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1.
A new Schiff base ligand named (E)‐2‐(((3‐aminophenyl)imino)methyl)phenol (HL) was prepared through condensation reaction of m‐phenylenediamine and 2‐hydroxybenzaldehyde in 1:1 molar ratio. The new ligand was characterized by elemental analysis and spectral techniques. The coordination behavior of a series of transition metal ions named Cr (III), Mn (II), Fe (III), Co (II), Ni (II), Cu (II), Zn (II) and Cd (II) with the newly prepared Schiff base ligand (HL) is reported. The nature of bonding and the stereochemistry of the complexes have been deduced from elemental analyses, IR, UV–Vis, 1H NMR, mass, electronic spectra, magnetic susceptibility and conductivity measurements and further their thermal stability was confirmed by thermogravimetric analysis (TG). From IR spectra, it was observed that the ligand is a neutral tridentate ligand coordinates to the metal ions through protonated phenolic oxygen, azomethine nitrogen and nitrogen atom of NH2 group. The existence, the number and the position of the water molecules was studied by thermal analysis. The molecular structures of the Schiff base ligand (HL) and its metal complexes were optimized theoretically and the quantum chemical parameters were calculated. The synthesized ligand and its complexes were screened for antimicrobial activities against bacterial species (Staphylococcus aureus and Bacillis subtilis, (gram positive bacteria)), (Salmonella SP., Escherichia coli and Pseudomonas aeruginosa, (gram negative bacteria)) and fungi (Aspergillus fumigatus and Candida albicans). The complexes were found to possess high biological activities against different organisms. Molecular docking was used to predict the efficiency of binding between Schiff base ligand (HL) and both receptors of Escherichia coli (3 T88) and Staphylococcus aureus (3Q8U). The receptor of Escherichia coli (3 T88) showed best interaction with Schiff base ligand (HL) compared to receptor of Staphylococcus aureu (3Q8U).  相似文献   

2.
3.
Metal(II) complexes of 4-(((2-hydroxynaphthalen-1-yl)methylene)amino)-1,5-dimethyl-2-phenyl-1,2-dihydro-3H-pyrazol-3-one (HL) were prepared, and their compositions and physicochemical properties were characterized on the basis of elemental analysis, with1HNMR, UV–Vis, IR, mass spectroscopy and thermogravimetric analysis. All results confirm that the novel complexes have a 1:1 (M:HL) stoichiometric formulae [M(HL)Cl2] (M = Cu(II)(1), Cd(II)(5)), [Cu(L)(O2NO)(OH2)2](2), [Cu(HL)(OSO3)(OH2)3]2H2O(3), [Co(HL)Cl2(OH2)2]3H2O(4), and the ligand behaves as a neutral/monobasic bidentate/tridentate forming a five/six-membered chelating ring towards the metal ions, bonding through azomethine nitrogen, exocyclic carbonyl oxygen, and/or deprotonated phenolic oxygen atoms. The XRD studies show that both the ligand and Cu(II) complex (1) show polycrystalline with monoclinic crystal structure. The molar conductivities show that all the complexes are non-electrolytes. On the basis of electronic spectral data and magnetic susceptibility measurements, a suitable geometry has been proposed. The trend in g values (g ll > g  > 2.0023) suggest that the unpaired electron on copper has a \(d_{{x^{2} - y^{2} }}\) character, and the complex (1) has a square planar, while complexes (2) and (3) have a tetragonal distorted octahedral geometry. The molecular and electronic structures of the ligand (HL) and its complexes (15) have been discussed. Molecular docking was used to predict the binding between HL ligand and the receptors of the crystal structure of Escherichia coli (E. coli) (3t88) and the crystal structure of Staphylococcus aureus (S. aureus) (3q8u). The activation thermodynamic parameters, such as activation energy (E a), enthalpy (ΔH), entropy (ΔS), and Gibbs free energy change of the decomposition (ΔG) are calculated using Coats–Redfern and Horowitz–Metzger methods. The ligand and its metal complexes (15) showed antimicrobial activity against bacterial species such as Gram positive bacteria (Bacillus cereus and S. aureus), Gram negative bacteria (E. coli and Klebsiella pneumoniae) and fungi (Aspergillus niger and Alternaria alternata); the complexes exhibited higher activity than the ligand.  相似文献   

