高等学校化学学报 ›› 2015, Vol. 36 ›› Issue (7): 1315.doi: 10.7503/cjcu20150036

• 有机化学 • 上一篇    下一篇

含吡唑环的1,2,4-三唑希夫碱类衍生物的合成及生物活性

王子剑1, 孙晓红1,2(), 刘源发3, 陈邦3, 沈生强1, 靳如意2, 马海霞2   

  1. 1. 西北大学化学研究所, 2. 化工学院, 3. 化学与材料学院, 西安 710069
  • 收稿日期:2015-01-12 出版日期:2015-07-10 发布日期:2015-06-11
  • 作者简介:联系人简介: 孙晓红, 女, 博士, 研究员, 博士生导师, 主要从事有机合成研究. E-mail:xhsun888@sohu.com
  • 基金资助:
    国家自然科学基金(批准号: 21373161)和陕西省科技攻关项目(批准号: 2013K02-25)资助

Synthesis and Biological Activities of 1,2,4-Triazole Schiff Bases Containing Pyrazole Rings

WANG Zijian1, SUN Xiaohong1,2,*(), LIU Yuanfa3, CHEN Bang3, SHEN Shengqiang1, JIN Ruyi2, MA Haixia2   

  1. 1.Chemical Research Institute, 2. School of Chemical Engineering, 3. College of Chemistry and Materials Science, Northwest University, Xi’an 710069, China
  • Received:2015-01-12 Online:2015-07-10 Published:2015-06-11
  • Contact: SUN Xiaohong E-mail:xhsun888@sohu.com
  • Supported by:
    † Supported by the National Natural Science Foundation of China(No.21373161) and the Scientific and Technological Projects of Shaanxi Province, China(No.2013K02-25)

摘要:

以自制的4-氨基-4,5-二氢-3-[(3,5-二甲基吡唑-1-基)甲基]-1,2,4-三唑-5-硫酮衍生物为中间体, 与取代苯甲醛反应合成了一系列新型含吡唑环的1,2,4-三唑希夫碱衍生物. 通过红外光谱、 核磁共振波谱、 高分辨质谱、 元素分析及X射线单晶衍射对目标化合物进行了结构表征, 并初步测试了其生物活性. 结果表明, 大部分化合物表现出较好的抑菌活性, 其中化合物G9, G10和G15的抑菌效果优于对照药三唑酮.

关键词: 三唑, 吡唑, 希夫碱, 生物活性

Abstract:

An important class of compounds formed by 1,2,4-triazole and its derivatives were reported to exhibit a broad spectrum of biological activities. And pyrazole derivatives usually have antifungal, anticancer and herbicidal activities. The compounds containing 1,2,4-triazole and pyrazole would provide better biological activities simultaneously according biological activity of the superposition principle. In the present work, a series of novel 1,2,4-triazole Schiff bases containing pyrazole rings was synthesized by multistep reactions. Their structures were characterized by IR, 1H NMR, 13C NMR, HRMS, elemental analyses and X-ray diffraction techniques. The biological activities of the target compounds for the against four vegetable pathogens containing Gibberll nicotiancola, Gibberlla saubinetii, Fusarium oxysporium f. sp. niveum and Pythium solani were evaluated. The preliminary results indicated that most of the compounds exhibit relatively good antifungal activities, especially compounds G9, G10 and G15 showed better biological activity than triazolone.

Key words: Triazole, Pyrazole, Schiff base, Biological activity

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