Lardoglyphus konoi Lardolure

Scheme 27 summarizes Yamamoto s synthesis of lardolure (16), the aggregation pheromone of the acarid mite, Lardoglyphus konoi [45]. The key-step was the transformation of acetal A to hemiacetal B. 

Our synthetic (l,R,3R,5R,7.R)-lardolure (90) showed the ORD curve identical to that of the natural pheromone,74 and attracted mites such as Lardoglyphus konoi, Carpoglyphus lactis, Aleuroglyphus ovatus and Tyrophagus putrescentiae. The enantiomer (1S,3S,5S,7S)-W inhibited the action of 90 on L. konoi, but neither attractive nor inhibitory against the action of 90 on C. lactis. 

Kuwahara, Y., Thi My Yen, L., Tominaga, Y., Matsumoto, K. and Wada, Y. (1982) 1, 3, 5, 7, Tetramethyldecyl formate, lardolure aggregation pheromone of the acarid mite, Lardoglyphus konoi (Sasa et Asanuma). Agricultural and Biological Chemistry 46, p. 2283. 

Also spiders (Arachtiida) use pheromones for chemical communication (Fig. 8.68). Lardolure is the a regation pheromone of the fish mite Lardoglyphus konoi [169], and bolas spiders use a moth pheromone as an allomone. [162]... 

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