Journal of Chemical Ecology (2006) 32, 2749-2761

Miguel Borges, Michael Birkett, Jeffrey R. Aldrich, James E. Oliver, Mitsuo Chiba, Yasuhiro Murata, Raul A. Laumann, José Alexandre Barrigossi, John A. Pickett and Maria C.B. Moraes (2006)
Sex attractant pheromone from the rice stalk stink bug, Tibraca limbativentris Stal
Journal of Chemical Ecology 32 (12), 2749-2761
Abstract: The male-produced sex pheromone from the Brazilian rice stalk stink bug Tibraca limbativentris is reported. Olfactometer bioassays with sexually mature males and females showed that males attracted females, which suggests that males release a sex pheromone. Males were not attracted to either sex, nor were females attractive to conspecific females. Attraction of the females to males was highest at night. The headspace volatiles collected from male and female bugs were analyzed by gas chromatography (GC) and GC-mass spectrometry. Two male-specific compounds were identified as isomers of 1' S-zingiberenol, whereas a series of defensive compounds were identified in extracts from both sexes. Zingiberenol has three chiral centers, and the nonselective syntheses used produced two groups of isomers, zingiberenol I containing four isomers, namely (1RS,4RS,1' R)-4-(1',5'-dimethylhex-4'-enyl)-1-methylcyclohex-2-en-1-ol, and zingiberenol II containing the other four isomers, namely (1RS,4RS,1' S)-4-(1',5'-dimethylhex-4'-enyl)-1-methylcyclohex-2-en-1-ol. Both groups of stereoisomers were more attractive than hexane controls. The absolute configuration of the insect-produced pheromonal components remains to be elucidated, but the 1' S stereochemistry was established for at least one of the isomers.
(The abstract is excluded from the Creative Commons licence and has been copied with permission by the publisher.)
Link to article at publishers website
Database assignments for author(s): Miguel Borges, José Alexandre F. Barrigossi, Raúl Alberto Laumann, Michael A. Birkett, John A. Pickett, Jeffrey R. Aldrich

Research topic(s) for pests/diseases/weeds:
pheromones/attractants/traps

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Pest and/or beneficial records:

Beneficial	Pest/Disease/Weed	Crop/Product	Country	Quarant.
	Tibraca limbativentris