文献类型：期刊文献

中文题名：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

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

作者：陆青[1];沈巧英[1];孙璐[1];王佳毅[1];宋恭华[1]

机构：[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

年份：2016

卷号：36

期号：4

起止页码：760

中文期刊名：有机化学

外文期刊名：Chinese Journal of Organic Chemistry

收录：CSTPCD;;Scopus;WOS:【SCI-EXPANDED(收录号:WOS:000376420700009)】；北大核心:【北大核心2014】；CSCD:【CSCD2015_2016】；

基金：Project supported by the National Natural Science Foundation of China (No. 21572060).

语种：中文

中文关键词：氮杂双环;杀线剂;5-羟色胺;1,3-偶极环加成反应

外文关键词：8-azabicyclo; nematicide; serotonin; 1; 3-dipolar cycloaddition reaction

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.