Journal of Chemical Ecology

, Volume 30, Issue 3, pp 577–588

Defensive Chemicals of Two Species of Trachypachus Motschulski

  • Athula B. Attygalle
  • Xiaogang Wu
  • Josef Ruzicka
  • Sheetal Rao
  • Silvina Garcia
  • Kithsiri Herath
  • Jerrold Meinwald
  • David R. Maddison
  • Kipling W. Will
Article

Abstract

Analyses of pygidial gland contents of two species of a previously uninvestigated family of beetles (Trachypachidae) by Gas Chromatography-Mass Spectrometry (GC-MS) revealed that their chemistry is similar to that reported from many members of the family Carabidae. Nevertheless, the composition ofDefensive gland fluids of the two species Trachypachus slevini and T. gibbsii differs sufficiently to distinguish between the two species solely on the basis of theirDefensive chemistry. The major components of T. slevini glandular fluid are methacrylic, tiglic, and octanoic (= caprylic) acids, together with the hydrocarbon (Z)-9-pentacosene. In contrast, the glandular contents of T. gibbsii contain a rather unique mixture of polar and nonpolar compounds, the principal constituents of which are methacrylic and ethacrylic acids (= 2-ethylacrylic acid), together with 2-phenylethanol, 2-phenylethyl methacrylate, 2-phenylethyl ethacrylate, and (Z)-9-pentacosene.

Defensive secretion methacrylic acid tiglic acid octanoic acid Trachypachidae Trachypachus slevini Trachypachus gibbsii 

