Studies in iridoid chemistry and spruce budworm (Choristoneurafumiferana) antifeedants

Abstract

Several compounds derived from aucubin and catalposide were prepared and tested for spruce budworm antifeeding activities. Definite biological activity was observed for compound 11.

Spruce budworm (Choristoneurafumiferana) antifeedants 2. Structure–activity relationship among some functionalized decalin compounds

“…No significant difference was found between the compounds in the second set of biological assays ( reared from second instar on test diets was significantly retarded by compounds 14, 21, 28, and 13, but not by the other compounds. The levels of activity of these compounds are comparable to that of compound 8 reported previously (1).…”

“…In the case of the spruce budworm, we previously found that the iridoid derivative 8 has moderate but definite antifeeding activity (1). In this paper, we report on the synthesis of a number of oxygenated decalins and examine them as potential antifeedants against spruce budworm.…”

“…Because of the complexity of the structures of the known antifeedants (1)(2)(3)(4), chemical synthesis of any of these compounds is considered a major challenge and not likely to be used in any large-scale application. A more practical approach is to prepare simpler analogs of these compounds.…”

“…Synthetic compounds 5,6, and 7, which have partial structures in common with azadirachtin (10) and clerodin (1 l), 'For previous paper on this subject, see ref. 1. 2~u t h o r to whom correspondence may be addressed.…”

Spruce budworm (Choristoneura fumiferana) antifeedants 4. Synthesis of specionin and biological studies

“…The spruce budworm, Choristoneura fumiferana, inflicts severe damage to the forest resource in Canada (1). A strategy that has been considered for the control of spruce budworm is to employ antifeedants to interfere with larval feeding behaviour (2)(3)(4). The approach offers the potential advantage that antifeedants could protect current year foliage while leading indirectly to budworm mortality without being generally toxic (5).…”