有机化学 ›› 2017, Vol. 37 ›› Issue (8): 2044-2049.DOI: 10.6023/cjoc201702003 上一篇    下一篇

所属专题: 高被引论文合辑(2017-2018)

研究论文

新型吡唑酰基脲类化合物的设计合成、杀菌活性与分子对接研究

孙娜波a, 沈钟华b, 翟志文b, 武宏科b, 翁建全b, 谭成侠b, 刘幸海b   

  1. a 浙江树人大学生物与环境学院 杭州 310015;
    b 浙江工业大学化学工程学院 杭州 310014
  • 收稿日期:2017-02-03 修回日期:2017-03-30 出版日期:2017-08-25 发布日期:2017-04-18
  • 通讯作者: 刘幸海 E-mail:xhliu@zjut.edu.cn
  • 基金资助:

    国家自然科学基金(No.31401691)和浙江省自然科学基金(No.LY16C14007)资助项目.

Design, Synthesis, Fungicidal Activity and Docking Study of Acyl Urea Derivatives Containing Pyrazole Moiety

Sun Naboa, Shen Zhonghub, Zhai Zhiwenb, Wu Hongkeb, Weng Jianquanb, Tan Chengxiab, Liu Xinghaib   

  1. a College of Biology and Environmental Engineering, Zhejiang Shuren University, Hangzhou 310015;
    b College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
  • Received:2017-02-03 Revised:2017-03-30 Online:2017-08-25 Published:2017-04-18
  • Contact: 10.6023/cjoc201702003 E-mail:xhliu@zjut.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 31401691) and the Zhejiang Provincial Natural Science Foundation of China (No. LY16C14007).

以乙酰乙酸乙酯、原甲酸三乙酯、甲基肼等为原料,通过多步反应制备了一系列含吡唑的酰基脲类化合物.产物结构均经过1H NMR和HRMS确证;对所有化合物进行了杀菌活性测试,结果表明部分化合物对花生褐斑病菌、苹果轮纹病菌、水稻纹枯病菌、油菜菌核病菌具有较好的抑制效果,同时将高活性化合物7i与琥珀酸脱氢酶进行了对接,计算结果显示化合物7i能与琥珀酸脱氢酶形成稳定的复合物,化合物中的酰胺键能与酶中Ser39残基形成氢键作用.

关键词: 吡唑, 酰基脲, 合成, 杀菌活性, 分子对接

A series of novel acyl urea derivatives containing pyrazole moiety were synthesized from ethyl acetoacetate, triethyl orthoformate, methylhydrazine by multi-step reactions. Their structures were characterized by 1H NMR and HRMS spectra. The target compounds were evaluated for their fungicidal activity. The results indicated that some of the title compounds displayed certain fungicidal activities against Cercospora arachidicola, Sclerotinia sclerotiorum, Rhizoctonia solani and Physalopora piricola. The docking results indicated the hydrogen bond formed between the amide group and Ser 39 residue.

Key words: pyrazole, acyl urea, synthesis, fungicidal activity, docking