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1.
Azo Schiff base ligand 2-hydroxy-3-methoxy-5-(tolyldiazenyl)benzaldehyde oxime (HL1) and 2-hydroxy-3-methoxy-5-(methoxyphenyl)benzaldehyde oxime (HL2) were prepared along with their transition metal complexes of Ni(II), Cu(II), and Zn(II). Ligands and their metal complexes were characterized by several analysis techniques. In- vitro antibacterial, antioxidant and anti-inflammatory activities of synthesized ligands and their metal complexes have been studied. Biological study showed that amongst all the synthesized compounds, Cu(II) complexes possessed excellent antibacterial activity than standard antibiotic Chloramphenicol. Ligands (HL1) and (HL2) showed excellent antioxidant as well as anti-inflammatory activity. Both the ligands were tested for their protective effect of free radicals against plasmid DNA and it was found that both the ligands showed good DNA nicking activity.  相似文献   

2.
Four heterocyclic Schiff-base ligands derived from condensation of 4-amino-1,3 dimethyl-2,6 pyrimidine-dione with 2-hydroxybenzaldehyde, 2-methoxybenzaldehyde, 4-hydroxy-3-methoxybenzaldehyde and 4-(dimethylamino) benzaldehyde, (HL1, L2, HL3and L4), respectively, and their Co(II) and Ni(II) complexes have been prepared and characterized via elemental analysis, molar conductance, magnetic moment, thermal and XRPD analysis as well as spectral data (IR, 1H-NMR, mass and solid reflectance). IR data reveal that the ligands are bidentate neutral ligands except HL1, which is monobasic tridentate with coordination sites azomethine (N), carbonyl (O) and phenolic (O). Conductance data suggest that all complexes are non-electrolytes, except cobalt(II) complexes of L2and HL3are 1 : 1 electrolytes. The mass spectra confirm the proposed structure of the ligands and their complexes. The solid reflectance spectral data and magnetic moment measurements suggest octahedral, tetrahedral and square planar geometrical structures for the metal complexes. The spectral data were utilized to compute the important ligand field parameters B, β and Dq; LFSE also was calculated. The thermal behavior is also studied. Antibacterial and antifungal properties of the ligands and their complexes show broad-spectrum activities and the metal complexes show higher activity than the free ligands.  相似文献   

3.
Three ruthenium(II) hydrazone complexes of composition [RuCl(CO)(PPh3)2L] were synthesized from the reactions of [RuHCl(CO)(PPh3)3] with hydrazones derived from 4‐methoxybenzhydrazide and 4‐formylbenzoic acid (HL1), 4‐methylbenzaldehyde (HL2) and 2‐bromobenzaldehyde (HL3). The synthesized hydrazone ligands and their metal complexes were characterized using elemental analysis and infrared, UV–visible, NMR (1H, 13C and 31P) and mass spectral techniques. The hydrazone ligands act as bidentate ones, with O and N as the donor sites, and are predominantly found in the enol form in all the complexes studied. The molecular structures of the ligands HL1, HL2 and HL3 were determined using single‐crystal X‐ray diffraction. The interactions of the ligands and the complexes with calf thymus DNA were studied using absorption spectroscopy and cyclic voltammetry which revealed that the compounds could interact with calf thymus DNA through intercalation. The DNA cleavage activity of the complexes was evaluated using a gel electrophoresis assay which revealed that the complexes act as good DNA cleavage agents. In addition, all the complexes were subjected to antioxidant assay, which showed that they all possess significant scavenging activity against 2,2‐diphenyl‐2‐picrylhydrazyl, OH and NO radicals. The in vitro cytotoxic effect of the complexes examined on cancerous cell lines (HeLa and MCF‐7) showed that the complexes exhibit substantial anticancer activity. Copyright © 2016 John Wiley & Sons, Ltd.  相似文献   

