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Field response of the pine sawfly Neodiprion sertifer to the pheromone (2S,3S,7S)-diprionyl acetate and its stereoisomers
Authors:O Anderbrant  J Löfqvist  H -E Högberg  E Hedenström  A -B Wassgren  G Bergström  M Bengtsson and G Magnusson
Institution:(1) Department of Ecology, Animal Ecology, Lund University, Helgonavägen 5, S-223 62 Lund, Sweden;(2) Department of Chemistry, University College of Sundsvall/Härnösand, Box 860, S-851 24 Sundsvall, Sweden;(3) Department of Chemical Ecology, University of Göteborg, Reutersgatan 2C, S-413 20 Göteborg, Sweden;(4) Organic Chemistry 2, Chemical Center, Lund Institute of Technology, Box 124, S-221 00 Lund, Sweden
Abstract:All eight optical isomers of 3,7-dimethyl-2-pentadecanyl acetate (diprionyl acetate), of high optical purity (> 97.4%), were tested for a behavioural activity on male pine sawflies, Neodiprion sertifer (Geoffr.) (Hymenoptera: Diprionidae), in northern Europe. Males were strongly attracted to (2S,3S,7S)-diprionyl acetate. Addition of more than 0.1% of the (2S,3R,7R)-isomer reduced the catch and above 2% the attraction was completely inhibited. Contrary to what has been reported for North American and Japanese populations, so significant synergistic effect of small amounts of the (2S,3R,7R)-isomer could be demonstrated. The effects of addition of the other six optical isomers alone or in combinations, were also studied, but none was found to be a synergist. The (2S,3R,7S)-isomer had a weak inhibitory effect, and completely inhibited the attraction to the (2S,3S,7S)-isomer when applied in about equal amounts as the attractant. In some cases a reduction in catch was noted when other isomers were tested, but this could be attributed to the very small amounts of the inhibitory (2S,3R,7R)-isomer present in these isomers.
Keywords:Hymenoptera  Diprionidae  chiral compounds  behavioural activity  attractant  inhibitor
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