鳞翅目斑蛾科昆虫性信息素的合成  

Synthesis of Insect Sex Pheromone in Lepidoptera:Zygaenidae

作　　者：闫玮华 刘红霞[2] 丁曾热吉 王洋[2] 刘金龙[2] 荆小院[1] YAN Weihua;LIU Hongxia;DINGZENG Reji;WANG Yang;LIU Jinglong;JING Xiaoyuan(College of Life Sciences,Shanxi Agricultural University,Taigu 030801,China;Institute of Chemical Ecology,Department of Basic,Shanxi Agricultural University,Taigu 030801,China)

机构地区：[1]山西农业大学生命科学学院,山西太谷030801 [2]山西农业大学基础部化学生态研究所,山西太谷030801

出　　处：《化学与生物工程》2022年第4期45-47,51,共4页Chemistry & Bioengineering

基　　金：鄂尔多斯市科技计划项目(2021YY社109-65);山西省留学回国人员科技活动择优资助项目(20210051)。

摘　　要：鳞翅目斑蛾科昆虫为森林和果树的重要害虫,可利用昆虫性信息素进行斑蛾科害虫的种群预测和直接诱杀。以7-溴庚酸为起始原料,经过二氯亚砜酰氯化、仲丁醇酯化得到7-溴庚酸仲丁醇酯,再与三苯基膦反应得到膦盐,最后与正戊醛进行相转移催化的Wittig反应,合成了鳞翅目斑蛾科昆虫性信息素顺-7-十二碳烯酸仲丁醇酯(Z7-12:COOSec-Bu);通过红外光谱仪(IR)、核磁共振波谱仪(NMR)对中间体和目标化合物的结构进行了表征。为防治斑蛾科害虫提供了一种使用方便、高效、无毒、无污染、不伤天敌、成本低、有效期长的性诱剂。Lepidoptera:Zygaenidae insects are important pests in forests and fruit trees.The insect sex pheromone can be used for population prediction and direct trapping and killing of Zygaenidae pests.By using 7-bromoheptanoic acid as a starting material,sec-butyl-7-bromoheptanoate was obtained by chlorination with dichlorosulfoxide and esterification with sec-butanol,and then reacted with triphenylphosphine to obtain phosphine salt,finally the sex pheromone sec-butyl-cis-7-dodecenoate(Z7-12:COOSec-Bu)in Lepidoptera:Zygaenidae insects was synthesized by phase-transfer catalyzed Wittig reaction with valeraldehyde.Moreover,we characterized the structures of intermediates and target compound by infrared spectroscopy(IR)and nuclear magnetic resonance spectroscopy(NMR).This study provides a sex attractant of Zygaenidae pests with convenient use,high efficiency,non-toxic,no pollution,no harm to natural enemies,low cost,and long validity.

关 键 词：昆虫性信息素 鳞翅目 斑蛾科 顺-7-十二碳烯酸仲丁醇酯 

分 类 号：O623.4[理学—有机化学] Q968[理学—化学]