4.
Co(II) complexes with 4,6-di(tert-butyl)-2-aminophenol (HLI) and 2-anilino-4,6-di(tert-butyl)phenol (HLII) have been synthesized and characterized by means of physico-chemical methods. The compounds HLI and HLII coordinate in their singly deprotonated forms and behave as bidentate O,N-coordinated ligands; their low-spin Co(II) complexes are characterized by CoN2O2 coordination modes and square planar geometry. Both the free ligands and their Co(II) and Cu(II) complexes (we have produced and characterized the latter before) exhibit a pronounced antifungal activity against Aspergillus niger, Fusarium spp., Mucor spp., Penicillium lividum, Botrytis cinerea, Alternaria alternata, Sclerotinia sclerotiorum, Monilia spp., which in a number of cases is comparable with that of Nystatin and Terbinafine or even higher. The reducing properties of the ligands and their metal(II) complexes, as well as their antifungal activities, were found to decrease in the order: Cu(LI)2 > Cu(LII)2 ? Co(LI)2 > Co(LII)2 > HLI > HLII.  相似文献   

5.
Two new sterically demanding diaminophosphinothiolate ligands (HL1 and HL2) have been prepared and the X-ray crystal structure of the Li salt of HL2 has been determined. The complex [Pd(L1)2] was fully characterized, but in contrast to other phosphinothiolates, complexes with the M(L)3 stoichiometry could not be prepared. Reaction of LH1 with Ni(II) led to cleavage of the arythiolate group and isolation of a thiolate bridged dimer, confirmed by an X-ray crystal structure. The Rh(I) complexes [Rh(nbd)L] (L = L1, L2) were characterized including an X-ray structure.  相似文献   

6.
A new series of cobalt(II) and nickel(II) complexes, [M(ligand)(H2O)2(Y)] (M = Co(II) or Ni(II); Y = Cl?, Br? or NO3 ?), containing the Schiff-base semicarbazone and thiosemicarbazone, HL1 and HL2, formed from 4-hydroxycoumarin-3-carbaldehyde have been synthesized. 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 has been suggested for the complexes. The metal complexes were screened for their antifungal and antibacterial activities on different species of pathogenic fungi and bacteria and their biopotency has been discussed.  相似文献   

7.
Abstract

A one pot procedure was used to synthesize two new derivatives of α-aminophosphonates. Novel copper(II) complexes of α-aminophosphonates were synthesized by coordinating different copper salts with the newly synthesized α-aminophosphonates. Their structures were characterized by different spectral and analytical techniques. Evaluation of the metal-free ligands HL1, HL2, and their Cu(II) complexes against human colon carcinoma HT-29 cell lines was performed, using cisplatin as a reference drug. The results indicated that the complexes of the ligand HL1 exhibited enhanced anticancer activity, while ligand HL2 complexes showed decreased anticancer activity.  相似文献   

8.
Five 2-(1H-benzimidazol-2-yl)-phenol derivatives including 1H (HL1), 5-chloro-(HL2), 5-methyl-(HL3), 5,6-dichloro-(HL4), and 5,6-dimethyl-(HL5) were synthesized by the reaction of their corresponding benzene-1,2-diamine precursors and 2-hydroxybenzaldehyde which subsequently was employed in complexation with Fe(II) to prepare complexes C1C5, respectively. Indeed, in all complexes, the ligands were coordinated as bidentate, via the C=N nitrogen and hydroxy oxygen atom of benzimidazole moiety and phenol ring, respectively. The compounds were characterized by FTIR, UV–vis, 1H- and 13C-NMR spectropscopy, ICP, and elemental analysis (C, H, and N). The purity of these compounds was determined by melting point (m.p )and TLC. The synthesized ligands and complexes were geometrically optimized by Gaussian09 software at B3LYP/TZVP level of theory and satisfactory theoretical–experimental agreement was achieved for analysis of IR data of the compounds. Catalytic behavior of the iron(II) complexes was investigated for ethylene reactivity. On activation with diethylaluminum chloride (Et2AlCl), iron(II) complex (C4) showed the highest activity (1686 kg oligomers.mol?1(Fe).h?1) for ethylene oligomerization when it contains chlorine substituents and exhibits good selectivity for linear 1-butene. The steric and electronic effects of ligands were investigated in detail on the influence of their catalytic activities.  相似文献   

