Azo Schiff Base Ligand Research Articles

Synthesis and characterization of novel metal complexes with new azo-schiff base ligand derived from sulfa drug and toxicological studies of its complexes as antibacterial

The New Azo- Schiff base ligand [4-((E)-(2-hydroxyphenyl)diazenyl)-3-(((1E,2E)-2-((2-((E)-(2-hydroxyphenyl)diazenyl)-5-(N-(pyrimidin-2-yl)sulfamoyl)phenyl)imino)-1,2-diphenylethylidene )amino)-N-(pyrimidin-2-yl)benzenesulfonamide] (4HDPS) was primed. Three chelate complexes have correspondingly been equipped by reacting this ligand (4HDPS) with the metal ions Co (II), Ni (II) and Cu (II). (UV-Vis) electronic spectra of complexes showed bathchromic shift, as compared with that of free ligand .The Mass Spectrum and 1HNMR Spectrum of the free ligand has been taken and the FTIR spectrums of the Ligand and its chelating complexes have been investigated. This may specify that coordination among the metal ions and the equipped ligand takes place .The conductivity and magnetic measurements, Elemental micro analysis and the percentage of metal ions were determined. Based on these consequences, the proposed geometrical structures of the equipped complexes of Co(II),Ni(II) and Cu(II).ions are octahedral with mole ratio (M:L) was (1:1) for all prepared complexes while the conductivity measurements shows non – electrical properties. The final stage involved the study of the biological activity of prepared component to two type of pathogenic bacteria: (G+) Staph. Aureus and Escherichia coli (G-) using Well diffusion methods .Three different concentration were tested (100, 500, 1000) ppm in Ethanol Absolute (99%) as a solvent.

DNA/Protein binding and anticancer activity of Zn(II) complexes based on azo-Schiff base ligands

Synthesis of the azo–Schiff base ligands 2-((E)-((4-(diethylamino)phenyl)imino)methyl)-4-((E)-(2-(phenylthio)phenyl)diazenyl)phenol (L1) and-((E)-((4-(diethylamino)phenyl)-imino)methyl)-4-((E)-(2-phenoxyphenyl)diazenyl)phenol (L2) and Zn(II) complexes (C1-C2) containing these ligands have been described. Characterization of the ligands and complexes has been achieved by spectral studies (IR, 1H, 13C, ESI–MS, UV/vis., emission) and structures of C1 and C2 verified by X-ray single crystal analyses. Absorption titration studies on the complexes revealed that these strongly interact with calf thymus DNA (CT-DNA). Calculated equilibrium binding constants (Kb) for C1 and C2 converged to 4.51 × 104 and 3.74 × 104. Protein binding studies of the complexes with BSA have been performed by UV/vis, fluorescence, synchronous and 3D fluorescence spectroscopy. MTT assay toward Hut-78 cell line suggested high cytotoxicity for C1 (IC50: 70 μM) relative to C2 (IC50: 110 µM). Upon irradiation (UV light; λ, 365 nm) the complexes C1 and C2 exhibited cis–trans photo isomerization and after withdrawal of the light these settled back to more stable trans form. Rate constant (k) for photo isomerization of C1 and C2 has been worked out using electronic absorption data (2.29 × 10−2,C1; 2.12 × 10−2 s−1, C2) and supported by theoretical studies (DFT).

Microwave assisted catalytic oxidation of cyclohexene, cyclohexane, cyclooctane and styrene with metal complexes of bis(azo-imine) ligands supported on mesoporous silica

Novel multifunctional bis(azo-Schiff base) ligands supported on mesoporous silica and their Cu(II), Co(II), Mn(II) and Ni(II) complexes were synthesized and characterized with the techniques of FT-IR, TGA, SEM, EDX, ICP-OES (metal content) and C, H, N content analyses. The synthesized complexes were tried as catalysts in the oxidation of cyclohexene, cyclohexane, cyclooctane and styrene substrates under microwave power. The Co(II) complex of silica-supported bis(azo-Schiff base) ligand derivatized from m-xylylenediamine and 2,4-dihydroxybenzaldehyde (L2) behaved as the best catalyst in cyclohexane oxidation to cyclohexanol with 73.84% selectivity. The complexes of Cu(II) were very selective to the yield of 2-cyclohexen-1-ol synthesis from the oxidation of cyclohexene under microwave power especially L2-Cu(II) with 64.29% selectivity. According to the calculated selectivities of the complexes in the catalytic reactions, it can be said that the complexes were not active in cycloctane and styrene oxidation.

