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1.
New metal based triazoles (1–12) have been synthesized by the interaction of novel Schiff base ligands (L1–L3) with the Co(II), Ni(II), Cu(II) and Zn(II) metal ions. The Schiff base ligands and their all metal(II) complexes have been thoroughly characterized using various physical, analytical and spectroscopic techniques. In vitro bacterial and fungal inhibition studies were carried out to examine the antibacterial and antifungal profile of the Schiff bases in comparison to their metal(II) complexes against two Gram‐positive, four Gram‐negative and six fungal strains. The bioactivity data showed the metal(II) complexes to have more potent antibacterial and antifungal activity than their uncomplexed parent Schiff bases against one or more bacterial and fungal species. Copyright © 2012 John Wiley & Sons, Ltd.  相似文献   

2.
In this study, two novel Schiff base ligands (L1 and L2) derived from condensation of methyl 2-amino-6-methyl-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate and methyl 2-amino-6-phenyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate, both starting matter with 5-bromo-salicylaldehyde, and their Zn(II) and Ni(II) metal complexes have been prepared using a molar ratio of ligand:metal as 1:1 except the Ru(II) complexes 1:0.5. The structures of the obtained ligands and their metal complexes were characterized by elemental analysis, FT-IR, 1H NMR, 13C NMR, UV–vis, thermal analysis methods, mass spectrometry, and magnetic susceptibility measurements. Antioxidant and antiradical activity of Schiff base ligands and their metal complexes were been evaluated in vitro tests. Antioxidant activities of metal complexes generally were more effectives than free Schiff bases. 1c and 2c were used as catalysts for the transfer hydrogenation (TH) of ketones. 1c, 2c complexes were found to be efficient catalyst for transfer hydrogenation reactions.  相似文献   

3.
Two new series of copper(II), nickel(II), cobalt(II), zinc(II), iron(III), chromium(III), vanadyl(IV) and uranyl(VI) complexes with two bifunctional tridentate Schiff base, H4L1 and H2L2 ligands have been prepared. The Schiff base, H4L1 and H2L2, ligands were synthesized by the condensation of 4,6-diacetylresorcinol with o-aminophenol or o-phenylenediamine. The ligands are either di- or tetra-basic with two symmetrical sets of either OON or NNO tridentate chelating sites. The ligands and their metal complexes have been characterized by elemental analysis, 1H-n.m.r., FT-IR, mass, electronic, esr spectra and thermal gravimetric analysis and magnetic susceptibility. With the exception of CoII ion with H2L2 which afforded a trinuclear complex, a variety of binuclear complexes for the rest of the metal complexes were obtained with the ligands in its di- or tetra-deprotonated forms. The bonding sites are the azomethine and amino nitrogen atoms, and phenolic oxygen atoms. The metal complexes exhibit different geometrical arrangements such as square planar, tetrahedral, square pyramid and octahedral arrangement.  相似文献   

4.
In the present study two new series of Copper(II), Nickel(II) and Cobalt(II) complexes with two newly synthesized Schiff base ligands 4,6-bis(1-(4-bromophenylimino)ethyl)benzene-1,3-diol (H2L1), 4,6-bis(1-(4-methoxyphenylimino) ethyl)benzene-1,3-diol (H2L2) and organic ligands 8-hydroxy quinoline, 1,10-phenanthroline have been prepared. The Schiff bases H2L1 and H2L2 ligands were synthesized by the condensation of 4,6-diacetyl resorcinol with 4-bromo aniline and 4-methoxy aniline. The ligands and their metal complexes have been characterized by FT-IR, Mass, 1H NMR, UV–Vis., elemental analysis, ESR and Thermal gravimetric analysis. The Schiff base and their metal complexes were tested for antimicrobial activity against gram positive bacteria Staphylococcus aureus, Streptococcus pyogenes and gram negative bacteria Escherichia coli, Pseudomonas aeruginosa and fungus Candida albicans, Aspergillus niger and Aspergillus clavatus using Broth Dilution Method.  相似文献   

