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Chrysomelidial in the defensive secretion of the leaf beetleGastrophysa cyanea Melsheimer

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Abstract

Larvae of the chrysomelid beetleGastrophysa cyanea produce a defensive secretion in their eversible thoracic and abdominal glands that is an effective repellent for small predators such as fire ants. This secretion is composed primarily of chrysomelidial, 2-(2-formyl-3-methyl-2-cyclopentenyl)propanal, and a compound tentatively identified as its enol lactone. Adaptations that optimize the effectiveness of the larval defensive exudate are discussed.

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References

  • Blum, M.S., Brand, J.M., Wallace, J.B., andFales, H.M., 1972. Chemical characteristics of the defensive secretion of a chrysomelid larva.Life Sci. 11:525–531.

    Google Scholar 

  • Braude, E.A., andTimmons, C.J. 1955. Studies in light absorption. Part XII. The effects of steric conformation on the ultraviolet and infrared spectra of alicyclic ethylenic ketones.J. Chem. Soc. 1955:3766–4772.

    Google Scholar 

  • Cavill, G.W.K., andHinterberger, H. 1961. The chemistry of ants. V. Structure and reactions of dolichodial.Aust. J. Chem. 14:143–149.

    Google Scholar 

  • Cavill, G.W.K., andWhitfield, F.B. 1962. Synthesis of the enantiomer of natural dolichodial.Proc. Chem. Soc. 1962:380–381.

    Google Scholar 

  • Cavill, G.W.K., andWhitfield, F.B. 1964. Insect venoms, attractants and repellents. VI. Synthesis of the dolichodials.Aust. J. Chem. 17:1260–1269.

    Google Scholar 

  • Cavill, G.W.K. 1969. Insect terpenoids and nepetalactone. Chapter 3, p. 203,in W.I. Taylor and A.R. Battersby, Eds.,Cyclopentanoid terpene derivatives. Marcel Dekker, New York.

    Google Scholar 

  • Dickinson, R.G. andJacobson, N.W. 1970. A new sensitive and specific test for the detection of aldehydes: Formation of 6-mercapto-3-substituted-s-triazolo 4,3-b-s-tetrazines.Chem. Commun. 1970:1719–1720.

    Google Scholar 

  • Garb, G. 1915. The eversible glands of a chrysomelid larva,Melasoma japponica. J. Entomol. Zool. 7:88–97.

    Google Scholar 

  • Heilbron, I., Jones, E.R.H., Toogood, J.B., andWeedon, B.C.L. 1949. Studies in the polyene series. Part XXX. The synthesis of cyclopentenyl and cycloheptenyl analogues of β-ionone.J. Chem. Soc. 1949:1827–1830.

    Google Scholar 

  • Hinton, H.E. 1951. On a little-known protective device of some chrysomelid pupae (Coleoptera).Proc. R. Entomol. Soc. London 26:67–73.

    Google Scholar 

  • Karabatsos, G.T., andHsi, N. 1965. Structural studies by nuclear magnetic resonance. X. Conformations of aliphatic aldehydes.J. Am. Chem. Soc. 87:2864–2870.

    Google Scholar 

  • Meinwald, J., Chadha, M.S., Hurst, J.J., andEisner, T. 1962. Defense mechanisms of arthropods. IX. Anisomorphal, the secretion of a phasmid insect.Tetrahedron, Lett. 1:29–33.

    Google Scholar 

  • Moore, B.P. 1967. Hydrogen cyanide in the defensive secretions of larval Paropsini (Coleoptera: Chrysomelidae).J. Aust. Entomol. Soc. 6:36–38.

    Google Scholar 

  • Pavan, M. 1953. Studi sugli antibiotici e insecticidi di origine animale. I. Sul principio attivo della larva diMelasoma populi L. (Col. Chrysomelidae).Arch. Zool. Ital. 38: 157–184.

    Google Scholar 

  • Wain, R.L. 1943. The secretion of salicylaldehyde by the larvae of the brassy willow beetle (Phyllodecta vitellinae L.).Ann. Rep. Long Ashton (Bristol) Agric. Hortic. Res. Stat. for 1943. 108–110.

  • Wallace, J.B., andBlum, M.S. 1969. Refined defensive mechanisms inChrysomela scripta, Ann. Entomol. Soc. Am. 62:503–506.

    Google Scholar 

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Blum, M.S., Wallace, J.B., Duffield, R.M. et al. Chrysomelidial in the defensive secretion of the leaf beetleGastrophysa cyanea Melsheimer. J Chem Ecol 4, 47–53 (1978). https://doi.org/10.1007/BF00988259

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  • DOI: https://doi.org/10.1007/BF00988259

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