Furoquinoline and Pyrano-2-Quinolone Alkaloids of Vepris Stolzii

Journal of Natural Products
1982.0

Abstract

Six alkaloids and the pentacyclic triterpene lupeol were isolated from the stem bark of Vepris stolzii Verdoorn (Rutaceae). Three of the alkaloids were identified as the furoquinolines skimmianine (1) and gamma-fagarine (3) and the pyrano-2-quinolone veprisine (2) by comparison with authentic samples or literature data. The remaining three alkaloids, all pyrano-2-quinolones, were novel. They were identified, on the basis of spectral data and positive Gibbs tests on their hydrolysis products, as N-methyl-8-(3″,3″-dimethylallyloxy)-flindersine (4), N-methyl-7-methoxy-8-(3″,3″-dimethylallyloxy)-flindersine (5), and N-methyl-7-methoxy-8-(2″,3″-epoxy-3″,3″-dimethylallyloxy)-flindersine (7). The chemotaxonomic significance of these alkaloids was discussed. © 1982, American Chemical Society. All rights reserved.

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