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    Discovery of tetrasubstituted pyrazines as semiochemicals in a sexually deceptive orchid

    Access Status
    Fulltext not available
    Authors
    Bohman, B.
    Jeffares, L.
    Flematti, G.
    Byrne, L.
    Skelton, B.
    Phillips, R.
    Dixon, Kingsley
    Peakall, R.
    Barrow, R.
    Date
    2012
    Type
    Journal Article
    
    Metadata
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    Citation
    Bohman, B. and Jeffares, L. and Flematti, G. and Byrne, L. and Skelton, B. and Phillips, R. and Dixon, K. et al. 2012. Discovery of tetrasubstituted pyrazines as semiochemicals in a sexually deceptive orchid. Journal of Natural Products. 75 (9): pp. 1589-1594.
    Source Title
    Journal of Natural Products
    DOI
    10.1021/np300388y
    ISSN
    0163-3864
    School
    Department of Environment and Agriculture
    URI
    http://hdl.handle.net/20.500.11937/32887
    Collection
    • Curtin Research Publications
    Abstract

    Sexually deceptive orchids employ mimicry of insect sex pheromones to exploit a diverse group of pollinators. The chemical structures of five semiochemicals (1-3, 7, 8) produced by populations of the warty hammer orchid, Drakaea livida, pollinated by a thynnine wasp in the genus Catocheilus were elucidated. With the exception of (2,5-dimethylpyrazin-3-yl)methyl 3-methylbutanoate (7), all active compounds were tetrasubstituted pyrazines, including hydroxymethyl (1) and ester (2 and 3) trimethylpyrazine derivatives. Male Catocheilus wasps were responsive to all of these compounds in GC-EAD experiments.

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