Journal of Chemical Ecology

, Volume 21, Issue 10, pp 1619–1629 | Cite as

Structure, chirality, and field testing of a male-produced aggregation pheromone of Asian palm weevilRhynchophorus bilineatus (Montr.) (Coleoptera: Curculionidae)

  • A. Cameron Oehlschlager
  • R. N. B. Prior
  • Alice L. Perez
  • Regine Gries
  • Gerhard Gries
  • Harold D. PierceJr.
  • Sam Laup
Article

Abstract

4-Methyl-5-nonanol is a male-produced aggregation pheromone of the Asian palm weevil,Rhynchophorus bilineatus (Montr.). The pheromone was identified by coupled gas chromatographic-electroantennographic detection (GC-EAD) and coupled GC-mass spectrometric (MS) analyses of male-and female-produced volatiles. Analyses by GC-EAD and GC-MS of weevil-produced and stereoselectively synthesized isomers of 4-methyl-5-nonanol on a Cyclodex B column, which separated isomers with baseline resolution, revealed that only (4S,5S)-4-methyl-5-nonanol is EAD active and produced by the males. In field experiments in Papua New Guinea, (4S,5S)-4-methyl-5-nonanol and a racemic mixture of disatereoisomers of it enhanced attraction of male and female weevils to sugarcane-baited traps. (4S,5S)-4-Methyl-5-nonanol is also an aggregation pheromone of two other Asian palm weevils.R. ferrugineus (Oliv.) andR. vulneratus (Panz.). The stereoisomeric mixture of 4-methyl-5-nonanol is currently used to manage populations ofR. bilineatus in Papua New Guinea.

Key Words

Coleoptera Curculionidae Rhynchophorus bilineatus aggregation pheromone pheromone chirality (4S,5S)-4-methyl-5-nonanol coconut palm 

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Copyright information

© Plenum Publishing Corporation 1995

Authors and Affiliations

  • A. Cameron Oehlschlager
    • 1
  • R. N. B. Prior
    • 2
  • Alice L. Perez
    • 1
  • Regine Gries
    • 3
  • Gerhard Gries
    • 3
  • Harold D. PierceJr.
    • 1
  • Sam Laup
    • 2
  1. 1.Department of ChemistrySimon Fraser UniversityBurnabyCanada
  2. 2.Papua New Guinea Cocoa and Coconut Research InstituteRabaul, E. N. B. PapuaNew Guinea
  3. 3.Centre for Pest Management, Department of Biological SciencesSimon Fraser UniversityBurnabyCanada

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