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■ Stereochemistry of Berbine and Some Related Compounds

Georges Memetzidis, Louis Jung, and Jean-Francois Stambach*

*Laboratoire de Chimie Thérapeutique, U.F.R. des Sciences Pharmaceutiques, Université Louis Pasteur, 74, route du Rhin, BP 24, 67401 ILLKIRCH Cedex, France

Abstract

The stereochemistry of berbines (1-15) and their berbane (16) and berbinanes (17 and 18) derivatives was established on the basis of their ir, ¹H-nmr, ¹³C-nmr spectral data and the rates of methiodide formation. All the compounds in this study were found to have a trans-B/C conformation whereas berbinane (18) had a cis-A/B configuration.