Abstract

Psoralidin, C 20H 16O 5 the phenolic coumarin of Psoralea corylifolia Linn. has been shown to possess two hydroxyl groups, one conjugated δ-lactone, one isopentenyl group and an intramolecular ether linkage. On systematic degradation dihydropsoralidin dimethyl ether gave 2-hydroxy-4-methoxybenzaldehyde and 2,4-dimethoxy-5-(-3-methylbutyl)-benzoic acid. The synthesis of the latter compound has been described. On the basis of the degradation experiments coupled with ultra-violet and infra-red absorption data, the structure of psoralidin has been established as 6-(3-methylbut-2-enyl)-coumestrol (IV, R = H).

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