Optoelectronic, photocatalytic and biological studies of mixed ligand Cd(II) complex and its fabricated CdO nanoparticles

• Synthesis of Azo-Schiff base ligand and its mixed ligand Cd(II) complex with 8- Hydroxy Quinoline. • Fabrication of CdO nanoparticles from synthesized mixed ligand Cd(II) complex. • Complex and nanoparticles used as the photocatalyst for the degradation of acid red dye. • Optoelectronic studies of the compounds were analyzed by cyclic voltammetry and photoluminescence. • DNA binding and cleavage studies were conducted for mixed ligand Cd(II) complex. This existing examination focuses on the synthesis of the novel Azo-imine ligand obtained from the simple condensation of 2-hydroxy-3-methoxy benzaldehyde with 4-amino-azobenzene and its Mixed ligand Cd(II) Complex was synthesized using Azo-imine ligand as primary ligand and 8-hydroxy Quinoline as a secondary ligand in the equimolar ratio. Further, the obtained complex was fabricated as CdO through the thermal decomposition method. The obtained compounds were illuminated by the different spectroscopic techniques and the formation of the nanoparticles was confirmed by Powder-XRD and TEM Analysis. The CV and PL properties of the synthesized compounds have been investigated in different conditions. Photoemission wavelength at 481 nm and 498 nm specified that both Cd(II) complex and CdO enhance strong Blue luminescence on photoemission. From the electrochemical studies, the reduction of Cd(II) was found to be Quise-reversible in a 0.1 M KOH and give evidence for the formation of a mixed ligand Cd(II) complex in the molar ratio 1:1:1. For Acid red dye under Visible light, CdO shows effective photodegradation than the mixed ligand Cd(II) complex. The DNA Binding study of mixed ligand Cd(II) complex with CT-DNA was investigated by the absorption spectroscopy method and the results gave the evidence for the classical intercalation. The DNA Cleavage results are the indication that the metal complex has good costs in the cleavage of pUC -18 DNA. Further, the antibacterial study of the compounds shows satisfactory results against Gram-positive ( Staphylococcus Aureus ) and Gram-negative ( Proteus ) bacterial strains.

Charge transfer complexation between some transition metal ions with azo Schiff base donor as a smart precursor for synthesis of nano oxides: An adsorption efficiency for treatment of Congo red dye in wastewater

This mentioned article aimed to synthesized of nanostructured CuO, Co3O4 and NiO oxides based on the thermal decomposition of precursors associated from the complexation between azo Schiff base chelate (2,2′-((1E,1′E)-hydrazine-1,2-diylidenebis(methaneylylidene))bis(4-((E)-phenyldiazenyl)phenol) (NNOO)) and metal chloride salts with 1:1 M ratio. The NNOO azo Schiff base chelate, and its Cu(II), Co(II) and Ni(II) complexes were synthesized and discussed using microanalytical, molar conductance, magnetic properties, FT-IR, UV–Vis, 1H NMR, mass, and TGA (thermogravimetric analysis) techniques. According to the microanalysis and spectroscopic results, the coordination mode between azo Schiff base ligand and the central metal ion was occurs through NNOO donating atoms of azo Schiff base ligand. The electronic spectra and magnetic susceptibility analyses concluded that all synthesized metal complexes have an octahedral geometrical structural. The metal oxides (CuO, Co3O4, and NiO) nanoparticles were synthesized after the calcination of azo Schiff base complexes at 800 °C in a static air. The assignments of CuO, Co3O4 and NiO nanostructured oxides were discussed based on the FTIR, XRD, and TEM analysis technique. The ability of CuO, Co3O4 and NiO was compared by catalytic degradation of Congo red azo dye. The decolorization behavioral of Congo red dye was examined using spectroscopic UV–Vis techniques. Furthermore, the rate of catalytic decolorization activity of Congo red dye using prepared metal oxides was successfully performed. The dye has been successfully decolorized by ~57% in the presence of Co3O4 NPs at room temperature.

Synthesis, Characterization and Biological Activity of Heterocyclic Azo-Schiff Base Ligand derived from 2-Amino-5-methyl thiazol and some Transition Metal Ions

A new dye with a, heterocyclic azo-Schiff base has been produced,. synthesized is being studied 5-(((E)-4-(dimethylamino)benzylidene)amino)-2-((E)-(5-methylthiazol-2-yl)diazenyl) phenol (LH) fromareaction of 2-amino-5-methyl thiazole with (dimethylamino) benzaldehyde, 3-amino phenol. Azo-Schiff base ligand reacted and including some metal ions, such as Fe(II), Co (III), Ni(II) forming chelates complex. They characterized by various analytical techniques like UV-Visb, H1-NMR, 13C- NMR spectroscopic, Molar conductance, FT-IR, Mass spectra, X-ray and FESEM elemental analysis also, The mole ratio, according to spectral tests, is [M:L] for complexes was [1:2].. This study also included the biological activity in the case of sensitive species Antibacterials include Escherichia coli (gram negative), Streptococcus (gram positive), and Penicillium (fungal)..It has been noticed that some complexes are very effective against. Azo ligand and Co(III) Complex show cytotoxis action against human Breast cancer cell line. The findings suggested that it could be used as an anti-cancer drug in medicine and pharmacy.

