有机化学 ›› 2014, Vol. 34 ›› Issue (11): 2345-2349.DOI: 10.6023/cjoc201405024 上一篇    下一篇

研究简报

姜黄素Mannich碱的合成及抑菌活性

刘志昌, 王应红, 曾鸿耀, 聂万丽, 向清祥   

  1. 乐山师范学院化学学院 乐山 614000
  • 收稿日期:2014-05-16 修回日期:2014-06-22 出版日期:2014-11-25 发布日期:2014-07-15
  • 通讯作者: 刘志昌,liu_zhichang04@163.com E-mail:liu_zhichang04@163.com
  • 基金资助:

    四川省乐山市科技局重点(No.08SZD092)、四川省科技厅应用基础(No.2010JY0148)和乐山师范学院(No.Z1321)资助项目.

Synthesis and Antibacterial Activities of Mannich Bases of Curcumin Derivatives

Liu Zhichang, Wang Yinghong, Zeng Hongyao, Nie Wanli, Xiang Qingxiang   

  1. Department of Chemistry, Leshan Normal Univercity, Leshan 614000
  • Received:2014-05-16 Revised:2014-06-22 Online:2014-11-25 Published:2014-07-15
  • Supported by:

    Project supported by the Key Foundation of Science and Technology Bureau of Leshan City in Sichuan Province (No.08SZD092), the Application of Basic Project of Science and Technology Agency of Sichuan Province (No.2010JY0148), and the Project of Leshan Normal University (No.Z1321).

为了寻求杀菌剂的新的先导化合物, 用姜黄素、甲醛和仲胺发生Mannich反应得到8个新的姜黄素Mannich碱衍生物, 其结构经IR, 1H NMR, 13C NMR, MS和元素分析所表征. 初步抑菌实验结果表明, 所有姜黄素Mannich碱衍生物与姜黄素对比, 对枯草杆菌、金黄色葡萄球菌、大肠杆菌、青霉、黑霉有更好的抑菌效果. 这些结果表明含有哌嗪环的姜黄素Mannich碱抑制霉菌的活性明显(16.88~21.34 mm).

关键词: 姜黄素, Mannich反应, Mannich碱, 合成, 抑菌活性

In order to find new lead compounds for the design of new antibacterial drugs, eight novel Mannich bases of the curcumin were synthesized for the first time by Mannich reaction of curcumin, formaldehyde and various secondary amines. All the new synthesized curcumin Mannich base compounds were characterized by 1H NMR, 13C NMR, IR, MS and elemental analysis. These curcumin Mannich bases were tested in vitro against different germ and mildew, and all of them have shown better activities than curcumin against B. subtilis, S. aureus, E. coli, A. niger, and Penicillium ch. The results showed that the curcumin Mannich bases containing piperazine ring have obvious mildew resistance (with inhibition zone of up 16.88 mm to 21.34 mm).

Key words: curcumin, Mannich reaction, Mannich base, synthesis, antimicrobial activity