title: Identification of conjugated pentadecadienals as sex pheromone components of the sphingid moth, Dolbina tancrei.
abstract: Homologs of bombykal, (10E,12Z)-10,12-hexadecadienal, have been reported to be sex pheromones or sexual attractants of several species of sphingid moths. In this study, we identified novel bombykal analogs as sex pheromone components from a Japanese sphingid moth, Dolbina tancrei. Staudinger (Sphingidae: Lepidoptera). Sex pheromone gland extracts from calling female moths were subjected to gas chromatography/electroantennograhic detection (GC/EAD), gas chromatography/mass spectrometry (GC/MS), and gas chromatography (GC) analyses. GC/EAD analyses showed two active components in the crude pheromone extracts. GC/MS analysis determined these two components to be pentadecadienals. GC/MS of their MTAD derivatives showed conjugated double bonds at the 9- and 11-positions, indicating 9,11-pentadecadienals. The isomeric configurations of these candidates were determined by comparison of their Kováts retention indices with those of synthetic compounds. Field bioassays with the four isomers of 9,11-pentadecadienal and their mixtures confirmed that the two sex pheromone components of D. tancrei are (9E,11Z)-9,11-pentadecadienal and (9Z,11Z)-9,11-pentadecadienal, with the highest male catches observed for a 90:10 blend. This is the first report of 9,11-pentadecadienals as sex pheromone components in lepidopteran species.
authors.affiliation: Graduate School of Life and Environmental Sciences, University of Tsukuba, Tsukuba, Ibaraki, 305-8572, Japan.
authors.forename: Takuya
authors.initials: T
authors.lastname: Uehara
authors.forename: Hideshi
authors.initials: H
authors.lastname: Naka
authors.forename: Shigeru
authors.initials: S
authors.lastname: Matsuyama
authors.forename: Le
authors.initials: L
authors.lastname: van Vang
authors.forename: Tetsu
authors.initials: T
authors.lastname: Ando
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Honda
mesh_terms: D000466:Alkadienes / Q000032:analysis*; D000818:Animals; D005260:Female; D008297:Male; D009036:Moths / Q000502:physiology*; D012724:Sex Attractants / Q000737:chemistry* / Q000502:physiology; D012726:Sexual Behavior, Animal
chemical_list: D000466:Alkadienes; D012724:Sex Attractants; C066482:bombykal