A novel 3-hydroxy-3-benzyl-4-chromanone-type homoisoflavonoid from Albuca fastigiata (Ornithogaloideae: Hyacinthaceae)

Biochemical Systematics and Ecology
2005.0

Abstract

This study presents the first phytochemical investigation of Albuca fastigiata Dryand., a Zulu ethnomedicinal plant from the Ornithogaloideae subfamily (Hyacinthaceae) with no prior chemical studies. Bulbs purchased from a Durban ethnomedicinal market were dried, extracted with dichloromethane and methanol, and the dichloromethane extract was fractionated by column chromatography. A novel 3-hydroxy-3-benzyl-4-chromanone-type homoisoflavonoid, 3,5-dihydroxy-7-methoxy-3-(4'-hydroxy-3'-methoxybenzyl)chroman-4-one (molecular formula C18H18O7), was isolated and its structure elucidated using 2D NMR and mass spectrometry. This represents the second reported occurrence of a homoisoflavonoid in the Ornithogaloideae subfamily, following the isolation of 7-O-methyleucomin from Ornithogalum longibracteatum. The finding contributes to the chemotaxonomy of Ornithogaloideae, which was previously characterized by cholestane glycosides, and underscores the need for broader phytochemical studies to clarify the subfamily's chemical profile and the taxonomic significance of homoisoflavonoids.

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