Abstract
Adult male Ithomiinae feed at plants containing pyrrolizidine alkaloids. Certain species secrete on hairs of the “costal fringe,” a specialized organ on their hindwings, a novel γ-lactone structurally related to the unusual branched-chain acids that are unique to these alkaloids.
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Brower, L.P., Brower, J.V.Z., andCranston, F.P. 1965. Courtship behavior of the queen butterfly,Danaus gilippus berenice (Cramer).Zoologica N.Y. 50:1–39.
Edgar, J.A. 1975. Danainae (Lep.) and 1,2-dehydropyrrolizidine alkaloid-containing plants—with reference to observations made in the New Hebrides.Philos. Trans. R. Soc. London Ser. B. 272:467–476.
Edgar, J.A., andCulvenor, C.C.J. 1974. Pyrrolizidine ester alkaloid in danaid butterflies.Nature 248:614–616.
Edgar, J.A., Culvenor, C.C.J., andRobinson, G.S. 1973. Hairpencil dihydropyrrolizines of Danainae from the New Hebrides.J. Aust. Entomol. Soc. 12:144–150.
Edgar, J.A. Culvenor, C.C.J., andSmith, L.W. 1971. Dihydropyrrolizine derivatives in the “hair-pencil” secretions of danaid butterflies.Experientia 27:761, 762.
Fleck, F. Rossi, A. Hinder, M., andSchinz, H. 1950. Die katalytische Hydrierung der enolisierbarn α-Keto-γ-lactone.Helv. Chim. Acta 33:130–139.
Jackman, L.M., andSternhell, S. 1969. Applications of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry, 2nd edition. Pergamon, Oxford. 456 pp.
Meinwald, J. Boriack, C.J. Schneider, D. Boppré, M. Wood, W.F., andEisner, T. 1974. Volatile ketones in the hairpencil secretion of danaid butterflies (Amauris and Danaus).Experientia 30:721–723.
Meinwald, J. Meinwald, Y.C., andMazzocchi, P.H. 1969. Sex pheromone of the queen butterfly: Chemistry.Science 164:1174, 1175.
Meinwald, J. Meinwald, Y.C. Wheeler, J.W. Eisner, T., andBrower, L.P. 1966. Major components in the exocrine secretion of a male butterfly (Lycorea).Science 151:583–585.
Meinwald, J.,Thompson, W.R.,Eisner, T., andOwen, D.F. 1971. Pheromones. VII. African monarch: major components of the hairpencil secretion.Tetrahedron Lett. 3485–3488.
Myers, J., andBrower, L.P. 1969. A behavioural analysis of the courtship pheromone receptors of the Queen butterfly,Danaus gilippus berenice.J. Insect Physiol. 15:2117–2130.
Pliske, T.E. 1975. Attraction of Lepidoptera to plants containing pyrrolizidine alkaloids.Environ. Entomol. 4:455–473.
Pliske, T.E. Edgar, J.A., andCulvenor, C.C.J. 1975. The chemical basis of attraction of ithomiine butterflies to plants containing pyrrolizidine alkaloids.J. Chem. Ecol. 2(3):255–262.
Pliske, T.E., andEisner, T. 1969. Sex pheromone of the queen butterfly: Biology.Science 164:1170–1172.
Schneider, D., andSeibt, U. 1969. Sex pheromone of the queen butterfly: Electroantennogram responses.Science 164:1173, 1174.
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Edgar, J.A., Culvenor, C.C.J. & Pliske, T.E. Isolation of a lactone, structurally related to the esterifying acids of pyrrolizidine alkaloids, from the costal fringes of male Ithomiinae. J Chem Ecol 2, 263–270 (1976). https://doi.org/10.1007/BF00988276
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DOI: https://doi.org/10.1007/BF00988276