Discovery of tetrasubstituted pyrazines as semiochemicals in a sexually deceptive orchid
| dc.contributor.author | Bohman, Bjorn | |
| dc.contributor.author | Jeffares, Lynne | |
| dc.contributor.author | Flematti, Gavin | |
| dc.contributor.author | Byrne, Lindsay T. | |
| dc.contributor.author | Skelton, Brian | |
| dc.contributor.author | Phillips, Ryan | |
| dc.contributor.author | Dixon, Kingsley | |
| dc.contributor.author | Peakall, Rodney | |
| dc.contributor.author | Barrow, Russell | |
| dc.date.accessioned | 2015-12-10T23:24:22Z | |
| dc.date.issued | 2012 | |
| dc.date.updated | 2016-02-24T08:46:15Z | |
| dc.description.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. | |
| dc.identifier.issn | 0163-3864 | |
| dc.identifier.uri | http://hdl.handle.net/1885/67155 | |
| dc.publisher | American Chemical Society | |
| dc.source | Journal of Natural Products | |
| dc.subject | Keywords: butyric acid derivative; ester derivative; hydroxyl group; methyl group; pyrazine derivative; sex pheromone; analytic method; article; electroantennographic detection; gas chromatography; heteronuclear multiple bond correlation; heteronuclear single quant | |
| dc.title | Discovery of tetrasubstituted pyrazines as semiochemicals in a sexually deceptive orchid | |
| dc.type | Journal article | |
| local.bibliographicCitation.issue | 9 | |
| local.bibliographicCitation.lastpage | 1594 | |
| local.bibliographicCitation.startpage | 1589 | |
| local.contributor.affiliation | Bohman, Bjorn, College of Physical and Mathematical Sciences, ANU | |
| local.contributor.affiliation | Jeffares, Lynne, College of Physical and Mathematical Sciences, ANU | |
| local.contributor.affiliation | Flematti, Gavin, University of Western Australia | |
| local.contributor.affiliation | Byrne, Lindsay T., University of Western Australia | |
| local.contributor.affiliation | Skelton, Brian, University of Western Australia | |
| local.contributor.affiliation | Phillips, Ryan, College of Medicine, Biology and Environment, ANU | |
| local.contributor.affiliation | Dixon, Kingsley, Botanic Gardens & Parks Authority | |
| local.contributor.affiliation | Peakall, Rodney, College of Medicine, Biology and Environment, ANU | |
| local.contributor.affiliation | Barrow, Russell, College of Physical and Mathematical Sciences, ANU | |
| local.contributor.authoruid | Bohman, Bjorn, u4778561 | |
| local.contributor.authoruid | Jeffares, Lynne, u4813224 | |
| local.contributor.authoruid | Phillips, Ryan, u4906929 | |
| local.contributor.authoruid | Peakall, Rodney, u9306248 | |
| local.contributor.authoruid | Barrow, Russell, u9902002 | |
| local.description.embargo | 2037-12-31 | |
| local.description.notes | Imported from ARIES | |
| local.identifier.absfor | 030502 - Natural Products Chemistry | |
| local.identifier.absseo | 970103 - Expanding Knowledge in the Chemical Sciences | |
| local.identifier.ariespublication | f5625xPUB1407 | |
| local.identifier.citationvolume | 75 | |
| local.identifier.doi | 10.1021/np300388y | |
| local.identifier.scopusID | 2-s2.0-84867024187 | |
| local.identifier.thomsonID | 000309199800012 | |
| local.type.status | Published Version |