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新型含吡啶环取代的吡唑肟醚类化合物的合成及生物活性研究

Synthesis and Biological Activities of Novel Pyrazole Oxime Ether Derivatives Containing Pyridyl Ring

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【作者】 戴红刘建兵苗文科吴珊珊秦雪张欣王婷婷方建新

【Author】 Dai,Hong,a,b Liu,Jianbinga Miao,Wenkea Wu,Shanshana Qin,Xuea Zhang,Xina Wang,Tingtinga Fang,Jianxin,a(a State Key Laboratory of Elemento-organic Chemistry,Nankai University,Tianjin 300071)(b College of Chemistry and Chemical Engineering,Nantong University,Nantong 226019)

【机构】 南开大学元素有机化学国家重点实验室南通大学化学化工学院

【摘要】 为了寻找新型高效低毒的农药先导化合物,通过N-吡啶基吡唑肟与2-氯-5-氯甲基吡啶的缩合反应,合成了一系列含吡啶环取代的吡唑肟醚类化合物.目标化合物的结构均经1H NMR,13C NMR和元素分析确证.初步生物活性试验结果表明,部分化合物具有一定的杀菌、杀虫和植物生长调节活性.如化合物5c在浓度为50μg/mL时对番茄早疫的抑制率为61.4%;化合物5j在浓度为50μg/mL时对花生褐斑的抑制率为60.2%;化合物5i在浓度为500μg/mL时对蚜虫表现出50.3%的杀死率;化合物5f在浓度为10μg/mL时对黄瓜子叶生根表现出71.0%的促进生长作用.

【Abstract】 In search of new low toxicity and potent pesticide lead compounds,a series of novel pyrazole oxime ether derivatives containing a pyridyl ring were synthesized by the condensation of N-pyridyl pyra-zole oximes with 2-chloro-5-chloromethyl pyridine.Their structures were determined by 1H NMR,13C NMR spectra and elemental analysis.Preliminary bioassay showed that some of the target compounds dis-played fungicidal,insecticidal,and plant growth regulatory activities to some extent.For example,com-pound 5c exhibited 61.4% inhibition rate against Alternaria solani at the concentration of 50 μg/mL,com-pound 5j showed 60.2% inhibition rate against Cercospora arachidicola at the concentration of 50 μg/mL,the mortality rate of compound 5i was 50.3% against Aphis craccivora at the concentration of 500 μg/mL,and compound 5f displayed 71.0% promotion effect on the radicle growth of cucumber cotyledons at the concentration of 10 μg/mL.

【关键词】 吡啶吡唑肟醚合成生物活性
【Key words】 pyridinepyrazole oxime ethersynthesisbiological activity
【基金】 国家自然科学基金(No.20772068);南通市科技计划(Nos.K2010016,AS2010005);南通大学自然科学基金(Nos.09Z010,09C001)资助项目
  • 【文献出处】 有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2011年10期
  • 【分类号】TQ450.1
  • 【被引频次】34
  • 【下载频次】541
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