有机化学 ›› 2021, Vol. 41 ›› Issue (11): 4498-4503.DOI: 10.6023/cjoc202106025 上一篇    下一篇

研究简报

含三氟甲基苯基的三唑化合物的合成、晶体结构及杀菌活性研究

余陈升a, 王翰a, 闵莉静b, 韩亮a, 史建俊c,*(), 刘幸海a,*()   

  1. a 浙江工业大学化学工程学院 杭州 310014
    b 湖州师范学院生命科学学院 浙江省媒介生物学与病原控制重点实验室 浙江湖州 313000
    c 黄山学院化学化工学院 安徽黄山 245041
  • 收稿日期:2021-06-11 修回日期:2021-07-09 发布日期:2021-07-26
  • 通讯作者: 史建俊, 刘幸海
  • 基金资助:
    浙江省自然科学基金(LY19C140002); 浙江省自然科学基金(LY19B020009); 浙江三赢新材料有限公司(KYY-HX-20200746)

Synthesis, Cyrstal Structure and Fungicidal Activity of New Triazole Compounds Containing Trifluoromethylphenyl Moiety

Chensheng Yua, Han Wanga, Lijing Minb, Liang Hana, Jianjun Shic(), Xinghai Liua()   

  1. a College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014
    b Key Laboratory of Vector Biology and Pathogen Control of Zhejiang Province, College of Life Science, Huzhou University, Huzhou, Zhejiang 313000
    c College of Chemistry & Chemical Engineering, Huangshan University, Huangshan, Anhui 245041
  • Received:2021-06-11 Revised:2021-07-09 Published:2021-07-26
  • Contact: Jianjun Shi, Xinghai Liu
  • Supported by:
    Zhejiang Provincial Natural Science Foundation(LY19C140002); Zhejiang Provincial Natural Science Foundation(LY19B020009); Three Win Material Company(KYY-HX-20200746)

为了寻找高杀菌活性的农药先导化合物, 以烯效唑为先导化合物, 设计合成了一系列含三氟甲基苯基的三唑类化合物, 其结构经1H NMR, 13C NMR和HRMS进行了确证, 且(E)-1-苯基-2-(1H-1,2,4-三唑-1-基)-3-(4-三氟甲基苯基)烯丙基苯甲酸酯(5a)经过X单晶衍射认证. 初步的生物活性测定结果表明, 在50 μg/mL的浓度下, 目标化合物对所测菌类均有一定的杀菌活性, 其中对油菜菌核病菌和水稻纹枯病菌的杀菌效果最佳.

关键词: 合成, 晶体结构, 三唑类杀菌剂, 分子对接

In order to find new lead compounds with high activity, a series of 1,2,4-triazole compounds were designed and synthesized by using Uniconazole as temple compound. Their structures were confirmed by 1H NMR, 13C NMR and HRMS spectra, and the crystal structure of (E)-1-phenyl-2-(1H-1,2,4-triazol-1-yl)-3-(4-(trifluoromethyl)phenyl)allyl-benzoate (5a) was determined by X-ray single crystal diffraction. The bioassay data showed that some of target compounds 5 exhibited good activity (>50%) against Sclerotinia sclerotiorum and Rhizoctonia solanimore at 50 μg/mL.

Key words: synthesis, crystal structure, triazole fungicides, molecular docking