Antimicrobial activities of the metal complexes of N′-(5-(4-chlorophenyl)diazenyl)-2-hydroxybenzylidene)-2-hydroxybenzohydrazide

被引:8
作者
El-Tabl, Abdou S. [1 ]
Shakdofa, Mohamad M. E. [2 ,3 ]
Labib, Ammar A. [3 ]
Al-Hakimi, Ahmed N. [4 ]
机构
[1] Menoufia Univ, Fac Sci, Dept Chem, Shibin Al Kawm, Egypt
[2] King Abdulaziz Univ, Fac Sci & Arts, Dept Chem, Khulais, Saudi Arabia
[3] Natl Res Ctr, Dept Inorgan Chem, Cairo, Egypt
[4] Ibb Univ, Fac Sci, Dept Chem, Ibb, Yemen
关键词
Metal complexes; 2-hydroxybenzohydrazide; azo-hydrazone; antifungal and antibacterial activities; SPECTROSCOPIC CHARACTERIZATION; COPPER(II) COMPLEXES; CRYSTAL-STRUCTURES; ZINC(II) COMPLEXES; CU(II) COMPLEXES; SPECTRAL CHARACTERIZATION; ANTIFUNGAL COBALT(II); ELECTRONIC-PROPERTIES; TERNARY COMPLEXES; ZN(II) COMPLEXES;
D O I
10.3233/MGC-120083
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new series of metal complexes of N'-(5-(4-chlorophenyl)diazenyl)-2-hydroxybenzylidene)-2-hydroxybenzohydrazide (H3L) have been synthesized and characterized by elemental, H-1-NMR, IR, UV-Vis., ESR, magnetic, thermal analyses (TG) and conductivity measurements. The spectral data show that the ligand behaves as a neutral bidentate, (2) and (4-7), monobasic bidentate, (3), (12), (13), and (15-17), or dibasic tridentate (8-11) and (14). The ligands coordinate metal ions with the carbonyl oxygen atom in ketonic or enolic forms, azomethine nitrogen atom and/or deprotonated phenolic hydroxyl oxygen atom. The ESR spectra of solid vanadyl(II) complex (2), copper(H) complexes (4), (5) and (8) and manganese(II) complex (11) show an isotropic type while the copper(I) complexes (3), (6) and (7) show an axial symmetry type with g(parallel to)>g(perpendicular to)>g(e) indicating a covalent bond character. The biological results show that the ligand is biologically inactive but the metal complexes have a mild effect on Gram positive bacterium (Bacillus subtilis), and Gram negative bacterium (Escherichia coli). The Cu(II), Zn(II), Cd(II), and UO(II) complexes have a mild effect on Fungus (Aspergillus niger) while Hg(II) shows higher effect on fungus than standard drug (Nystatin). Comparing to previous results, the metal complexes of this type of hydrazone have mild effect on microorganisms studied may be due to the presence of the azo group.
引用
收藏
页码:311 / 327
页数:17
相关论文
共 84 条
  • [11] Antifungal cobalt(II), copper(II), nickel(II) and zinc(II) complexes of furanyl-, thiophenyl-, pyrrolyl-, salicylyl- and pyridyl-derived cephalexins
    Chohan, ZH
    Pervez, H
    Khan, KM
    Rauf, A
    Maharvi, GM
    Supuran, CT
    [J]. JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2004, 19 (01) : 85 - 90
  • [12] Unsymmetrical 1,1′-disubstituted ferrocenes:: Synthesis of Co(ii), Cu(ii), Ni(ii) and Zn(ii) chelates of ferrocenyl-1-thiadiazolo-1′-tetrazole,-1-thiadiazolo-1′-triazole and-1-tetrazolo-1′-triazole with antimicrobial properties
    Chohan, ZH
    Scozzafava, A
    Supuran, CT
    [J]. JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2002, 17 (04) : 261 - 266
  • [13] Synthesis and biological properties of Cu(II) complexes with 1,1′-disubstituted ferrocenes
    Chohan, ZH
    [J]. SYNTHESIS AND REACTIVITY IN INORGANIC AND METAL-ORGANIC CHEMISTRY, 2004, 34 (05): : 833 - 846
  • [14] Collee JG., 1989, Practical Medical Microbiology, V13th
  • [15] Antiplatelet properties of novel N-substituted-phenyl-1,2,3-triazole-4-acylhydrazone derivatives
    Cunha, AC
    Figueiredo, JM
    Tributino, JLM
    Miranda, ALP
    Castro, HC
    Zingali, RB
    Fraga, CAM
    de Souza, MCBV
    Ferreira, VF
    Barreiro, EJ
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2003, 11 (09) : 2051 - 2059
  • [16] Synthesis, Characterization and Antimicrobial Activities of Hydrazone Ligands Derived from 2-(phenylamino) acetohydrazide and Their Metal Complexes
    El-Saied, F. A.
    Shakdofa, M. M. E.
    Al-Hakimi, A. N.
    [J]. JOURNAL OF THE KOREAN CHEMICAL SOCIETY-DAEHAN HWAHAK HOE JEE, 2011, 55 (03): : 444 - 453
  • [17] El-Shazly M.F., 1981, T MET CHEM, V6, P8
  • [18] El-Tabi AS, 2004, B KOREAN CHEM SOC, V25, P1757
  • [19] Synthesis, Characterization and Biological Studies of New Mn(II), Ni(II), Co(II), Cu(II) and Zn(II) of 2-(benzothiazol-2-yl)-N '-(2,5-dihydroxybenzylidene) acetohydrazide
    El-Tabl, Abdou S.
    Shakdofa, Mohamad M. E.
    El-Seidy, Ahmed M. A.
    Al-Hakimi, Ahmed N.
    [J]. JOURNAL OF THE KOREAN CHEMICAL SOCIETY-DAEHAN HWAHAK HOE JEE, 2011, 55 (01): : 19 - 27
  • [20] Spectroscopic characterization and biological activity of metal complexes with an ONO trifunctionalized hydrazone ligand
    El-Tabl, Abdou Saad
    El-Saied, Fathey A.
    Al-Hakimi, Ahmed Noman
    [J]. JOURNAL OF COORDINATION CHEMISTRY, 2008, 61 (15) : 2380 - 2401