5.
Two Schiff bases, L1 (5,6;11,12-dibenzophenone-2,3,8,9-tetramethyl-1,4,7,10-tetraazacyclododeca-1,3,7,9-tetraene) and L2 (6,7;13,14-dibenzophenone-2,4,9,11-tetramethyl-1,5,8,12-tetraazacyclotetradeca-1,4,8,11-tetraene), bearing functionalized pendant arms have been synthesized by cyclocondensation of 3,4-diaminobenzophenone with 2,3-butanedione and 2,4-pentanedione, respectively. Mononuclear macrocyclic complexes [FeL1Cl2]Cl, [FeL2Cl2]Cl, [ML1Cl2], and [ML2Cl2] (where M?=?Co(II) and Cu(II)) have been prepared by reacting iron(III), cobalt(II), and copper(II) with the preformed Schiff base. The ligands and their corresponding metal complexes were characterized by elemental analyses, ESI-mass spectra, conductivity, magnetic moments, UV-Vis, EPR, IR, 1H-, and 13C-NMR spectral studies, and TGA-DTA/DSC data. The TGA profiles exhibit a two-step pyrolysis, although the iron complexes decompose in three steps, leaving behind metal oxides as the final product. The ligands and complexes were screened in vitro against Gram-positive bacteria, Gram-negative bacteria, and fungi.  相似文献   

6.
Two novel Schiff base ligands (La and Lb) were prepared from the condensation of quinoline 2‐aldehyde with 2‐aminopyridine (ligand La) and from the condensation of oxamide with furfural (ligand Lb). Mixed ligand complexes of the type M+2La/b Lc were prepared, where (La and Lb) the primary ligands and Lc was 2,6‐pyridinedicarboxylic acid as secondary ligand. Metal ions used were Fe(II), Co(II), Ni(II) and Zn(II) for mixed ligands La Lc and Fe(II), Co(II), Ni(II), Cu(II), Hg(II) and Zn(II) for LbLc mixed ligands. La and Lb Schiff base ligands were both characterized using elemental analyses, molar conductance, IR, 1H and 13C NMR. Mass spectra for Lb, [Zn(La)LcCl]Cl and [Cu(Lb)LcCl]Cl were also studied. ESR spectrum of the [Cu(Lb) LcCl]Cl complex was also recorded The metal complexes were synthesized and characterized using elemental analyses, spectroscopic (IR, 1H NMR, UV‐visible, diffused reflectance), molar conductance, magnetic moment and thermal studies. The IR and 1H NMR spectral data revealed that 2,6‐pyridinedicarboxalic acid ligand coordinated to the metal ions via pyridyl N and carboxylate O without proton displacement. In addition, the IR data showed that La and Lb ligands behaved as neutral bidentate ligands with N2 donation sites (quinoline N and azomethine N for La and two azomethine N for Lb). Based on spectroscopic studies, an octahedral geometry was proposed for the complexes. The thermal stability and degradation of the metal complexes were investigated by thermogravimetric analysis. The binding modes and affinities of La, Lb and Zn(II) complexes towards receptors of crystal structure of E. coli (PDB ID: 3 t88) and mutant oxidoreductase of breast cancer (PDB ID: 3 hb5) receptors were also studied. The antimicrobial activity against two species of Gram positive, Gram negative bacteria and fungi were tested for the Schiff base ligands, 2,6‐pyridinedicarboxylic acid and the mixed ligand complexes and revealed that the synthesized mixed ligand complexes exhibited higher antimicrobial activity than their free Schiff base ligands.  相似文献   

7.
Two novel Schiff base ligands, 4-((3-(trimethoxysilyl)propylimino)methyl)benzene– 1,2,3-triol (L1H) and 4-((3-(triethoxysilyl)propylimino)methyl)benzene–1,2,3-triol (L2H), have been synthesized by the reaction of 2,3,4-trihydroxybenzaldehyde with 3-aminopropyltrimethoxysilane and 3-aminopropyltriethoxysilane, respectively. The mononuclear CoII and CuII complexes of these Schiff bases were prepared. The complexes of the Schiff bases are formed by coordination of N, O atoms of the ligands. The proposed structures were confirmed by elemental analyses, FT-IR, and UV-visible spectroscopy, magnetic susceptibility, and conductance measurements; the 1H NMR spectra of the ligands were also recorded. The analytical data show that the metal to ligand ratio in the complexes containing silicon is 1:2. The electrochemical properties of the complexes have been investigated at 100 mVs?1 scan rate in DMSO. In addition, the antimicrobial activity of L1H and L2H Schiff ligands, and their [M(L1)2] and [M(L2)2] type coordination compounds, were investigated.  相似文献   

