Skip to main content
Log in

d-(+)-Pinitol, an oviposition stimulant for the pipevine swallowtail butterfly,Battus philenor

  • Published:
Journal of Chemical Ecology Aims and scope Submit manuscript

Abstract

Oviposition by females of the pipevine swallowtail butterfly,Battus philenor, was stimulated by contact with alcoholic extracts of host foliage.d-(+)-Pinitol was isolated and identified from leaf material of one host species,Aristolochia macrophylla (Aristolochiaceae). In combination with chloroform-soluble components of host leaf material, this compound was comparable to the parent extract in stimulating oviposition.

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.

Similar content being viewed by others

References

  • Bailey, L.H. 1949. Manual of Cultivated Plants, revised edition, Macmillan, New York.

    Google Scholar 

  • Berridge, M.J., andIrvine, R.F. 1989. Inositol phosphates and cell signalling.Nature 341:197–205.

    Google Scholar 

  • Binder, R.G., andHaddon, W.F. 1984. Analysis ofO-methylinositols by gas-liquid chromatog-raphy-mass spectrometry.Carbohyd. Res. 129:21–34.

    Google Scholar 

  • Bush, G.L. 1975. Sympatric speciation in phytophagous parasitic insects, pp. 187–206,in P.W. Price (ed.). Evolutionary Strategies of Parasitic Insects and Mites. Plenum, New York.

    Google Scholar 

  • Campbell, B.C., andBinder, R.G. 1984. Alfalfa cyclitols in the honeydew of an aphid.Phytochemistry 23:1786–1787.

    Google Scholar 

  • Chen, Z., andZhu, D. 1987.Aristolochia alkaloids, pp. 29–65,in A. Brossi (ed.). The Alkaloids: Chemistry and Pharmacology, Vol. 31. Academic Press, New York.

    Google Scholar 

  • David, W.A.L., andGardiner, B.O.C. 1962. Oviposition and the hatching of the eggs ofPieris brassicae (L.) in a laboratory culture.Bull. Entomol. Res. 53:91–109.

    Google Scholar 

  • Dethier, V.G. 1941. Chemical factors determining the choice of food plants byPapilio larvae.Am. Nat. 75:617/83.

    Google Scholar 

  • Dittrich, P., andBrandl, A. 1987. Revision of the pathway ofd-pinitol formation in Leguminosae.Phytochemistry 26:1925–1926.

    Google Scholar 

  • Dittrich, P., andKorak, A. 1984. Novel biosynthesis ofd-pinitol inSimmondsia chinensis.Phytochemistry 23:65–66.

    Google Scholar 

  • Dreyer, D.L., Binder, R.G., Chan, B.G., Weiss, A.C., Jr., Hartwig, E.E., andBeland, G.L. 1979. Pinitol, a larval growth inhibitor forHeliothis zea in soybeans.Experientia 35:1182–1183.

    Google Scholar 

  • Ehrlich, P.R., andRaven, P.H. 1964. Butterflies and plants: a study in coevolution.Evolution 18:586–608.

    Google Scholar 

  • Feeny, P.P. 1987. The roles of plant chemistry in associations between swallowtail butterflies and their host plants, pp. 353–359,in V. Labeyrie, G. Fabres and D. Lachaise, (eds.). InsectsPlants. W. Junk Publishers, Dordrecht, The Netherlands.

    Google Scholar 

  • Feeny, P. 1991. Chemical constraints on the evolution of swallowtail butterflies, pp. 315–340,in P.W. Price, T.M. Lewinsohn, G.W. Fernandes and W.W. Benson (eds.). Plant-Animal Interactions: Evolutionary Ecology in Tropical and Temperate Regions. John Wiley & Sons, New York.

    Google Scholar 

  • Feeny, P., Rosenberry, L., andCarter, M. 1983. Chemical aspects of oviposition behavior in butterflies, pp. 27–76,in S. Ahmad (ed.). Herbivorous Insects: Host-seeking Behavior and Mechanisms. Academic Press, New York.

    Google Scholar 

  • Feeny, P., Sachdev, K., Rosenberry, L., andCarter, M. 1988. Luteolin-7-O-(6″-O-malonyl)-β-d-glucoside and trans-chlorogenic acid: Oviposition stimulants for the black swallowtail butterfly.Phytochemistry 27:3439–3448.

    Google Scholar 

  • Fraenkel, G.S. 1959. The raison d'être of secondary plant substances.Science 129:1466–1470.

