USDA-ARS, Natl. Center for Agricultural Utilization Research, 1815 N. University St, Peoria, IL 61604, USA.
J Chem Ecol. 2012 Apr;38(4):389-99. doi: 10.1007/s10886-012-0101-2. Epub 2012 Mar 29.
The braconid wasp, Spathius agrili, has been released in the U.S. as a biocontrol agent for the invasive emerald ash borer (Coleoptera: Buprestidae: Agrilus planipennis), a destructive pest of ash trees (Fraxinus spp.). We identified and synthesized seven male-specific volatile compounds. Three of these, dodecanal, (4R,11E)-tetradecen-4-olide, and (Z)-10-heptadecen-2-one, were the key behaviorally active components in flight tunnel bioassays. Male specificity was demonstrated by gas chromatographic comparison of male and female volatile emissions and whole body extracts. Identifications were aided by coupled gas chromatographic-mass spectrometric (GC-MS) analysis, microchemical reactions, NMR, chiral GC analysis, and GC and MS comparison with authentic standards. Both the racemic and chiral forms of the γ-lactone, as well as both E- and Z-isomers were synthesized. Flight tunnel behavioral tests showed positive male and female S. agrili responses to both natural pheromone and synthetic blends, with upwind flight and landing on the source. Large field-cage tests, using yellow sticky traps baited with pheromone, captured approximately 50% of the released male and female wasps in 24-h periods. The use of pheromone-baited traps in the field could simplify the current detection method for determining parasitoid establishment (i.e., laboriously felling and peeling ash trees for recovery of S. agrili from infested EAB larvae).
钻腹姬蜂已在美国被释放为入侵性绿灰象鼻虫(鞘翅目:扁甲科:榆绿象鼻虫)的生物防治剂,绿灰象鼻虫是一种破坏性的灰树害虫(Fraxinus spp.)。我们鉴定并合成了七种雄虫特有的挥发性化合物。其中三种,十二醛、(4R,11E)-十四碳-4-内酯和(Z)-10-十七碳-2-酮,是飞行隧道生物测定中关键的行为活性成分。通过对雄虫和雌虫挥发物和全虫提取物的气相色谱比较,证明了雄性特异性。鉴定得到了气相色谱-质谱联用(GC-MS)分析、微化学反应、NMR、手性 GC 分析以及与纯品标准品的 GC 和 MS 比较的辅助。γ-内酯的外消旋体和手性形式,以及 E-和 Z-异构体都被合成出来。飞行隧道行为测试表明,天然信息素和合成混合物对雄虫和雌虫 S. agrili 都有积极的反应,雄虫和雌虫都会顺风飞行并降落在源头上。使用信息素诱捕的大型野外笼测试,在 24 小时内捕获了大约 50%释放的雄虫和雌虫。在野外使用信息素诱捕器可以简化当前确定寄生蜂定植的检测方法(即费力地砍伐和剥皮灰树以从受感染的 EAB 幼虫中回收 S. agrili)。