Alkaloids from the Fruits of Stephania japonica 2. Structures of Oxostephabenine and N, O-Dimethyloxostephine

Journal of Natural Products
1985.0

Abstract

A new ester-ketal hasubanalactam alkaloid, oxostephabenine (1), was isolated from a methanolic extract of the fruits of Stephania japonica (Menisperamaceae). Alkaline hydrolysis of oxostephabenine (1) gave a new hasubanalactam alkaloid, N,O-dimethyloxostephine (3) and benzoic acid. The structures of the new alkaloids, 1 and 3, were elucidated by 1H nmr, 15C nmr, and mass spectral arguments. Further, permanganate oxidation of stephabenine (2), a known ester-ketal hasubanan alkaloid, gave a γ-lactam identical with the naturally occurring 1. © 1985, American Chemical Society. All rights reserved.

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