New cassane diterpenes, neocaesalpins A and B, were isolated from the
seeds of Caesalpinia bonduc (Fabaceae) and their structures were deduc
ed on the basis of the spectroscopic evidence. These compounds are cha
racterized as having an alpha,beta-butenolide moiety whereas caesalpin
s, a group of diterpenes previously known from the same plant and rela
ted species, possess the furan ring. The possible biogenetic scheme fo
r formation of an alpha,beta-butenolide was postulated as the furan ri
ng undergoing peroxidation followed by isomerization to give rise to t
he hemiketal lactone.