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Isolation and identification of two macrolide pheromones from the frass ofCryptolestes ferrugineus (Coleoptera: Cucujidae)

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Abstract

Two synergistic macrolide aggregation pheromones were isolated from Porapak Q-trapped volatiles obtained from the frass ofCryptolestes ferrugineus (Stephens). These compounds were identified as (E,E)-4,8-dimethyl-4,8-decadien-10-olide (I) and (3Z,11S)-3-dodecen-11-olide (II) and given the trivial names ferrulactone I and II, respectively. Analysis of captured volatiles from separated male and female adults disclosed that the pheromones are male-produced. Additional macrolides were identified in frass volatiles, but were devoid of any pheromonal activity. The structures of I and II were confirmed by comparison with synthetic materials.

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Research supported by: Natural Science and Engineering Research Council of Canada, Operating Grant Nos. A3881 and A0851, and Strategic Grants (Agric.), Nos. G0391 and G0392; the Western Grain Elevator Association; the Alberta Agriculture Research Trust; and Agriculture Canada No. 7062.

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Wong, J.W., Verigin, V., Oehlschlager, A.C. et al. Isolation and identification of two macrolide pheromones from the frass ofCryptolestes ferrugineus (Coleoptera: Cucujidae). J Chem Ecol 9, 451–474 (1983). https://doi.org/10.1007/BF00990219

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  • DOI: https://doi.org/10.1007/BF00990219

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