Skip to main content
Log in

Pyrrolizidine alkaloids in overwintering monarch butterflies (Danaus plexippus) from mexico

  • Short Communications
  • Published:
Experientia Aims and scope Submit manuscript

Summary

North American populations of the monarch butterfly,Danaus plexippus, have been found to contain pyrrolizidine alkaloids and their N-oxides. Analytical methods (TLC, GC, and GC/MS) have been developed to isolate, quantitate, and structurally elucidate the alkaloids. Examples of at least two classes of pyrrolizidine alkaloids have been identified, the macrocyclic diesters, senecionine, integerrimine, and seneciphylline, and the monoesters, echinatine, intermedine, and lycopsamine.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

References

  1. Ackery, P.R., and Vane-Wright, R.I., Milkweed Butterflies: Their Cladistics and Biology. British Museum, London 1984.

    Google Scholar 

  2. Brower, L.P., Chemical Defence in Butterflies, The Biology of Butterflies. Eds R.I. Vane-Wright and P.R. Ackery. Academic Press, London 1984.

    Google Scholar 

  3. Meinwald, J., Chalmers, A.M., Pliske, T.E., and Eisner, T., Tetrahedron Lett.1968, 4893.

  4. Edgar, J.A., Culvenor, C.C.J., and Smith, L.W., Experientia27 (1971) 761.

    Article  CAS  Google Scholar 

  5. Edgar, J.A., Culvenor, C.C.J., and Robinson, G.S., J. Aust. ent. Soc.12 (1973) 144.

    Article  Google Scholar 

  6. Edgar, J.A., Cockrum, P.A., and Frahn, J.L., Experientia32 (1976) 1535.

    Article  CAS  Google Scholar 

  7. Edgar, J.A., J. Zool. Lond.196 (1982) 385.

    Article  CAS  Google Scholar 

  8. Rothschild, M., and Edgar, J.A., J. Zool., Lond.186 (1978) 347.

    Article  Google Scholar 

  9. Boppré, M., Naturwissenschaften73 (1986) 17.

    Article  Google Scholar 

  10. Edgar, J.A., Culvenor, C.C.J., and Pliske, T.E., Nature250 (1974) 646.

    Article  CAS  PubMed  Google Scholar 

  11. Pliske, T.E., Envir. Ent.4 (1975) 455.

    Article  Google Scholar 

  12. Rothschild, M., and Marsh, N., Ent. exp. appl.24 (1978) 637.

    Article  Google Scholar 

  13. Brower, L.P., Calvert, W.H., Hedrick, L.E., and Christian, J., J. Lepid. Soc.31 (1977) 232.

    Google Scholar 

  14. Brower, L.P., Migration: Mechanisms and Adaptive Significance, Marine Science 27 (supplement). Ed. M.A. Rankin. Univ. Texas Contrib., Austin 1985.

    Google Scholar 

  15. Huizing, H.J., and Malingre, T.M., J. Chromat.173 (1979) 187.

    Article  CAS  Google Scholar 

  16. Huizing, H.J., and Malingre, T.M., J. Chromat.205 (1981) 218.

    Article  CAS  Google Scholar 

  17. Pedersen, E., Archs pharmac. chem. Sci.3 (1975) 55.

    CAS  Google Scholar 

  18. Huizing, H.J., de Boer, F., and Malingre, T.M., J. Chromat.195 (1980) 407.

    Article  CAS  Google Scholar 

  19. Molyneux, R.J., and Roitman, J.N., J. Chromat.195 (1980) 412.

    Article  CAS  Google Scholar 

  20. Culvenor, C.C.J., Edgar, J.A., Smith, L.W., and Tweeddale, H.J., Aust. J. Chem.23 (1970) 1869.

    Article  CAS  Google Scholar 

  21. Robins, D.J., Fortschr. Chem. org. NatStoffe41 (1982) 115.

    CAS  Google Scholar 

  22. Correll, D.S., and Johnston, M.C., Manual of the Vascular Plants of Texas, Texas Research Foundation, vol. 6. Renner, Texas 1970.

    Google Scholar 

  23. Seiber, J.N., Lee, S.M., and Benson, J.M., Handbook of Natural Toxins, vol. 1, Plant and Fungal Toxins. Eds R.F. Keeler and A.T. Tu. Marcel Dekker, New York 1983.

    Google Scholar 

  24. Marsh, N., and Rothschild, M., J. Zool., Lond.174 (1974) 89.

    Article  Google Scholar 

  25. Eisner, T., Chemistry, Defense and Survival: Case Studies and Selected Topics, Insect Biology in the Future. Eds M. Locke and D.S. Smith. Academic Press, London 1980.

    Google Scholar 

  26. Brown, K., Revta bras. Biol.44 (1984) 435.

    CAS  Google Scholar 

  27. Rothschild, M., Alpin, R.T., Cockrum, P.A., Edgar, J.A., Fairweather, P., and Lees, R., Biol. J. Linn. Soc.,12 (1979) 305.

    Article  Google Scholar 

  28. Seiber, J.N., Brower, L.P., Lee, S.M., McChesney, M.M., Cheung, H.T.A., Nelson, C.J., and Watson, T.R., J. chem. Ecol.12 (1986) 1157.

    Article  CAS  PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

21 November 1986

This work was supported by NSF (Grants BSR-81-19391 and BSR-81-19382), and a Stauffer Chemical Company fellowship. We thank David Hodapp, Mark Stelljes, and Cordula Bruenner for technical help, Dr T.P. Krick, University of Minnesota, St. Paul, Minn., USA, for assistance in GC/MS analysis of PAs, and Dr J.A. Edgar, CSIRO, Parkville, Victoria, Australia, for samples of authentic reference compounds.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kelley, R.B., Seiber, J.N., Jones, A.D. et al. Pyrrolizidine alkaloids in overwintering monarch butterflies (Danaus plexippus) from mexico. Experientia 43, 943–946 (1987). https://doi.org/10.1007/BF01951680

Download citation

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01951680

Key words

Navigation