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Chemoecology

, 19:73 | Cite as

Sequestration of prenylated benzoic acid and chromenes by Naupactus bipes (Coleoptera: Curculionidae) feeding on Piper gaudichaudianum (Piperaceae)

  • Clécio S. Ramos
  • Sergio A. Vanin
  • Massuo J. Kato
Research Paper

Abstract

The curculionid beetle Naupactus bipes (Germar, 1824) (Coleoptera: Curculionidae: Brachycerinae) has shown feeding preference for leaves of Piper gaudichaudianum, demonstrating an unexpected specificity for an insect considered to be a generalist. The leaves of P. gaudichaudianum contain the prenylated chromenes gaudichaudianic acid (4, major compound) and its methyl ester (5) in addition to a chromene (3) lacking one prenyl residue. In addition to 4, roots contain the chromone methyl ester (1) and methyl taboganate (2, major compound). Feeding on roots, larvae of N. bipes sequester exclusively the root-specific compounds 1 and 2. Adult beetles sequester the leaf-specific chromenes 3 and 4, but were found to also contain compounds 1 and 2 that are absent in leaves. Therefore, it is suggested that 1 and 2 are sequestered by larvae and can be found in the body of adult insects after long-term storage. In addition, 3 and 4, the major compounds in leaves were found to be associated with the eggs.

Keywords

Piperaceae Naupactus bipes Piper gaudichaudianum Sequestration Chromenes Prenylated benzoic acid derivatives 

Notes

Acknowledgments

Investigations were funded by grants from FAPESP and CNPq. The authors acknowledge Dr. Elsie F. Guimarães (Jardim Botânico do Rio de Janeiro, Rio de Janeiro, Brazil) for the identification of plant species. Special acknowledgments are due to the two anonymous referees who made important contributions to the manuscript.

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Copyright information

© Birkhäuser Verlag, Basel/Switzerland 2009

Authors and Affiliations

  • Clécio S. Ramos
    • 1
  • Sergio A. Vanin
    • 2
  • Massuo J. Kato
    • 1
  1. 1.Instituto de QuímicaUniversidade de São PauloSão PauloBrazil
  2. 2.Museu de Zoologia e Instituto de BiociênciasUniversidade de São PauloSão PauloBrazil

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