9.
The synthesis, spectral characterization, and biological studies of ruthenium(II) hydrazone complexes [RuCl(CO)(PPh3)2L] (where L = hydrazone ligands) have been carried out. The hydrazones are monobasic bidentate ligands with O and N as the donors and are preferably found in the enol form in all the complexes. The molecular structure of the ligands HL1, HL2, and HL3 were determined by single-crystal X-ray diffraction. The DNA binding studies of the ligands and complexes were carried out by absorption spectroscopic and viscosity measurements. The results revealed that the ligands and complexes bind to DNA via intercalation. The DNA cleavage activity of the complexes, evaluated by gel electrophoresis assay, revealed that the complexes are good DNA cleaving agents. The antioxidant properties of the complexes were evaluated against DPPH, OH, and NO radicals, which showed that the complexes have strong radical-scavenging. Further, the in vitro cytotoxic effect of the complexes examined on HeLa and MCF-7 cancer cell lines showed that the complexes exhibited significant anticancer activity.  相似文献   

10.
In the current work, two triazine‐based multidentate ligands (H2L1 and H2L2) and their homo‐dinuclear Mn (II), mononuclear Ln (III) and hetero‐dinuclear Mn (II)/Ln (III) (Where Ln: Eu or La) complexes were synthesized and characterized by spectroscopic and analytical methods. Single crystals of a homo‐dinuclear Mn (II) complex {[Mn (HL1)(CH3OH)](ClO4·CH3OH}2 ( 1 ) were obtained and the molecular structure was determined by X‐ray diffraction method. In the structure of the complex, each Mn (II) ion is seven‐coordinate and one of the phenolic oxygen bridges two Mn (II) centre forming a dimeric structure. The UV–Vis. and photoluminescence properties of synthesized ligands and their metal complexes were investigated in DMF solution and the compounds showed emission bands in the UV–Vis. region. The catecholase enzyme‐like activity of the complexes were studied for 3,5‐DTBC → 3,5‐DTBQ conversion in the presence of air oxygen. Homo‐dinuclear Mn (II) complexes ( 1 and 4 ) were found to efficiently catalyse 3,5‐DTBC → 3,5‐DTBQ conversion with the turnover numbers of 37.25 and 35.78 h?1 (kcat), respectively. Mononuclear Eu (III) and La (III) complexes did not show catecholase activity.  相似文献   

11.
Three new heteroscorpionate ligands, (2‐hydroxyphenyl)bis(imidazol‐1‐yl)methane (HL1), (4‐diethylamino‐2‐hydroxyphenyl)bis(imidazol‐1‐yl)methane (HL2) and (5‐bromo‐2‐hydroxyphenyl)bis(imidazol‐1‐yl)methane (HL3), and their heteroleptic copper(II) complexes of the type [Cu(L1–3)diimine]ClO4 ( 1 – 6 ; where diimine =2,2′‐bipyridyl or 1,10‐phenanthroline) have been synthesized and characterized using spectroscopic methods. The molecular structure of ligand HL1 was determined by single‐crystal X‐ray diffraction. UV–visible, electron paramagnetic resonance and theoretical studies suggest a distorted square pyramidal geometry around copper(II) ion. Analyses of highest occupied and lowest unoccupied molecular orbitals have been used to explain the charge transfer taking place within the complexes. The antioxidant activities of the heteroscorpionate ligands and their heteroleptic copper(II) complexes were determined using ABTS, DPPH and H2O2 free radical scavenging assays with respect to standard antioxidant ascorbic acid. In molecular docking studies, the complexes showed π–π, hydrogen bonding, van der Waals and electrostatic interactions with fibroblast growth factor receptor kinase. In vitro cytotoxicity activities of ligands and copper(II) complexes were examined on human breast adenocarcinoma (MCF‐7), cervical (HeLa) and lung (A549) cancer cell lines and normal human dermal fibroblast cell line using MTT assay. Complex 4 exhibited higher anticancer activity than the other complexes against all three cancer lines, being more potent than the standard drug cisplatin.  相似文献   

