Hawaiian plant studies—XIV alkaloids of Ochrosia sandwicensis A.Gray

Tetrahedron
1965.0

Abstract

Two quaternary alkaloids were isolated from Ochrosia sandwicensis A. Gray. One was shown to be hunterburnine α-methochloride (I), while the other has been named ochrosandwine and its probable structure is 10-hydroxydihydrocorynantheol methochloride (II). The stereochemistry of the related alkaloid huntrabrine methochloride (IV) is elaborated. Two previously isolated yellow Ochrosia bases were shown to be ellipticine hydrochloride and methoxyellipticine for which the structure-8-methoxyellipticine (V) is suggested. A rapid separation of alkaloids from plant material is described, which involves extraction with hot dilute acetic acid, precipitation with Mayer's reagent and conversion of the complex to the chlorides by anion exchange. © 1965.

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