Male-produced Sex Pheromone from the Neotropical Redbanded Stink Bug, Piezodorus guildinii (W.)

The male-produced sex pheromone of the neotropical redbanded stink bug, Piezodorus guildinii (W.) (Hemiptera: Pentatomidae), a serious pest of soybean in Central and South America, was identified as the sesquiterpene hydrocarbon β-sesquiphellandrene by coupled gas chromatography-mass spectrometry an...

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Bibliographic Details
Published in:Journal of chemical ecology 2007-06, Vol.33 (6), p.1235-1248, Article 1235
Main Authors: Borges, Miguel, Millar, Jocelyn G, Laumann, R. A, Moraes, Maria C. B
Format: Article
Language:English
Subjects:
Absolute configuration
Animal and plant ecology
Animal, plant and microbial ecology
Animals
Autoecology
Bioassays
Biological and medical sciences
chemical composition
enantiomers
Female
Filter paper
Fundamental and applied biological sciences. Psychology
Gas chromatography
Hemiptera
Heteroptera - drug effects
Heteroptera - physiology
hydrocarbons
Male
Males
Mass spectrometry
Mass spectroscopy
Odors
olfactometry
Pentatomidae
Piezodorus guildinii
Protozoa. Invertebrata
release rate
Sesquiterpenes - isolation & purification
Sesquiterpenes - pharmacology
sesquiterpenoids
Sex
sex attractants
Sex Attractants - isolation & purification
Sex Attractants - pharmacology
Sex pheromone
sex pheromones
Sexual Behavior, Animal - drug effects
Soybeans
synthesis
volatile compounds
β-sesquiphellandrene
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Summary:The male-produced sex pheromone of the neotropical redbanded stink bug, Piezodorus guildinii (W.) (Hemiptera: Pentatomidae), a serious pest of soybean in Central and South America, was identified as the sesquiterpene hydrocarbon β-sesquiphellandrene by coupled gas chromatography-mass spectrometry and laboratory bioassays. The identity was confirmed by comparison with an authentic standard, and its absolute configuration was determined to be (7R)-(+)-β-sesquiphellandrene. The mean rate of release was approximately 40 ng d-¹ male-¹. The compound was found only in extracts from sexually mature males. Laboratory olfactometer bioassays showed that 200 ng of the synthetic compound applied to a filter paper strip was as attractive to female bugs as odors from five 15-d-old live males, an airborne extract from males, or the fraction of the extract that contained (7R)-(+)-β-sesquiphellandrene.
ISSN:0098-0331
1573-1561
DOI:10.1007/s10886-007-9294-1