(2R,3S)-2,3-Octanediol, a Female-Produced Sex Pheromone of Megopis costipennis (Coleoptera: Cerambycidae: Prioninae)

During field screening trials of a number of known cerambycid pheromones in China, males of Megopis costipennis (White) (Coleoptera: Cerambycidae: Prioninae: Callipogonini) were found to be specifically attracted to racemic anti-2,3-octanediol, suggesting that one of the enantiomers of this compound might be a female-produced sex pheromone of this species. Analysis of volatiles produced by beetles of both sexes confirmed this hypothesis: females produced (2R,3S)-2,3-octanediol, whereas males did not, and in coupled gas chromatography–electroantennogram detection analyses, antennae from male beetles responded strongly to this compound. In field trials, males were equally attracted to traps baited with either (2R,3S)-2,3-octanediol or racemic anti-2,3-octanediol, indicating that the enantiomeric (2S,3R)-2,3-octanediol does not antagonize attraction to the naturally produced enantiomer. Thus, the more economical racemic anti-2,3-octanediol can be used for trap baits for this species. Homologous 2,3-hexanediols previously had been identified as sex pheromones or sex attractants of prionine species in the genus Tragosoma Audinet-Serville of the tribe Meroscelisini.