Document Detail

Dolichodial: a new aphid sex pheromone component?
MedLine Citation:
PMID:  19023626     Owner:  NLM     Status:  MEDLINE    
The sex pheromones of many aphid species from the subfamily Aphididae comprise a mixture of the iridoids (cyclopentanoids) (1R,4aS,7S,7aR)-nepetalactol and (4aS,7S,7aR)-nepetalactone. In this paper, we investigate whether other chemicals, in addition to nepetalactol and nepetalactone, are released from Dysaphis plantaginea (rosy apple aphid) oviparae as part of their sex pheromone. Four compounds present in an air entrainment sample collected from D. plantaginea oviparae feeding on apple (Malus silvestris c.v. Braburn) elicited electrophysiological responses from male D. plantaginea. Active peaks were tentatively identified by gas chromatography (GC) coupled with mass spectrometry, with identification confirmed by peak enhancement with authentic compounds on GC columns of different polarities. The electroantennography-active chemicals were (1R,4aS,7S,7aR)-nepetalactol, (4aS,7S,7aR)-nepetalactone, (1S,2R,3S)-dolichodial, and phenylacetonitrile. (1S,2R,3S)-Dolichodial elicited a behavioral response from male D. plantaginea and naïve-mated female parasitoids, Aphidius ervi. This is the first report of electrophysiological and behavioral responses from any aphid morph to (1S,2R,3S)-dolichodial. Whether or not (1S,2R,3S)-dolichodial is a third component of the aphid sex pheromone is discussed.
Sarah Y Dewhirst; Michael A Birkett; Jean D Fitzgerald; Alex Stewart-Jones; Lester J Wadhams; Christine M Woodcock; Jim Hardie; John A Pickett
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2008-11-21
Journal Detail:
Title:  Journal of chemical ecology     Volume:  34     ISSN:  0098-0331     ISO Abbreviation:  J. Chem. Ecol.     Publication Date:  2008 Dec 
Date Detail:
Created Date:  2008-12-04     Completed Date:  2009-03-10     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  7505563     Medline TA:  J Chem Ecol     Country:  United States    
Other Details:
Languages:  eng     Pagination:  1575-83     Citation Subset:  IM    
Biological Chemistry Department, Rothamsted Research, Harpenden, Hertfordshire, AL5 2JQ, UK.
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MeSH Terms
Aphids / drug effects*,  physiology
Bicyclo Compounds, Heterocyclic / metabolism
Cyclopentanes / metabolism
Electrophysiological Processes / drug effects
Hymenoptera / drug effects,  physiology
Monoterpenes / analysis*,  chemistry,  pharmacology*
Pest Control
Pyrones / metabolism
Sex Attractants / chemistry*,  pharmacology*
Sexual Behavior, Animal / drug effects
Grant Support
//Biotechnology and Biological Sciences Research Council
Reg. No./Substance:
0/Bicyclo Compounds, Heterocyclic; 0/Cyclopentanes; 0/Monoterpenes; 0/Pyrones; 0/Sex Attractants; 0/dolichodial; 0/nepetalactol; 21651-62-7/nepetalactone

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