新型含取代四氮唑环结构的吡唑肟类化合物的合成与生物活性研究
收稿日期: 2017-08-13
修回日期: 2017-09-06
网络出版日期: 2017-09-26
基金资助
国家自然科学基金（No.21372135）、江苏省“六大人才高峰”（No.2013-SWYY-013）和江苏省研究生实践创新计划（No.SJCX17_0640）资助项目.
Synthesis and Biological Activities of Novel Pyrazole Oxime Derivatives Containing Substituted Tetrazolyl Group
Received date: 2017-08-13
Revised date: 2017-09-06
Online published: 2017-09-26
Supported by
Project supported by the National Natural Science Foundation of China (No. 21372135), the Research Foundation of the Six People Peak of Jiangsu Province (No. 2013-SWYY-013), and Postgraduate Research and Practice Innovation Program of Jiangsu Province (No. SJCX17_0640).
为了从吡唑肟类化合物中寻找新的活性物质，采用活性基团拼接原理，设计制备了一系列未见文献报道的新型含取代四唑环结构的吡唑肟类衍生物.借助于1H NMR、13C NMR和元素分析等手段对所合成化合物的结构进行了确证.对目标化合物进行了初步的生物活性测定，结果显示部分化合物具有较好的杀虫活性.在测试浓度为500 μg/mL时，10个化合物对粘虫的杀死率可达90%~100%，9个化合物对蚜虫的杀死率可达80%~100%，10个化合物对褐飞虱的杀死率可达80%~100%，1个化合物对朱砂叶螨的杀死率为80%.当测试浓度降至100 μg/mL时，1个化合物对蚜虫的杀死率为85%.此外，某些化合物还呈现出一定的杀菌活性.在测试浓度为200 μg/mL时，2个化合物对黄瓜霜霉病菌的抑制率可达60%~80%.
戴红 , 姚炜 , 杜显超 , 王祥龙 , 吴锦明 , 陈庆文 , 李春建 , 石健 , 张海军 . 新型含取代四氮唑环结构的吡唑肟类化合物的合成与生物活性研究[J]. 有机化学, 2017 , 37(12) : 3267 -3273 . DOI: 10.6023/cjoc201708026
In order to explore novel pyrazole oxime derivatives with potent biological activities, a series of novel pyrazole oximes carrying tetrazole unit were designed and synthesized by the method of active substructure combination. The structures of the title compounds were confirmed by 1H NMR,13C NMR, and elemental analysis. Preliminary bioassay data showed that some aimed compounds displayed good insecticidal activities. At the concentration of 500 μg/mL, ten compounds exhibited insecticidal activity against Oriental armyworm with 90%~100%, nine compounds had insecticidal activity against Aphis medicaginis with 80%~100%, ten compounds possessed insecticidal activity against Nilaparvata lugens with 80%~100%, and one compound exhibited 80% acaricidal activity against Tetranychus cinnabarinus. When the concentration was reduced to 100 μg/mL, one compound still showed insecticidal activity against Aphis medicaginis with 85%. Additionally, some compounds had certain fungicidal activity, at 200 μg/mL two compounds showed 60%~80% fungicidal activity against Pseudoperonospora cubensis.
Key words： tetrazole; pyrazole oxime; synthesis; biological activity
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