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1.
Complexes of Cu(II), Ni(II), Co(II), Mn(II), and Fe(III) with the tridentate Schiff base, 4-hydroxy-3(1-{2-(benzylideneamino)-phenylimino}-ethyl)-6-methyl-2H-pyran-2-one (HL) derived from 3-acetyl-6-methyl-(2H)-pyran-2,4(3H)-dione (dehydroacetic acid or DHA), o-phenylenediamine, and benzaldehyde were characterized by elemental analysis, molar conductivity, magnetic susceptibility, thermal analysis, X-ray diffraction, IR, 1H-NMR, UV-Vis spectroscopy, and mass spectra. From analytical data, the stiochiometry of the complexes was found to be 1?:?2 (metal?:?ligand) with octahedral geometry. The molar conductance values suggest nonelectrolytes. X-ray diffraction data suggest monoclinic crystal systems. IR spectral data suggest that the ligand is dibasic tridentate with ONN donors. To investigate the relationship between formation constants of metal complexes and antimicrobial activity, the dissociation constants of Schiff base and stability constants of its binary metal complexes have been determined potentiometrically in THF–water (60?:?40) at 30?±?1°C and at 0.1?mol?L?1 NaClO4 ionic strength. The potentiometric titrations suggest 1?:?1 and 1?:?2 complexation. Antibacterial and antifungal activities in vitro were performed against Staphylococcus aureus, Escherichia coli, Aspergillus niger, and Trichoderma with determination of minimum inhibitory concentrations of ligand and metal complexes. The structure–activity correlation based on stability constants of metal complexes is discussed. Activity enhances upon complexation and the order of activity is in accord with the stability order of metal ions.  相似文献   

2.
Sulfaguanidinesalicylaldimine is a good bacteriostatic and a good complexing agent. Schiff-base complexes of Cu(II), Ni(II), Co(II), Zn(II), Cd(II), VO(IV), and UO2(VI) have been synthesized. The structural features of the complexes have been confirmed by microanalytical data, FAB mass, IR, UV-Vis, 1H-NMR, and EPR spectra. Molar conductance indicates the presence of nonelectrolytes. Spectroscopic and other analytical studies reveal the square-planar geometry for copper, square-pyramidal geometry for oxovanadium, seven-coordinate UO2(VI) complex, and octahedral geometry for other complexes. The EPR spectrum of the copper complex in the powdered form at 77 K was recorded. The redox behavior of the copper and oxovanadium complexes was studied using cyclic voltammetry. Antimicrobial activities of the compounds have been studied against microorganisms such as Escherichia coli, Staphylococcus aureus, and Candida by well-diffusion technique in DMSO. Some of the complexes have higher activity than the free ligand and the standard.  相似文献   

3.
A new series of acyclic mononuclear copper(II) complexes have been prepared by Schiff-base condensation derived from 5-methylsalicylaldehyde, diethylenetriamine, tris(2-aminoethyl) amine, triethylenetetramine, N,N-bis(3-aminopropyl)ethylene diamine, N,N-bis(aminopropyl) piperazine, and copper perchlorate. All the complexes were characterized by elemental and spectral analyses. Electronic spectra of the complexes show a d–d transition in the range 500–800?nm, electrochemical studies of the complexes show irreversible one-electron-reduction process around ?1.10 to ?1.60?V. The reduction potential of the mononuclear copper(II) complexes shifts toward anodic direction upon increasing the chain length of the imine compartment. ESR spectra of the mononuclear copper(II) complexes show four lines, characteristic of square-planar geometry, with nuclear hyperfine spin 3/2. The copper(II) complexes show a normal room temperature magnetic moment value μ eff?=?1.72–1.76?BM, close to the spin-only value of 1.73?BM. Electrochemical and catalytic studies of the complexes were compared on the basis of increasing the chain length of the imine compartment. All the complexes were screened for antifungal and antibacterial activities.  相似文献   

