杜士杰, 杨冬燕, 万川, 赵峰海, 覃兆海. 新型芳氧吡啶肟醚类化合物的设计、合成和杀虫活性[J]. 农药学学报, 2021, 23(3): 476-482. DOI: 10.16801/j.issn.1008-7303.2021.0051
    引用本文: 杜士杰, 杨冬燕, 万川, 赵峰海, 覃兆海. 新型芳氧吡啶肟醚类化合物的设计、合成和杀虫活性[J]. 农药学学报, 2021, 23(3): 476-482. DOI: 10.16801/j.issn.1008-7303.2021.0051
    DU Shijie, YANG Dongyan, WAN Chuan, ZHAO Fenghai, QIN Zhaohai. Design, synthesis and insecticidal activities of aryloxypyridinyl ethanone oxime ethers[J]. Chinese Journal of Pesticide Science, 2021, 23(3): 476-482. DOI: 10.16801/j.issn.1008-7303.2021.0051
    Citation: DU Shijie, YANG Dongyan, WAN Chuan, ZHAO Fenghai, QIN Zhaohai. Design, synthesis and insecticidal activities of aryloxypyridinyl ethanone oxime ethers[J]. Chinese Journal of Pesticide Science, 2021, 23(3): 476-482. DOI: 10.16801/j.issn.1008-7303.2021.0051

    新型芳氧吡啶肟醚类化合物的设计、合成和杀虫活性

    Design, synthesis and insecticidal activities of aryloxypyridinyl ethanone oxime ethers

    • 摘要: 以芳氧吡啶乙酮分子插件为基础,设计合成了一系列芳氧吡啶乙酮肟醚类化合物,其结构经核磁共振氢谱、碳谱及高分辨质谱等确证。初步杀虫活性测定结果表明,该系列化合物对棉蚜 Aphis gossypii (Glover) 具有较好的杀虫活性,其中化合物 5a6i 在50 μg/mL下对棉蚜的致死率分别为76.8%和70.1%,具有作为先导化合物进一步研究的价值;但其对小菜蛾的杀虫活性较差,在100 μg/mL下的致死率普遍低于30%。该系列化合物主要体现出了新烟碱类化合物的活性特征,为进一步研究其构效关系提供了新思路。

       

      Abstract: Based on the structure of the plug-in molecule aryloxypyridine methanone, a novel series of aryloxypyridine methanone oxime ethers containing several active units (pyridine, thiazole, diaryl ether, and oxime ether) were synthesized and characterized by 1H NMR, 13C NMR and HRMS. The insecticidal activities were also investigated. The target compounds had moderate to good activity against Aphis gossypii (Glover), while compounds 5a and 6i showed excellent insecticidal activities with the lethal rate of 76.8% and 70.1% at the concentration of 50 μg/mL, respectively. However, the lethal rate of the target compounds was lower than 30% at the concentration of 100 μg/mL, showing poor insecticidal activities against Plutella xylostella. This series of compounds mainly demonstrated the active characteristics of neonicotinoids, and provided a new idea for further study of their structure-activity relationship.

       

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