A Symmetrical Diester as the Sex Attractant Pheromone of the North American Click Beetle Parallelostethus attenuatus (Say) (Coleoptera: Elateridae)

J Chem Ecol. 2022 Aug;48(7-8):598-608. doi: 10.1007/s10886-022-01360-8. Epub 2022 Apr 9.

Abstract

Hexanoic acid, 1-octanol, 1,8-octanediol, octyl hexanoate, 1,8-octanediol monohexanoate, and 1,8-octanediol dihexanoate were identified in headspace volatiles collected from the crushed abdomen of a female click beetle of the species Parallelostethus attenuatus (Say) (Elaterinae, tribe Elaterini). In field trials carried out in Illinois, South Carolina, North Carolina, and Virginia, adult male beetles were strongly attracted to 1,8-octanediol dihexanoate alone. Blends of the dihexanoate with one or more of the other compounds proved to be less attractive than the dihexanoate alone, suggesting that the pheromone of this species may consist of a single compound. The symmetrical diester structure of the pheromone is a novel natural product and appears to be structurally unique among insect pheromones.

Keywords: 1,8-Octanediol dihexanoate; Click beetle; Elateridae; Sex pheromone.

MeSH terms

  • Animals
  • Coleoptera* / chemistry
  • Female
  • Male
  • North America
  • Pheromones / pharmacology
  • Sex Attractants* / chemistry
  • Sex Attractants* / pharmacology

Substances

  • Pheromones
  • Sex Attractants