Synthesis And Antibacterial Activity Of Novel Acylpyrazolone Schiff Base And Its Copper Complexes

Schiff base and its complexes which can be used as the functional agents, such as the chelate reagent, the stabilizer, the bioactive agent and the catalyst and so on, have so many good performances that they have been widely used in the research of chemistry, biology and medicine scientific fields and the production of chemical industry. By now, the people have paid more and more attention to the synthesis and performance research of them which has been one of most active researching topics in chemical field.Sixteen novel unreported acylpyrazolone schiff base agents and their corresponding transitional metallic copper complexes have been synthesized in nonaqueoussolvent.They are1–(p–Cl–phenyl)–3–phenyl–4–(α-furoyl)–pyrazolon–5(CPPαFP) and aniline (HS1), parachloroaniline(HS2), parabromoaniline(HS3), furfuryl amine(HS4),sulfanilamide(HS5),p-ethoxyaniline(HS6), p-methoxy aniline (HS7),andnapht-hylamine(HS8).1–(p–Cl–phenyl)–3–phenyl–4–benzoyl–pyrazolo- ne–5(CPPBP) and aniline(HL1),parachloroaniline(HL2),parabromoaniline(HL3), furfuryl amine (HL4), sulfanilamide(HL5), p-ethoxyaniline(HL6), p-methoxy aniline(HL7), and naphthylamine(HL8)respectively.Their compositions and structures were characterized by means of elemental analysis, chemical means, molar conductance value, TG, IR, UV, XRD and HPLC/MS etc. and the antibacterial activities under different concentrations of these thirty-two compounds were also measured with Oxford cup method. The results showed that HS8 and HL8 exist mainly in enolform structure and other ligands coexist in ketoform and enolform structure. The ketoform structure might change into the enolform structure after coordination and bonded with copper central ion by O atom of enolic hydroxyl group losing one proton and N atom of imine group in bis-cog form. The coordination number of all complexes is four. The antibacterial activity experiment indicated that all compounds were all resistant to four different bacteria with various degrees under different concentrations. The antibacterial action of the complexes was generally stronger than the ligands. The maximal diameter of antibacterial circle could be 16.0mm under the concentration of 2.0mg·mL-1. Of all the experimental bacteria, the antibacterial activity for golden yellow glucosecoccus, bacillus subtilis and microzyme of acylpyrazolone and sulfanilamide schiff bases and their copper complexes was obvious stronger than other kinds of compounds, and the antibacterial activity for escherichia coli of the kinds of parachloroaniline, parabromoaniline and p-ethoxyaniline schiff bases and their copper complexes was fine.