8-氮杂双环[3.2.1]辛烷-3-异噁唑肟类衍生物的合成及其杀线虫活性  

Synthesis and Nematicidal Activities of 8-Azabicyclo[3.2.1]octane-3-isoxazole Oxime Derivatives

作　　者：陆青[1] 沈巧英 孙璐[1] 王佳毅[1] 宋恭华[1] 

机构地区：[1]华东理工大学药学院上海市化学生物学重点实验室,上海200237

出　　处：《有机化学》2016年第4期760-767,共8页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.21572060)资助项目~~

摘　　要：基于具有潜在杀线虫活性的托烷衍生物结构,通过1,3-偶极环加成反应,设计合成了19个未见报道的8-氮杂双环[3.2.1]辛烷-3-异噁唑肟类衍生物,通过~1H NMR,^(13)C NMR和高分辨质谱对目标化合物的结构进行表征.初步的生物活性测试表明:在浓度25 mg/L下,目标化合物对南方根结线虫表现出良好的抑制活性,活性最好的化合物8-甲基-8-氮杂双环[3.2.1]辛烷-3-酮-O-((3-(4-硝基苯基)-4,5-二氢异噁唑-5-基)甲基)肟(9e)在1 mg/L浓度下对根结线虫的抑制率达55.6%.Based on the potential nematicidal activities of tropane derivatives structure, 19 unreported 8-azabicyclo[3.2.1]-octane-3-isoxazole oxime derivatives were designed and synthesized by 1,3-dipolar cycloaddition reaction. Their structures were confirmed by 1H NMR, 13 C NMR and HRMS techniques. Preliminary bioassay results showed that targeted compounds exhibited good nematicidal activities against Meloidogyne incognita at concentration of 25 mg/L, and 8-methyl-8-azabicyclo-[3.2.1]octan-3-one-O-（（3-（4-nitrophenyl）-4,5-dihydroisoxazol-5-yl）methyl）oxime（9e） showed the best nematicidal activities with 55.6% at concentration of 1 mg/L.

关 键 词：氮杂双环 杀线剂 5-羟色胺 1 3-偶极环加成反应 

分 类 号：O626[理学—有机化学] TQ453[理学—化学]