Yang Ji-Chun, Li Miao, Wu Qiao, Liu Chang-Ling, Chang Xiu-Hui
State Key Laboratory of the Discovery and Development of Novel Pesticide, Shenyang Research Institute of Chemical Industry Co. Ltd, Shenyang 110021, China.
State Key Laboratory of the Discovery and Development of Novel Pesticide, Shenyang Research Institute of Chemical Industry Co. Ltd, Shenyang 110021, China.
Bioorg Med Chem. 2016 Feb 1;24(3):383-90. doi: 10.1016/j.bmc.2015.09.030. Epub 2015 Sep 21.
Plutella xylostella (P. xylostella) is a highly migratory, cosmopolitan species and one of the most important pest of cruciferous crops worldwide. Pyridalyl as a novel class of insecticides has good efficacy against P. xylostella. On the basis of the commercial insecticide pyridalyl, a series of new aryloxy dihalopropene derivatives were designed and synthesized by using Intermediate Derivatization Methods. Their chemical structures were confirmed by (1)H NMR, high-resolution mass spectrum (HRMS), and single-crystal X-ray diffraction analysis. The insecticidal activities of the new compounds against P. xylostella were evaluated. The results of bioassays indicated that most of the compounds showed moderate to high activities at the tested concentration, especially compounds 10e and 10g displayed more than 75% insecticidal activity against P. xylostella at 6.25mg/L, while pyridalyl showed 50% insecticidal activity at the same concentration. The field trials result of the insecticidal activities showed that compound 10e as a 10% emulsifiable concentrate (EC) was effective in the control of P. xylostella at 75-150g a.i./ha, and the mortality of P. xylostella for treatment with compound 10e at 75g a.i./ha was equivalent to pyridalyl at 105g a.i./ha.
小菜蛾是一种具有高度迁飞性的世界性害虫，也是全球十字花科作物最重要的害虫之一。吡蚜酮作为一类新型杀虫剂，对小菜蛾具有良好的防治效果。基于市售杀虫剂吡蚜酮，采用中间体衍生化方法设计并合成了一系列新型芳氧基二卤丙烯衍生物。通过核磁共振氢谱（¹H NMR）、高分辨质谱（HRMS）和单晶X射线衍射分析确定了它们的化学结构。对这些新化合物对小菜蛾的杀虫活性进行了评价。生物测定结果表明，大多数化合物在测试浓度下表现出中等到高的活性，尤其是化合物10e和10g在6.25mg/L时对小菜蛾的杀虫活性超过75%，而吡蚜酮在相同浓度下的杀虫活性为50%。杀虫活性的田间试验结果表明，化合物10e作为10%乳油（EC）在75 - 150g a.i./ha的剂量下对小菜蛾有防治效果，在75g a.i./ha剂量下用化合物10e处理的小菜蛾死亡率与105g a.i./ha剂量下的吡蚜酮相当。
