Skip to main content
SpringerLink
Log in

Cardenolide glycosides from the adults and eggs of Chrysolina fuliginosa (Coleoptera: Chrysomelidae)

  • Research Articles
  • Published:
Experientia Aims and scope Submit manuscript

Abstract

Besides the known sarmentogenin 3-O-β-D-allopyranoside (1) and digitoxigenin-3-O-[β-D-xylopyranosyl-(1→4)-2′, 3′-di-O-acetyl-β-D-allopyranoside] (4), four new cardiac glycosides (2, 3, 5 and6) have been isolated from the defensive glands of adults ofChrysolina fuliginosa. The structures of the new compounds were determined by1H NMR at 600 MHz and FABMS. Compounds1–6, present in the adults ofC. fuliginosa, have also been identified in the eggs.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Van Oycke, S., Braekman, J. C., Daloze, D., and Pasteels, J. M., Experientia43 (1987) 460.

    Article  Google Scholar 

  2. Randoux, T., Braekman, J. C., Daloze, D., Pasteels, J. M., and Riccio, R., Tetrahedron46 (1990) 3879.

    Article  CAS  Google Scholar 

  3. Daloze, D., Braekman, J. C., Delbrassine, A., and Pasteels, J. M., J. nat. Prod.54 (1991) 1553.

    Article  CAS  Google Scholar 

  4. Pasteels, J. M., Rowell-Rahier, M., Randoux, T., Braekman, J. C., and Daloze, D., Ent. exp. appl.49 (1988) 55.

    Article  CAS  Google Scholar 

  5. Rowell-Rahier, M., Witte, L., Ehmke, A., Hartmann, T., and Pasteels, J. M., Chemoecology2 (1991) 41.

    Article  CAS  Google Scholar 

  6. Daloze, D., and Pasteels, J. M., J. chem. Ecol.5 (1979) 63.

    Article  CAS  Google Scholar 

  7. Pasteels, J. M., Daloze, D., Van Dorsser, W., and Roba, J., Comp. Biochem. Physiol.63C (1979) 117.

    CAS  Google Scholar 

  8. Van Oycke, S., Randoux, T., Braekman, J. C., Daloze, D., and Pasteels, J. M., Bull. Soc. Chim. Belges97 (1988) 297.

    Article  Google Scholar 

  9. Kedde, D. L., Pharm. Weekblad82 (1947) 741.

    CAS  Google Scholar 

  10. Lewbart, L., Wehrli, W., and Reichstein, T., Helv. chim. Acta46 (1963) 505.

    Article  CAS  Google Scholar 

  11. Deroe, C., and Pasteels, J. M., Arch. Biol. Bruxelles88 (1977) 289.

    Google Scholar 

  12. Deroe, C., and Pasteels, J. M., J. chem. Ecol.8 (1982) 67.

    Article  CAS  PubMed  Google Scholar 

  13. Pasteels, J. M., Rowell-Rahier, M., Braekman, J. C., Daloze, D., and Duffey, S. S., Experientia45 (1989) 295.

    Article  CAS  Google Scholar 

  14. Daloze, D., Braekman, J. C., and Pasteels, J. M., Science233 (1986) 221.

    Article  CAS  PubMed  Google Scholar 

  15. Timmermans, M., Randoux, T., Braekman, J. C., Daloze, D., and Pasteels, J. M., Biochem. Syst. Ecol., in press.

  16. Teuscher, E., and Lindequist, U., Biogene Gifte. akademie Verlag, Berlin 1988.

    Google Scholar 

  17. Fieser, L., and Fieser, M., in: Steroids, p. 799. Reinhold, New York 1959.

    Google Scholar 

  18. Repke, K., Proc. 1st Int. Pharmacology Meeting, Stockholm, vol. 3, p. 47. Prgamon Press, London 1963.

    Google Scholar 

  19. Duffey, S. S., Arthropod allomones: chemical effronteries and antagonists in: Proc. XV Int. Congress of Entomology, Washington, DC 1977, pp. 323–394.

  20. Malcolm, S. B., in: Herbivores: Their Interactions with Secondary Plant Metabolites, vol. 1: The Chemical Participants. Academic Press, New York, in press.

  21. Roeske, C. N., Seiber, J. N., Brower, L. P., and Moffitt, C. M., Rec. Adv. Phytochem.10 (1976) 93.

    CAS  Google Scholar 

  22. Brower, L. P., Seiber, J. N., Nelson, C. J., Lynch, S. P., and Tuskes, P. M., J. chem. Ecol.8 (1982) 579.

    Article  CAS  PubMed  Google Scholar 

  23. Brower, L. P., Sci. Am.220 (1969) 22.

    Article  CAS  PubMed  Google Scholar 

  24. Pasteels, J. M., and Daloze, D., Science197 (1977) 70.

    Article  CAS  PubMed  Google Scholar 

  25. Stamp, N. E., Am. Nat.115 (1980) 367.

    Article  Google Scholar 

  26. Pasteels, J. M., Daloze, D., and Rowell-Rahier, M., Physiol. Ent.11 (1986) 29.

    Article  CAS  Google Scholar 

  27. Howard, D. F., Blum, M. S., Jones, T. H., and Phillips, D. W., J. chem. Ecol.8 (1982) 453.

    Article  CAS  PubMed  Google Scholar 

  28. Ferguson, J. E., and Metcalf, R. L., J. chem. Ecol.11 (1985) 311.

    Article  CAS  PubMed  Google Scholar 

  29. Hilker, M., and Schulz, S., J. chem. Ecol.17 (1991) 2323.

    Article  CAS  PubMed  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Lehrstuhl für Tierökologie II, Universität Bayreuth, Postfach 101251, NWI, D-8580, Bayreuth, Federal Republic of Germany

    M. Hilker

  2. Laboratoire de Chimie Bio-organique Fac. des Sciences, Université de Bruxelles, Av. F. D. Roosevelt 50, B-1050, Bruxelles, Belgium

    D. Daloze

  3. Laboratoire de Biologie Animale et Cellulaire, Fac. des Sciences, Université de Bruxelles, Av. F. D. Roosevelt 50, B-1050, Bruxelles, Belgium

    J. M. Pasteels

Authors
  1. M. Hilker
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. D. Daloze
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. J. M. Pasteels
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Hilker, M., Daloze, D. & Pasteels, J.M. Cardenolide glycosides from the adults and eggs of Chrysolina fuliginosa (Coleoptera: Chrysomelidae). Experientia 48, 1023–1027 (1992). https://doi.org/10.1007/BF01919158

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01919158

Key words

Search

Navigation