4.
A series of metal complexes of Cu(II), Ni(II), Co(II), Fe(III) and Mn(II) have been synthesized with newly synthesized biologically active tridentate ligand. The ligand was synthesized by condensation of dehydroacetic acid (3-acetyl-6-methyl-(2H) pyran-2,4(3H)-dione or DHA), o-phenylene diamine and fluoro benzaldehyde and characterized by elemental analysis, molar conductivity, magnetic susceptibility, thermal analysis, X-ray diffraction, IR, 1H-NMR, UV–Vis spectroscopy and mass spectra. From the analytical data, the stoichiometry of the complexes was found to be 1:2 (metal:ligand) with octahedral geometry. The molar conductance values suggest the non-electrolyte nature of metal complexes. The IR spectral data suggest that the ligand behaves as a dibasic tridentate ligand with ONN donor atoms sequence towards central metal ion. Thermal behaviour (TG/DTA) and kinetic parameters calculated by the Coats–Redfern and Horowitz–Metzger method suggest more ordered activated state in complex formation. To investigate the relationship between stability constants of metal complexes and antimicrobial activity, the dissociation constants of Schiff bases and stability constants of their binary metal complexes have been determined potentiometrically in THF–water (60:40%) solution at 25 ± 1 °C and at 0.1 M NaClO4 ionic strength. The potentiometric study suggests 1:1 and 1:2 complexation. Antibacterial and antifungal activities in vitro were performed against Staphylococcus aureus, Escherichia coli and Aspergillus niger, Trichoderma, respectively. The stability constants of the metal complexes were calculated by the Irving–Rosotti method. A relation between the stability constant and antimicrobial activity of complexes has been discussed. It is observed that the activity enhances upon complexation and the order of antifungal activity is in accordance with stability order of metal ions.  相似文献   

5.
A Schiff base (L) is prepared by condensation of cuminaldehyde and L-histidine, and characterized by elemental analysis, IR, UV-Vis, 1H-NMR, 13C-NMR, and mass spectra. Co(II), Ni(II), Cu(II), and Zn(II) complexes of this Schiff-base ligand are synthesized and characterized by elemental analysis, molar conductance, mass, IR, electronic spectra, magnetic moment, electron spin resonance (ESR), CV, TG/DTA, powder XRD, and SEM. The conductance data indicate that all the complexes are 1 : 1 electrolytes. IR data reveal that the Schiff base is a tridentate monobasic donor, coordinating through azomethine nitrogen, imidazole nitrogen, and carboxylato oxygen. The electronic spectral data and magnetic measurements suggest that Co(II) and Ni(II) complexes are tetrahedral, while Cu(II) complex has distorted square planar geometry. XRD and SEM show that Co(II), Cu(II), and Zn(II) complexes have crystalline nature, while the Ni(II) complex is amorphous and the particles are in nanocrystalline phase. The in vitro biological activities of the synthesized compounds were tested against the bacterial species, Escherichia coli, Bacillus subtilis, Pseudomonas aeruginosa, and Staphylococcus aureus; and fungal species, Aspergillus niger, Aspergillus flavus, and Candida albicans by the disc diffusion method. The biological study indicates that complexes exhibit more activity than the ligand. The nuclease activity of the ligand and its complexes are assayed on CT DNA using gel electrophoresis in the presence and the absence of H2O2. The Cu(II) complex shows increased nuclease activity in the presence of an oxidant when compared to the ligand, Co(II) and Ni(II) complexes.  相似文献   

6.
Two new potentially hexadentate Schiff bases, [H2L1] and [H2L2], were prepared by condensation of 2-(3-(2-aminophenoxy)naphthalen-2-yloxy)benzenamine with 3,5-di-tert-butyl-2-hydroxy benzaldehyde and o-vanillin, respectively. Reaction of these ligands with cobalt(II) chloride, copper(II) perchlorate, and zinc(II) nitrate gave complexes ML. The ligands and their complexes have been characterized by a variety of physico-chemical techniques. The solid and solution state investigations show that the complexes are neutral. Molecular structures of [CuL1], [CoL1]?·?C7H8, and [ZnL2]?·?CH3CN, which have been determined by single-crystal X-ray diffraction, indicate that [CuL1] and [ZnL2]?·?CH3CN display distorted square planar and distorted trigonal-bipyramidal geometry, respectively; the geometry around cobalt in [CoL1]?·?C7H8 is almost exactly between trigonal bipyramidal and square pyramidal. The synthesized ligands and their complexes were screened for their antibacterial activities against eight bacterial strains and the ligands and complexes have antibacterial effects. The most effective ones are [CuL2] against Proteus vulgaris, Serratia marcescens, Staphylococcus subtilis, [H2L1] against S. subtilis, and [H2L2] against S. subtilis.  相似文献   

