El-Sayed A M, Gibb A R, Suckling D M, Bunn B, Fielder S, Comeskey D, Manning L A, Foster S P, Morris B D, Ando T, Mori K
HortResearch, Canterbury Research Center, Lincoln, New Zealand.
J Chem Ecol. 2005 Mar;31(3):621-46. doi: 10.1007/s10886-005-2050-5.
The sex pheromone of the painted apple moth, Teia anartoides (Lymantriidae) was investigated using GC-EAD and GC-MS analysis, derivatization, TLC analysis, and field cage and field trapping bioassays. The major sex pheromone components were identified as (6Z,9Z)-henicosa-6,9-dien-11-one and (6Z,9Z)-henicosa-6,9-diene. Other minor components of pheromone gland extracts included (6Z)-9R, 10S-epoxyeicos-6-ene, (6Z)-9R,10S-epoxyhenicos-6-ene, (6Z,9Z)-henicosa-6,9-dien-11-ol, (6Z)-henicos-6-en-11-one, and (6Z, 8E)-henicosa-6,8-dien-11-one, but the roles of these minor components remain equivocal. In field cage and field experiments, a blend of all seven identified components [(6Z,9Z)-henicosa-6,9-dien-11-one (relative amount 100), (6Z,9Z)-henicosa-6,9-diene (100), (6Z)-9R,10S-epoxyeicos-6-ene (5), (6Z)-9R,10S-epoxyhenicos-6-ene (10), (6Z,9Z)-henicosa-6,9-dien-11-ol (5), (6Z)-henicos-6-en-11-one (1), and (6Z,8E)-henicosa-6,8-dien-11-one (25)] was as attractive to males as calling females, but tests with blends of the major component(s) with subsets of the minor components did not produce consistent results that unequivocally showed the various minor components to be critical components of the active blend. (6Z,9Z)-henicosa-6,9-dien-11-one is thermally labile and rearranges to (6Z,8E)-henicosa-6,8-dien-1-one and other products at ambient temperature, rendering the synthetic pheromone lure inactive after two days of field exposure.
利用气相色谱-触角电位联用（GC-EAD）和气相色谱-质谱联用（GC-MS）分析、衍生化、薄层层析（TLC）分析以及田间网笼和田间诱捕生物测定，对漆斑螟（Teia anartoides，毒蛾科）的性信息素进行了研究。主要性信息素成分被鉴定为（6Z,9Z）-二十一碳-6,9-二烯-11-酮和（6Z,9Z）-二十一碳-6,9-二烯。性信息素腺体提取物的其他次要成分包括（6Z）-9R,10S-环氧二十碳-6-烯、（6Z）-9R,10S-环氧二十一碳-6-烯、（6Z,9Z）-二十一碳-6,9-二烯-11-醇、（6Z）-二十一碳-6-烯-11-酮以及（6Z,8E）-二十一碳-6,8-二烯-11-酮，但这些次要成分的作用仍不明确。在田间网笼和田间实验中，所有七种已鉴定成分的混合物[（6Z,9Z）-二十一碳-6,9-二烯-11-酮（相对含量100）、（6Z,9Z）-二十一碳-6,9-二烯（100）、（6Z）-9R,10S-环氧二十碳-6-烯（5）、（6Z）-9R,10S-环氧二十一碳-6-烯（10）、（6Z,9Z）-二十一碳-6,9-二烯-11-醇（5）、（6Z）-二十一碳-6-烯-11-酮（1）和（6Z,8E）-二十一碳-6,8-二烯-11-酮（25）]对雄蛾的吸引力与正在求偶的雌蛾相同，但主要成分与次要成分子集的混合物测试并未产生一致的结果，无法明确表明各种次要成分是活性混合物的关键成分。（6Z,9Z）-二十一碳-6,9-二烯-11-酮热不稳定，在环境温度下会重排为（6Z,8E）-二十一碳-6,8-二烯-1-酮和其他产物，导致合成性信息素诱芯在田间暴露两天后失效。
