Alkaloids of Kopsia species. Part II. The constitution of fruticosine and fruticosamine

Abstract

Fruticosine and fruticosamine from Kopsia fruticosa(Ker) A.DC. are isomeric heptacyclic alkaloids, C₂₂H₂₄N₂O₄, and they differ only in the configuration of the secondary alcohol residue. By combining evidence from chemical, spectroscopic, and mass-spectrometric studies, constitutions are derived for fruticosine and fruticosamine. These are novel alkaloids in being the only representatives of the Aspidosperma group which differ from normality in the non-tryptamine portion (C_9–10 unit) of the molecule.