7.
The metal templated Cd(II) cyclocondensation of 2,6-diacetylpiridine or 2,6-pyridinedicarbaldehyde and two different amines containing piperazine moieties have been investigated. The resulting ligands, L1 and L2 are 16- and L3 and L4 17-membered pentaaza macrocycles. The complexes have been characterized by a variety of methods including IR, 1H, 13C NMR, DEPT, COSY(H,H), HMQC(H,C), FAB spectrometry and conductivimetry measurements. The crystal structures of [CdL2Cl](CH3OH)ClO4 (2) and [CdL4(NO3)(H2O)]ClO4 (4) have been also determined, and it was shown that the geometry of the Cd(II) ion in the complexes is slightly distorted pentagonal pyramidal and pentagonal bipyramidal, respectively. The gas-phase structures of ligands, L2 and L4 and their Cd(II) complexes have also theoretically studied.  相似文献   

8.
A series of new copper(II), cobalt(II), nickel(II), manganese(II), iron(III), and uranyl(VI) complexes of the Schiff base hydrazone 7-chloro-4-(benzylidene-hydrazo)quinoline (HL) were prepared and characterized. The Schiff base behaves as a monobasic bidentate ligand. Mononuclear complexes with the general composition [ML2(Cl)m(H2O)2(OEt)n] x xEtOH (M = Cu(II), Co(II), Ni(II), Mn(II), Fe(III) or UO2(VI); m and n = 0-1; x = 1-3) were obtained in the presence of Li(OH) as a deprotonating agent. The nature of bonding and the stereochemistry of the complexes have been deduced from elemental analyses, infrared, electronic spectra, magnetic susceptibility and conductivity measurements. An octahedral geometry was suggested for all the complexes except the Cu(II) and UO2(VI) ones. The Cu(II) complex has a square-planar geometry distorted towards tetrahedral, while the UO2(VI) complex displays its favored heptacoordination. The Schiff base ligand, HL, and its complexes were tested against one strain gram +ve bacteria (Staphylococcus aureus), gram -ve bacteria (Escherichia coli), and Fungi (Candida albicans). The prepared metal complexes exhibited higher antibacterial activities than the parent ligand and their biopotency is discussed.  相似文献   

9.
Complexes of the type MLCl2, where M?=?Co(II), Cu(II), Ni(II), Zn(II), Cd(II) and Hg(II) and L is a thiosemicarbazide ligand derived from reaction between naphthofuran-2-carboxyhydrazide and p-chlorophenylisothiocynate (NCClPT)/p-bromophenylisothiocynate (NCBrPT) characterized by elemental analysis, conductance, magnetic susceptibility measurements, UV-Vis, IR, 1H?NMR, and ESR. The thiosemicarbazide ligands are bidentate by coordinating through the oxygen of the carbonyl group and the nitrogen of the hydrazide residue. Based on the results, we propose structures for all the metal complexes. Both the ligands and their complexes have been screened for their fungicidal and bactericidal activities.  相似文献   

