Journal of Chemical Ecology

, Volume 28, Issue 12, pp 2557–2567 | Cite as

Trail Pheromone of Ponerine Ant Gnamptogenys striatula: 4-Methylgeranyl Esters from Dufour's Gland

  • Rumsaïs Blatrix
  • Claudia Schulz
  • Pierre Jaisson
  • Wittko Francke
  • Abraham Hefetz


Dufour's gland is the origin of the trail pheromone of Gnamptogenys striatula. Chemical analysis of the glandular extracts revealed a series of new natural products, especially esters of (2E)-3,4,7-trimethyl-2,6-octadien-1-ol (4-methylgeraniol), and (2E)-3,4,7-trimethyl-2,6-nonadien-1-ol (a bishomogeraniol isomer) with medium-chain fatty acids. Bioassays with synthetic racemates of the esters revealed that the 4-methylgeranyl esters are highly active as trail pheromones, while the bishomogeranyl esters are either marginally active or not active at all. Assays with the individual 4-methylgeranyl esters showed each of them to be inferior to the glandular secretion in eliciting trail following. However, the mixture of racemic 4-methylgeranyl octanoate and the corresponding decanoate and dodecanoate, the main Dufour's volatile constituents, is as active as the natural secretion at similar concentration. We conclude that the trail pheromone constitutes a mixture of at least the 4-methylgeranyl esters identified in the gland. Since G. striatula generally preys on small arthropods rather than monopolizing large resources, we assume that trails are rarely used during foraging, but more often during nest migration. Production of new societies in this species is generally performed by budding, a period of considerable predation risk. Utilizing trails for efficient displacement in this context is, therefore, highly adaptive. This behavioral repertoire may also provide the ants with additional means of food resource exploitation.

