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Journal of natural products

Faurine and O-methylfaurine, two novel benzyl-aporphine dimers from Thalictrum fauriei.


PMID 8792620

Abstract

Two new benzyl-aporphine dimers, faurine (1) and its O-methyl ether (2), were obtained from Thalictrum fauriei and their structures determined by spectral and chemical methods. Faurine (1), the first dimer with the diphenyl ether connection at C-1 of the aporphine, did not undergo a Hofmann degradation, yet formed a chiral phenanthrene product (6) with cyanogen bromide. Two nondimeric chiral aporphine alkaloids, O-acetylisocorydine and O-methylisocorydine, gave the corresponding phenanthrene products 7 and 8, respectively, under the same conditions, but only compound 7 was optically active.