香豆素型呋虫胺光控化合物的设计、合成、光学特性及杀虫活性  

Design,synthesis,photophysical properties and insecticidal activities of coumarin compound for the photocontrolled release of dinotefuran

作　　者：杜康 陈睿嘉 李忠[1] 邵旭升[1] DU Kang;CHEN Ruijia;LI Zhong;SHAO Xusheng(Shanghai Key Laboratory of Chemical Biology,School of Pharmacy,East China University of Science and Technology,Shanghai 200237,China)

机构地区：[1]华东理工大学药学院,上海市化学生物学(芳香杂环)重点实验室,上海200237

出　　处：《农药学学报》2022年第1期31-38,共8页Chinese Journal of Pesticide Science

基　　金：国家重点研发计划(2018YFD0200100).

摘　　要：为了提高新烟碱类杀虫剂呋虫胺的利用率,基于光控释放技术,将呋虫胺(dinotefuran,以下简称DIN)与香豆素类光敏保护基团7-二乙基氨基香豆素(7-diethylamino coumarin,简称COU)相连,设计合成了以COU为“笼”的呋虫胺(coumarin-caged dinotefuran,简称COU-DIN)光控化合物。通过核磁共振波谱及高分辨质谱表征了其化学结构,并测试了其在420 nm蓝光和太阳光照条件下的光控释放性能、在水中的稳定性及其光控释放前后对苜蓿蚜Aphis craccivora、白纹伊蚊Aedes albopictus和东方黏虫Mythimna separate的杀虫活性。结果表明:COU-DIN在420 nm蓝光或太阳光照射下,可快速、高效、定时、定量地释放出呋虫胺,总释放率可达90%,且在水中稳定;COU-DIN在光照前后的杀虫活性差异明显,且光照后对上述3种害虫的LC50值与对照药剂呋虫胺相当。COU-DIN为呋虫胺的可控精准施用提供了新方法。In order to improve the efficacy of dinotefuran,the coumarin-caged dinotefuran(COU-DIN),was designed and synthesized by coupling dinotefuran with the coumarin photoremovable protecting group 7-diethylamino coumarin(COU).The structure of COU-DIN was characterized by nuclear magnetic resonance spectroscopy(NMR)and high resolution mass spectrometry(HRMS).Then its photophysical properties,insecticidal activities against 3 pests including Aphis craccivora,Aedes albopictus and Mythimna separate,and stability to water were evaluated under 420 nm blue light and sunlight.The results showed that COU-DIN could be controlled by 420 nm blue light and sunlignt to release dinotefuran with a release rate of 90%efficiently,regularly and quantitatively,and COU-DIN was satble in water.In addition,the insecticidal activity of COU-DIN was singnificant different before and after illumination.And COU-DIN after illumination had equivalent potencies against the 3 pests above comparied to dinotefuran.These results demonstrated that COU-DIN had the potential as a novel photocontrolled delivery device for dinotefuran.

关 键 词：呋虫胺 香豆素 光敏保护基团 光控释放 杀虫活性 精准施药 

分 类 号：TQ450.6[化学工程—农药化工] S481.9[农业科学—农药学]