Discovery of tetrasubstituted pyrazines as semiochemicals in a sexually deceptive orchid

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 elu...

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Bibliographic Details
Main Authors: Bohman, B., Jeffares, L., Flematti, G., Byrne, L., Skelton, B., Phillips, R., Dixon, Kingsley, Peakall, R., Barrow, R.
Format: Journal Article
Published: 2012
Online Access:http://hdl.handle.net/20.500.11937/32887
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Summary: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.