Investigations on the biosynthesis of steroids and terpenoids. Part I. A preliminary study of the biosynthesis of santonin

Abstract

The later stages in the biosynthesis of the sesquiterpenoid lactone santonin in Artemisia maritima have been studied. The formation of the lactone ring precedes the construction of the dienone group. Evidence that the ten-membered ring compound dihydrocostunolide is an intermediate has been secured. The final stages of biosynthesis do not involve 1,2-dihydrosantonin, but appear to pass through 5α,6β,11 β(H)-eudesm-3-en-6,13-olide. Some of the difficulties involved in working with A. maritima are emphasised.

1,2-Dihydrosantonin has been found as a natural product in A. stellariana.