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Sex pheromone components of the turnip moth,Agrotis segetum

Chemical identification, electrophysiological evaluation and behavioral activity

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Abstract

Analysis of female abdominal tips ofAgrotis segetum by means of GC-MS showed the presence of 13 aliphatic acetates and alcohols. (Z)-7-Dodecenyl acetate was found to be the main component in the extracts at amounts of about 1 ng/female. (Z)-9-Tetradecenyl acetate and (Z)-7-dodecenol were present to the extent of 49 and 19%, respectively, of the main component. Minor components could be identified as decyl acetate, (Z)-5-decenyl acetate, dodecyl acetate, (Z)-9-dodecenyl acetate, tetradecyl acetate, a tetradecenyl acetate, hexadecyl acetate, a hexadecenyl acetate, (Z)-5-decenol, and (Z)-9-tetradecenol. The presence and biological activity of decyl acetate, (Z)-5-decenyl acetate, and (Z)-7-dodecenyl acetate in the extracts could be detected by GC-EAD. Tested by EAG (Z)-5-decenyl acetate evoked the highest response among pheromone candidates, followed by (E)-5-decenyl acetate and (Z)-7-dodecenyl acetate. Single-cell recordings from 100 male antennal sensilla trichodea revealed receptorcells highly sensitive to (Z)-5-decenyl, (Z)-7-dodecenyl, (Z)-8-dodecenyl, and (Z)-9-tetradecenyl acetate as well as (Z)-5-decenol. The (Z)-5-decenyl, (Z)-7-dodecenyl, and (Z)-9-tetradecenyl acetate receptors were activated significantly also by female extracts. When tested in a tube olfactometer, a blend of decyl, (Z)-5-decenyl, (Z)-7-dodecenyl, and (Z)-9-tetradecenyl acetate evoked the same male response as did female glands.

Tested in the field, this blend was more attractive than virgin females. Other authors previously reported many of the compounds identified in the present study. However, both quantitative and qualitative discrepancies exist among the various investigations, possibly due to the existence of geographical races.

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References

  • Arn, H., Stadler, E., andRauscher, S. 1975. The electroantennographic detector—a selective and sensitive tool in the gas Chromatographic analysis of insect pheromonesZ.Naturforsch. 30c:722–725.

    Google Scholar 

  • Arn, H., Städler, E., Rauscher, S., Buser, H.R., Mustaparta, H., Esbjerg, P., Philipsen, H., Zethner, O., Struble, D.L., andBues, R. 1980. Multicomponent sex pheromone inAgrotis segetum: Preliminary analysis and field evaluation.Z. tNaturforsch. 35c:986–989.

    Google Scholar 

  • Baker, T.C., Cardé, R.T., andRoelofs, W.L. 1976. Behavioral responses of maleArgyrotaenia velutinana (Lepidoptera: Tortricidae) to components of its sex pheromone.J. Chem. Ecol. 2:333–352.

    Google Scholar 

  • Beroza, M., andBierl ,B.A. 1967. Rapid determination of olefin position in organic compounds in the microgram range by ozonolysis and gas chromatography.Anal. Chem. 39:1131–1135.

    Google Scholar 

  • Bestmann, H.J., Vostrowsky, O., Koschatzky, K.H., Platz, H., Brosche, T., Kantardjiew, I., Rheinwald, M., andKnauf, W. 1978. (Z)-5-Decenylacetate, ein Sexuallockstoff für Männchen der SaateuleAgrotis segetum (Lepidoptera).Angew. Chem. 90:815–816.

    Google Scholar 

  • Bestmann, H.J., Brosche, T., Koschatzky, K.H., Michaelis, K., Platz, H., andVostrowsky, O. 1980. Pheromone XXX, Identifizierung eines neuartigen Pheromone Komplexes aus der GrasculeScotia exclamationis (Lepidoptera).Tetrahedron Lett. 21:747–750.

    Google Scholar 

  • Den Otter, C.J. 1977. Single sensillum responses in the male mothAdoxophyes orana (F.v.R.) to female sex pheromone components and their geometrical isomers.J. Comp. Physiol. 121:205–222.

    Google Scholar 

  • Grob, K., andZürcher, F. 1976. Stripping of organic trace substances from water. Equipment and procedure.J. Chromatogr. 117:285–294.

    Google Scholar 

  • Hill, A.S., Rings, R.W., Swier, S.R., andRoelofs, W.L. 1979. Sex pheromone of the black cutworm moth,Agrotis ipsilon. J. Chem. Ecol. 5:439–457.

    Google Scholar 

  • Hinks, C.F., andByers, J.R. 1976. Biosystematics of the genuseuxoa (Lepidoptera: Noctuidae) V. Rearing procedures and life cycles of 36 species.Can. Entomol. 108:1345–1357.

