Naturwissenschaften

, Volume 96, Issue 12, pp 1443–1449

Orange/lemon-scented beetles: opposite enantiomers of limonene as major constituents in the defensive secretion of related carabids

Authors

    • Department of Chemistry, Chemical Biology and Biomedical EngineeringStevens Institute of Technology
  • Xiaogang Wu
    • Department of Chemistry, Chemical Biology and Biomedical EngineeringStevens Institute of Technology
  • David R. Maddison
    • Department of EntomologyUniversity of Arizona
  • Kipling W. Will
    • Department of Environmental Science, Policy and Management, Division of Organisms and EnvironmentUniversity of California
SHORT COMMUNICATION

DOI: 10.1007/s00114-009-0596-8

Cite this article as:
Attygalle, A.B., Wu, X., Maddison, D.R. et al. Naturwissenschaften (2009) 96: 1443. doi:10.1007/s00114-009-0596-8

Abstract

The major constituent in the pygidial gland defensive fluid of the carabid beetle Ardistomis schaumii is (R)-(+)-limonene, whereas that of Semiardistomis puncticollis is (S)-(−)-limonene. This was an unanticipated result, since it is not very common to find the opposite enantiomers of the same compound among the secondary metabolites of related species. Moreover, the glandular liquid of A. schaumii contains 1,8-cineole, and that of S. puncticollis has β-pinene, β-phellandrene, sabinene, and p-cymene. Of about 500 carabid species that have been chemically investigated, this is the first report of the presence of such complex mixtures of monoterpenes in their defensive secretions.

Keywords

Carabid beetleβ-pinenep-cymeneTerpenesSemiardistomis puncticollisArdistomis schaumiiLimonene

Supplementary material

114_2009_596_Fig3_ESM.jpg (188 kb)
Supplementary Figure 1

Semiardistomis puncticollis, a lemon-scented beetle (total body length, 6.25 mm) (JPG 192 kb)

Copyright information

© Springer-Verlag 2009