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References

  1. Arndt, E. 1993. Phylogenetische untersuchungen larvalmorphologischer MerkmaleDer Carabidae (Insecta: Coleoptera). Stuttgarter Beiträge zur Naturkunde, Serie A (Biologie) 488:1–56.Google Scholar
  2. Bell, R. T. 1966. Trachypachus and the origin of the Hydradephaga (Coleoptera: Carabidae). Coleopterists Bull. 20:107–112.Google Scholar
  3. Beutel, R. G. 1995. The Adephaga (Coleoptera): Phylogeny and evolutionary history, pp. 173–217, in J. Pakaluk and S. A. Slipinski (eds.). Biology, Phylogeny, and Classification of Coleoptera: Papers Celebrating the 80th Birthday of Roy A. Crowson. Muzeum i Instytut Zoologii PAN, Warszawa, Poland.Google Scholar
  4. Beutel, R.G. and Haas, F. 2000. Phylogenetic relationships of the suborders of Coleoptera (Insecta). Cladistics 16:103–141.Google Scholar
  5. Benn, M. H., Lencucha, A., Maxie, S., and Telang, S. A. 1973. The pygidialDefensive secretion of Carabus taedatus (Col. Carabidae). J. Insect Physiol. 19:2173–2176.Google Scholar
  6. Blum, M. S. 1981. Chemical Defenses in Arthropods. Academic Press, New York. 562p.Google Scholar
  7. Calam, D. H. 1969. Species and sex-specific compounds from the heads of male bumblebees (Bombus spp.). Nature 221:856–857.Google Scholar
  8. Dazzini-Valcurone, M. and Pavan, M. 1980. Glandole pigidiali e secrezioni difensiveDei Carabidae (Insecta Coleoptera). PublicazioniDell'Istituto di EntomologiaDell'Universita di Pavia No 12:1–36.Google Scholar
  9. Dettner, K. 1985. Ecological and phylogenetic significance ofDefensive compounds from pygidial glands of Hydradephaga (Coleoptera). Proc. Acad. Natl. Sci. Phil. 137:156–171.Google Scholar
  10. Dettner, K. 1987. Chemosystematics and evolution of beetle chemicalDefenses. Annu. Rev. Entomol. 32:17–48.Google Scholar
  11. Dettner, K. 1990. Chemische Abwehr beiDer ursprunglichen KäferfamilieDer Amphizoidae—ein Beitrag zur EvolutionDer PygidialdruseDer Hydradephaga. MitteilungenDer Deutschen Gesellschaft fuer Allgemeine und Angewandte Entomologie 7:519–526.Google Scholar
  12. Deuve, T. 1993. L'abdomen et les genitaliaDes femellesDe Coléoptrès Adephaga. Mémoires du Muséum National d'Histoire Naturelle 155:1–184.Google Scholar
  13. Eisner, T., Meinwald, J., Monro, A., and Ghent, R. 1961. Defense mechanisms of arthropods. I. The composition and function of the spray of the whipscorpion, Mastigoproctus giganteus. J. Insect Physiol. 6:272–298.Google Scholar
  14. Erwin, T. L. 1985. The taxon pulse: A general pattern of lineage radiation and extinction among carabid beetles, pp. 437–472, in G. E. Ball (ed.). Taxonomy, Phylogeny, and Zoogeography of Beetles and Ants: A Volume Dedicated to the Memory of Philip Jackson Darlington, Jr., 1904-1983. Dr. W. Junk b.v., The Hague, The Netherlands.Google Scholar
  15. Francis, G. W. and Veland, K. 1981. Alkylthiolation for theDetermination of double-bond position in liner alkenes. J. Chromatogr. 219:379–384.Google Scholar
  16. Hammond, P. M. 1979. Wing-folding mechanisms of beetles, with special reference to investigations of adephagan phylogeny (Coleoptera), pp. 113–180, in T. L. Erwin, G. E. Ball, D. R. Whitehead, and A. L. Halpern (eds.). Carabid Beetles: Their Evolution, Natural History, and Classification. Dr. W. Junk b.v., The Hague, The Netherlands.Google Scholar
  17. Jew, S. S., Kim, H. O., Jeong, B. S., and Park, H. G. 1997. Asymmetric synthesis of (S)-(′)-etomoxir. Tetrahedron: Asymmetry 8:1187–1192.Google Scholar
  18. Kavanaugh, D. H. 1986. A systematic review of amphizoid beetles (Amphizoidae: Coleoptera) and their phylogenetic relationships to other Adephaga. Proc. California Acad. Sci. 44:67–109.Google Scholar
  19. Meinwald, J. and Eisner, T. 1995. The chemistry of phyletic dominance, pp. 29–40, in J. Meinwald and T. Eisner (eds.). Chemical Ecology: The Chemistry of Biotic Interaction. National Academy Press, Washington D.C.Google Scholar
  20. Moore, B. P. 1979. ChemicalDefense in carabids and its bearing on phylogeny, pp. 193–203, in T. L. Erwin, G. E. Ball, D. R. Whitehead, and A. L. Halpern (eds.). Carabid Beetles: Their Evolution, Natural History, and Classification. Dr. W. Junk b.v., The Hague, The Netherlands.Google Scholar
  21. Moore, B. P. and Brown, W. V. 1979. Chemical composition of theDefensive secretion in Dyschirius Bonelli (Coleoptera: Carabidae: Scaritinae) and its taxonomic significance. J. Austr. Entomol. Soc. 18:123–125.Google Scholar
  22. Moore, B. P. and Wallbank, B. E. 1968. Chemical composition of theDefensive secretion in carabid beetles and its importance as a taxonomic character. Proc. R. Ent. Soc. Lond (B) 37:62–72.Google Scholar
  23. Roughley, R. E. 1981. Trachypachidae and Hydradephaga (Coleoptera): A monophyletic unit. Pan-Pacific Entomol. 57:273–285.Google Scholar
  24. Shull, V. L., Vogler, A. P., Baker, M. D., Maddison, D. R., and Hammond, P. M. 2001. Sequence alignment of 18S ribosomal RNA and the basal relationships of adephagan beetles: Evidence for monophyly of aquatic families and the placement of Trachypachidae. Systematic Biol. 50:945–969.Google Scholar
  25. Tschinkel, W. R. 1975. Comparative study of the chemicalDefensive system of tenebrionid bettles. Chemistry of the secretions. J. Insect Physiol. 21:753–783.Google Scholar
  26. Wadsworth, W. S. and Emmons, W. D. 1961. The utility of phosphonate carbanions in olefin synthesis. J. Am. Chem. Soc. 83:1733–1738.Google Scholar
  27. Waterhouse, D. F. and Wallbank, B. E. 1967. 2-Methylene butanal and related compounds in theDefensive scent of platyzosteria cockroaches. J. Insect Physiol. 13:1657–1669.Google Scholar
  28. Will, K. W. 2000. Systematics and zoogeography of abaryform genera (Coleoptera: Carabidae: Pterostichini), and a phylogenetic hypothesis for pterostichine genera. PhD dissertation. Cornell University, Ithaca, New York. 289p.Google Scholar
  29. Will, K. W., Attygalle, A. B., and Herath, K. 2000. NewDefensive chemical data for ground beetles (Coleoptera: Carabidae): Interpretations in a phylogenetic framework. Biol. J. Linn. Soc. 71:459–481.Google Scholar

Copyright information

© Plenum Publishing Corporation 2004

Authors and Affiliations

  • Athula B. Attygalle
    • 1
  • Xiaogang Wu
    • 1
  • Josef Ruzicka
    • 1
  • Sheetal Rao
    • 1
  • Silvina Garcia
    • 2
  • Kithsiri Herath
    • 2
  • Jerrold Meinwald
    • 2
  • David R. Maddison
    • 3
  • Kipling W. Will
    • 4
  1. 1.Department of Chemistry and Chemical BiologyStevens Institute of TechnologyHobokenUSA
  2. 2.Department of Chemistry and Chemical BiologyCornell UniversityIthacaUSA
  3. 3.Department of EntomologyUniversity of ArizonaTucsonUSA
  4. 4.Division of Insect BiologyUniversity of CaliforniaBerkeleyUSA

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