Abstract
Sequestration of dietary pyrrolizidine alkaloids (PA) by larvae and adults of six European arctiid moth species (Spilosoma lubricipeda, Arctia caja, Phragmatobia fuliginosa, Callimorpha dominula, Diacrisia sannio, andTyria jacobaeae) was investigated for comparison with the well-studied Asian arctiidCreatonotos transiens. Larvae of all species metabolized free PA bases into the respectiveN-oxides. Only adults ofA. caja, P. fuliginosa, andS. lubricipeda, but not their larvae, converted dietary 7(S)-heliotrine to 7(R)-heliotrine, a direct precursor of a male pheromone in some arctiids, 7(R)-hydroxydanaidal. The larval integument figures as the main storage site for resorbed alkaloids; only minor amounts were found in other tissues. In addition, a significant amount of alkaloid is deposited in the cocoon ofArctia caja; only traces of alkaloids could be found in the meconium and the exuviae of this species. A substantial part of the alkaloids fed was degraded to unknown, nonalkaloidal products.
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References
Aplin, R.T., Benn, M.H., andRothschild, M. 1968. Poisonous alkaloids in the body tissues of the cinnabar moth (Callimorpha dominula L.).Nature 219:747–748.
Bell, T.W., andMeinwald, J. 1986. Pheromones of two arctiid moths (Creatonotos transiens andC. gangis): Chiral components from both sexes and achiral female components.J. Chem. Ecol. 12:387–409.
Bergomaz, R., andBoppré, M. 1986. A simple instant diet for rearing arctiids and other moths.J. Lepid. Soc. 40: 131–137.
Birch, M.C., Poppy, G.M., andBaker, T.C. 1990. Scents and eversible scent structures of male moths.Annu. Rev. Entomol. 35:25–58.
Boppré, M. 1986. Insects pharmacophagously utilizing defensive plant chemicals (Pyrrolizidine alkaloids).Naturwissenschaften 73:17–26.
Boppré, M. 1990. Lepidoptera and pyrrolizidine alkaloids: Exemplification of complexity in chemical ecology.J. Chem. Ecol. 16:165–186.
Boppré, M., andSchneider, D. 1985. Pyrrolizidine alkaloids quantitatively regulate both scent organ morphogenesis and pheromone biosynthesis in maleCreatonotos moths (Lepidoptera: Arctiidae).J. Comp. Physiol. 157a:569–577.
Boppré, M., andSchneider, D. 1990. The biology ofCreatonotos (Lepidoptera: Arctiidae) with special reference to the androconial system.Zool. J. Linn. Soc. 96:339–356.
Brower, L.P., Seiber, J.N., Nelson, C.J., Lynch, S.P., andHolland, M.M. 1984. Plant determined variation in the cardenolide content, thin-layer chromatography profiles, and emetic potency of monarch butterflies,Danaus plexippus L., reared on milkweed plants in California:Asclepias speciosa.J. Chem. Ecol. 10:601–630.
Brower, L.P., Nelson, C.J., Seiber, J.N., Fink, L.S., andBond, C. 1988. Exadaption as an alternative to coevolution in the cardenolide-based chemical defence of monarch butterflies (Danaus plexippus L.) against avian predators, pp. 447–475,in K.C. Spencer (ed.). Chemical Mediation of Coevolution. Academic Press, San Diego.
Conner, W.E., Eisner, T., Vander Meer, R.K., Guerrero, A., andMeinwald, J. 1981. Precopulatory sexual interaction in an arctiid moth (Utetheisa ornatrix): Role of a pheromone derived from dietary alkaloids.Behav. Ecol. Sociobiol. 9:227–235.
Dussourd, D.E., Ubik, K., Harvis, C., Resch, J., Meinwald, J., andEisner, T. 1988. Biparental endowment of eggs with acquired plant alkaloid in the mothUtetheisa ornatrix.Proc. Natl. Acad. Sci. U.S.A. 85:5992–5996.
Dussourd, D.E., Harvis, C.A., Meinwald, J., andEisner, T. 1989. Paternal allocation of sequestered plant pyrrolizidine alkaloid to eggs in the danaine butterfly,Danaus gilippus. Experientia 45:896–989.
Egelhaaf, A., Cölln, K., Schmitz, B., Buck, M., Wink, M., andSchneider, D. 1989. Organ specific storage of dietary pyrrolizidine alkaloids in the arctiid mothCreatonotos transiens.Z. Naturforsch. 42c:115–120.
Egelhaaf, A., Rick-Wagner, S., andSchneider, D. 1992. Development of the male scent organ ofCreatonotos transiens (Lepidoptera, Arctiidae) during metamorphosis.Zoomorphology 111:125–139.
Eisner, T. 1980. Chemistry, defence, and survival: Case studies and selected topics, pp. 357–878,in M. Locke and D.S. Smith (eds.). Insect Biology in the Future, Academic Press, New York.
