Journal of Chemical Ecology

, Volume 29, Issue 12, pp 2721–2727

The Venom Alkaloids from Some African Monomorium Species

  • T. H. Jones
  • V. E. Zottig
  • H. G. Robertson
  • R. R. Snelling


A comparative analysis of the venom alkaloids of 13 species of ants in the genus Monomorium collected in Africa was undertaken. Ants were collected in Kenya and South Africa. Most species produced 2,5-dialkylpyrrolidines and some of their analogous 1-pyrrolines. No alkaloids were detected in two species, M. robustior and M. macrops. Additionally, a novel 2-alkyl-1-pyrroline, whose structure was established by synthesis, was detected in M. notulum. This compound and others like it may serve as biosynthetic precursors for the formation of the 2,5-dialkylpyrrolidines found in many Myrmicine ant species.

Monomorium spp. Hymenoptera Formicidae 2,5-dialkylpyrrolidines pyrrolines ant venom alkaloids chemotaxonomy 


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  1. Andersen, A. N., Blum, M. S., and Jones, T. H. 1991. Venom alkaloids in Monomorium “rothsteini” Forel repel other ants: Is this the secret to success by Monomorium in Australian ant communities? Oecologia 88:157–160.Google Scholar
  2. Bolton, B. 1987. A review of the Solenopsis genus-group and revision of Afrotropical Monomorium Mayr (Hymenoptera: Formicidae). Bull. Br. Museum Nat. Hist. 4:263–452.Google Scholar
  3. Brand, J. M., Blum, M. S., Fales, H. M., and Macconnell, J. G. 1972. Fire ant venoms: Comparative analyses of alkaloidal components. Toxicon 10:259–271.Google Scholar
  4. Deslippe, R. J. and Guo, Y.-J. 2000. Venom alkaloids of fire ants in relation to worker size and age. Toxicon 38:223–232.Google Scholar
  5. Don, A. W., Jones, T. H., Flournoy, R. C., and Zottig, V. E. 2001. Venom chemistry of Monomorium antipodum Forel (Hymenoptera Formicidae) from New Zealand and its relavence to the taxonomy of the species. N. Z. Entomol. 24:49–52.Google Scholar
  6. Heterick, B. E. 2001. Revision of the Australian ants of the genus Monomorium (Hymentoptera: Formicidae). Invert. Taxonomy 15:353–459.Google Scholar
  7. Jones, T. H., Blum, M. S., Escoubas, P., and Musthak Ali, T. M., 1989. Novel Pyrrolidines in the venom of the ant Monomorium indicum. J. Nat. Prod. 52:779–784.Google Scholar
  8. Jones, T. H., Clark, D. A., Heterick, B. E., and Snelling, R. R. 2003. Farnesyl amine form the ant Monomorium fieldi Forel. J. Nat. Prod. 66:325–326.Google Scholar
  9. Jones, T. H., Blum, M. S., and Fales, H. M. 1982b. Ant venom alkaloids from Solenopsis and Monomorium species. Tetrahedron 38:1949–1958.Google Scholar
  10. Jones, T. H., Blum, M. S., Howard, R. W., Mcdaniel, C. A., Fales, H. M., Dubois, M. B., and Torres, J. 1982a. Venom chemistry of ants in the genus. Monomorium. J. Chem. Ecol. 8:285–300.Google Scholar
  11. Jones, T. H., Blum, M. S., and Robertson, H. G. 1990. Novel dialkylpiperidines in the venom of the ant Monomorium delagoense. J. Nat. Prod. 53:429–435.Google Scholar
  12. Jones, T. H., Stahly, S. M., Don, A. W., and Blum, M. S. 1988. Chemotaxonomic implications of the venom chemsitry of some Monomorium “antarcticum” populations. J. Chem. Ecol. 14:2197–2212.Google Scholar
  13. Jones, T. H., Torres, J. A., Spande, T. F., Garraffo, H. M., Blum, M. S., and Snelling, R. R. 1996. Chemistry of venom alkaloids in some Solenopsis (Diplorhoptrum) species from Puerto Rico. J. Chem. Ecol. 22:1221–1236.Google Scholar
  14. Macconnell, J. G., Blum, M. S., Buren, W. F., Williams, R. N., and Fales, H. M. 1976. Fire ant venoms: Chemotaxonomic correlations with alkaloidal compositions. Toxicon 14:69–78.Google Scholar
  15. Pedder, D. J., Fales, H. M., Jaouni, T., Blum, M., Macconnell, J., and Crewe, R. M. 1976. Constituents of the venom of a South African fire ant (Solenopsis punctaticeps). Tetrahedron 32:2275–2279.Google Scholar
  16. Ritter, F. J. and Persoons, C. J. 1975. Recent developments in insect pheromone research, in particular in the Netherlands. Neth. J. Zool. 25:261–275.Google Scholar
  17. Spande, T. F., Jain, P., Garraffo, H. M., Pannell, L. K., Yeh, H. J. C., Daly, J. W., Fukumoto, S., Imamura, K., Tokuyama, T., Torres, J. A., Snelling, R. R., and Jones, T. H. 1999. Occurrence and significance of decahydroquinolines from dendrobatid frogs and a myrmicine ant: use of 1H and 13C NMR in their conformational analyses. J. Nat. Prod. 62:5–21.Google Scholar
  18. Stetter, H., Basse, W., and Nienhaus, J. 1980. Addition von aldehyden an α, β-ungesättige carbonsaureester und nitrile. Chem. Ber. 113:690–698.Google Scholar
  19. Torres, J. A., Zottig, V. E., Co, J. E., Jones, T. H., and Snelling, R. R. 2001. Caste specific alkaloid chemistry of Solenopsis maboya and S. torresi (Hymentoptera: Formicidae). Sociobiology 37:579–583.Google Scholar
  20. Vander Meer, R. K., and Lofgren, C. S. 1988. Use of chemical characters in defining populations of fire ants, Solenopsis saevissima complex (Hymenoptera: Formicidae). Fla Entomol. 71:323–332.Google Scholar

Copyright information

© Plenum Publishing Corporation 2003

Authors and Affiliations

  • T. H. Jones
    • 1
  • V. E. Zottig
    • 1
  • H. G. Robertson
    • 2
  • R. R. Snelling
    • 3
  1. 1.Department of ChemistryVirginia Military InstituteLexingtonUSA
  2. 2.South African MuseumCape TownSouth Africa
  3. 3.Los Angeles County Museum of Natural HistoryLos AngelesUSA

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