Stegobiol, a new sex pheromone component of drugstore beetle (Stegobium paniceum L.)
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Abstract
New sex pheromone component of femaleStegobium paniceum L. was isolated and identified as 2,3-dihydro-2,3,5-trimethyI-6-(1′-methyl-2′-hydroxybutyl)-4H-pyran-4-one, stegobiol, by spectral data and chemical conversion from stegobinone. Relative configuration at C-2, C-3, and C-1′ was determined as 2S,3R,1′S by the conversion from (2S,3R,1′R)-stegobinone. This new sex pheromone elicits the pheromonal response from the species.
Key words
Sex pheromone drugstore beetle Stegobium paniceum L. Coleoptera Anobiidae stegobiolPreview
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References
- Azab, A.K. 1954. Observations on the biological races ofStegobium paniceum L.Bull. Soc. Found ler Entomol 38:59–80.Google Scholar
- Hoffmann, R.W., Ladner, W., Steinbach, K., Massa, W., Schmidt, R., andSnatzke, G. 1981. Absolute Konfiguration von Stegobinon.Chem. Ber. 114:2786–2801.Google Scholar
- Kodama, H., Mochizuki, K., Kohno, M., Ohnishi, A., andKuwahara, Y. 1987. Inhibition of male response of drugstore beetles to stegobinone by its isomer.J. Chem. Ecol. 13:1859–1869.Google Scholar
- Kuwahara, Y., Fukami, H., Ishii, S., Matsumura, F., andBurkholder, W.E. 1975. Studies on the isolation and bioassay of the sex pheromone of the drugstore beetle,Stegobium paniceum (Coleoptera: Anobiidae).J. Chem. Ecol. 1:413–422.Google Scholar
- Kuwahara, Y. Fukami, H., Howard, R., Ishii, S., Matsumura, F., andBurkholder, W.E., 1978. Chemical studies on the Anobiidae: Sex pheromone of the drugstore beetle,Stegobium paniceum (L.) (Coleoptera).Tetrahedron 34:1769–1774.Google Scholar
- Ono, M., Ohnishi, I., Kuwahara, Y., Chuman, T., andKato, K., 1983. Synthesis of (+)-2,3-cis-stegobinone, (+)-cis-2,3-dihydro-2,3,5-trimethyl-6-(1-methyl-2-oxobutyl)-4H-pyran-4-one, the sex pheromone of drugstore beetle.Agric. Biol. Chem. 47:1933–1934.Google Scholar
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© Plenum Publishing Corporation 1987