姜黄素异噁唑和吡唑衍生物的合成及杀螨活性  

Synthesis and acaricidal activity of curcumin isoxazole and pyrazole derivatives

作　　者：罗金香[1] 丁伟[1] 张永强[1] 杨振国[1] 李阳[1] 

机构地区：[1]西南大学植物保护学院,重庆400715

出　　处：《农药学学报》2013年第4期372-380,共9页Chinese Journal of Pesticide Science

基　　金：国家自然科学基金项目(31272058);中央高校基本科研业务费专项资金资助(XDJK2010C079);西南大学博士基金(SWU112084)

摘　　要：为了寻求和开发新的基于天然产物的杀螨剂,在明确姜黄素具有杀螨活性,且其结构中的双羰基并非杀螨活性关键基团的基础上,设计并合成了15个姜黄素异噁唑和吡唑衍生物,其结构均经红外光谱、核磁共振氢谱和质谱分析确认。生物活性测定结果表明:几乎所有的目标化合物对朱砂叶螨Tetranychus cinnabarinus和柑橘全爪螨Panonychus citri均表现出了比先导化合物姜黄素更优异的触杀活性,其中化合物4和11的活性最为突出。处理48 h后,化合物4对朱砂叶螨和柑橘全爪螨的LC50值分别为333.0和156.0 mg/L,其毒力是姜黄素的6.35和4.56倍,11的LC50值分别为478.4和144.7 mg/L,毒力是姜黄素的4.42和4.92倍;相应地处理72 h后,4的LC50值分别为115.0和84.9 mg/L,其毒力是姜黄素的5.02和1.43倍,11的LC50值分别为91.0和68.7 mg/L,毒力是姜黄素的6.35和1.77倍。化合物4和11可作为进一步开发研究的具有杀螨活性的候选化合物。In order to discover and develop the new natural products-based acaricidal agents, fifteen curcumin isoxazole and pyrazole derivatives were designed and synthesized, which based on the results of previous study. All structures of the title compounds were confirmed by IR, I H NMR and MS. The acaricidal assay results showed that curcumin isoxazole and pyrazole derivatives exhibited higher contact activity than the lead compound curcumin. Both of compounds 4 and 11 showed higher contact activity to Tetranychus cinnabarinus and Panonychus citri than the other derivatives. The 48 h LCs0values of 4 were 333.0 and 156.0 mg/L to T. cinnabarinus and P. citri, which exhibited about 6.35 and 4.56 fold higher acaricidal potency than curcumin, respectively. The 48 h LCs0 values of 11 were 478.4 and 144. 7 mg/L to T. cinnabarinus and P. citri, which exhibited about 4.42 and 4.92 fold higher acaricidal potency than curcumin, respectively. The 72 h LCs0values of 4 were 115.0 and 84.9 mg/L to T.cinnabarinus and P. citri, which exhibited about 5.02 and 1.43 fold higher acaricidal potency than curcumin,respectively. The 72 h LCs0values of 11 were 91.0 mg/L and 68.7 mg/L to T. cinnabarinus and P. citri, which exhibited about 6. 35 and 1.77 fold higher acaricidal potency than curcumin, respectively. These two compounds are promising candidates as novel acaricidal agents.

关 键 词：姜黄素 异噁唑 吡唑 合成 杀螨活性 

分 类 号：O626.21[理学—有机化学] S482.52[理学—化学]