Franzl, S., andNaumann, C.M. 1985. Cuticular cavities: Storage chambers for cyanoglucosidecontaining cavities in larvae of a zygaenid moth.Tissue Cell 17:267–278.
Franzl, S., Naumann, C.M., andNahrstedt, A. 1988. Cyanoglucoside storing cuticle ofZygaena larvae (Insecta, Lepidoptera).Zoomorphology 108:183–190.
Hartmann, T., Ehmke, A., Eilert, U., Borstel, Von K., andTheuring, C. 1989. Sites of synthesis, translocation and accumulation of pyrrolizidine alkaloid N-oxides inSenecio vulgaris.Planta 177:98–107.
Krasnoff, S.B., Bjostad, L.B., andRoelofs, W.L. 1987. Quantitative and qualitative variation in male pheromones ofPhragmatobia fuliginosa andPyrrharctia isabella (Lepidoptera: Arctiidae).J. Chem. Ecol. 13:807–822.
Nickisch-Rosenegk, Von E., andWink, M. 1993.Entomol. Gener. In press.
Nickisch-Rosenegk, Von E., Detzel, A., Schneider, D., andWink, M. 1990a. Carrier-mediated uptake of digoxin by larvae of the cardenolide sequestering moth,Syntomeida epilais.Naturwissenschaften 77:336–338.
Nickisch-Rosenegk, Von E., Schneider, D., andWink, M. 1990b. Time course of pyrrolizidine alkaloid processing in the alkaloid exploiting mothCreatonotos transiens.Z. Naturforsch. 45c:881–894.
Parsons, J.A. 1965. A digitalis-like toxin in the monarch butterfly,Danaus plexippusL.J. Physiol. 178:290–304.
Pliske, T.E. 1975. Courtship behaviour and use of chemical communication by males of certain species of ithomiine butterflies (Nymphalidae: Lepidoptera).Ann. Entomol. Soc. Am. 68:935–942.
Rothschild, M. 1985. British aposematic Lepidoptera, pp. 9–62,in J. Heath (ed.). The Moths and Butterflies in Great Britain and Ireland, Vol. 2. Harley Books, Colchester.
Rothschild, M., andReichstein, T. 1976. Some problems associated with the storage of cardiac glycosides by insects.Nova Acta Leopoldina Suppl. 7:507–550.
Rothschild, M., Aplin, R.T., Cockrum, P.A., Edgar, J.A., Fairweather, P., andLees, R. 1979. Pyrrolizidine alkaloids in arctiid moths (Lep.) with a discussion on host plant relationships and the role of these secondary plant substances in the Arctiidae.Biol. J. Linn. Soc. 12:305–326.
Schneider, D., Boppré, M., Zweig, J., Horsley, S.B., Bell, T.W., Meinwald, J., Hansen, K., andDiehl, E.W. 1982. Scent organ development inCreatonotos moths: Regulation by pyrrolizidine alkaloids.Science 215:1264–1265.
Scudder, G.G.E., Moore, C.B., andIsman, M.B. 1986. Sequestration of cardenolides inOncopeltus fasciatus: Morphological and physiological adaptations.J. Chem. Ecol. 12:1171–1187.
Vrieling, K. 1991. Costs and benefits of alkaloids ofSenecio jacobaeaL. PhD thesis. University of Leiden, Leiden, The Netherlands.
Wink, M. 1992. The role of quinolizidine alkaloids in plant-insect interactions, pp. 131–166,in E.A. Bernays (ed.). Insect-Plant Interactions, Vol. 4. CRC Press, London.
Wink, M., andSchneider, D. 1988. Carrier-mediated uptake of pyrrolizidine alkaloids in larvae of the alkaloid exploiting moth,Creatonotos transiens.Naturwissenschaften 75:524–525.
Wink, M., Schneider, D., andWitte, L. 1988. Biosynthesis of pyrrolizidine alkaloid-derived pheromones in the arctiid mothCreatonotos transiens: Stereochemical conversion of heliotrine.Z. Naturforsch. 43c:737–741.
Wink, M., Montllor, C.B., Bernays, E.A., andWitte, L. 1991.Uresiphita reversalis (Lepidoptera: Pyralidae): Carrier-mediated uptake and sequestration of quinolizidine alkaloids obtained from the host plantTeline monspessulana.Z. Naturforsch. 46c:1080–1088.
Wunderer, H., Hansen, K., Bell, T.W., Schneider, D., andMeinwald, J. 1986. Male and female pheromones in the behaviour of two Asian moths,Creatonotos (Lepidoptera: Arctiidae).Exp. Biol. 46:11–22.
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Von Nickisch-Rosenegk, E., Wink, M. Sequestration of pyrrolizidine alkaloids in several arctiid moths (Lepidoptera: Arctiidae). J Chem Ecol 19, 1889–1903 (1993). https://doi.org/10.1007/BF00983794
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DOI: https://doi.org/10.1007/BF00983794