Abstract
The natural 1R, 3R, 5R, 7R- 1, 3, 5, 7-tetramethyldecyl formate, lardolure (1) was the only active compound (activity at 10 ppm) among 18 synthesized analogues to Lardoglyphus konoi as an aggregation pheromone. On the other hand, Carpoglyphus lactis indicated a broad spectrum of activity as a kairomone to nine compounds at 1, 000 ppm or less concentration, among which lardolure (1, active at 1 ppm) was the most active. Changes of the main carbon skeleton with 1R, 3R, 5R, 7R-asymmetric carbon moiety from n-decyl to n-nonyl, and of functional groups from formate to alcohol, acid, acid-ester and aldehyde did not significantly decrease kairomonal activity. However, changes from formate to chloride, amine, phosphonic acid ester or higher alkoxycarbonyl groups did not result in any activity.