A Tetraene Aldehyde as the Major Sex Pheromone Component of the Promethea Moth (Callosamia promethea (Drury))
A Tetraene Aldehyde as the Major Sex Pheromone Component of the Promethea Moth (Callosamia promethea (Drury))
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DOI：
10.1007/s10886-013-0349-1
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发表时间：
2013-10-01
影响因子：
2.3
通讯作者：
Millar, Jocelyn G.
中科院分区：
文献类型：
--
作者：
Gago, Rafael;Allison, Jeremy D.;Millar, Jocelyn G.
天蚕蛾（学名：Callosamia promethea）是天蚕蛾属的三种蚕蛾之一，分布于北美洲。在田间已经观察到雄性对异种性呼唤雌性的交叉吸引，并且通过在圈养中配对异种性而产生杂交后代。这些观察结果表明，所有三个物种共享或有相当大的重叠，在性引诱信息素产生的女性，使其他前合子隔离机制，如昼夜差异生殖活动，限制在该领域的杂交。采用气相色谱-触角电位检测器和气相色谱-质谱联用技术对拟除虫菊酯（Promethea）雌蛾挥发物提取物进行分析，结果表明（4 E，6 E，11 Z，13 Z）-十六碳-4，6，11，13-四烯醛[（4 E，6 E，11 Z，13 Z）-16：Ald]是提取物中引起雄蛾触角最大反应的化合物。通过非选择性合成几种异构体作为分析标准品，以及立体选择性合成（4 E，6 E，11 Z，13 Z）-16：Ald用于田间试验测试来确认鉴定。雄蛾对合成的（4 E，6 E，11 Z，13 Z）-16：Ald有强烈的吸引力，表明该化合物是这些大型天蚕蛾性信息素的主要成分，也可能是唯一的成分。基于异种的交叉吸引，这可能也是其他两个北美Callosamia物种的主要信息素成分。
The promethea moth Callosamia promethea is one of three species of silkmoths from the genus Callosamia that occur in North America. Cross attraction of males to heterospecific calling females has been observed in the field, and hybrid progeny have been produced by pairing heterospecifics in captivity. These observations suggest that all three species share or have considerable overlap in the sex attractant pheromones produced by females, so that other prezygotic isolating mechanisms, such as diel differences in reproductive activity, limit hybridization in the field. Coupled gas chromatography-electroantennogram detection and gas chromatography- mass-spectrometry analyses of extracts of volatiles collected from female promethea moths supported the identification of (4E,6E,11Z,13Z)-hexadeca-4,6,11,13-tetraenal [(4E,6E,11Z,13Z)-16:Ald] as the compound in extracts that elicited the largest responses from antennae of males. The identification was confirmed by non-selective synthesis of several isomers as analytical standards, and stereoselective synthesis of (4E,6E,11Z,13Z)-16:Ald for testing in field trials. Male moths were strongly attracted to synthetic (4E,6E,11Z,13Z)-16:Ald, suggesting that this compound is the major and possibly the only component of the sex pheromone of these large saturniid moths. Based on the cross-attraction of heterospecifics, it is likely that this is also a major pheromone component of the other two North American Callosamia species as well.