Triterpene constituents of the osage orange, Maclura pomifera. III. Isolation of the triterpenes from the roots and a comparison of the fruit triterpenes.from different sources

Australian Journal of Chemistry
1966.0

Abstract

The osage orange (Maclura pomifera) roots were examined for triterpenes. The crude nonsaponifiable material from the light petroleum extract of the roots was chromatographed over alumina, separated into monohydroxy and dihydroxy fractions, acetylated, recrystallized, and further chromatographed, yielding lupenyl acetate, butyrospermyl acetate, sitosteryl acetate, and lupane-3β,20-diol 3-monoacetate. Comparison of triterpenes from Ohio- and Australian-grown osage orange fruits showed closely similar mixtures. Investigation of lurenol (reported by Wagner and Harris) via chemical separation of Ohio-grown fruit extracts and chromatographic evidence (paper and thin-layer chromatography) revealed it is not a pure compound but a mixture mainly of lupeol and butyrospermol—lurenol/lurenyl acetate showed mixed spots corresponding to lupeol and butyrospermol or their acetates, with similar Rf values for the two triterpenes in various chromatographic systems.

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