A pheromone analogue affects the evaporation rate of (+)-disparlure in Lymantria dispar

Pest Manag Sci. 2014 Apr;70(4):674-81. doi: 10.1002/ps.3609. Epub 2013 Aug 9.

Abstract

Background: The gypsy moth Lymantria dispar L. is a widespread pest that causes economic damage to cork oak forests. Females produce the sex pheromone (+)-(7R,8S)-epoxy-2-methyloctadecane, known as (+)-disparlure [(+)D], for long-distance attraction of conspecific males. A (+)D analogue, 2-decyl-1-oxaspiro[2.2]pentane (OXP-01), neither stimulating nor attractive by itself, causes short-time inhibition of male response in a 1:1 blend with (+)D. The authors investigated whether and how the biological activity of the natural pheromone is affected by OXP-01 on a long-time basis (up to 16 days), also by looking at possible physicochemical reciprocal interactions.

Results: Blending of (+)D with OXP-01 decreased, under low evaporation rate, the pheromone effectiveness, as assessed by electroantennogram recordings. In male trappings, within the first 24 h, OXP-01 decreased and later enhanced the blend attractiveness, but only under high evaporation rate. Gas chromatography-mass spectroscopy indicates that quantitative retrieval of (+)D from blend cartridges is higher than for pure pheromone, and nuclear magnetic resonance measurements show that OXP-01 produces, possibly by Van der Waals interactions, a bimolecular entity with pheromone causing retention and lengthening of its attractiveness over time.

Conclusion: The biological and physicochemical interactions between (+)D and OXP-01 may provide valuable information for the optimisation of pheromone-based control strategies for gypsy moths.

Keywords: behaviour; electrophysiology; insects; pheromone; self-diffusion nuclear magnetic resonance.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkanes / chemistry*
  • Alkanes / pharmacology
  • Animals
  • Arthropod Antennae / physiology
  • Behavior, Animal
  • Electrophysiology
  • Epoxy Compounds / chemistry*
  • Epoxy Compounds / pharmacology
  • Italy
  • Male
  • Moths / physiology
  • Sex Attractants / chemistry*
  • Sex Attractants / pharmacology
  • Spiro Compounds / chemistry*
  • Spiro Compounds / pharmacology

Substances

  • Alkanes
  • Epoxy Compounds
  • Sex Attractants
  • Spiro Compounds
  • disparlure