Synthesis, spectroscopic characterization, antimicrobial and antitumor studies of mono-, bi- and tri-nuclear metal complexes of a new Schiff base ligand derived from O-acetoacetylphenol

被引:21
作者
Adly, Omima M. I. [1 ]
Shebl, Magdy [1 ]
El-Shafiy, Hoda F. [1 ]
Khalil, Saied M. E. [1 ]
Taha, A. [1 ]
Mandi, Mohammed A. N. [1 ,2 ]
机构
[1] Ain Shams Univ, Chem Dept, Fac Educ, Cairo 11341, Egypt
[2] Hajjah Univ, Fac Sci Appl, Dept Ind Chem, Hajjah, Yemen
关键词
Polydentate Schiff base; o-Acetoacetylphenol; Mono-; bi- and trinuclear complexes; Molecular modeling; Antimicrobial activity; Antitumor activity; COPPER(II) COMPLEXES; ISATIN DERIVATIVES; TRANSITION-METALS; CU(II) COMPLEXES; MANNICH-BASES; ONS HYDRAZONE; NI(II); CO(II); 4,6-DIACETYLRESORCINOL; THIOSEMICARBAZONE;
D O I
10.1016/j.molstruc.2017.08.009
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
New mono-, bi- and trinuclear metal complexes of Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II), Cd(II) and UO2(VI) with a new Schiff base ligand H3L; ((E)-2-hydroxy-N '-(4-(2-hydroxyphenyl)-4-oxobutan-2ylidene)) benzohydrazide (H3L) have been synthesized. The ligand and its metal complexes were characterized by elemental analyses, IR, H-1 NMR, electronic, ESR and mass spectra, conductivity and magnetic susceptibility measurements as well as thermal analyses. The metal complexes exhibited octahedral and tetrahedral geometrical arrangements. Kinetic parameters (E-a, A, Delta H, Delta S and Delta G) of the thermal decomposition stages have been evaluated using Coats-Redfern equations. Structural parameters of the synthesized compounds were calculated on the basis of DFT level implemented in the Gaussian 09 program and Hyperchem 7.52 and correlated with the experimental data. The antimicrobial activity of the present compounds was screened against Gram-positive bacteria (Staphylococcus aureus and Bacillus subtilis), Gram negative bacteria (Salmonella typhimurium and Escherichia coli), yeast (Candida albicans) and fungus (Aspergillus fumigates). The antitumor activity of the ligand and its Ni(II) and Cu(II) complexes was investigated against HepG2 cell line. (C) 2017 Elsevier B.V. All rights reserved.
引用
收藏
页码:507 / 522
页数:16
相关论文
共 61 条
[1]   Molecular structure and biological studies on Cr(III), Mn(II) and Fe(III) complexes of heterocyclic carbohydrazone ligand [J].
Abu El-Reash, G. M. ;
El-Gammal, O. A. ;
Radwan, A. H. .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2014, 121 :259-267
[2]   Spectroscopic, thermal, antimicrobial and molecular modeling studies of mononuclear pentafunctional Schiff base metal chelates derived from 5-acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione [J].
Adly, Omima M. I. ;
Taha, Ali ;
Fahmy, Shery A. .
JOURNAL OF MOLECULAR STRUCTURE, 2015, 1083 :450-459
[3]   Spectroscopic and biological studies of new binuclear metal complexes of a tridentate ONS hydrazone ligand derived from 4-amino-6-methyl-3-thioxo-3,4-dihydro-1,2,4-triazin-5(2H)-one and 4,6-diacetylresorcinol [J].
Adly, Omima M. I. ;
Emara, Adel A. A. .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2014, 132 :91-101
[4]   Synthesis, spectral characterization, molecular modeling and antimicrobial activity of new potentially N2O2 Schiff base complexes [J].
Adly, Omima M. I. ;
Taha, Ali ;
Fahmy, Shery A. .
JOURNAL OF MOLECULAR STRUCTURE, 2013, 1054 :239-250
[5]   Coordination diversity of new mononuclear ONS hydrazone with transition metals: Synthesis, characterization, molecular modeling and antimicrobial studies [J].
Adly, Omima M. I. ;
Taha, A. .
JOURNAL OF MOLECULAR STRUCTURE, 2013, 1038 :250-259
[6]   Characterization, molecular modeling and antimicrobial activity of metal complexes of tridentate Schiff base derived from 5-acetyl-4-hydroxy-2H-1,3-thiazine-2,6(3H)-dione and 2-aminophenol [J].
Adly, Omima M. I. .
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2012, 95 :483-490
[7]  
[Anonymous], 1986, ADV INORGANIC CHEM C
[8]  
[Anonymous], 1964, EDTA TITRATION
[9]   Oxovanadium(IV) and oxovanadium(V) complexes relevant to biological systems [J].
Baran, EJ .
JOURNAL OF INORGANIC BIOCHEMISTRY, 2000, 80 (1-2) :1-10
[10]  
BAUER AW, 1966, AM J CLIN PATHOL, V45, P493