12.
The synthesis and physico-chemical characterization of Fe(II) and Mn(II) complexes of 2-[4,6-di(tert-butyl)-2,3-dihydroxyphenylsulfanyl]acetic acid (HLI) and 2-[4,6-di(tert-butyl)-2,3-dihydroxyphenylsulfinyl]acetic acid (HLII) were carried out. The investigation of the molecular and electronic structure of Cu(II), Ni(II), Zn(II), Fe(II) and Mn(II) complexes has been performed within the density functional theory (DFT) framework. The computed properties were compared to the experimental ones, and molecular structures of the compounds were proposed based on the array of spectral data and quantum chemical calculations. Antibacterial activity of the Fe(II) and Mn(II) complexes was evaluated in comparison with Cu(II), Co(II), Ni(II) and Zn(II) complexes and three standard antibiotics; it was found to follow the order: (1) Сu(LI)2 > Mn(LI)2 > HLI > Ni(LI)2 > Zn(LI)2 > Fe(LI)2 > Co(H2O)2LI; (2) Cu(LII)2 > Сo(LII)2 > Ni(LII)2 > Mn(H2O)2(LII)2 > Fe(LII)2 > HLII > Zn(LII)2; their reducing ability (determined electrochemically) followed the same order. Spectrophotometric investigation was carried out in order to estimate the rate of the reduction of bovine heart сytochrome c with the ligands and their metal(II) complexes. The complexes Сu(LI)2, Mn(LI)2 and Co(LII)2 with the high reducing ability were found to be characterized by the highest rates of Cyt с reduction. NADPH:cytochrome P450-reductase had no substantial effect on the rate of сytochrome c reduction with HLI and HLII ligands.  相似文献   

13.
The complexes M(L1, 2)2 · nH2O, where M = Co(II), Ni(II), Cu(II), and Zn; n = 2 and 3, were synthesized by the reaction of Co(II), Ni(II), Cu(II), and Zn(II) chlorides with 2,4,7-trinitro-9-fluorenone oxime (HL1) and 2,4,5,7-tetranitro-9-fluorenone oxime (HL2) and identified. It was shown that HL1, 2 were coordinated by metal cations in the anionic form in a 2: 1 ratio. A single crystal of the solvate of HL2 with acetonitrile (1: 1) HL2 · NCCH3 was isolated, and its crystal structure was determined. The spectral characteristics were determined, and the acidity constant of HL1 was calculated. The structures for the synthesized complexes were proposed.  相似文献   

14.
The synthesis and characterization of new transition metal complexes of Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) with 3‐(2‐hydroxynaph‐1‐ylazo)‐1,2,4‐triazole ( HL1 ) and 3‐(2‐hydroxy‐3‐carboxynaph‐1‐ylazo)‐1,2,4‐triazole ( HL2 ) have been carried out. Their structures were confirmed by elemental analyses, thermal analyses, spectral and magnetic data. The IR and 1H NMR spectra indicated that HL1 and HL2 coordinated to the metal ions as bidentate monobasic ligands via the hydroxyl O and azo N atoms. The UV‐Vis, ESR spectra and magnetic moment data revealed the formation of octahedral complexes [Mn L1 (AcO)(H2O)3] ( 1 ), [Co L1 (AcO)(H2O)3]·H2O ( 2 ), [Mn L2 (AcO)(H2O)3] ( 6 ) and [Co L2 (AcO)(H2O)3] ( 7 ), [Ni L1 (AcO)(H2O)] ( 3 ), [Zn L1 (AcO)(H2O)]·H2O ( 5 ), [Ni L2 (AcO)(H2O)] ( 8 ), [Zn L2 (AcO)(H2O)]·10H2O ( 10 ) have tetrahedral geometry, whereas [Cu L1 (AcO)(H2O)2] ( 4 ) and [Cu L2 (AcO)(H2O)2]·5H2O ( 9 ) have square pyramidal geometry.. The mass spectra of the complexes under EI‐con‐ ditions showed the highest peaks corresponding to their molecular weights, based on the atomic weights of 55Mn, 59Co, 58Ni, 63Cu and 64Zn isotopes; besides, other peaks containing other isotopes distribution of the metal. Kinetic and thermodynamic parameters of the thermal decomposition stages were computed from the thermal data using Coats‐Redfern method. HL2 and complexes 6 – 10 were found to have moderate antimicrobial activities against Staphylococcus aureus (gram positive), Escherichia coli (gram negative) and Salmonella sp bacteria, and antifungal activity against Fusarium oxysporum, Aspergillus niger and Candida albicans. Also, in most cases, metallation increased the activity compared with the free ligand.  相似文献   