4.
Coordination compounds of Fe(III), Zn(II), Ni(II), Co(II), Cu(II), Cd(II) and Mn(II) ions were synthesized from the ligand [4,4′‐((((ethane‐1,2‐diylbis(oxy))bis(2,1‐phenylene))bis(methanylylidene))bis(azanylylidene))diphenol]ethane (H2L) derived from the condensation of bisaldehyde and 4‐aminophenol. Microanalysis, magnetic susceptibility, infrared, 1H NMR and mass spectroscopies, molar conductance, X ray powder diffraction and thermal analysis were used to confirm the structure of the synthesized chelates. According to the data obtained, the composition of the 1:1 metal ion–bis‐Schiff base ligand was found to be [M(H2L)(H2O)2]Cln (M = Zn(II), Ni(II), Co(II), Cu(II), Cd(II) and Mn(II), n = 2; Fe(III), n = 3). Magnetic susceptibility measurements and reflectance spectra suggested an octahedral geometry for the complexes. Central metals ions and bis‐Schiff base coordinated together via O2 and N2 donor sites which as evident from infrared spectra. The Gaussian09 program was applied to optimize the structural formula for the investigated Schiff base ligand. The energy gaps and other important theoretical parameters were calculated applying the DFT/B3LYP method. Molecular docking using AutoDock tools was utilized to explain the experimental behaviour of the Schiff base ligand towards proteins of Bacillus subtilis (5 h67), Escherichia coli (3 t88), Proteus vulgaris (5i39) and Staphylococcus aureus (3ty7) microorganisms through theoretical calculations. The docked protein receptors were investigated and the energies of hydrogen bonding were calculated. These complexes were then subjected to in vitro antibacterial studies against several organisms, both Gram negative (P. vulgaris and E. coli) and Gram positive (S. pyogones and B. subtilis). The ligand and metal complexes exhibited good microbial activity against the Gram‐positive and Gram‐negative bacteria.  相似文献   

5.
A new series of mono and binuclear Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II), La(III), Ru(III), Hf(IV), ZrO(II) and UO(2)(II) complexes of phenylaminodibenzoylhydrazone have been synthesized and characterized by elementals analyses, IR UV-vis spectra, magnetic moments, conductances, thermal analyses (DTA and TGA) and electron spin resonance (ESR) measurements. The IR spectral data show that, the ligand behaves as a neutral bidentate type (15 and 16), monobasic bidentate type (6), or monobasic tridentate type (5, 7, 8, 10, 11, 13, 14, 17-21) or dibasic tridentate type 2-4, 9 and 12 towards the metal ion. Molar conductances in DMF solution indicate that, the complexes are non-electrolytes. The ESR spectra of solid complexes (9 and 10) show axial and non-axial types indicating a [Formula: see text] ground state with significant covalent bond character. However, complexes (11 and 12), show isotropic type, indicating manganese(II) octahedral geometry. Antibacterial and antifungal tests of the ligand and its metal complexes are also carried out and it has been observed that the complexes are more potent bactericides and fungicides than the ligand.  相似文献   

6.
Metal complexes derived from 2,6-pyridinedicarboxaldehydebis(p-hydroxyphenylimine); L1, 2,6-pyridinedicarboxaldehydebis (o-hydroxyphenylimine); L2, are reported and characterized based on elemental analyses, IR, solid reflectance, magnetic moment, molar conductance and thermal analysis (TGA). The complexes are found to have the formulae [MX2(L1 or L2)] x nH2O, where M=Fe(II), Co(II), Ni(II), Cu(II) and Zn(II), X=Cl in case of Fe(II), Co(II), Ni(II), Cu(II) complexes and Br in case of Zn(II) complexes and n=0-2.5. The molar conductance data reveal that the chelates are non-electrolytes. IR spectra show that the Schiff bases are coordinated to the metal ions in a terdentate manner with NNN donor sites of the pyridine-N and two azomethine-N. From the magnetic and solid reflectance spectra, it is found that the geometrical structure of these complexes are trigonal bipyramidal (in case of Co(II), Ni(II), Cu(II) and Zn(II) complexes) and octahedral (in case of Fe(II) complexes). The thermal behaviour of these chelates shows that the hydrated complexes losses water molecules of hydration in the first step followed immediately by decomposition of the coordinated water, anions and ligands (L1 and L2) in the subsequent steps. The activation thermodynamic parameters, such as, E*, DeltaH*, DeltaS* and DeltaG* are calculated from the TG curves using Coats-Redfern method. The synthesized ligands, in comparison to their metal complexes also were screened for their antibacterial activity against bacterial species, Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus and Fungi (Candida). The activity data show that the metal complexes to be more potent/antibacterial than the parent organic ligands against one or more bacterial species.  相似文献   

