Wm. Daniewski et al., ISOVELLEROL AND NEW ISOLACTARANE SESQUITERPENES, THEIR STRUCTURE AND ANTIFEEDANT ACTIVITY, Polish Journal of Chemistry, 71(9), 1997, pp. 1254-1259
High antifeedant activity of isovellerol, a gamma-hydroxy-aldehyde ses
quiterpene of marasmane skeleton prompted us to synthesize the same ty
pe of compounds with the isolactarane skeleton, and to check their ant
ifeedant activity. LiAlH4 reduction of isolactarorufin gave the desire
d compound, besides the tetraol (a compound with open lactone ring). E
xtensive spectroscopic investigation (including X-ray) indicated that
the desired gamma-hydroxy-aldehyde in chloroform solution existed in t
he cyclic (lactol) form. Antifeedant activities of both compounds agai
nst the storage pests were moderate.