15.
Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) 2,5-dichlorobenzoates were prepared and their compositions and solubilities in water at 295 K were determined. The IR spectra and X-ray diffractograms of the obtained complexes were recorded. The complexes of Co(II), Ni(II), Cu(II), Zn(II) and Cd(II) were obtained as solids with a 1:2 molar ratio of metal to organic ligand and different degrees of hydration. When heated at a heating rate of 10 K min-1, the hydrated complexes lose some (Co, Zn) or all (Ni, Cu, Cd) of the crystallization water molecules and then decompose to oxide MO (Co, Ni) or gaseous products (Cu, Zn, Cd). When heated at a heating rate of 5 K min-1, the complexes of Ni(II) and Cu(II) lose some (Ni) or all (Cu) of the crystallization water molecules and then decompose directly to MO. This revised version was published online in July 2006 with corrections to the Cover Date.  相似文献   

16.
Co(II), Ni(II), Cu(II) and Zn(II) Schiff base complexes derived from 3-hydrazinoquionoxaline-2-one and 1,2-diphenylethane-1,2-dione were synthesized. The compounds were characterized by elemental analyses, molar conductance, magnetic susceptibility measurements, FTIR, UV–vis, 1H NMR, 13C NMR, ESR, and mass spectral studies. Thermal studies of the ligand and its metal complexes were also carried out to determine their thermal stability. Octahedral geometry has been assigned for Co(II), Ni(II), and Zn(II) complexes, while Cu(II) complex has distorted octahedral geometry. Powder XRD study was carried out to determine the grain size of ligand and its metal complexes. The electrochemical behavior of the synthesized compounds was investigated by cyclic voltammetry. For all complexes, a 2 : 1 ligand-to-metal ratio is observed. The ligand and its metal complexes were screened for their activity against bacterial species such as E. coli, P. aeruginosa, and S. aureus and fungal species such as A. niger, C. albicans, and A. flavus by disk diffusion method. The DNA-binding of the ligand and its metal complexes were investigated by electronic absorption titration and viscosity measurement studies. Agarose gel electrophoresis was employed to determine the DNA-cleavage activity of the synthesized compounds. Density functional theory was used to optimize the structure of the ligand and its Zn(II) complex.  相似文献   

17.
Schiff bases obtained by the condensation of 2-amino-5-mercapto-1,3,4-thiadiazole with 2,4-pentandione or 1-phenyl-1,3-butandione were synthesized and characterized in order to obtain polydentate ligands HL1 and HL2, respectively. The complexes with these ligands of the type M(L)Cl·nH2O [(1) M:Ni, L:L1, n = 0.5; (3) M:Ni, L:L2, n = 0.5]; [(2) M:Cu, L:L1, n = 1; (4) M:Cu, L:L2, n = 0] were also synthesized and characterized. The modifications evidenced in IR spectra of complexes were correlated with the presence of monodeprotonate Schiff bases. The electronic spectra display the characteristic pattern of square-planar stereochemistry. The in vitro qualitative and quantitative antimicrobial activity assays showed that the new complexes exhibited variable antimicrobial activity. The thermal analyses have evidenced the thermal intervals of stability and also the thermodynamic effects that accompany them. Schiff bases and complexes have a similar thermal behaviour. Processes as water elimination, melting, chloride anion removal as well as oxidative degradation of the organic ligands were observed.  相似文献   