7.
Several Schiff bases were synthesised from sulphonamide and resacetophenone. The characterisation was done by CHN analysis, IR and NMR spectral data. These Schiff bases were evaluated for their antimicrobial activity against both Gram-positive and Gram-negative bacteria as well as fungi. The antibacterial activity was studied against B. megaterium, E. coli, B. subtilis, P. fluorescens and antifungal activity against A. awamori. In addition, copper, nickel, cobalt, and iron complexes of two Schiff bases were also synthesised. Their structural characterisation was performed using CHN analysis and IR spectral data and their antibacterial and antifungal activities were also evaluated. The comparison of antimicrobial activities of the ligands and complexes shows that the presence of metal causes more inhibition i.e., more activity. Out of the four metals studied, cobalt and iron were found to have more antimicrobial activity.  相似文献   

8.
A novel Schiff base of 4,5-diazafluorene-9-p-nitrophenylhydrazone (DAFND) has been synthesized and characterized. The crystal structures of DAFND and its analogue 4,5-diazafluorene-9-phenylhydrazone (DAFPD) were determined by single crystal X-ray diffraction method. X-ray analyses reveal that DAFPD comprise of a nonplanar molecule and all atoms of DAFND are essentially coplanar. The color of DAFND changes from brown to blue when heated, so called thermochromism and the spectroscopic properties of the two compounds are investigated by electronic absorption spectra, showing DAFND possess solvatochromism, while DAFPD does not have thermochromic and solvatochromic properties. The λmax of DAFND within various pure solvents are different ranging from 370 nm in toluene to 614 nm in pyridine. The imaginable mechanisms of thermochromism and solvatochromism are proposed.  相似文献   

9.
A new Schiff base ligand (HL) was prepared via a condensation reaction of quinoline‐2‐carboxaldhyde with 2‐aminophenol in a molar ratio of 1:1. Its transition metal mixed ligand complexes with 1,10‐phenanthroline (1,10‐phen) as co‐ligand were also synthesized in a 1:1:1 ratio. HL and its mixed ligand complexes were characterized using elemental analysis, infrared, 1H NMR, mass and UV–visible spectroscopies, molar conductance, magnetic measurements, solid reflectance, thermal analysis, electron spin resonance and X‐ray diffraction. Molar conductance measurements showed that all complexes have an electrolytic nature, except Cd(II) complex. From elemental and spectral data, the formulae [M(L)(1,10‐phen)(H2O)]Clx?nH2O (where M = Cr(III) (x = n = 2), Mn(II) and Ni(II) (x = 1, n = 2), Fe(III) (x = n = 2), Co(II), Cu(II) and Zn(II) (x = 1, n = 2)) and [Cd(L)(1,10‐phen)Cl]?3H2O for the metal complexes have been proposed. The geometric structures of complexes were found to be octahedral. Powder X‐ray diffraction reflected the crystalline nature of the complexes; however, the Schiff base is amorphous. HL and its mixed ligand complexes were screened against Gram‐positive bacteria (Streptococcus pneumoniae and Bacillus subtilis) and Gram‐negative bacteria (Pseudomonas aeruginosa and Escherichia coli). Antifungal activity was determined against Aspergillus fumigatus and Candida albicans, the data showing that most complexes had activity less than that of the Schiff base while Mn(II), Fe(III) and Ni(II) complexes showed no significant antifungal activity. The anticancer activity of HL and its metal complexes was also studied against breast and colon cell lines. The metal complexes showed IC50 higher than that of HL, especially the Cu(II) complex which showed the highest IC50 against breast cell line.  相似文献   

