新型nicofluprole类化合物的设计、合成及其杀螨、杀虫活性

    Design, synthesis, and acaricidal/insecticidal activity of novel nicofluprole compounds

    • 摘要: 为发现新的具有良好活性和新颖结构的苯基吡唑类杀螨、杀虫剂,以nicofluprole(唑虫烟酰胺)为先导化合物,利用药效基团融合策略,设计、合成了14个nicofluprole类化合物。通过核磁共振氢谱(1H NMR)、碳谱(13C NMR)和高分辨质谱(HRMS)表征确认其结构。以朱砂叶螨(Tetranychus cinnabarinus)、小菜蛾(Plutella xylostella)和黏虫(Mythimna spearata)为供试蜱螨、昆虫,测定目标化合物的杀螨、杀虫活性。生物活性测试结果表明:一些化合物在 4 mg/L下对朱砂叶螨的杀螨活性超过85%。其中,7a7b对朱砂叶螨的活性为 93.7%和89.5%,明显优于nicofluprole (60%),可作为先导化合物进一步研究。此外,基于室内杀螨、杀虫活性测试结果进行了初步构效关系分析,为后期相关杀螨、杀虫剂的研发提供了理论参考。

       

      Abstract: To discover novel phenylpyrazole acaricides/insecticides with enhanced activity and structural diversity, a series of 14 nicofluprole derivatives were designed and synthesized through pharmacophore fusion strategy using nicofluprole as the lead compound. The structures of target compounds were confirmed by 1H NMR, 13C NMR, and HRMS. Acaricidal/insecticidal activities against Tetranychus cinnabarinus, Plutella xylostella, and Mythimna separata were systematically evaluated. Bioassay results revealed that several compounds exhibited over 85% mortality against T. cinnabarinus at a concentration of 4 mg/L. Notably, compounds 7a and 7b demonstrated superior acaricidal activities of 93.7% and 89.5% respectively, showing significant improvement compared to the parent compound nicofluprole. These compounds could serve as promising lead candidates for further investigation. Additionally, the preliminary structure-activity relationship analysis based on the bioassay data provided theoretical guidance for subsequent research and development of related acaricides/insecticides.

       

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