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高等学校化学研究 ›› 2013, Vol. 29 ›› Issue (3): 449-453.doi: 10.1007/s40242-013-2491-2

• Articles • 上一篇    下一篇

Synthesis and Antibacterial Activities of N-[(1-Aryl-3-phenyl-pyrazol-4-yl)methylene]-2-(halo-o-hydroxyphenyl)hydrazide Derivatives

LIU Ya1, LU Bo-wei2, LU Jun-rui1, XIN Chun-wei1, LI Jian-fa1, MU Jiang-bei1, BAO Xiu-rong1   

  1. 1. College of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384, P. R. China;
    2. College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361000, P. R. China
  • 收稿日期:2012-12-10 修回日期:2013-01-16 出版日期:2013-06-01 发布日期:2013-05-15
  • 通讯作者: LU Jun-rui, E-mail: lujunrui@tjut.edu.cn E-mail:lujunrui@tjut.edu.cn
  • 基金资助:

    Supported by the National Natural Science Foundation of China(Nos.20976135, 21176194).

Synthesis and Antibacterial Activities of N-[(1-Aryl-3-phenyl-pyrazol-4-yl)methylene]-2-(halo-o-hydroxyphenyl)hydrazide Derivatives

LIU Ya1, LU Bo-wei2, LU Jun-rui1, XIN Chun-wei1, LI Jian-fa1, MU Jiang-bei1, BAO Xiu-rong1   

  1. 1. College of Chemistry and Chemical Engineering, Tianjin University of Technology, Tianjin 300384, P. R. China;
    2. College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361000, P. R. China
  • Received:2012-12-10 Revised:2013-01-16 Online:2013-06-01 Published:2013-05-15
  • Contact: Junrui Lu E-mail:lujunrui@tjut.edu.cn
  • Supported by:

    Supported by the National Natural Science Foundation of China(Nos.20976135, 21176194).

摘要:

A series of novel N-[(1-aryl-3-phenyl-pyrazol-4-yl)methylene]-2-(halo-o-hydroxyphenyl)hydrazide derivatives was synthesized and the antibacterial activity of each of them was evaluated. The supposed reaction mechanism of acquiring compounds 3a—3d is that catalytic activity is enhanced by the electron-donating groups of the first phenyl ring while decreased by electron-withdrawing groups of that ring. The result of preliminary bioassay shows that the lowest minimal inhibitory concentration(MIC) of the title compounds against Escherichia coli is 2 μg/mL. MIC values against Monilia albican and Staphlococcus aureus are as low as 4 μg/mL. They will be a series of potential antibacterial compounds against fungi and gram-negative bacteria.

关键词: N-[(1-Aryl-3-phenyl-pyrazol-4-yl)methylene]-2-(halo-o-hydroxyphenyl)hydrazide, Structure-activity relationship, Antibacterial activity

Abstract:

A series of novel N-[(1-aryl-3-phenyl-pyrazol-4-yl)methylene]-2-(halo-o-hydroxyphenyl)hydrazide derivatives was synthesized and the antibacterial activity of each of them was evaluated. The supposed reaction mechanism of acquiring compounds 3a—3d is that catalytic activity is enhanced by the electron-donating groups of the first phenyl ring while decreased by electron-withdrawing groups of that ring. The result of preliminary bioassay shows that the lowest minimal inhibitory concentration(MIC) of the title compounds against Escherichia coli is 2 μg/mL. MIC values against Monilia albican and Staphlococcus aureus are as low as 4 μg/mL. They will be a series of potential antibacterial compounds against fungi and gram-negative bacteria.

Key words: N-[(1-Aryl-3-phenyl-pyrazol-4-yl)methylene]-2-(halo-o-hydroxyphenyl)hydrazide, Structure-activity relationship, Antibacterial activity