Alkaloids of Sarcocapnos crassifolia subsp. speciosa

Phytochemistry
1989.0

Abstract

Thirty-four benzylisoquinoline alkaloids were isolated from the aerial parts of Sarcocapnos crassifolia subsp. speciosa. Twenty-seven of them were identified as the following known alkaloids. Benzophenanthridines: 8-hydroxymethyl dihydrosanguinarine, (+)-chelidonine and oxysanguinarine. Ribasines: (+)-ribasine. Aporphinoids: (+)-glaucine, (+)-N-methyl laurotetanine, (+)-isoboldine, O-methyl atheroline and corunnine. Morphinandienones: (-)-pallidine and (+)-salutaridine. 1-Benzylisoquinolines: (+)-crassifoline. Protopines: protopine. Protoberberines: (-)-scoulerine. Cularines and related compounds: (+)-cularine, (+)-cularidine, (+)-celtisine, (+)-breoganine, (+)-sarcocapnidine, (+)-claviculine, oxocularine, oxocompostelline, oxosarcocapnidine, oxosarcophylline, secocularine and secocularidine. Dibenzopyranazepines: (-) clavizepine. The remainder were seven new cularine-type alkaloids which we named (+)-enneaphylline, (+)-sarcophylline, (+)-norsarcocapnidine, oxocularidine, secosarcocapnidine, norsecocularidine and norsecosarcocapnidine. Their structures have been elucidated by spectroscopic and chemical methods. © 1989.

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