The alkaloids of Lamprolobium fruticosum Benth. (family Leguminosae)

Abstract

Lamprolobine, a new alkaloid isolated from the leaves of Lamprolobium fruticosum Benth. (family Leguminosae) has been shown to be (I) by a study of its spectroscopic properties and by the formation on acid hydrolysis of glutaric acid and (+)-1-aminomethylquinolizidine (IV). The stereochemistry of lamprolobine (I) was confirmed by the preparation of the N-acetyl compound (V) from both lamprolobine and from epilupinine. The known alkaloid cytisine was also isolated from L. fruticosum leaves. A third base, isolated only from methanolic extracts of L. fruticosum, was shown to be the ester (VIII), but it is considered to be an artefact.