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Journal of Chemical Ecology

, Volume 20, Issue 5, pp 1039–1051 | Cite as

Cardenolides as oviposition deterrents to twoPieris species: Structure-activity relationships

  • Xinpei Huang
  • J. A. A. Renwick
Article

Abstract

Oviposition responses ofPieris rapae andP. napi oleracea to 18 cardenolides were compared under the same conditions. Effects of different concentrations of selected cardenolides were also tested. Most of the compounds were deterrent to oviposition by both insects, but to significantly different degrees.P. rapae were strongly deterred by K-strophanthoside, K-strophanthin-β, cymarin, convallatoxin, oleandrin, erysimoside, erychroside, and gitoxigenin. The most deterrent compounds forP. napi oleracea were erychroside, cymarin, erysimoside, convallatoxin, and K-strophanthoside. Strophanthidin-based glycosides were more deterrent than digitoxigenin-based ones, and the number and type of sugar substitutions can have profound effects on activity. Both similarities and contrasts were found in responses ofP. rapae andP. napi oleracea to these cardenolides. Cymarin was equally deterrent to bothPieris species at all concentrations tested. However, when compared withP. rapae, P. napi oleracea was less sensitive to most of the cardenolides.P. napi oleracea was insensitive to K-strophanthin-β and oleandrin at 0.5 × 10−4 M, which were highly deterrent toP. rapae.

Key Words

Pieris rapae Pieris napi oleracea Lepidoptera Pieridae oviposition deterrents cardenolides 