10.
Ni(II) and Cu(II) metal complexes of simple unsymmetrical Schiff-base ligands derived from salicylaldehyde/5-methylsalicylaldehyde and ethylenediamine or diaminomaleonitrile (DMN) were synthesized. The ligands and their complexes were characterized by elemental analysis, 1H NMR, FT IR, and mass spectroscopy. The electronic spectra of the complexes show d–d transitions in the region at 450–600 nm. Electrochemical studies of the complexes reveal that all mononuclear complexes show a one-electron quasi-reversible reduction wave in the cathodic region. ESR spectra of the mononuclear copper(II) complexes show four lines, characteristic of square-planar geometry, with nuclear hyperfine spin 3/2. The copper(II) complexes show a normal room temperature magnetic moment value μ eff = 1.70–1.74 BM which is close to the spin only value of 1.73 BM. Kinetic studies on the oxidation of pyrocatechol to o-quinone using the copper(II) complexes as catalysts were also carried out. The in vitro antimicrobial activity of the investigated compounds was tested against human pathogenic bacterias such as Staphylococcus aureus, Bacillus subtilis, Klebsiella pneumonia, Pseudomonas aeruginosa and Escherichia coli. The antifungal activity was tested against Candida albicans. Generally, the metal complexes have higher antimicrobial activity than the free ligands.  相似文献   

11.
Metal complexes of two general formulae [M(L)(Cl)(H2O)2] [M = Mn(II), Co(II), Ni(II) and Cu(II)] and [M(L)(H2O)] [M = Zn(II) and Cd(II)] with pyrazine-2-carbohydrazone of 2-hydroxy-5-methylacetophenone (H2L) are synthesized and characterized by microanalytical, thermal, magnetic susceptibility measurement, spectroscopic (IR, 1H NMR, 13C NMR), mass, molar conductance, X-ray powder diffraction, ESR and SEM studies. While the molar conductance measurements in DMSO indicated their non-electrolytic nature, the spectroscopic studies confirmed a tridentate ONO donor behaviour of the ligand towards the central metal ion. Based on the physico-chemical studies monomeric octahedral geometry around Mn(II), Co(II), Ni(II) and Cu(II) ions (i.e. for the first series of complexes) whereas tetrahedral to Zn(II) and Cd(II) ions (i.e. for the second series of complexes) are suggested. Based on the thermal behavior of the complexes, various kinetic and thermodynamic parameters were evaluated using Coats-Redfern method. The ligand and its metal complexes were screened for in vitro antibacterial and antifungal activity against Gram +ve S. aureus, B. subtilis and Gram –ve E. coli and S. typhi. and fungal strains, C. albicans and A. niger. The observed data infer promising biological activity of some of these complexes compared the parent ligand against all bacterial and fungal species.  相似文献   

12.
N-Benzoylthiosemicarbazide, HL, was obtained by fusion of benzoylhydrazide and ammonium thiocyanate. Reactions of HL with cobalt(II), nickel(II), copper(II), zinc(II), iron(III), cadmium(II), oxovanadium(IV), and dioxouranium(VI) in 1 : 1 molar ratio yield the corresponding complexes. The N-benzoylthiosemicarbazide may act as a neutral or monobasic bidentate ligand coordinated through NS or NO sites. The structures of the HL ligand and its complexes were identified by elemental analysis, infrared, electronic, mass, 1H-NMR, and ESR spectra as well as magnetic susceptibility and molar conductivity measurements. Different geometries were obtained for the metal complexes. The ligand and its metal complexes were investigated for antibacterial and antifungal properties. Two Gram-positive bacteria, Staphylococcus aureus and Streptococcus pyogenes, two Gram-negative, bacteria, Pseudomonas fluorescens and Pseudomonas phaseolicola and two fungi, Fusarium oxysporum and Aspergillus fumigatus, were used in this study. The metal complexes were more effective than the free ligand.  相似文献   

