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Communication | Regular issue | Vol 6, No. 7, 1977, pp.895-898
Published online, 1st January, 1970
DOI: 10.3987/R-1977-07-0895
Photo-oxygenation of Berberine. A Novel Conversion of Berberine to (±)-Ophiocarpine, (±)-α- and (±)-β-Hydrastine

Miyoji Hanaoka,* Chisato Mukai, and Yoshio Arata

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan

Abstract

Photo-oxygenation of berberinium chloride (I) afforded 8-methoxyberberinephenolbetaine (III), which had been already converted to (±)-α- and (±)-β-hydrastine(IV and V). Sodium borohydride reduction of III yielded (±)-ophiocarpine(IX) and (±)-13-epi-ophiocarpine (X).