Source:http://linkedlifedata.com/resource/pubmed/id/12035931
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rdf:type | |
lifeskim:mentions | |
pubmed:issue |
4
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pubmed:dateCreated |
2002-5-30
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pubmed:abstractText |
The enantiomerically pure diastereoisomers (1R,4S,4aR,7S,7aR)- (1) and (1R,4R,4aR,7S,7aR)-dihydronepetalactol (2) were synthesized diastereoselectively from a renewable resource, (4aS,7S,7aR)-nepetalactone (3), isolated as the main constituent of the essential oil of the catmint plant Nepeta cataria. The stereochemistry of the compounds was determined by NMR spectroscopy and X-ray crystallography, and the compounds were identified, respectively, as neomatatabiol and isoneomatatabiol, natural products from Actinidia polygama, for which the lactol stereochemistry was previously incompletely defined. Compound 1 was found to catch significant numbers of three species of lacewing in the field: in Korea. Chrysopa cognata, and in the United Kingdom, Nineta vittata and most notably Peverimhoffina gracilis. All species caught in significant numbers were found more frequently in traps releasing 1 than 2, while more C. cognata, C. formosa, and C. phyllochroma were found in traps releasing (1R,4aS,7S,7aR)-nepetalactol (4). The catch of P. gracilis with 1 is of particular interest as this lacewing has only recently been recorded in the United Kingdom. Where sexed, the lacewings of all species trapped were found to be male, implying a possible pheromonal role for these or structurally related compounds.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:citationSubset |
IM
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pubmed:chemical |
http://linkedlifedata.com/resource/pubmed/chemical/Cyclopentanes,
http://linkedlifedata.com/resource/pubmed/chemical/Lactones,
http://linkedlifedata.com/resource/pubmed/chemical/Pyrones,
http://linkedlifedata.com/resource/pubmed/chemical/Sex Attractants,
http://linkedlifedata.com/resource/pubmed/chemical/nepetalactone
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pubmed:status |
MEDLINE
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pubmed:month |
Apr
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pubmed:issn |
0098-0331
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pubmed:author | |
pubmed:issnType |
Print
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pubmed:volume |
28
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
849-64
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pubmed:dateRevised |
2006-11-15
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pubmed:meshHeading |
pubmed-meshheading:12035931-Animals,
pubmed-meshheading:12035931-Aphids,
pubmed-meshheading:12035931-Crystallography, X-Ray,
pubmed-meshheading:12035931-Cyclopentanes,
pubmed-meshheading:12035931-Electrophysiology,
pubmed-meshheading:12035931-Gas Chromatography-Mass Spectrometry,
pubmed-meshheading:12035931-Lactones,
pubmed-meshheading:12035931-Magnetic Resonance Spectroscopy,
pubmed-meshheading:12035931-Male,
pubmed-meshheading:12035931-Pyrones,
pubmed-meshheading:12035931-Sex Attractants,
pubmed-meshheading:12035931-Stereoisomerism
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pubmed:year |
2002
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pubmed:articleTitle |
Characterization of (1'R,4S,4aR,7S,7aR)-dihydronepetalactol as a semiochemical for lacewings, including Chrysopa spp. and Peyerimhoffina gracilis.
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pubmed:affiliation |
Biological Chemistry Division, IACR-Rothamsted Harpenden, Herts, United Kingdom.
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pubmed:publicationType |
Journal Article,
Research Support, Non-U.S. Gov't
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