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

  • Athula B. Attygalle
  • Xiaogang Wu
  • David R. Maddison
  • Kipling W. Will
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

Copyright information

© Springer-Verlag 2009

Authors and Affiliations

  • Athula B. Attygalle
    • 1
  • Xiaogang Wu
    • 1
  • David R. Maddison
    • 2
  • Kipling W. Will
    • 3
  1. 1.Department of Chemistry, Chemical Biology and Biomedical EngineeringStevens Institute of TechnologyHobokenUSA
  2. 2.Department of EntomologyUniversity of ArizonaTucsonUSA
  3. 3.Department of Environmental Science, Policy and Management, Division of Organisms and EnvironmentUniversity of CaliforniaBerkeleyUSA