Discovery of Tetrasubstituted Pyrazines As Semiochemicals in a Sexually Deceptive Orchid

被引：46

作者：

Bohman, Bjoern ^{[1
,2
,3
]}

Jeffares, Lynne ^{[1
,3
]}

Flematti, Gavin ^{[3
]}

Byrne, Lindsay T. ^{[5
]}

Skelton, Brian W. ^{[5
]}

Philips, Ryan D. ^{[2
,4
,6
]}

Dixon, Kingsley W. ^{[4
,6
]}

Peakall, Rod ^{[2
,3
]}

Barrow, Russell A. ^{[1
]}

机构：

[1] Australian Natl Univ, Res Sch Chem, Canberra, ACT 0200, Australia

[2] Australian Natl Univ, Res Sch Biol, Canberra, ACT 0200, Australia

[3] Univ Western Australia, Sch Chem & Biochem, Crawley, WA 6009, Australia

[4] Univ Western Australia, Sch Plant Biol, Crawley, WA 6009, Australia

[5] Univ Western Australia, Ctr Microscopy Characterisat & Anal, Crawley, WA 6009, Australia

[6] Bot Garden & Pk Author, Kings Pk & Bot Garden, Perth, WA 6005, Australia

来源：

JOURNAL OF NATURAL PRODUCTS | 2012年 / 75卷 / 09期

关键词：

MIMETIC ATTRACTANTS EXCITANTS; VOLATILE COMPOUNDS; OPHRYS ORCHIDS; CHEMICAL BASIS; POLLINATORS; CHEMISTRY;

D O I：

10.1021/np300388y

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

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.

引用

页码：1589 / 1594

页数：6

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