    Google Scholar 

  • Gardner, W.A., Phillips, D.V., andSmith, A.E. 1984. Effect of pinitol on the growth ofHeliothis zea andTrichoplusia ni larvae.J: Agric. Entomol. 1:101–105.

    Google Scholar 

  • Hamamura, Y., Hayashiya, K., Naito, K., Matsura, K., andNishida, J. 1962. Food selection by silkworm larvae.Nature 194:754–755.

    Google Scholar 

  • Honda, K. 1986. Flavanone glycosides as oviposition stimulants in a papilionid butterfly, Papilio protenor.J. Chem. Ecol. 12:1999–2010.

    Google Scholar 

  • Honda, K. 1990. Identification of host-plant chemicals stimulating oviposition by swallowtail butterfly, Papilio protenor.J. Chem. Ecol. 16:325–337.

    Google Scholar 

  • Ichinosé, T., andHonda, H. 1978. Ovipositional behavior ofPapilio protenor demetrius Cramer and the factors involved in its host plants.Appl. Entomol. Zool. 13:103–114.

    Google Scholar 

  • Jermy, T. 1976. Insect-host-plant relationship—coevolution or sequential evolution? pp. 109–113,in T. Jermy (ed.). The Host-Plant in Relation to Insect Behaviour and Reproduction. Plenum, New York.

    Google Scholar 

  • Jermy, T. 1984. Evolution of insect/host plant relationships.Am. Nat. 124:609–630.

    Google Scholar 

  • Khattar, P., andSaxena, K.N. 1978. Interaction of visual and olfactory stimuli determining orientation ofPapilio demoleus larvae.J. Insect Physiol. 24:571–576.

    Google Scholar 

  • Kindl, H., andHoffmann-Ostenhof, O. 1966. Cyclite: Biosynthese, Stoffwechsel und Vorkommen.Fortschr. Chem. Org, Nat. 24:149–205.

    Google Scholar 

  • McLafferty, F.W. 1957. Mass spectrometric analysis.Anal. Chem. 29:1782–1789.

    Google Scholar 

  • Miller, J.S. 1987. Phylogenetic Studies in the Papilioninae (Lepidoptera: Papilionidae).Bull. Am. Mus. Nat. Hist. 186:365–512.

    Google Scholar 

  • Mix, D.B., Guinaudeau, H., andShamma, M. 1983. The aristolochic acids and aristolactams.J. Nat. Prod. 45:657–666.

    Google Scholar 

  • Nishida, R. 1977. Oviposition stimulants of some Papilionid butterflies contained in their host plants.Botyu-Kagaku 42:133–140.

    Google Scholar 

  • Nishida, R., andFukami, H. 1989. Oviposition stimulants of an Aristolochiaceae-feeding swallowtail butterfly,Atraphaneura alcinous.J. Chem. Ecol. 15:2565–2575.

    Google Scholar 

  • Nishida, R., Ohsugi, T., Kokubo, S., andFukami, H. 1987. Oviposition stimulants of Citrusfeeding swallowtail butterfly,Papilio xuthus L.Experientia 43:342–344.

    Google Scholar 

  • Numata, A., Hokimoto, K., Shimada, A., Yamaguchi, H., andTakaishi, K. 1979. Plant constituents biologically active to insects. I. Feeding stimulants for the larvae of the yellow butterfly.Eurema hecabe mandarina.Chem. Pharm. Bull. 27:602–608.

    Google Scholar 

  • Numata, A., Yamaguchi, H., Hokimoto, K., Ohtani, M., andTakaishi, K. 1985. Host-plant selection by the yellow butterfly larvae,Eurema hecabe mandarina (Lepidoptera: Pieridae): Attractants and arrestants.Appl. Entomol. Zool. 20:314–321.

    Google Scholar 

  • Ohsugi, T., Nishida, R., andFukami, H. 1985. Oviposition stimulant ofPapilio xuthus, a Citrus-feeding swallowtail butterfly.Agric. Biol. Chem. 49:1897–1900.

    Google Scholar 

  • Ohsugi, T., Nishida, R., andFukami, H. 1991. Multi-component system of oviposition stimulants for a Rutaceae-feeding swallowtail butterfly,Papilio xuthus (Lepidoptera: Papilionidae).Appl. Entomol. Zool. 26:29–40.

    Google Scholar 

  • Opler, P.A., andKrizek, G.O. 1984. Butterflies East of the Great Plains. Johns Hopkins University Press, Baltimore, Maryland.