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References

  1. Brower, L.P. 1970. Plant poisons in a terrestrial food chain and implications for mimicry theory, pp. 69–82,in K.L. Chambers (ed.). Proceedings of the 29th Annual Biological Colloquium, 1968, Biochemical Coevolution. Oregon State University Press, Corvallis.Google Scholar
  2. Dethier, V.G. 1982. Mechanisms of host-plant recognition.Entomol. Exp. Appl. 31:49–56.Google Scholar
  3. Dimock, M.B., andRenwick, J.A.A. 1991. Oviposition by field populations ofPieris rapae (Lepidoptera: Pieridae) deterred by an extract of a wild crucifer.Environ. Entomol. 20:802–806.Google Scholar
  4. Duffey, S.S., Blum, M.S., Isman, M.B., andScudder, G.G.E. 1978. Cardiac glycosides: A physical system for their sequestration by the milkweed bug.J. Insect Physiol. 24:639–645.Google Scholar
  5. Huang, X.P., andRenwick, J.A.A. 1994. Relative activities of glucosinolates as oviposition stimulants forPieris rapae andP. napi oleracea.J. Chem. Ecol. 20:1025–1037.Google Scholar
  6. Huang, X.P., Renwick, J.A.A., andSachdev-Gupta, K. 1993a. A chemical basis for differential acceptance ofErysimum cheiranthoides by twoPieris species.J. Chem. Ecol. 19:195–210.Google Scholar
  7. Huang, X.P., Renwick, J.A.A., andSachdev-Gupta, K. 1993b. Oviposition stimulants and deterrents regulating differential acceptance ofIberis amara byPieris rapae andP. napi oleracea.J. Chem. Ecol. 19:1645–1663.Google Scholar
  8. Huang, X.P., Renwick, J.A.A., andSachdev-Gupta, K. 1994. Oviposition stimulants inBarbarea vulgaris forPieris rapae andP. napi oleracea: Isolation, identification and differential activity.J. Chem. Ecol. 20:423–438.Google Scholar
  9. Jermy, T. 1983. Multiplicity of insect antifeedants in plants, pp. 223–236,in D.L. Whitehead and W.S. Bowers (eds.). Natural Products for Innovative Pest Control. Pergamon Press, New York.Google Scholar
  10. Jermy, T., andSzentesi, A. 1978. The role of inhibitory stimuli in the choice of oviposition site be phytophagous insects.Entomol. Exp. Appl. 24:458–471.Google Scholar
  11. Malcolm, S.B. 1992. Cardenolide-mediated interactions between plants and herbivores, pp. 215–296,in M.R. Berenbaum and G.A. Rosenthal (eds.). Herbivores: Their Interaction with Secondary Plant Metabolites, 2nd ed., Vol. 2. Academic Press, New York.Google Scholar
  12. Nelson, C.J., Seiber, J.N., andBrower, L.P. 1981. Seasonal and intraplant variation of cardenolide content in the California milkweed,Asclepias eriocarpa, and implications for plant defense.J. Chem. Ecol. 7:981–1010.Google Scholar
  13. Oyeyele, S.O., andZalucki, M.P. 1990. Cardiac glycosides and oviposition byDanaus plexippus onAsclepias fructicosa in southeast Queensland (Australia), with notes on the effect of plant nitrogen content.Ecol. Entomol. 15:177–185.Google Scholar
  14. Renwick, J.A.A., 1983. Nonpreference mechanisms: Plant characteristics influencing insect behavior. pp. 199–213,in P.A. Hedin (ed.). Plant Resistance to Insects, ACS Symposium Series No. 208. American Chemical Society, Washington, D.C.Google Scholar
  15. Renwick, J.A.A., andHuang, X.P. 1994. Interacting chemical stimuli mediating oviposition by Lepidoptera,in T.N. Ananthakrishnan (ed.). Functional Dynamics of Phytophagous Insects. Oxford & IBH Publishing Co., New Delhi. In press.Google Scholar
  16. Renwick, J.A.A., andRadke, C.D. 1987. Chemical stimulants and deterrents regulating acceptance or rejection of crucifers by cabbage butterflies.J. Chem. Ecol. 13:1771–1776.Google Scholar
  17. Renwick, J.A.A., andRadke, C.D. 1990. Plant constituents mediating oviposition by the diamondback moth,Plutella xylostella (L.) (Lepidoptera: Plutellidae).Phytophaga 3:37–46.Google Scholar
  18. Renwick, J.A.A., Radke, C.D., andSachdev-Gupta, K. 1989. Chemical constituents ofErysimum cheiranthoides deterring oviposition by the cabbage butterfly,Pieris rapae.J. Chem. Ecol. 15:2161–2169.Google Scholar
  19. Roeske, C.N., Seiber, J.N., Brower, L.P., andMoffitt, C.M. 1976. Milkweed cardenolides and their comparative processing by monarch butterflies (Danaus plexippus).Recent Adv. Phytochem. 10:93–167.Google Scholar
  20. Rothschild, M. 1972. Secondary plant substances and warning colouration in insects, pp. 59–83,in H.F. van Emden (ed.). Insect/Plant Relationships. Symposium of the Royal Entomology Society, London, No. 6.Google Scholar
  21. Sachdev-Gupta, K., Renwick, J.A.A., andRadke, C.D. 1990. Isolation and identification of oviposition deterrents to cabbage butterfly,Pieris rapae, fromErysimum cheiranthoides.J. Chem. Ecol. 16:1059–1067.Google Scholar
  22. Sachdev-Gupta, K., Radke, C.D., Renwick, J.A.A., andDimock, M.B. 1993. Cardenolides fromErysimum cheiranthoides: Feeding deterrents toPieris rapae larvae.J. Chem. Ecol. 19:1355–1369.Google Scholar
  23. Schultz, J.C. 1988. Many factors influence the evolution of herbivore diets, but plant chemistry is central.Ecology 69:896–897.Google Scholar
  24. Seiber, J.N., Tuskes, P.M., Brower, L.P., andNelson, C.J. 1980. Pharmacodynamics of some individual milkweed cardenolides fed to larvae of the monarch butterfly.J. Chem. Ecol. 6:321–399.Google Scholar
  25. Zalucki, M.P., Brower, L.P., andMalcolm, S.B. 1990. Oviposition byDanaus plexippus in relation to cardenolide content of threeAsclepias species in the southeastern U.S.A.Ecol. Entomol. 15:231–240.Google Scholar

Copyright information

© Plenum Publishing Corporation 1994

Authors and Affiliations

  • Xinpei Huang
    • 1
  • J. A. A. Renwick
    • 1
  1. 1.Boyce Thompson Institute at Cornell UniversityIthaca

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