Quinolizidine alkaloids from Lupinus lanatus

In this study, one new quinolizidine alkaloid, lanatine A (1), together with three other known alkaloids, 13-α-trans-cinnamoyloxylupanine (2), 13-α-hydroxylupanine (3), and (−)-multiflorine (4) were isolated from the aerial parts of Lupinus lanatus (Fabaceae). The structures of alkaloids 1–4 were elucidated by spectroscopic data analysis. The stereochemistry of 1 was determined by single crystal X-ray analysis. Bayesian statistical analysis of the Bijvoet differences suggests the absolute stereochemistry of 1. In addition, the antimicrobial potential of alkaloids 1–4 is also reported.

► This study describes a new quinolizidine alkaloid of Lupinus lanatus. ► The compound was analyzed by X-ray diffraction and spectroscopic characterization. ► Determination bayesian statistical analysis of the Bijvoet suggests of absolute stereochemistry of lanatine A. ► Three other known alkaloids spectroscopic were elucidated by spectroscopic data analysis.