Abstract

A new lupin alkaloid, (−)-Δ 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 (−)-13α-hydroxymultiflorine. The structure of the new alkaloid ( 1) was presumed to be (−)-Δ 5-dehydroalbine on the basis of its spectroscopic data. The unusual type of lupin alkaloids substituted at C-13 such as (−)-albine and (−)-Δ 5-dehydroalbine are assumed to be derived possibly from (−)-13α-hydroxymultiflorine via an aza-Cope rearrangement as the key step.

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