10.
Complexes of two series of Schiff base ligands, H2La and H2Lbderived from the reaction of 2,6-diacetyl pyridine with semicarbazide, H2La and thiosemicarbazide, H2Lb, with the metal ions, Co(II), Ni(II), Cu(II), VO(IV) and UO2(VI) have been prepared. The ligands are characterized by elemental analysis, IR, UV–vis and 1H NMR. The structures of the complexes are investigated with the IR, UV–vis, X-band ESR spectra, 1H NMR and thermal gravimetric analysis as well as conductivity and magnetic moment measurements. The IR-spectra reveal the presence of variable modes of chelation for the investigated ligands. A variety of binuclear or mononuclear complexes were obtained with the two ligands in tri-, tetra or pentadentate forms. The bonding sites are the pyridine nitrogen, two azomethine nitrogen atoms and ketonic oxygen in case of H2La or sulphur atoms in case of H2Lb. The Coats–Redfern equation has been used to calculate the kinetic and thermodynamic parameters for the different thermal decomposition steps of some complexes. Cyclic voltammograms of Co(II) and Ni(II) show quasi-reversible peaks. The redox properties and the nature of the electro-active species of the complexes have been characterized.  相似文献   

11.
Novel Schiff base (H2L) ligand is prepared via condensation of benzil and triethylenetetraamine. The ligand is characterized based on elemental analysis, mass, IR and 1H NMR spectra. Metal complexes are reported and characterized based on elemental analyses, IR, 1H NMR, solid reflectance, magnetic moment, molar conductance, and thermal analyses (TG, DTG and DTA). 1:1 [M]:[H2L] complexes are found from the elemental analyses data having the formulae [M(H2L)Cl2yH2O (M = Mn(II), Co(II), Ni(II), Cu(II), Zn(II), Cd(II)), [Fe(H2L)Cl2]Cl·H2O, [Th(H2L)Cl2]Cl2·3H2O and [UO2(H2L)](CH3COO)2·2H2O. The metal chelates are found to be non-electrolytes except Fe(III), Th(IV) and UO2(II) complexes are electrolytes. IR spectra show that H2L is coordinated to the metal ions in a neutral tetradentate manner with 4Ns donor sites of the two azomethine N and two NH groups. The geometrical structures of these complexes are found to be octahedral. The thermal behaviour of these chelates is studied where the hydrated complexes lose water molecules of hydration in the first step followed immediately by decomposition of the anions and ligand molecules in the subsequent steps. The activation thermodynamic parameters are calculated using Coats–Redfern method. The ligand (H2L), in comparison to its metal complexes, is screened for its antibacterial activity. The activity data show that the metal complexes have antibacterial activity more than the parent Schiff base ligand and cefepime standard against one or more bacterial species.  相似文献   

12.
New Schiff base ligand (H2L, 1,2‐bis[(2‐(2‐hydroxyphenylimino)‐methyl)phenoxy]ethane) came from condensation reaction of bisaldehyde and 2‐aminophenol was synthesized in a molar ratio 1:2. Metal complexes and the ligand were completely discussed with spectroscopic and theoretical mechanism. The complexes with Fe(III), Cr(III), Mn(II), Co(II), Cu(II), Ni(II), Th(IV) and Zn(II) have been discussed and characterized by elemental analyses, molar conductance, IR, mass spectroscopy, thermal, magnetic measurements, and 1H NMR. The results proved that the Schiff base was a divalent anion with hexadentate O4N2 donors came from the etheric oxygens (O1, O2), azomethine nitrogens (N1, N2) and deprotonated phenolic oxygens (O3, O4). Density Functional Theory using (B3LYP/6‐31G*) level of theory were implemented to predict molecular geometry, Mulliken atomic energetic and charges of the ligand and complexes. The calculation display that complexes had weak field ligand. The binding energy ranged from 650.5 to 1499.0 kcal/mol for Mn(II) and Th(IV) complexes, respectively. The biological behavior of the Schiff base ligand and its metal complexes were displayed against bacteria and fungi organisms. Fe(III) complex gave remarkable biological activity in comparison with the parent bis Schiff base.  相似文献   

