不对称二亚胺席夫碱的合成、表征和抗菌活性
Synthesis, Characterization and Antibacterial Activities of Unsymmetric Diimine Schiff Bases and Their Fe(Ⅲ) and Ni(Ⅱ) Complexes
作者单位E-mail
Nartop Dilek Department of Chemistry, Faculty of Arts and Science, Nevsehir University, Nevsehir 50300, Turkey (土耳其) dileknartop@nevsehir.edu.tr 
Gürkan Perihan Department of Chemistry, Faculty of Science, Gazi University, Ankara 06500, Turkey(土耳其)  
摘要: 用两步法合成了3种不对称二亚胺L,LMe和LCl。起始原料席夫碱2-羟基-N-(5-硝基糠叉)苯胺(SB-NO2)用5-硝基糠醛和2-羟基苯胺反应制得。SB-NO2然后在溶液中被还原为其氨基衍生物SB-NH2。在SB-NH2溶液中分别加入2-羟基苯甲醛,2-羟基-5-甲基苯甲醛和2-羟基-5-氯苯甲醛制得二亚胺化合物L,LMe and LCl。同时还合成了这些配体的Fe(Ⅲ) and Ni(Ⅱ)的二聚和双核配合物。用元素分析、LC-MS、IR、UV-Vis、1H and 13C-NMR、TGA、电导率和磁性测量等对二亚胺及其配合物进行了表征,还研究了席夫碱配体及其配合物对5种细菌的抗菌活性。所有化合物对大肠埃布氏菌、枯草芽孢杆菌、小肠结肠炎耶尔森氏菌均有中等强度的活性。Fe(Ⅲ)配合物对绿脓假单胞菌(绿脓杆菌)具有最高活性。
关键词: 不对称席夫碱  Fe(Ⅲ) and Ni(Ⅱ)配合物  还原  抗菌活性
基金项目: Gazi Universtiy Research foundations资助项目(Supported by Gazi Universtiy Research foundations(FEF 05/2003-64) and (FEF 05/2005-37))。
Abstract: Three new unsymmetric diimines L, LMe and LCl were synthesized by a two-step process. Initially, the starting Schiff base 2-hydroxy-N-(5-nitrofurylidene)aniline (SB-NO2) was obtained by using 5-nitro-furfural and 2-hydroxyaniline. Nitro group of SB-NO2 was reduced into its amino derivative, SB-NH2, in solution. Diimines L, LMe and LCl were obtained with the addition of 2-hydroxybenzaldehyde, 2-hydroxy-5-methylbenzaldehyde and 2-hydroxy-5-chlorobenzaldehyde, respectively, into SB-NH2 solution. Dimeric, binuclear Fe(Ⅲ) and Ni(Ⅱ) complexes of these ligands were also synthesized. Diimines and their complexes were characterized by elemental analyses, LC-MS, IR, electronic spectra, 1H and 13C-NMR spectra, TGA, conductivity and magnetic measurements. The antibacterial activities of the ligands and the complexes were investigated against five bacteria. All of the compounds showed moderate activities against Escherichia coli, Bacillus subtilis and Yersinia enterecolitica. The highest activity values were obtained by Fe(Ⅲ) complexes against Pseudomonas aeruginosa.
Keywords: unsymmetric Schiff bases  Fe(Ⅲ) and Ni(Ⅱ) complexes  reduction  antimicrobial activities
投稿时间:2013-02-15 修订日期:2013-04-20
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Nartop Dilek,Gürkan Perihan.不对称二亚胺席夫碱的合成、表征和抗菌活性[J].无机化学学报,2013,29(6):1227-1234.
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