    Google Scholar 

  • Houx, N.W.H., Voerman, S., andJongen, W.M.F. 1974. Purification and analysis of synthetic insect sex attractants by liquid chromatography on a silver-loaded resin.J. Chromatogr. 96:25–32.

    PubMed  Google Scholar 

  • Kärnestam, E. 1979. A new method of forecasting the number of cutworms.Vaxtskyddsnotiser 43:32–33.

    Google Scholar 

  • Otto, D., Pilz, R., andBehnisch, I. 1976. Sexualpheromon—Nachweis bei den beiden NoctuidenAgrotis (Scotia)segetum Schiff, undMamestra (Barathra)brassicae L.Arch. Phytopathol. Pflazenschutz 12:197–212.

    Google Scholar 

  • Roelofs, W.L., andCardé, R.T. 1977. Response of Lepidoptera to synthetic sex pheromone chemicals and their analogues.Annu. Rev. Entomol. 22:377–405.

    Google Scholar 

  • Roelofs, W., Hill, A., Cardé, R., Tette, J., Madsen, H., andVakenti, J. 1974. Sex pheromones of the fruitree leafroller moth,Archips argyrospilus.Environ. Entomol, 3:747–751.

    Google Scholar 

  • Roelofs, W., Hill, A., andCarde, R. 1975. Sex pheromone components of the redbanded leafroller.Argyrotaenia velutinana (Lepidoptera: Tortricidae).J. Chem. Ecol. 1:83–89.

    Google Scholar 

  • Siegel, S. 1956. Nonparametric Statistics for the Behavioral Sciences. McGraw-Hill, New York.

    Google Scholar 

  • Silverstein, R.M., andYoung, J.C. 1976. Insects generally use multicomponent pheromones, pp. 1–29,in M. Beroza (ed.). Prospects for Insect Pest Management with Sex Attractants and Other Behavior-Controlling Chemicals. American Chemical Society, Washington, ACS Symposium Series No.23.

    Google Scholar 

  • Sokal, R.R., andRohlf, F.J. 1969. Biometry. W.H. Freeman and Company, San Francisco.

    Google Scholar 

  • Sower, L.L., Vick, K.W., andLong, J.S. 1973. Isolation and preliminary biological studies of the female-produced sex pheromone ofSitotroga cerealella (Lepidoptera: Gelechiidae).Ann. Entomol. Soc. Am. 66:184–187.

    Google Scholar 

  • Steck, W.F., Underhill, E.W., Chisholm, M.D., andByers, J.R. 1979. Sex attractants forAgrotis venerabilis andEuxoa albipennis based on (Z)-5-decenyl acetate and (Z)-7-dodecenyl acetate.Environ. Entomol. 8:1126–1128.

    Google Scholar 

  • Struble, D.L., andSwailes, G.E. 1978. A sex attractant for adult males of the pale western cutworm,Agrotis orthogonia (Lepidoptera: Noctuidae).Can. Entomol. 110:769–773.

    Google Scholar 

  • Tamaki, Y. 1979. Multi-component sex pheromone of Lepidoptera with special reference toAdoxophyes sp., pp. 169–180,in F.J. Ritter (ed.). Chemical Ecology: Odour Communication in Animals. Elsevier/North-Holland Biomedical Press, Amsterdam.

    Google Scholar 

  • Toth, M., Jakab, J., andNovák, L. 1980. Identification of two components from the sex pheromone system of the white-line dart moth,Scotia segetum (Schiff.) (Lep., Noctuidae).Z. Angew. Entomol. 90:505–510.

    Google Scholar 

  • Van Der Pers, J.N.C. 1981. Comparison of electroantennogram response spectra to plant volatiles in seven species ofYponomeuta and in the tortricidAdoxophyes orana.Entomol. Exp. Appl. 30:181–192.

    Google Scholar 

  • Van Der Pers, J.N.C., andDen Otter, C.J. 1978. Single-cell responses from olfactory receptors of small ermine moths to sex attractants.J. Insect. Physiol. 24:337–343.

    Google Scholar 

  • Wakamura, S. 1978. Sex attractant pheromone of the common cutworm moth,Agrotis fucosa (Butler) (Lepidoptera: Noctuidae): Isolation and identification.Appl. Entomol. Zool. 13:290–295.

    Google Scholar 

  • Wakamura, S. 1980. Sex attractant pheromone of the common cutworm mothAgrotis fucosa (Butler): Field evaluation.Appl. Entomol. Zool. 15:167–174.

    Google Scholar 

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Schiff., Lepidoptera: Noctuidae.

This study was made within the Swedish project “Odour Signals for Control of Pest Insects.”

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Löfstedt, C., Van Der Pers, J.N.C., Lofqvist, J. et al. Sex pheromone components of the turnip moth,Agrotis segetum . J Chem Ecol 8, 1305–1321 (1982). https://doi.org/10.1007/BF00987764

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  • DOI: https://doi.org/10.1007/BF00987764

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