Delectine — A new diterpene alkaloid fromDelphinium dictyocarpum

Chemistry of Natural Compounds
1975.0

Abstract

From the roots and epigeal part of Delphinium dictyocarpum D. C., collected in the flowering phase in the outskirts of the village of Topolevka (Djhungarian Ala-Tau), in addition to the bases known previously [1], we have isolated a new diterpene alkaloid -- delectine (I), C27H34O5N2, mp 107-109°C (hexane--acetone). The IR, NMR, and mass spectra of (I) and its saponification product amino alcohol (II, C24H29O7N, mp 167-169°C) and anthranilic acid, methylation of (II) to O,O-dimethyllycoctonine, and acetylation reactions permit delectine to be assigned to the diterpene alkaloids with a lycoctonine skeleton. The positions of functional groups (hydroxy groups including an α-hydroxy at C20, methoxy at C6, N-ethyl, primary amino, ester grouping, aromatic ring) were determined, leading to the proposed structures of delectine (I) and its amino alcohol (II).

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