8.
Some metal complexes of Schiff bases have been prepared by the interactions of palladium(II) and platinum(II) chloride with 5-chloro-1,3-dihydro-3-[2-(phenyl)-ethylidene]-2H-indol-2-one-hydrazinecarbothioamide(L1H) and 5-chloro-1,3-dihydro-3-[2-(phenyl)-ethylidene]-2H-indol-2-one-hydrazinecarboxamide(L2H), in bimolar ratios. All the new compounds have been characterized by elemental analyses, conductance measurements, molecular weight determinations, IR and 1H NMR spectral studies. The spectral data are consistent with a square planar geometry around Pd(II) and Pt(II) in which the ligands act as neutral bidentate and monobasic bidentate ligands, coordinating through the nitrogen and sulfur/oxygen atoms. Free ligands and their metal complexes were screened for their antimicrobial activity on different species of pathogenic fungi and bacteria and their biopotency has been discussed.  相似文献   

9.
Two novel Schiff bases, 4,4′-methylenedianilidene-bis(3-methoxy-4-hydroxy-benzaldehyde) (L1) and 4,4′-methylenedianilidene-bis(3,4-dimethoxybenzaldehyde) (L2), have been prepared by condensing 4,4′-methylenedianiline (MDA) with vanillin and 3,4-dimethoxybenzaldehyde (DMB) respectively in ethanolic medium. Metal complexes of the above Schiff bases are prepared from salts of Cu(II), Zn(II), Co(II) and VO(IV). They are characterized by elemental analysis, molar conductivity, magnetic moment measurements, IR, 1H NMR, UV-Vis., FAB Mass, and EPR spectra. The elemental analysis data exhibit the formation of 1: 1 [M: L] ratio. The mode of bonding and the geometry of the complexes have been confirmed on the basis of IR, UV-Vis. and magnetic moment measurements. These data reveal a square-planar geometry for all the complexes except VO(IV) which has square-pyramidal geometry. The molar conductance measurements of the Schiff base complexes reveal the existence of non-electrolytic nature. The interactions of complexes with calf thymus DNA (CT-DNA) have been investigated by electronic absorption spectroscopy, viscosity measurements and cyclic voltammetry. The results indicate that the complex can bind to DNA by intercalation modes. The Schiff bases and their metal complexes have been evaluated for their antifungal and antibacterial activities against different species of pathogenic fungi and bacteria and their results are compared with standard drugs.  相似文献   

10.
Co(II), Ni(II), Cu(II), and Zn(II) complexes have been prepared with Schiff bases derived from 3-formyl-2-mercaptoquinoline and substituted anilines. The prepared Schiff bases and chelates have been characterized by elemental analysis, molar conductance, magnetic susceptibilities, electronic, IR, 1H-NMR, ESR, cyclic voltammetry, FAB-mass, and thermal studies. The complexes have stoichiometry of the type ML2 · 2H2O coordinating through azomethine nitrogen and thiolate sulfur of 2-mercapto quinoline. An enhancement in fluorescence has been noticed in the Zn(II) complexes whereas quenching occurred in the other complexes. The ligands and their metal complexes have been screened in vitro for antibacterial and antifungal activities by MIC methods with biological activity increasing on complexation. Cu(II) complexes show greater bacterial than fungicidal activities. The brine shrimp bioassay was also carried out to study the in vitro cytotoxicity properties of the ligands and their corresponding complexes. Only four compounds have exhibited potent cytotoxic activity against Artemia salina; the other compounds were almost inactive for this assay.  相似文献   

11.
New chromium(III) complexes are synthesized by classical thermal and microwave (MW)-irradiated techniques. The Schiff bases 2-acetylfuran-S-benzyldithiocarbazate (L1H), 2-acetylthiophene-S-benzyldithiocarbazate (L2H), 2-acetylpyridine-S-benzyldithiocarbazate (L3H), and 2-acetylnaphthalene-S-benzyldithiocarbazate (L4H) were prepared by condensation of -S-benzyldithiocarbazate in ethanol with the respective ketones by using MW as well as conventional methods. The chromium(III) complexes have been prepared by mixing CrCl3 · 6H2O in 1 : 1 and 1 : 2 molar ratios with monofunctional bidentate ketimines. The structure of the ligands and their transition metal complexes were confirmed by elemental analysis, melting point determinations, molecular weight determinations, infrared (IR), electronic and electron paramagnetic resonance (EPR) spectral, and X-ray powder diffraction studies. On the basis of these studies it is clear that the ligands coordinated to the metal atom in a monobasic bidentate mode by S∩N donors. Thus, an octahedral environment around the chromium(III) has been proposed. The growth inhibiting potential of the ligands and complexes has been assessed against a variety of fungal and bacterial strains.  相似文献   

