Pakistanine and pakistanamine, two new dimeric isoquinoline alkaloids

Journal of the American Chemical Society
1973.0

Abstract

Berberis baluchistanica Ahrendt (Berberidaceae) has yielded two novel dimeric alkaloids, pakistanine (1) and pakistanamine (9). Pakistanine is a new type of dimeric aporphine benzylisoquinoline while pakistanamine is the first known proaporphine benzylisoquinoline. Dienone-phenol rearrangement of pakistanamine followed by O-methylationyielded l,10-di-0-methylpakistanine (2), which was also obtained by diazomethane O-methylation of pakistanine. The biogenetic sequence in the pakistanine-pakistanamine series must be benzylisoquinoline å bisbenzylisoquinoline å proaporphine benzylisoquinoline dimer å aporphine benzylisoquinoline dimer. © 1973, American Chemical Society. All rights reserved.

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