Huang Shisheng, Ma Henan, Wang Ziwen, Zhang Pengli, Li Shoujun, Li Yaling, Liu Ailing, Li Yongqiang, Liu Yuxiu, Wang Qingmin
Tianjin Key Laboratory of Structure and Performance for Functional Molecules, College of Chemistry, Tianjin Normal University, Tianjin 300387, China.
State Key Laboratory of Elemento-Organic Chemistry, Research Institute of Elemento-Organic Chemistry, College of Chemistry, Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Nankai University, Tianjin 300071, China.
J Agric Food Chem. 2023 Apr 5;71(13):5107-5116. doi: 10.1021/acs.jafc.2c08161. Epub 2023 Mar 22.
The existing agricultural insecticides have developed drug resistance from long-term use. Isoxazoline derivatives are new insecticides discovered in the 21st century. Because of their unique insecticidal mechanism, high selectivity, safety, and no significant cross resistance with the existing pesticides on the market, they have become a hot spot in the field of pesticide research. Herein, a series of novel isoxazoline derivatives containing ether and oxime-ether structures were designed and synthesized by a scaffold-hopping strategy using the pesticide fluralaner as a template structure. Through the investigation of insecticidal activity and the systematic structure-activity relationship, a series of compounds with high insecticidal activities were found, and compounds , , and with LC values of 0.00008-0.00036 mg/L against diamondback moth emerged as novel insecticide candidates. These compounds also exhibited broad spectrum fungicidal activities against 14 plant fungi. The current work provides a reference for the design of new isoxazoline compounds based on the scaffold-hopping strategy.
现有的农用杀虫剂因长期使用已产生抗药性。异恶唑啉衍生物是21世纪发现的新型杀虫剂。由于其独特的杀虫机制、高选择性、安全性以及与市场上现有农药无明显交叉抗性，它们已成为农药研究领域的热点。在此，以农药氟虫腈为模板结构，采用骨架跃迁策略设计并合成了一系列含醚和肟醚结构的新型异恶唑啉衍生物。通过对杀虫活性的研究和系统的构效关系分析，发现了一系列具有高杀虫活性的化合物，其中对小菜蛾的LC值为0.00008 - 0.00036 mg/L的化合物、和成为新型杀虫剂候选物。这些化合物还对14种植物真菌表现出广谱杀菌活性。目前的工作为基于骨架跃迁策略设计新型异恶唑啉化合物提供了参考。
