Title: | Discovery of tetrasubstituted pyrazines as semiochemicals in a sexually deceptive orchid |
Author(s): | Bohman B; Jeffares L; Flematti G; Byrne LT; Skelton BW; Phillips RD; Dixon KW; Peakall R; Barrow RA; |
Address: | "Research School of Chemistry, The Australian National University, Canberra ACT 0200, Australia" |
ISSN/ISBN: | 1520-6025 (Electronic) 0163-3864 (Linking) |
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" |
Keywords: | "Animals Australia Crystallography, X-Ray Electron Spin Resonance Spectroscopy Humans Male Molecular Structure Orchidaceae/*chemistry/genetics/physiology *Pollination Pyrazines/*chemistry/*pharmacology Sex Attractants/*chemistry Wasps/*genetics;" |
Notes: | "MedlineBohman, Bjorn Jeffares, Lynne Flematti, Gavin Byrne, Lindsay T Skelton, Brian W Phillips, Ryan D Dixon, Kingsley W Peakall, Rod Barrow, Russell A eng Research Support, Non-U.S. Gov't 2012/09/20 J Nat Prod. 2012 Sep 28; 75(9):1589-94. doi: 10.1021/np300388y. Epub 2012 Sep 18" |