The biosynthesis of the alkaloids of stephania glabra (ROXB.) miers

Bhakuni, Dewan S. ; Gupta, Sandeep ; Jain, Sudha (1983) The biosynthesis of the alkaloids of stephania glabra (ROXB.) miers Tetrahedron, 39 (23). pp. 4003-4010. ISSN 0040-4020

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Official URL: http://linkinghub.elsevier.com/retrieve/pii/S00404...

Related URL: http://dx.doi.org/10.1016/S0040-4020(01)90908-1

Abstract

Tracer experiments show that the tetrahydroprotoberberines stepholidine (14), corydalmine (d15), capaurine (19) and corynoxidine (20) are stereospecifically biosynthesized from (S)-reticuline (22) whereas the bisbenzylisoquinoline alkaloids cycleanine (52), N-desmethylcycleanine (51) and the proaporphine alkaloids. pronuciferine (27) and stepharine (26) are derived from (R)-N-methylcoclaurine in young Stephania glabra. The quaternary protoberberine alkaloids (40 to 44) of the plant are formed by dehydrogenation of the corresponding tetrahydroprotoberberines.

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