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■ A Chemistry of Bisbenzylisoquinoline Alkaloid: Isomerization of Berbamine to Penduline in Methanol by Radical Reaction

Noriaki Kashiwaba, Shigeo Morooka, Michiko Kimura, Minoru Ono, Yoshie Murakoshi, Jun Toda, and Takehiro Sano

*Research Laboratories, Kaken Shoyaku Co., Ltd., 3-37-10, Shimorenjaku, Mitaka-shi, Tokyo 181, Japan

Abstract

Berbamine (1), a bisbenzylisoquinoline alkaloid, when treated with methanol, was isomerized to penduline (2), the C-1 epimer of 1. This isomerization was proved to proceed via a radical reaction by a free radical generated from methanol and molecular oxygen.