Identification and Field Assay of Two Aggregation Pheromone Components Emitted by Males of the Bark Beetle Polygraphus punctifrons (Coleoptera: Curculionidae).
(+)-(1R,2S)-Grandisol
(−)-(R)-Terpinen-4-ol
Enantiomeric separation
Picea abies
Preparative fraction collection
SPME
Journal
Journal of chemical ecology
ISSN: 1573-1561
Titre abrégé: J Chem Ecol
Pays: United States
ID NLM: 7505563
Informations de publication
Date de publication:
Apr 2019
Apr 2019
Historique:
received:
08
11
2018
accepted:
14
02
2019
revised:
07
02
2019
pubmed:
24
2
2019
medline:
8
6
2019
entrez:
24
2
2019
Statut:
ppublish
Résumé
The bark beetle Polygraphus punctifrons (Coleoptera: Curculionidae) is a species that feeds on Norway spruce (Picea abies) and is found in the Northern parts of Europe and Russia. The release of volatile organic compounds (VOCs) produced by males and females of P. punctifrons when the beetles bore into spruce stem sections in a laboratory environment was studied using solid phase microextraction (SPME). The sampled VOCs emitted by boring beetles were analysed by gas chromatography and mass spectrometry (GCMS). (+)-2-[(1R,2S)-1-Methyl-2-(prop-1-en-2-yl)cyclobutyl]ethanol [(+)-(1R,2S)-grandisol] and (-)-(R)-1-isopropyl-4-methyl-3-cyclohexen-1-ol [(-)-(R)-terpinen-4-ol] were identified to be male specific volatiles. The identity of the compounds was confirmed by comparison with synthetic samples. Field trials with synthetic compounds in Sweden showed that racemic grandisol per se was strongly attractive for both males and females, while (-)-(R)-terpinen-4-ol was not. Further, when adding (-)-(R)-terpinen-4-ol to rac-grandisol, a synergistic effect was observed as the trap catch of P. punctifrons was fourfold. (-)-(R)-Terpinen-4-ol by its own did not attract P. punctifrons but Polygraphus poligraphus, and the latter was also attracted to traps baited with a 10:90 mixture of the two compounds. Thus, we have identified (+)-(1R,2S)-grandisol as a main component and (-)-(R)-terpinen-4-ol as a minor component of the aggregation pheromone of P. punctifrons. This opens future possibilities to monitor and, if necessary, manage populations of P. punctifrons.
Identifiants
pubmed: 30796678
doi: 10.1007/s10886-019-01056-6
pii: 10.1007/s10886-019-01056-6
pmc: PMC6477006
doi:
Substances chimiques
Sex Attractants
0
Terpenes
0
Volatile Organic Compounds
0
terpinenol-4
562-74-3
grandisol
9S44Q9MKXB
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
356-365Subventions
Organisme : European regional development funds
ID : ?
Organisme : Swedish Research Council for Environment, Agricultural Sciences, and Spatial Planning
ID : 942-2016-11
Références
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pubmed: 26461842