13.
A series of metal complexes of Schiff bases derived from condensation of sulfa-guanidine with 1-benzoylacetone (H2L1), 2-hydroxybenzophenol (H2L2), dibenzoylmethane (H2L3), 5-methylisatine (H2L4), and 1-methylisatine (H2L5) have been synthesized. The complexes are characterized by elemental analysis, molar conductance, magnetic moment measurements, IR, UV–Vis, 1H NMR, and ESR spectra, as well as thermogravimetric analysis. The low molar conductance values indicate the complexes are nonelectrolytes. IR and 1H NMR spectra show that H2L1–H2L5 are coordinated to metal ions by two bidentate centers. Mn(II), Co(II), Ni(II), and Cu(II) complexes display paramagnetic behavior, whereas the Zn(II)-complex was diamagnetic. All studies confirm the formation of an octahedral geometry for [Cu2L1(AcO)2(H2O)6] · 3H2O (1), [Mn2L4(AcO)2(H2O)6] · 2H2O (6), [Ni2L4(AcO)2(H2O)6] · 2H2O (8), a tetrahedral geometry for [Cu2L2(AcO)2(H2O)2] (2), [Cu2(L4)2] (4), [Co2(L4)2] · 2H2O (7) and [ZnHL4(AcO)(H2O)] · 2H2O (9) and a trigonal bipyramid geometry for [Cu2L3(AcO)2(H2O)4] (3) and [Cu2HL5(AcO)3(H2O)3] · H2O (5). H2L4 was most effective on Gram negative, Gram positive bacteria, and fungi (diameters inhibition zone ranged between 10.5–27.5 mm) after 24 and 48 h, respectively. Complex 8 showed moderate antimicrobial activity. Its minimum inhibitory concentration (MIC) against Escherichia coli, Bacillus subtilis, Candida albicans and Aspargllus flavas was 20 mg L–1. The compound proved to be of moderate toxicity and its LD50 was 20 mg L–1.  相似文献   

14.
Two Ti(IV) complexes have been synthesized with biologically active ligands. These ligands and their functional groups were carefully designed and selected from well-known anticancer drugs because of substituents on the aromatic ring. The ligands were prepared by condensation of a mixture of phenylenediamine and the appropriate aldehyde, vanillin, and 3,4-dimethoxybenzaldehyde. The structures of ligands and complexes have been confirmed by spectroscopic data, i.e., IR, 1H NMR, 13C NMR, electronic spectra, elemental (C, H, and N) analyses, magnetic and conductance measurements. Anticancer, DNA, and antibacterial activities are reported. Some compounds showed promising activity against Hela and PC3 cells.  相似文献   

15.
Schiff-base copper(II) complexes were prepared using macrocyclic ligands, synthesized by condensation of diethylmalonate with Schiff bases derived from o-phenylenediamine and Knoevenagel condensed β-ketoanilides (obtained by the condensation of acetoacetanilide and substituted benzaldehydes). The ligands and their copper complexes were characterized by microanalytical, mass, UV–Vis, IR, 1H-NMR, ESR and CV studies, as well as conductivity data. Microanalytical, mass and magnetic moment analyses are consistent with formation of monomeric [CuL]Cl2. Spectral studies indicate square-planar geometry around copper. The smaller grain sizes found from XRD data suggest that these complexes are polycrystalline with nanosized grains. The SEM images of [CuL1]Cl2 have leaf-like morphology. The in vitro biological screening of the investigated compounds against the bacteria Escherichia coli, Klebsiella pneumoniae, Salmonella typhi, Pseudomonas aeruginosa and Staphylococcus aureus and fungi Aspergillus niger, Rhizopus stolonifer, Aspergillus flavus, Rhizoctonia bataicola and Candida albicans were tested by the well diffusion method to assess growth inhibition. A comparative study of MIC values of the Schiff-base ligands and their complexes indicate that the complexes exhibit higher antimicrobial activity than the free ligands.  相似文献   

16.
A new symmetric bidentate Schiff base N,N′-bis [(E)-3-(2-nitrophenyl)allylidene)]benzene-1,2-diamine (L) and its complexes with general formula ZnLX2 (X = chloride, bromide, iodide, thiocyanate and azide) are described. The authenticity of the ligand and complexes have been established by microanalysis, electronic, MS, FT-IR, 1H and 13C NMR spectra, and by molar conductivity measurements. All compounds are non-electrolytes in DMF. The analytical data confirmed that the metal to ligand ratio in the complexes is 1 : 1. The complexes have pseudotetrahedral geometry with C2V point group.  相似文献   