12.
In this study, we prepared three polymer-anchored Schiff base ligands and their Cu(II), Co(II) and Ni(II) transition metal complexes. For this purpose, we synthesized three Schiff base ligands from the reaction of 2,4-dihydroxybenzaldehyde with diamines in the ethanol solution and characterized by the analytical and spectroscopic methods. We investigated the electrochemical and photophysical properties of the free Schiff base ligands in different solvents and concentrations. In the electrochemical studies, we found that the ligands show the reversible and irreversible redox processes. In order to obtain the polymer-anchored ligands, we used Merrifield’s peptide resin (PS) as solid support. The surface morphologies of the polymer anchored Schiff base ligands were done with the scanning electron microscopy (SEM). We did alkene epoxidation and alkane oxidation reactions of the metal complexes and used the cyclohexene, styrene, cyclohexane and cyclooctane as the substrate and they show the low catalytic activity. The metal complexes have no selectivity in the oxidation reactions. The polymer anchored Schiff base ligands and their metal complexes have high thermal stability at the higher temperatures.  相似文献   

13.
Three novel Schiff base Cd(II) trimeric complexes, [Cd3(L1)2(SCN)2(CF3COO)2] (1), [Cd3(L1)2(SCN)2(HCONMe2)] (2) and [Cd3(L2)2{N(CN)2}2] (3) have been prepared from two different symmetrical Schiff bases H2L1 and H2L2 (where H2L1 = N1,N3-bis(salicylideneimino)diethylenetriamine, a potentially pentadentate Schiff base with a N3O2 donor set, and H2L2 = N1,N3-bis(3-methoxysalicylideneimino)diethylenetriamine, a potentially heptadentate Schiff base with a N3O4 donor set). All the complexes have been synthesised under similar synthetic procedures and their crystal structures have been established by single crystal X-ray diffraction methods. The ligands and their metal complexes have been characterised by analytical and spectroscopic techniques. Among the three complexes, 1 and 3 are linear whereas 2 is a cyclic trimer. In 1 and 3, all the doubly phenoxo bridged Cd(II) metal centres are in a distorted octahedral environment. In complex 2, two of the three Cd(II) centres reside in a distorted octahedral environment and the remaining one enjoys a monocapped octahedral geometry. Altogether the variety in the bridging mode of two new salen-type ligands has been established through these complexes.  相似文献   

14.
New Schiff base ligands derived from vanillin (HL1), 4-dimethylaminobenzaldehyde (HL2) and 3,5-di-t-butyl-4-hydroxybenzaldehyde (HL3) with N-(pyridyl)-3-methoxy-4-hydroxy-5-aminobenzylamine (2) and their copper(II), cobalt(II), nickel(II), oxovanadium(IV) and zinc(II) transition metal complexes have been synthesized and characterized by elemental analyses, electronic and i.r. spectra, molar conductance data and by 1H and 13C n.m.r. spectra. The results indicate that the ligands coordinate through azomethine nitrogen and phenolic oxygen to the metal ions. In like manner, it was found that the pyridine and amine nitrogen atoms are not coordinated to the metal ions. The 1H and 13C n.m.r. spectral data confirmed the suggested structure for the Schiff base ligands, and the mass spectra results confirmed the proposed structure of the ligands. The antimicrobial activity properties of the ligands and their metal complexes have been studied.  相似文献   

15.
Cu(II) complexes have been synthesized from the Schiff base ligands derived from furfurlyidene-4-aminoantipyrine and aniline (L1)/p-nitroaniline (L2)/p-hydroxyaniline (L3). They were characterized using analytical and spectral techniques. All the Cu(II) complexes exhibit square planar geometry. The X-band ESR spectra of the copper complexes in DMSO solution at 300 and 77 K were recorded and their salient features are reported. The in vitro biological screening effects of the investigated compounds were tested against the bacterial species, Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Proteus vulgaris and Pseudomonas aeruginosa and fungal species, Aspergillus niger, Rhizopus stolonifer, Aspergillus flavus, Rhizoctonia bataicola and Candida albicans by serial dilution method. A comparative study of inhibition values of the Schiff base ligands and their complexes indicate that the complexes exhibit higher antimicrobial activity than the Schiff base ligands. Superoxide dismutase and reducing power activities of the copper complexes have also been studied. Depending on the molecular structure, the [CuL2(OAc)2] complex possess promising SOD mimetic activities.  相似文献   

