'B-(2S-hydroperoxy-3-methylbut-3-enyl)-2'-deoxybruceol, (-)2'fi-(2t-hydroxy-3-methyl-l-oxobutyl)-2' deoxybruceol and 8-geranyl-5,7-dihydroxycoumarin; three novel geranyl substituted benzaldehydes: 3-(6Chydroperoxy-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-hydroxybnzaldehyde; two known coumarins: scopoletin and scoparone; a dihydrocinnamic acid derivative: eriostemoic acid and a simple dial: 4-hydroxy-1,3-benzenedicarboxaldehyde. The chemotaxonomic significance of the sesquiterpenyl coumarins in the genus Eriostemon is discussed.

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