Journal of Chemical Ecology

, Volume 31, Issue 11, pp 2705–2720

Pheromonal Activity of Compounds Identified from Male Phyllotreta cruciferae: Field Tests of Racemic Mixtures, Pure Enantiomers, and Combinations with Allyl Isothiocyanate

  • Miklós Tóth
  • Éva Csonka
  • Robert J. Bartelt
  • Allard A. Cossé
  • Bruce W. Zilkowski
  • Shin-Etsu Muto
  • Kenji Mori
Article

DOI: 10.1007/s10886-005-7621-y

Cite this article as:
Tóth, M., Csonka, É., Bartelt, R.J. et al. J Chem Ecol (2005) 31: 2705. doi:10.1007/s10886-005-7621-y
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Abstract

Four himachalene sesquiterpenes and (+)-γ-cadinene, previously identified as possible pheromone components from males of a North American population of Phyllotreta cruciferae Goeze (Coleoptera, Chrysomelidae), were tested for attractiveness in field trapping experiments in Hungary. A mixture of the four synthetic racemic himachalene derivatives and (+)-γ-cadinene from a botanical source was slightly attractive to beetles, but much more attractive when blended with the known host-plant-derived attractant allyl isothiocyanate. This result was consistent with a previous study in North America. In tests with optically pure synthetic compounds, a blend of the same himachalene enantiomers found from male beetles was equivalent to the corresponding blend of racemic compounds, whereas a blend of the opposite enantiomers was not active. Through subtraction tests, it was found that the single compound, (6R,7S)-2,2,6,10-tetramethylbicyclo[5.4.0.]undeca-9,11-diene [compound (+)-A in this study], was as active as the whole mixture, suggesting that this compound is the key pheromone component of the European population of P. cruciferae. During field trials, several congeneric species, including P. vittula, P. nemorum, P. nodicornis, and P. ochripes, also were caught, suggesting that the same compound(s) may be relatively widespread as pheromone components in this genus.

Key Words

Phyllotreta cruciferae Phyllotreta spp. Coleoptera Chrysomelidae field trapping pheromone sesquiterpene himachalene cadinene enantiomer electrophysiology 

Copyright information

© Springer Science + Business Media, Inc. 2005

Authors and Affiliations

  • Miklós Tóth
    • 1
  • Éva Csonka
    • 1
  • Robert J. Bartelt
    • 2
  • Allard A. Cossé
    • 2
  • Bruce W. Zilkowski
    • 2
  • Shin-Etsu Muto
    • 3
  • Kenji Mori
    • 3
  1. 1.Plant Protection InstituteHungarian Academy of SciencesBudapestHungary
  2. 2.USDA ARSNational Center for Agricultural Utilization ResearchPeoriaUSA
  3. 3.Insect Pheromone and Traps DivisonFuji Flavor Co., Ltd.Hamura CityJapan

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