Chemistry of Aegiceras majus Gaertn. IIb. Isolation of 28-Norolean-12,17-dien-3β-ol

The Journal of Organic Chemistry
1962.0

Abstract

The isolation of genin-A and isorhamnetin from the bark of Aegiceras majus Gaertn (Syn. A. corniculatum Blanco) was reported earlier. Herein is described the isolation of the first naturally occurring C29 triterpene alcohol and its identification as 28-norolean-12,17-dien-3β-ol (Ia) (norechinocystadienol) by direct comparison with an authentic specimen. Fagara semiarticulata is an endemic Hawaiian rutaceous shrub. Its range is confined to the Koolau mountains on the island of Oahu and it was found to be rich in alkaloids. The hexane extract of the root and trunk bark gave a positive test with Mayer's reagent; after removal of waxy material and of two neutral solids it was treated with 2% hydrochloric acid. A mixture of yellow salts formed at the interface during the extraction. The two major components of this mixture were identified as chelerythrine and dihydrochelerythrine chlorides.

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