ALKALOIDS OF SARCOCAPNOS CRASSIFOLIA SUBSP. SPECIOSA

Article abstract of DOI:10.1016/0031-9422(89)85050-2

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. - Keywords: Sarcocapnos crassifolia subsp. speciosa; Fumariaceae; alkaloid content of aerial parts; 1-benzylisoquinoline alkaloids; novel cularines.