1. Discovery of tetrasubstituted pyrazines as semiochemicals in a sexually deceptive orchid.
- Author
-
Bohman B, Jeffares L, Flematti G, Byrne LT, Skelton BW, Phillips RD, Dixon KW, Peakall R, and Barrow RA
- Subjects
- Animals, Australia, Crystallography, X-Ray, Electron Spin Resonance Spectroscopy, Humans, Male, Molecular Structure, Orchidaceae genetics, Orchidaceae physiology, Orchidaceae chemistry, Pollination, Pyrazines chemistry, Pyrazines pharmacology, Sex Attractants chemistry, Wasps genetics
- 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.
- Published
- 2012
- Full Text
- View/download PDF