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Two Genera of Aulacoscelinae Beetles Reflexively Bleed Azoxyglycosides Found in Their Host Cycads

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Abstract

Aulacoscelinae beetles have an ancient relationship with cycads (Cycadophyta: Zamiaceae), which contain highly toxic azoxyglycoside (AZG) compounds. How these “primitive” leaf beetles deal with such host-derived compounds remains largely unknown. Collections were made of adult Aulacoscelis appendiculata from Zamia cf. elegantissima in Panama, A. vogti from Dioon edule in Mexico, and Janbechynea paradoxa from Zamia boliviana in Bolivia. Total AZG levels were quantified in both cycad leaves and adult beetles by high performance liquid chromatography (HPLC). On average, cycad leaves contained between 0.5–0.8% AZG (frozen weight, FW), while adult beetles feeding on the same leaves contained even higher levels of the compounds (average 0.9–1.5% FW). High AZG levels were isolated from reflex bleeding secreted at the leg joints when beetles were disturbed. Nuclear magnetic resonance and mass spectroscopy identified two AZGs, cycasin and macrozamin, in the reflex bleeding; this is the first account of potentially plant-derived compounds in secretions of the Aulacoscelinae. These data as well as the basal phylogenetic position of the Aulacoscelinae suggest that sequestration of plant secondary metabolites appeared early in leaf beetle evolution.

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References

  • Bowers, M. D., and Larin, Z. 1989. Acquired chemical defense in the lycaenid butterfly, Eumaeus atala. J. Chem. Ecol. 15:1133–1146.

    Article  CAS  Google Scholar 

  • Carrel, J., and Eisner, T. 1974. Cantharidin: potent feeding deterrent to insects. Science 183:755–757.

    Article  CAS  PubMed  Google Scholar 

  • Cox, M. L., and Windsor, D. M. 1999. The first instar larva of Aulacoscelis appendiculata n. sp. (Coleoptera: Chrysomelidae: Aulacoscelinae) and its value in the placement of the Aulacoscleinae. J. Nat. Hist. 33:1049–1087.

    Article  Google Scholar 

  • De Luca, P., Moretti, A., Sabato, S., and Siniscalco Gigliano, G. 1980. The ubiquity of cycasin in cycads. Phytochemistry 19:2230–2231.

    Article  Google Scholar 

  • Deroe, C., and Pasteels, J. 1982. Distribution of adult defense glands in chrysomelids (Coleoptera: Chrysomelidae) and its significance in the evolution of defense mechanisms within the family. J. Chem. Ecol. 8:67–82.

    Article  Google Scholar 

  • Kobayashi, A., and Matsumoto, H. 1965. Studies on methylazoxymethanol, the aglycone of cycasin: Isolation, biological, and chemical properties. Arch. Biochem. Biophys. 110:373–380.

    Article  CAS  PubMed  Google Scholar 

  • Laqueur, G. L., and Spatz, M. 1968. Toxicology of cycasin. Cancer Res. 28:2262–2267.

    CAS  PubMed  Google Scholar 

  • Medvedev, L. N. 1968. Leaf beetles of kara tau (in Russian). pp. 155–165 in B. B. Rohdendorf (ed.). Zhurskie Nasekhomie Katatau. Nauka, Moscow.

    Google Scholar 

  • Rothschild, M., Nash, R. J., and Bell, E. A. 1986. Cycasin in the endangered butterfly Eumaeus atala florida. Phytochemistry 25:1853–1854.

    Article  CAS  Google Scholar 

  • Santiago-Blay, J. A. 2004. Some aspects of the biology of the Aulacoscelinae Chapuis 1874 (Orsodacnidae or Chrysomelidae, sensu lato), with a description of new species of Janbechynea. in P. H. Jolivet, J. A. Santiago-Blay, M. Schmitt (eds.). New Developments in the Biology of Chrysomelidae. SPB Academic Publishing. The Hague, The Netherlands.

    Google Scholar 

  • Schneider, D., Wink, M., Sporer, F., and Lounibos, P. 2002. Cycads: Their evolution, toxins, herbivores and insect pollinators. Naturwissenschaften 89:281–294.

    Article  CAS  PubMed  Google Scholar 

  • Seawright, A., Brown, A.W., Nolan, C. C., and Cavanagh, J. B. 1990. Selective degeneration of cerebellar cortical neurons caused by cycad neurotoxin, L-β-methylaminoalanine (L-BMAA), in rats. Neuropathol. App. Neurobiol. 16 :153–169.

    Article  CAS  Google Scholar 

  • Teas, H. J. 1967. Cycasin synthesis in Seirarctia echo (Lepidoptera) larvae fed methylazoxymethanol. Biochem. Biophys. Res. Com. 26:686–690.

    Article  CAS  PubMed  Google Scholar 

  • Windsor, D., Ness, J., Gomez, L. D., and Jolivet, P. 1999. Species of Aulacoscelis Duponchal and Chevorlat (Chrysomelidae) and Nomotus Gorham (Languriidae) feed on fronds of Central American cycads. Col. Bull. 53: 217–231.

    Google Scholar 

  • Yagi, F. 2004. Azoxyglycoside content and [beta]-glycosidase activities in leaves of various cycads. Phytochemistry 65:3243–3247.

    Article  CAS  PubMed  Google Scholar 

  • Zhang, J.-F. 2004. The first find of chrysomelids (Insecta: Coleopetra: Chrysomeloidea) from Callovian-Oxfordian Daohugou biota of China. Geobios 38:865–871.

    Article  Google Scholar 

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Acknowledgements

We are grateful to the following people for assistance; Laura Yañez (Universidad Autónoma de San Luís Potosí) and Alberto S. Taylor (Universidad de Panamá) for advice and field information, Alejandro Beqarano (Natural History Museum Noel Kempf Mercado) and Tony Bonasso (Reserva Privada Patrimonio Natural - Potrerillos del Guenda), Santa Cruz, Bolivia; Titto Varughese, Humberto Ortega, and Johannys Lakey (Universidad de Panamá) for assistance during AZG isolation, HPLC, and NMR analysis and Alexandra Furtos-Matel (Universitè de Montréal) for MS analysis. As well, we thank two anonymous reviewers and Guillaume Dury for insightful comments to an earlier version of the manuscript. This research was funded by McGill’s Neotropical Environmental Option program, the Smithsonian Tropical Research Institute, the Mexican government through CONACYT, and an NSERC operating grant to J.C.B. Leaf and beetle collections in Panama were performed under Panama’s Ministry of the Environment (ANAM) permit numbers SE/AP-4-09, SE/AP-7-10).

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Correspondence to Jacqueline C. Bede.

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Prado, A., Ledezma, J., Cubilla-Rios, L. et al. Two Genera of Aulacoscelinae Beetles Reflexively Bleed Azoxyglycosides Found in Their Host Cycads. J Chem Ecol 37, 736–740 (2011). https://doi.org/10.1007/s10886-011-9977-5

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  • DOI: https://doi.org/10.1007/s10886-011-9977-5

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