Gnamptogenys Dufour's gland trail pheromones 4-methylgeranyl esters 


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  1. Attygalle, A. B., Vostrowsky, O., Bestmann, H. J., Steghauskovac, S., and Maschwitz, U. 1988. (3R,4S)-4-Methyl-3-heptanol, the trail pheromone of the ant Leptogenys Diminuta. Naturwissenschaften 75:315–317.CrossRefGoogle Scholar
  2. Bestmann, H. J., Janssen, E., Kern, F., Liepold, B., and HÖlldobler, B. 1995. All-trans geranylgeranyl acetate and geranylgeraniol, recruitment pheromone components in the Dufour gland of the ponerine ant Ectatomma ruidum. Naturwissenschaften 82:334–336.Google Scholar
  3. Blatrix, R. 2000. Aspects éthologiques et sociobiologiques de la polygynie chez une fourmi pon´erine (Gnamptogenys striatula). PhD dissertation. Université Paris 13, Villetaneuse, France.Google Scholar
  4. Blatrix, R. and Jaisson, P. 2001. Reproductive strategy of the ponerine ant Gnamptogenys striatula Mayr (Hymenoptera: Formicidae). Sociobiology 37:147–161.Google Scholar
  5. Breed, M. D. and Bennett, B. 1985. Mass recruitment to nectar sources in Paraponera clavata: a field study. Insectes Soc. 32:198–208.CrossRefGoogle Scholar
  6. Francke, W. and Schulz, S. 1999. Pheromones, pp. 197–261, in K. Mori (ed.). Comprehensive Natural Product Chemistry: Miscellaneous Natural Products Including Marine Natural Products, Pheromones, Plant Hormones, and Aspects of Ecology. Elsevier Science, Dordrecht, The Netherlands.CrossRefGoogle Scholar
  7. Giraud, T., Blatrix, R., Poteaux, C., Solignac, M., and Jaisson, P. 2000. Population structure and mating biology of the polygynous ponerine ant Gnamptogenys striatula in Brazil.Mol. Ecol. 9:P1835–1841.CrossRefGoogle Scholar
  8. Gobin, B., Peeters, C., Billen, J., and Morgan, E. D. 1998. terspecific trail following and commensalism between the ponerine ant Gnamptogenys menadensis and the formicine ant Polyrhachis rufipes. J. Insect Behav. 11:361–369.CrossRefGoogle Scholar
  9. HÖlldoble, B. 1984. Communication during foraging and nest-relocation in the African stink ant, Paltothyreus tarsatus Fabr. (Hymenoptera: Formicidae, Ponerinae). Z. Tierpsychol. 65:40–52.CrossRefGoogle Scholar
  10. HÖlldobler, B. and Wilson, E. 1990. The Ants. Harvard University Press, Cambridge, Massachusetts.CrossRefGoogle Scholar
  11. Janssen, E., Bestmann, H. J., Hoelldobler, B., and Kern, F. 1995. N,N-Dimethyluracil and actinidine, two pheromones of the ponerine ant Megaponera foetens (FAB.), (Hymenoptera: Formicidae). J. Chem. Ecol. 21:1947–1955.CrossRefGoogle Scholar
  12. Janssen, E., Ubler, E., Bauriegel, L., Kern, F., Bestmann, H. J., Attygalle, A. B., Steghauskovac, S., and Maschwitz, U. 1997. Trail pheromone of the ponerine ant Leptogenys peuqueti (Hymenoptera: Formicidae): a multicomponent mixture of related compounds pheromones 104. Naturwissenschaften 84:122–125.CrossRefGoogle Scholar
  13. Klimetzek, V. D., Kohler, J., Krohn, S., and Francke, W. 1989. Das Pheromon-System des Waldreben-Borkenkafers, Xylocleptes bispinus Duft. (Col., Scolytidae). J. Appl. Entomol. 107:304–309.CrossRefGoogle Scholar
  14. Lattke, J. E. 1995. Revision of the ant genus Gnamptogenys in the new world (Hymenoptera: Formicidae). J. Hymenop. Res. 4:137–193.Google Scholar
  15. Longhurst, C., Baker, R., and Howse, P. E. 1979. Termite predation by Megaponera foetens (Fab.) (Hymenoptera: Formicidae) the fungus-growing termites Macrotermes bellicosus and Odontotermes spp. J. Chem. Ecol. 5:703–719.CrossRefGoogle Scholar
  16. Maschwitz, U. and Schonegge, P. 1983. Forage communication nest moving recruitment and prey specialization in the oriental ponerine Leptogenys chinesis. Oecologia 57:175–182.CrossRefGoogle Scholar
  17. Maschwitz, U., Steghaus-Kovac, S., Gaube, R., and HÄnel, H. 1989. A South East Asian ponerine ant of the genus Leptogenys (Hym., Form.) with army ant habits. Behav. Ecol. Sociobiol. 24:305–316.CrossRefGoogle Scholar
  18. Mori, K. 1998. Semiochemicals-Synthesis, stereochemistry, and bioactivity. Eur. J. Org. Chem. 1479–1489.CrossRefGoogle Scholar
  19. Ohnuma, S., Ito, M., Koyama, T., and Ogura, K. 1989. Undecaprenyl diphosphate syntheolse reaction with artificial substrate homologues—novel behavior in the termination of prenyl chain elongation. Tetrahedron 45:6145–6160.CrossRefGoogle Scholar
  20. Schulz, C. M., Lehmann, L., Blatrix, R., Jaisson, P., Hefetz, A., and Francke, W. 2002. Identifi-cation of newhomoterpene esters from Dufour's gland of the ponerine ant Gnamptogenys striatula (Hymenoptera:Ponerinae). J. Chem. Ecol. 28:2557–2567.CrossRefGoogle Scholar

Copyright information

© Plenum Publishing Corporation 2002

Authors and Affiliations

  • Rumsaïs Blatrix
    • 1
  • Claudia Schulz
    • 2
  • Pierre Jaisson
    • 1
  • Wittko Francke
    • 2
  • Abraham Hefetz
    • 3
  1. 1.Laboratoire d'Ethologie Expérimentale et Comparée (FRE CNRS 2413)Université Paris NordVilletaneuseFrance
  2. 2.Institut für Organicshe ChemieUniversität HamburgHamburgGermany
  3. 3.Department of Zoology, George S. Wise Faculty of Life SciencesTel-Aviv UniversityRamat AvivIsrael

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