16.
The solvent-free conditions were employed to synthesise symmetrical Schiff base ligand from 2,6-diaminopyridine with cinnamaldehyde in (1 min) with a fair yield utilizing formic acid as a catalyst. Through coordination chemistry, new heteroleptic complexes of Cu(II), Co(II), Ni(II), Pt(II), Pd(II) and Zn(II) were achieved from Schiff base as a primary chelator (L1) and 2,2′‐bipyridine (2,2′-bipy) as a secondary chelator (L2). The prepared compounds have been characterized by elemental analysis, molar conductivity, magnetic susceptibility, FTIR, 1H NMR, UV–visible, mass spectrometry, and thermal gravimetric analysis, and screened in vitro for their potential as antibacterial activity by the agar well diffusion method. The metal complexes were formulated as [M (L1) (L2) (X)] YnH2O, L1 = Schiff base, L2 = 2,2′-bipy, (M = Cu(II), Co(II), Zn(II), Y = 2NO3, n = 1), (M = Ni(II), X = 2H2O, Y = 2NO3, n = 0) and (M = Pd(II) Pt(II), Y = 2Cl, n = 0). Both L1 and L2 act as a neutral bidentate ligand and coordinates via nitrogen atoms of imine and 2,2′-bipy to metal ions. The metal complexes were found to be electrolytic, with square-planar heteroleptic Cu(II), Co(II), Pt(II), and Pd(II) chelates and octahedral Ni(II) complex. As well as tetrahedral geometry, has been proposed for the complex of Zn(II). Furthermore, the biological activity study revealed that some metal chelates have excellent activity than Schiff base when tested against Gram-negative and Gram-positive strains of Escherichia coli (E. coli) and Staphylococcus aureus (S. aureus). Finally, it was found that the Zn(II) and Pd(II) complexes were more effective against both types of bacteria tested than the imine and other metal complexes.  相似文献   

17.
Two Schiff base ligands, 2-{E-[(5-phenyl-6H-1,3,4-thiadiazin-2yl)imino]methyne}-1-naphthol (L1H) and 5-nitro-2-{[(5-phenyl-6H-1,3,4-thiadiazin-2-yl)imino]methyne}phenol (L2H) have been prepared from 5-phenyl-6H-1,3,4-thiadiazin-2-amine (A), 2-hydroxynaphthaldehyde (1) and 2-hydroxy-5-nitrobenzaldehyde (2) Mononuclear Co(II), NiII and CuII complexes of the ligands have been prepared by using CoII, NiII and CuII salts with a 1:2 metal:ligand ratio. It was determined that the bidentate behavior of the ligands is accomplished via the phenolic oxygen and the azomethine nitrogen atoms. The structures of the ligands and their complexes were identified by using elemental analyses, i.r., 1H-n.m.r. spectra, electronic spectra, magnetic susceptibility measurements and thermogravimetric analyses (t.g.a.).  相似文献   

18.
Asymmetric salen-type Schiff base ligands have been synthesized via a stepwise approach. In the first step, mono-Schiff base compounds were prepared by condensation of salicylaldehyde, 2-hydroxy-3-methoxybenzaldehyde, 2-hydroxy-5-methoxybenzaldehyde and 2-hydroxy-1-naphthaldehyde with hydrazine hydrate. These compounds were then reacted with 4′-formylbenzo-15-crown-5 to prepare asymmetric ligands. 1H-NMR spectra indicate that the mono- and asymmetric bis-Schiff base compounds exist in both (E) and (Z) isomeric forms in CDCl3 solution. The asymmetric crown compounds form crystalline 1:1 (Na+:ligand) complexes with sodium perchlorate. Homo-metallic Ni(II) and Zn(II) complexes with 1:2 (metal:ligand) stoichiometries have also been synthesized. The results indicate that the Schiff base ligands coordinate through the azomethine nitrogen and phenolic oxygen.  相似文献   

19.
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   

20.
The monobasic bidentate Schiff base complexes of palladium(II) and platinum(II) derived from 1H-indol-2,3-dione thiosemicarbazone (L1H) and 1H-indol-2,3-dione semicarbazone (L2H) have been characterized on the basis of elemental analysis, molecular weight determinations, i.r., 1H n.m.r. and u.v. spectral studies. Based on these studies a square planar environment around the metal atoms has been proposed. Antimicrobial effects of both the ligands and their complexes on different species of pathogenic fungi and bacteria have been recorded and these are found to possess significant fungicidal and bactericidal properties.  相似文献   

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