    Google Scholar 

  • Papaj, D.R. 1986a. Conditioning of leaf-shape discrimination by chemical cues in the butterfly,Battus philenor.Anim. Behav. 34:1281–1288.

    Google Scholar 

  • Papaj, D.R. 1986b. Interpopulation differences in host-selection behavior by pipevine swallowtail butterflies (Battus philenor).Evolution 40:518–530.

    Google Scholar 

  • Plouvier, V. 1956. Sur la recherche de quelques cyclitols: Viburnitol, scyllitol, pinitol. C.R.Acad. Sci. 242:2389–2392.

    Google Scholar 

  • Plouvier, V. 1963. Distribution of aliphatic polyols and cyclitols, pp. 313–336,in T. Swain (ed.). Chemical Plant Taxonomy. Academic Press, London and New York.

    Google Scholar 

  • Rausher, M.D. 1980. Host abundance, juvenile survival and oviposition preferences inBattus philenor.Evolution 34:342–355.

    Google Scholar 

  • Reese, J.C., Chan, B.G., andWeiss, A.C., Jr. 1982. Effects of cotton condensed tannin, maysin (corn) and pinitol (soybeans) onHeliothis zea growth and development.J. Chem. Ecol. 8:1429–1436.

    Google Scholar 

  • Renwick, J.A.A., andRadke, C.D. 1983. Chemical recognition of host plants for oviposition by the cabbage butterfly,Pieris rapae (Lepidoptera: Pieridae).Environ. Entomol. 12:446–450.

    Google Scholar 

  • Saxena, K.N., andGoyal, S. 1978. Host-plant relations of the citrus butterflyPapilio demoleus L.: Orientational and ovipositional responses.Entomol. Exp. Appl. 24:1–10.

    Google Scholar 

  • Saxena, K.N., andPrabha, S. 1975. Relationship between the olfactory sensilla ofPapilio demoleus L. larvae and their orientation responses to different odours.J. Entomol. Ser. A, 50:119–126.

    Google Scholar 

  • Scriber, J.M. 1984. Larval foodplant utilization by the world Papilionidae (Lep.): Latitudinal gradients reappraised.Tokurana 6/7:1–50.

    Google Scholar 

  • Sharon, N., andLis, H. 1989. Lectins as cell recognition molecules.Science 246:227–234.

    Google Scholar 

  • Sherman, W.R., Eilers, N.C., andGoodwin, S.L. 1970. Combined gas chromatography-mass spectrometry of the inositol trimethylsilyl ethers and acetate esters.Org. Mass Spectrom. 3:829–840.

    Google Scholar 

  • Silverstein, R.M., Bassler, G.C., andMorill, T.C. 1974. Spectrometric Identification of Organic Compounds. John Wiley & Sons, New York. p. 15.

    Google Scholar 

  • Takaishi, K., Yamamoto, K., andKawahara, Y. 1969. Studies on the relationship between the food life ofLuehdorfia japonica Leech and the chemical components ofHeterotropa andAsiasarum genera.Yakugaku Zasshi 89:1144–1148.

    Google Scholar 

  • Tarazona, J.V., andSanz, F. 1990. Toxicity of fractions obtained from the legume speciesAstragalus lusitanicus Lam.lusitanicus. Toxicon 28:235–237.

    Google Scholar 

  • Traynier, R.M.M. 1984. Associative learning in the ovipositional behaviour of the cabbage butterfly,Pieris rapae.Physiol. Entomol. 9:465–472.

    Google Scholar 

  • Traynier, R.M.M. 1986. Visual learning in assays of sinigrin solution as an oviposition releaser for the cabbage butterfly,Pieris rapae.Entomol. Exp. Appl. 40:25–33.

    Google Scholar 

  • Traynier, R.M.M. 1987. Learning without neurosis in host finding and oviposition by the cabbage butterfly,Pieris rapae, pp. 243–247,in V. Labeyrie, G. Fabres, and D. Lachaise (eds.). Insects-Plants. W. Junk Publishers, Dordrecht, The Netherlands.

    Google Scholar 

  • Tyler, H.A. 1975. The Swallowtail Butterflies of North America. Naturegraph, Healdsburg, California.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Papaj, D.R., Feeny, P., Sachdev-Gupta, K. et al. d-(+)-Pinitol, an oviposition stimulant for the pipevine swallowtail butterfly,Battus philenor . J Chem Ecol 18, 799–815 (1992). https://doi.org/10.1007/BF00994616

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00994616

Key Words

Navigation