二苯基降冰片衍生物的合成及其抑菌活性

    Synthesis and antifungal activity of novel diphenylnorbornane derivatives

    • 摘要: 从天然产物中发现农用活性先导化合物并对其结构进行修饰合成,是绿色新农药创制的主要途径之一。本研究以天然降冰片为先导,设计合成了系列二苯基降冰片衍生物。生物活性测定表明,所合成的22种衍生物在50 μg/mL下对测试病原菌均表现出一定的抑制活性。其中,化合物4a10d对番茄灰霉病菌(Botrytis cinerea)、小麦赤霉病菌(Fusarium graminearum)、辣椒疫霉病菌(Phytophthora capsici)、水稻纹枯病菌(Rhizoctonia solani)、西瓜枯萎病菌(Fusarium oxyspirum)、油菜菌核病菌(Sclerotinia sclerotiorum)和苹果树腐烂病菌(Valsa mali)的抑制率为80.5%~100%,尤其对番茄灰霉病菌的EC50值分别为3.31和4.02 μg/mL。化合物4a10d具有结构简单、抑菌谱广且活性高等特性,具有作为杀菌剂先导化合物进行深入结构优化研究的潜力。

       

      Abstract: One primary approach for developing novel green pesticides is to discover agroactive lead compounds from natural products and modify their structures. In this study, a series of diphenylnorbornane derivatives were designed and synthesized using natural norbornane as a lead compound. Bioactivity results showed that the 22 synthesized target compounds displayed certain bioactivities against the tested plant pathogens at 50 μg/mL. Compounds 4a and 10d exhibited inhibition rates ranging from 80.5% to 100% against Botrytis cinerea, Fusarium graminearum, Phytophthora capsici, Rhizoctonia solani, Fusarium oxyspirum, Sclerotinia sclerotiorum and Valsa mali. Notably, their EC50 values against B. cinerea were 3.31 and 4.02 μg/mL, respectively. Compounds 4a and 10d have characteristics of simple structures, good activity, and broad fungicidal spectrum. These compounds show potential as promising lead compounds for in-depth structural optimization research of fungicides.

       

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