13.
The production of new biocidal polyester Schiff base metal complexes [PESB–M(II)] via polycondensation reaction between chelated Schiff base diol and adipoyl chloride is reported. The resulting polyesters were characterized by physico-chemical and spectroscopic methods. The analytical data of all the synthesized polyesters were found to be in good agreement with 1:1 molar ratio of chelated Schiff base diol to adipoyl chloride. Thermogravimetric analyses of synthesized polyesters were studied by TG in nitrogen atmosphere up to 1073 K and results indicate that Cu(II) polyester complex exhibited better heat resistant properties than the other polyesters complexes. Magnetic moment and UV–visible spectra were examined to explain the structure of all the polyesters which reveled that Mn(II), Co(II), Ni(II) have octahedral geometry while Cu(II) possess a distorted octahedral geometry. These newly developed polyesters were also tested for their antibacterial activity against several bacteria and fungi. Among all the tested compounds PESB–Cu(II) possess the highest bactericidal and fungicidal activity.  相似文献   

14.
Schiff base (L) ligand is prepared via condensation of pyridine-2,6-dicarboxaldehyde with -2-aminopyridine. The ligand and its metal complexes are characterized based on elemental analysis, mass, IR, solid reflectance, magnetic moment, molar conductance, and thermal analyses (TG, DTG and DTA). The molar conductance reveals that all the metal chelates are non-electrolytes. IR spectra shows that L ligand behaves as neutral tridentate ligand and bind to the metal ions via the two azomethine N and pyridine N. From the magnetic and solid reflectance spectra, it is found that the geometrical structures of these complexes are octahedral (Cr(III), Fe(III), Co(II), Ni(II), Cu(II), and Th(IV)) and tetrahedral (Mn(II), Cd(II), Zn(II), and UO2(II)). The thermal behaviour of these chelates shows that the hydrated complexes losses water molecules of hydration in the first step followed immediately by decomposition of the anions and ligand molecules in the subsequent steps. The activation thermodynamic parameters, such as, E*, ΔH*, ΔS* and ΔG* are calculated from the DTG curves using Coats-Redfern method. The synthesized ligand, in comparison to their metal complexes also was screened for its antibacterial activity against bacterial species, Escherichia coli, Pseudomonas aeruginosa, Staphylococcus pyogones and Fungi (Candida). The activity data shows that the metal complexes to be more potent/antibacterial than the parent Schiff base ligand against one or more bacterial species.  相似文献   

15.
A new series of transition metal complexes of Cu(II), Ni(II), Co(II), Mn(II), Zn(II), Cd(II), Hg(II), and VO(IV) have been designed and synthesized from the Schiff base derived from cinnamidene-4-aminoantipyrine and 2-aminophenol by involving the carbonyl group of 4-aminoantipyrine. The structural features have been arrived from their elemental analyses, magnetic susceptibility, molar conduction, FAB mass, IR, UV-Vis, 1H NMR and ESR spectral studies. The data show that the complexes have composition of the ML2 type. The UV-Vis, magnetic susceptibility, and ESR spectral data of the complexes suggest an octahedral geometry around the central metal ion except the VO(IV) complex, which has a square-pyramidal geometry. The redox behavior of the copper and vanadyl complexes has been studied by cyclic voltammetry. The antimicrobial activity of the ligand and its complexes has been extensively studied on microorganisms such as Salmonella typhi, Staphylococcus aureus, Escherichia coli, Bacillus subtilis, Aspergillus niger, and Rhizoctonia bataicola. It has been found that most of the complexes have higher activities than that of the free ligand. The nuclease activity of the above metal complexes shows that the complexes cleave DNA through redox chemistry. In the presence of H2O2, the complexes are capable of cleaving calf thymus DNA. The text was submitted by the authors in English.  相似文献   

