Semiochemistry of the goldeneyed lacewing Chrysopa oculata: attraction of males to a male-produced pheromone

J Chem Ecol. 2004 Sep;30(9):1849-70. doi: 10.1023/b:joec.0000042406.76705.ab.

Abstract

Gas chromatographic-electroantennographic detection (G3C-EAD) experiments showed that antennae of males and females of the goldeneyed lacewing, Chrysopa oculata Say (Co. = Chrysopa), consistently responded to four compounds extracted from the abdominal cuticle of males:nonanal, nonanol, nonanoic acid, and (1R*,2S*,5R*,8R*)-iridodial. These compounds were not detected from abdominal cuticle of females. Thoracic extracts of both sexes contained antennal-stimulatory 1-tridecene and EAD-inactive skatole. Chrysopa oculata adults were most sensitive to (1R,2S,5R,8R)-iridodial standard at an EAD-response threshold between 0.1 and 1 pg, which was 10-100 times lower than thresholds for nonanal and nonanoic acid, and up to 10,000 times lower than thresholds for other compounds tested. A similar EAD response pattern was also found in another Chrysopa sp. (Co. quadripunctata Burmeister). In field-trapping experiments, (1R,2S,5R,8R)-iridodial was the only male-specific compound that attracted Co. oculata males. Males also were weakly attracted to (1R,4aS,7S,7aR)-nepetalactol (an aphid sex pheromone component), probably due to the 5% (1R,2S,5R,8R)-iridodial present in the synthetic sample as an impurity. A herbivore-induced plant volatile, methyl salicylate, increased attraction of males to (1R,2S,5R,8R)-iridodial, whereas 1-tridecene was antagonistic. No females were caught in the entire study. Scanning electron micrographs revealed numerous male-specific, elliptical epidermal glands on the 3rd-8th abdominal sternites of Co. oculata, which are likely the pheromone glands. Another lacewing species, Chrysoperla rufilabris (Burmeister) (Cl. = Chrysoperla), did not produce male-specific volatiles or possess the type of gland presumed to produce pheromone in Co. oculata males, but (Z)-4-tridecene was identified as a major antennal-stimulatory compound from thoracic extracts of both sexes of Cl. rufilabris. Thus, (1R,2S,5R,8R)-iridodial (or its enantiomer) is now identified as a male-produced male aggregation pheromone for Co. oculata, the first pheromone identified for lacewings.

Publication types

  • Comparative Study

MeSH terms

  • Aldehydes / chemistry
  • Aldehydes / pharmacology
  • Alkanes / chemistry
  • Alkanes / pharmacology
  • Alkenes / chemistry
  • Alkenes / pharmacology
  • Animals
  • Cyclopentane Monoterpenes
  • Cyclopentanes / chemistry
  • Cyclopentanes / pharmacology
  • Fatty Acids / chemistry
  • Fatty Acids / pharmacology
  • Female
  • Heteroptera / drug effects*
  • Heteroptera / physiology
  • Iridoids / chemistry
  • Iridoids / pharmacology
  • Male
  • Pyrones / chemistry
  • Pyrones / pharmacology
  • Scent Glands / chemistry
  • Sex Attractants / chemistry
  • Sex Attractants / pharmacology*
  • Skatole / chemistry
  • Skatole / pharmacology
  • Smell
  • Stereoisomerism

Substances

  • Aldehydes
  • Alkanes
  • Alkenes
  • Cyclopentane Monoterpenes
  • Cyclopentanes
  • Fatty Acids
  • Iridoids
  • Pyrones
  • Sex Attractants
  • nepetalactone
  • nonanal
  • iridodiol
  • 1-tridecene
  • pelargonic acid
  • Skatole
  • nonane