Synthesis and Antifeedant Properties of N-Acylphenylisoserinates of lactarius Sesquiterpenoid Alcohols

The esterification of various sesquiterpenoid alcohols of Lactarius origin with Nbenzoyl-[ 2R,3S]-phenylisoserine (side chain of TaxolŽ), N-acetyl-[2R,3S]-phenylisoserine and N-tert-butoxy-[2R,3S]-phenylisoserine (side chain of TaxotereŽ) produced compounds whose antifeedant properties against storage pests Tribolium confusum, Trogoderma granarium, Sitophylus granarius and Rhizoperta dominica were measured. The introduction of the ester moiety in these molecules, in comparison to original compounds, moderately enhanced their antifeedant activities, as well as changed their selectivity of activity towards the test insects.