16.
We report the synthesis and structural characterization of series of tetra- and hexacoordinate metal chelate complexes of phosphate Schiff base ligands having the general composition LMX(n).H(2)O and L(2)MX(n) (L=phosphate Schiff base ligand; M=Ag(+), Mn(2+), Cu(2+), Zn(2+), Cd(2+), Hg(2+), or Fe(3+) and X=NO(3)(-), Br(-) or Cl(-)). The structure of the prepared compounds was investigated using elemental analysis, IR, 1H and 31P NMR, UV-vis, mass spectra, solid reflectance, magnetic susceptibility and conductance measurements as well as conductometric titration. In all the complexes studied, the ligands act as a chelate ligand with coordination involving the phosphate-O-atom and the azomethine-N-atom. IR, solid reflectance spectra and magnetic moment measurement are used to infer the structure and to illustrate the coordination capacity of ligand. IR spectra show the presence of coordinated nitrate and water molecule, the magnetic moments of all complexes show normal magnetic behavior and the electronic spectra of the metal complexes indicate a tetra- and octahedral structure for Mn(2+), octahedral structure of Fe(3+) and both square-planar and distorted octahedral structure for Cu(2+) complexes. Antimicrobial activity of the ligands and their complexes were tested using the disc diffusion method and the chosen strains include Staphylococcus aureus, Pseudomonas aeruginosa, Klebsiella pneumoniae, Escherichia coli, Microsporum canis, Trichophyton mentagrophyte and Trichophyton rubrum. Some known antibiotics are included for the sake of comparison and the chosen antibiotic are Amikacin, Doxycllin, Augmantin, Sulperazon, Unasyn, Septrin, Cefobid, Ampicillin, Nitrofurantion, Traivid and Erythromycin.  相似文献   

17.
Transition metal complexes of heterocyclic Schiff base   总被引:1,自引:0,他引:1  
Metal complexes of Schiff base derived from 2-furancarboxaldehyde and 2-aminobenzoic acid (HL) are reported and characterized based on elemental analyses, IR, 1H NMR, UV-Vis, solid reflectance, magnetic moment, molar conductance and thermal analysis. The ligand dissociation as well as the metal-ligand stability constants have been calculated pH-metrically at 25°C and ionic strength μ=0.1 (1 M NaCl). The complexes are found to have the formulae [M(HL)2](X)n·yH2O (where M=Fe(III) (X=Cl, n=3, y=4), Co(II) (X=Cl, n=y=2), Ni(II) (X=Cl, n=y=2), Cu(II) (X=Cl, n=y=2) and Zn(II) (X=AcO, n=y=2)) and [UO2(L)2]·2H2O. The thermal behaviour of these chelates is studied and the activation thermodynamic parameters are calculated using Coats-Redfern method. The ligand and its metal complexes show a biological activity against some bacterial species.  相似文献   

18.
简要介绍了Schiff碱金属配合物的发展历程、缩合反应机理、合成方法及其在材料、医药、催化等领域的研究、应用概况,并展望了其发展、应用前景.  相似文献   

19.
20.
Metal complexes are synthesized with Schiff bases derived from o-phthalaldehyde (opa) and amino acids viz., glycine (gly) l-alanine (ala), l-phenylalanine (pal). Metal ions coordinate in a tetradentate or hexadentate manner with these N(2)O(2) donor ligands, which are characterized by elemental analysis, molar conductance, magnetic moments, IR, electronic, (1)H NMR and EPR spectral studies. The elemental analysis suggests the stoichiometry to be 1:1 (metal:ligand). Based on EPR studies, spin-Hamiltonian and bonding parameters have been calculated. The g-values calculated for copper complexes at 300K and in frozen DMSO (77K) indicate the presence of the unpaired electron in the dx2-y2 orbital. The evaluated metal-ligand bonding parameters showed strong in-plane sigma- and pi-bonding. X-ray diffraction (XRD) and scanning electron micrography (SEM) analysis provide the crystalline nature and the morphology of the metal complexes. The cyclic voltammograms of the Cu(II)/Mn(II)/VO(II) complexes investigated in DMSO solution exhibit metal centered electroactivity in the potential range -1.5 to +1.5V. The electrochemical data obtained for Cu(II) complexes explains the change of structural arrangement of the ligand around Cu(II) ions. The biological activity of the complexes has been tested on eight bacteria and three fungi. Cu(II) and Ni(II) complexes show an increased activity in comparison to the controls. The metal complexes of opapal Schiff base were evaluated for their DNA cleaving activities with calf-thymus DNA (CT DNA) under aerobic conditions. Cu(II) and VO(II) complexes show more pronounced activity in presence of the oxidant.  相似文献   

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