Lupin alkaloids from the seeds of Lupinus termis
1991
Mohamed, M.H. | Saito, K. | Kadry, H.A. | Khalifa, T.I. | Ammar, H.A. | Murakoshi, I.
A new lupin alkaloid, (-)-delta 5-dehydroalbine, was isolated from the ethanol extract of the seeds of Lupinus termis together with some unusual lupin alkaloids, (-)-albine, (-)-11,12-seco-12,13-didehydromultiflorine and (-)-13 alpha-hydroxymultiflorine. The structure of the new alkaloid (1) was presumed to be (-)-delta 5-dehydroalbine on the basis of its spectroscopic data. The unusual type of lupin alkaloids substituted at C-13 such as (-)-albine and (-)-delta 5-dehydroalbine are assumed to be derived possibly from (-)-13 alpha-hydroxymultiflorine via an aza-Cope rearrangement as the key step.
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