17.
The semicarbazone (L1) has been prepared by reaction of semicarbazide and glutaraldehyde (2 : 1) in distilled water and methanol (1 : 1). The reaction of semicarbazide, glutaraldehyde and diethyl oxalate in distilled water and methanol gave Schiff-base L2, 1,2,4,7,9,10-hexaazacyclo-pentadeca-10,15-dien-3,5,6,8-tetraone. Complexes of first row transition metal ions Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) have also been synthesized. The ligand and its complexes were characterized by elemental analysis, molar conductance, magnetic moment measurements, IR, 1H NMR, UV–Visible spectra and thermogravimetric analysis (TGA). Molar conductance values show that the complexes of Ni(II), Cu(II), Zn(II), Mn(II) and Co(II) are 1 : 2 electrolytes. On the basis of electronic spectral studies and molar conductance measurements an octahedral structure has been proposed for Mn(II) and Co(II) complexes, tetrahedral for Zn(II) complex and square planar for Ni(II) and Cu(II). The thermal behavior of the compounds, studied by TGA in a nitrogen atmosphere up to 800°C, reveal that the complexes have higher thermal stability than the macrocycle. All the synthesized compounds and standard drugs kanamycin (antibacterial) and miconazole (antifungal) have been screened against bacterial strains Staphylococcus areus, Escherichia coli and fungal strains Candida albicans, Aspergillus niger. The metal complexes inhibit growth of bacteria to a greater extent than the ligand.  相似文献   

18.
Mononuclear and trinuclear zinc(II) complexes (1 and 2) with tridentate NNO Schiff-base ligands (HL1?=?N-2-pyridiylmethylidene-4-chloro-2-hydroxy-phenylamine, HL2?=?N-2-pyridiylmethylidene-2-hydroxy-5-chloro-phenylamine) have been synthesized and characterized by single-crystal X-ray diffraction and elemental analysis. The binding properties of zinc(II) complexes with calf thymus DNA (CT-DNA) and HSA were investigated by UV–visible, fluorescence, and circular dichroism spectra. The zinc(II) complexes bind significantly to CT-DNA by intercalation and bind to protein HSA through a static quenching mechanism. The in vitro cytotoxicity of the complexes on human tumor cells lines was assessed by 3-(4,5-dimathylthiazol-2-yl)-2,5-diphenyl-tetrazolium bromide, Hoechst 33258 staining experiments.  相似文献   

19.
Five mononuclear metal (Mn, Co, Ni, Cu, Zn) complexes have been prepared using a monoanionic tridentate ligand N-acetyl-9-hydroxyl-fluorene-9-hydrazidate (ahfhz?) and characterized by elemental analysis, ESI-MS, IR, UV, 1H NMR and 13C NMR. Antibacterial screening data showed that the cobalt and copper complexes and Hahfhz have moderate antimicrobial activity. The five metal complexes have some antagonistic effect against the ligand to Gram+ bacteria Staphylococcus aureus and Bacillus subtilis. The decrease in the efficiency of metal complexes may be assigned to the zero charge of the central core. [Co(ahfhz)2] ·?2CH3OH (3) crystallizes in monoclinic system with space group P21 /n, a =?13.1379(7) Å, b =?17.7809(10) Å, c =?14.7403(8) Å, β =?110.0580(10)°; in the crystal structure packing N–H ··· O, O–H ··· O and C–H ··· π?hydrogen bonding interactions lead to a supramolecular structure.  相似文献   

20.
A novel series of three trivalent mononuclear ternary complexes of the type, [ML1L2] [M = Cr(III), Fe(III) and La(III), HL1 = 2-((2-(2,4-dinitrophenyl)hydrazone)methyl)phenol, HL2 = 2-aminophenol] was investigated by various physio-chemical studies. To obtain additional information inside the structure, density functional theory calculation was also carried out. The synthesized complexes showed remarkable antimicrobial activity when tested against A. niger, A. flavus, R. stolonifer, C. albicans, E. coli and Klebsiella sp. microbes. Furthermore, the molecular docking analysis was also carried out to analyze the interactions in protein–ligand complexes. Moreover, the quantitative structure–activity relationship was also investigated to study the biological activity of the ligand.  相似文献   

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