杜康, 陈睿嘉, 李忠, 邵旭升. 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[J]. 农药学学报, 2022, 24(1): 31-38. DOI: 10.16801/j.issn.1008-7303.2021.0146
    引用本文: 杜康, 陈睿嘉, 李忠, 邵旭升. 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[J]. 农药学学报, 2022, 24(1): 31-38. DOI: 10.16801/j.issn.1008-7303.2021.0146
    DU Kang, CHEN Ruijia, LI Zhong, SHAO Xusheng. Design, synthesis, photophysical properties and insecticidal activities of coumarin compound for the photocontrolled release of dinotefuran[J]. Chinese Journal of Pesticide Science, 2022, 24(1): 31-38. DOI: 10.16801/j.issn.1008-7303.2021.0146
    Citation: DU Kang, CHEN Ruijia, LI Zhong, SHAO Xusheng. Design, synthesis, photophysical properties and insecticidal activities of coumarin compound for the photocontrolled release of dinotefuran[J]. Chinese Journal of Pesticide Science, 2022, 24(1): 31-38. DOI: 10.16801/j.issn.1008-7303.2021.0146

    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

    • 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。

       

      Abstract: 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.

       

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