Total Synthesis of Securinega Alkaloids

Naturally occurring Securinega alkaloids （1-4） （Fig. 1）, with their wide range of structural and stereochemical features, continue to provide challenging synthetic targets, since these alkaloids exhibit attractive biological activities. Securinine （1）, isolated from Securinega suffruticosa , was structurally determined to contain an indolizidine skeleton with an azabicyclo octane system together with an α,β-unsaturated γ-1actone ring.This alkaloid has been clinically used in Russia as a CNS stimulating drug, and has been shown to act as a stereospecific antagonist at the GABA binding site of the GABAA-receptor complex.

Total Synthesis of Securinega Alkaloids