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Aggregation pheromones of the grain beetle,cryptolestes turcicus (Coleoptera: Cucujidae)

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Abstract

Two biologically active macrolides were isolated from Porapak Q-captured beetle and frass volatiles ofCryptolestes turcicus (Grouvelle) and identified spectroscopically as (Z,Z)-5,8-tetradecadien-13-olide (I) and (Z)-5-tetradecen-13-olide (II). Natural I was active alone and was synergized by inactive II. The pheromones were male-produced but attractive to both sexes. Pheromone production increased dramatically when insects were aerated on a food source. Pure (R)- and (S)-I were inactive, but mixtures of (R)- and (S)-I were active, the first reported instance of enantiomeric synergism in the Cucujidae.

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References

  • Borden, J.H., Chong, L., Mclean, J.A., Slessor, K.N., andMori, K. 1976.Gnathotrichus sulcatus:Synergistic response to enantiomers of the aggregation pheromone sulcatol.Science 192:894–896.

    Google Scholar 

  • Burkholder, W.E. 1982. Reproductive biology and communication among grain storage and warehouse beetles.J. Ga. Entomol. Soc., 2nd Suppl. 17:1–10.

    Google Scholar 

  • Howe, R.W., andLefkovitch, L.P. 1957. The distribution of the storage species ofCryptolestes (Col.: Cucujidae).Bull. Entomol. Res. 46:643–668.

    Google Scholar 

  • Lanier, G.N., Classon, A., Stewart, T., Piston, J.J., andSilverstein, R.M. 1980.Ips pini: The basis for interpopulational differences in pheromone biology.J. Chem. Ecol. 6:677–687.

    Google Scholar 

  • Mikolajczak, K.L., Freedman, B., Zilkowski, B.W., Smith, C.R., Jr., andBurkholder, W. E. 1983. Effect of oat constituents on aggregation behavior ofOryzaephilus surinamensis (L.).J. Agric. Food Chem. 31:30–33.

    Google Scholar 

  • Millar, J.G. andOehlschlager, A.C. 1984. Synthesis ofZ,Z-skipped diene macrolide aggregation pheromones forCryptolestes andOryzaephilus species.J. Org. Chem. 49:2332–2338.

    Google Scholar 

  • Millar, J.G., Oehlschlager, A.C., andWong, J.W. 1983. Synthesis of two macrolide aggregation pheromones from the flat grain beetle,Cryptolestes pusillus (Schönherr).J. Org. Chem. 48:4404–4407.

    Google Scholar 

  • Millar, J.G., Pierce, A.M., Pierce, H.D., Jr., Oehlschlager, A.C., Borden, J.H., andBarak, A.V. 1985. Aggregation pheromones of the flat grain beetle,Cryptolestes pusillus (Coleoptera: Cucujidae).J. Chem. Ecol. 11:1053–1071.

    Google Scholar 

  • Pierce, A.M., Borden, J.H., andOehlschlager, A.C. 1983. The effects of age and population density on response to attractive volatiles byOryzaephilus surinamensis andO. mercator (Col.: Cucujidae).Environ. Entomol. 12:1367–1374.

    Google Scholar 

  • Pierce, A.M., Pierce, H.D., Jr., Millar, J.G., Borden, J.H., andOehlschlager, A.C. 1984. Aggregation pheromones in the genusOryzaephilus (Coleoptera: Cucujidae), pp. 107–120,in Proceedings of the Third International Working Conference on Stored-Product Entomology. Kansas State University, Manhattan, Kansas.

    Google Scholar 

  • Wong, J.W., Verigin, V., Oehlschlager, A.C., Borden, J.H., Pierce, H.D., Jr., Pierce, A.M., andChong, L.J. 1983. Isolation and identification of two macrolide pheromones from the frass ofCryptolestes ferrugineus.J. Chem. Ecol. 9:453–473.

    Google Scholar 

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Millar, J.G., Pierce, H.D., Pierce, A.M. et al. Aggregation pheromones of the grain beetle,cryptolestes turcicus (Coleoptera: Cucujidae). J Chem Ecol 11, 1071–1081 (1985). https://doi.org/10.1007/BF01020676

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  • DOI: https://doi.org/10.1007/BF01020676

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