18.
A new series of twelve bidentate Schiff's base ligands (HL1–12) was synthesized via condensation of 5‐(arylazo)salicylaldehydes with aromatic amines. When the new salicylaldimine derivatives were reacted with copper(II) chloride, the neutral complexes Cu(L1–12)2 were obtained. The structure of the copper complexes was established from microanalyses, IR and UV spectra and thermal analyses. The results suggested that the ligands were coordinated to the metal ion in a bidentate manner with ON donor sites of the deprotonated phenolic‐OH and azomethine‐N. The composition of the complexes can be represented as CuL2. Evaluation of antimicrobial activity for the synthesized compounds was carried out to probe their activity. The compounds were found to have weak antimicrobial activity.  相似文献   

19.
Two novel heterocyclic ligands, 2‐[(5‐fluoro‐1,3‐benzothiazol‐2‐yl)amino]naphthalene‐1,4‐dione (HL1) and 2‐[(5‐methyl‐1,3‐benzothiazol‐2‐yl)amino]naphthalene‐1,4‐dione (HL2), and their Pd(II), Ni(II) and Co(II) complexes were prepared and characterized using 1H NMR, 13C NMR, infrared and UV–visible spectroscopic techniques, elemental analysis, magnetic susceptibility, thermogravimetry and molar conductance measurements. The infrared spectral data showed that the chelation behaviours of the ligands towards the transition metal ions were through one of the carbonyl oxygen and deprotonated nitrogen atom of the secondary amine group. Molar conductance results confirmed that the complexes are non‐electrolytes in dimethylsulfoxide. The geometries of the complexes were deduced from magnetic susceptibility and UV–visible spectroscopic results. Second‐order perturbation analysis using density functional theory calculation revealed a stronger intermolecular charge transfer between ligand and metal ion in [NiL1(H2O)2(CH3COO‐)] and CoL1 compared to the other complexes. The in vitro antibacterial activity of the compounds against some clinically isolated bacteria strains showed varied activities. [NiL1(H2O)2(CH3COO‐)] exhibited the best antibacterial results with a minimum inhibitory concentration of 50 μg mL?1. The molecular interactions of the compounds with various drug targets of some bacterial organisms were established in a bid to predict the possible mode of antibacterial action of the compounds. The ferrous ion chelating ability of the ligands indicated that HL1 is a better Fe2+ ion chelator, with an IC50 of 29.79 μg mL?1, compared to HL2 which had an IC50 of 98.26 μg mL?1.  相似文献   

20.
A series of metal complexes of cobalt(II), nickel(II), copper(II), and zinc(II) have been synthesized with newly-derived biologically active ligands. These ligands were synthesized by condensation of 3-substituted-4-amino-5-hydrazino-1,2,4-triazole and orthophthalaldehyde. The probable structure of the complexes has been proposed on the basis of elemental analyses and spectral (IR, 1H-NMR, UV-vis, magnetic, ESR, FAB-mass and thermal studies) data. Electrochemical study of the complexes is also made. All complexes are nonelectrolytes in N,N-dimethyl formamide and DMSO. The Schiff bases and their Co(II), Ni(II), Cu(II), and Zn(II) complexes have been screened for antibacterial (Escherichia coli, Staphylococcus aureus, Streptococcus pyogenes, and Pseudomonas aeruginosa) and antifungal (Aspergillus niger, Aspergillus flavus, and cladosporium) activities by minimum inhibitory concentration method. DNA cleavage is also carried out.  相似文献   

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