Chin. J. Org. Chem. ›› 2010, Vol. 30 ›› Issue (9): 1358-1365. Previous Articles     Next Articles

Full Papers

1-对氯苯基-3-苯基-4-苯甲酰基-吡唑啉酮-5缩胺类席夫碱铜配合物的合成与抑菌活性

俞志刚*,丁为民,纪红蕊,竹学友   

  1. (哈尔滨理工大学化学与环境工程学院 哈尔滨 150040)
  • 收稿日期:2009-09-01 修回日期:2010-02-28 发布日期:2010-04-25
  • 通讯作者: 俞志刚 E-mail:yzgyh@126.com
  • 基金资助:

    国家级.国家自然科学基金

Synthesis and Antibacterial Activity of the Schiff Bases Derived from 1-(p-Chlorophenyl)-3-phenyl-4-benzoyl-pyrazolone-5 and Amine Compounds and Their Transitional Metallic Copper Com-plexes

YU Zhi-Gang, DING Wei-Min, JI Hong-Rui, ZHU Xue-You   

  1. (Schoof of Chemistry and Environmental Engineering College, Harbin University of Science and Technol-ogy, Harbin 150040)
  • Received:2009-09-01 Revised:2010-02-28 Published:2010-04-25
  • Contact: YU Zhi-Gang E-mail:yzgyh@126.com

Seven novel transitional metallic copper complexes of seven new acyl pyrazolone Schiff bases have been synthesized in the nonaqueous solvent. These seven Schiff bases were derived from 1-(p-chlorophenyl)-3-phenyl-4-benzoyl-pyrazolone-5 and aniline (HS1), parachloroani-line (HS2), parabromoaniline (HS3), furfuryl amine (HS4), p-methoxy aniline (HS5), p-ethoxyaniline (HS6) and naphthyl-amine (HS7), respectively. The general formula of complexes was confirmed to be [Cu(S)2] (S=S1, S2, S3, S4, S5, S6, S7) based on elemental analysis, complexometric titration, mass spectra and molar conductance value. Their molecular structures were characterized by IR, TG, 1HNMR and liquid chromatography coupled with mass spectrometry, and the antibacterial ac-tivities of these seven Schiff bases and their complexes were also investigated with the oxford cup plate as-say method. The characterization results showed that the isomers of seven ligands existed differently under different testing conditions. The ketoform structure might change into the enolform structure after coordina-tion and bonded with copper central ion by enolic oxygen negative ion losing one proton and nitrogen atom of imine group in bis-cog form. The results of antibacterial activity experiment indicated that all compounds were all resistant to four different bacteria with various degrees under different concentrations. The antibac-terial action of the complexes was generally stronger than that of the ligands. The varying trend of antibacte-rial capability followed the concentration effect, the maximal diameter could be 16.0 mm under the concen-tration of 3.0 mg•mL-1.

Key words: Schiff base, copper complex, synthesis, antibacterial activity