有机化学 ›› 2017, Vol. 37 ›› Issue (1): 157-165.DOI: 10.6023/cjoc201608006 上一篇    下一篇

研究论文

基于苯霜灵代谢物结构的双酰胺化合物的合成与杀菌活性研究

孙国绍, 王玲娜, 金淑惠, 董燕红, 路慧哲, 张建军   

  1. 中国农业大学理学院 北京 100193
  • 收稿日期:2016-08-10 修回日期:2016-08-31 发布日期:2016-09-08
  • 通讯作者: 金淑惠, 张建军 E-mail:shuhuij@cau.edu.cn;zhangjianjun@cau.edu.cn
  • 基金资助:

    国家基础科学人才培养基金(No. J1210064)及国家自然科学基金(No. 21337005)资助项目.

Synthesis and Fungicidal Activity of Diamide Compounds Based on the Metabolite of Benalaxyl

Sun Guoshao, Wang Lingna, Jin Shuhui, Dong Yanhong, Lu Huizhe, Zhang Jianjun   

  1. China Agricultural University, Beijing 100193
  • Received:2016-08-10 Revised:2016-08-31 Published:2016-09-08
  • Supported by:

    Project supported by National Science Foundation for Fostering Talents in Basic Research of China(No. J1210064) and the National Natural Science Fondation of China(No. 21337005).

基于苯霜灵代谢物结构骨架,采用活性基团拼接法,以N2-(丙二酸单酰基)-N1-(2,6-二甲苯基)丙氨酸甲酯为母体,设计合成了14个结构新颖的双酰胺类化合物,通过1H NMR,13C NMR及高分辨质谱进行结构确证.生测结果表明,目标化合物均有一定的杀菌活性,部分化合物的杀菌活性优于苯霜灵.在50 mg/L浓度下,化合物7d对水稻纹枯病原菌的抑制率为94.2%,化合物7k对辣椒疫霉和棉花立枯病原菌的抑制率分别为87.1%和88.9%.

关键词: 苯霜灵, 代谢物, 双酰胺, 合成, 杀菌活性

Based on benalaxyl pesticide metabolite structure framework,fourteen novel diamide derivatives were synthesized by the reaction of amine and N2-carboxyacetyl-N1-(2,6-dimethylphenyl) alanine methyl ester.Their structures were identified by 1H NMR,13C NMR spectra and HRMS.The results of bioassay indicated that some compounds possess potential fungicidal activities against 8 kinds of bacteria,and the antibacterial activity of some compounds was better than that of benalaxyl.At a dosage of 5.0×10-5 g/mL,compound 7d displayed 94.2% antifungal activities against Rhizoctonia solani.Compound 8f displayed 87.1% and 88.9% antifungal activities against Phytophthora capsici and Rhizoctonia solani.

Key words: benalaxyl, metabolite, diamide, synthesis, antifungal activity