Alkaloids of Alstonia lenormandii, a structural revision of 10-methoxycompactinervine

Phytochemistry
1986.0

Abstract

Thirteen alkaloids have been isolated from the leaves and from the stem bark of two varieties of Alstonia lenormandii: variety lenormandii and variety minutifolia from New Caledonia. They are 10,11-dimethoxy-1-methyldeacetylpicraline, its 3′,4′,5′-trimethoxybenzoate and its benzoate, 10,11-dimethoxy-1-methylpicraline, akuam-miline, picraline, lochnericine, 11-methoxyakuammicine, 11-methoxy- and 12-methoxycompactinervine, 12-methoxy-19α,20α-epoxyakuammicine, gentianine and 3′,4′,5′-trimethoxycinnamamide. The compactinervine which is methoxylated at C-12 was previously isolated from A. lanceolata and assigned the structure 10-methoxycompactinervine; this has been revised in the present work by the analysis of high field 1H and 13C NMR. The corresponding epoxide is a novel alkaloid isolated only in the minutifolia variety. Its structure has been established by spectral means and by chemical correlations. © 1986.

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