Novel method for determination of Zinc in some pharmaceutics using new prepared reagent of methyl phenol

This work studied the amalgamation and portrayal of another Azo-Schiff base ligand and its utilization of zinc in certain medications. Azo 2-(E)- (1H-benzo[d]Imidazol-2-yl)diazenyl)- 5-((E)- (4-Chlorophenylimino)methyl)phenol.(BIACMebp) has been incorporated after the closely resembling system and Al-Adilee et.al., with some adjustment in a two-venture measure, in the initial step, 2-Amino benzimidazole (1.33 g) was blended in with hydrochloric corrosive 3ml In (thirty mL) refined water and diazotized under 5 °C with sodium nitrite NaNO2 (0.75 gm,0.01mol, broke up in 20 ml refined water) was included drops, and in the next step the diazonium chloride compound is then combined with 3-(4-Chlorobenzylideneamino)phenol(CBAP) (2.31 gm,0.01 mol), disintegrated in combination from 60 ml ethanol and 18 ml sodium hydroxide(5%) Pour the blend for 1 hour at a temperature of 5-0 m. The readied azo where inspected by various phantom procedure in wording, C.H.N natural investigations, metal substance, FT-IR, UV-Vis, 1H-NMR and mass spectra contemplates. The metal ligand proportion (M:L) in alcoholic watery arrangements controlled by mole proportion methodand it demonstrates 1:1 for the complex. Additionally, the strength constants for the complex with zinc has been determined frightfully by UV-Vis technique. All outcomes show this complex has high strength. The systematic applications have been achieved in medication (zinc sulfat) for several companies (zincodin (Aktive) 25 mg, Zinc (Kontam) 35 mg, Zinc Sulfate (Jink.) 20 mg.

Synthesis and characterization of four new azo-Schiff base and their nickel(II) complexes

Four new azo-Schiff base ligands were prepared (H2La-H2Ld) via condensation of Methyl-2-{N-(2′-aminoethane)}-amino-1-cyclopentenedithiocarboxylate (Hcden) with derivatives of (E)-2-hydroxy-5-(phenyldiazenyl)benzaldehyde. The corresponding nickel(II) complexes were also synthesized. The structures of the azo-Schiff base ligands and the complexes were characterized by elemental analyses, UV–Vis, IR and 1HNMR spectroscopies. The structures of [NiLa] and [NiLc] complexes have been determined by X-ray crystallography. The Ni(II) metal complexes are formed by the coordination of the N, S and O atoms of the ligands. The X-ray results confirm that the geometry of the Ni(II) metal complexes are slightly distorted square-planar structures.

Synthesis and Characterization of Four New Azo-Schiff Base and Their Nickel(II) Complexes

Four new azo-schiff base ligands were prepared (H2La-H2Ld) via condensation of Methyl-2-{N-(2'-aminoethane)}-amino-1-cyclopentenedithiocarboxylate (Hcden) with derivatives of (E)-2-hydroxy-5-(phenyldiazenyl)benzaldehyde. The corresponding nickel(II) complexes were also synthesized. The structures of the azo-schiff base ligands and the complexes were characterized by elemental analyses, UV-Vis, IR and 1HNMR spectroscopies. The structures of [NiLa] and [NiLc] complexes have been determined by X-ray crystallography. The Ni(II) metal complexes are formed by the coordination of the N, S and O atoms of the ligands. The X-ray results confirm that the geometry of the Ni(II) metal complexes are slightly distorted square-planar structures.

New Cu(II), Co(II) and Ni(II) azo-Schiff base complexes: Synthesis, characterization, catalytic oxidation of alkenes and DFT study

Three new complexes with general formula of ML (M = Cu (1), Co (2), Ni (3)) containing an azo-Schiff base ligand (H2L) derived from 2,3-butanediamine and 4-(benzeneazo) salicylaldehyde were synthesized by template method. Characterization of the ligand and complexes were accomplished with FT-IR, UV–Vis, and 1H NMR. The catalytic activity of the complexes (1–3) were tested for the oxidation of various alkenes (cyclooctene, cyclohexene, styrene, α-methyl styrene, and norbornene) applying tert-butyl hydroperoxide (TBHP) as an oxidizing agent, and it was found that they were acceptable catalysts. Under the optimized reaction conditions, CuL complex displayed 94% conversion for the oxidation of cyclooctene, and CoL and NiL complexes exhibited 90 and 85% conversions for oxidizing α-methyl styrene, respectively. Based on our density functional computations, diffuse functions are compulsory in the basis set for geometry optimization of these systems. Therefore, the most stable structures and the vibrational frequencies were calculated at the M06-2X/6–311++G(d,p) level. By establishing the correlation between observed and calculated frequencies, the assignment of the vibrational modes was performed. Based on natural charge analysis (NAO), the back electron transfer from ML to the TBHP breaks the OO bond and facilitates the formation of tert-butoxyl radicals.

"Applications of biological of Azo-Schiff base ligand and its metal complexes and: A review "

"1998 onwards, a span reporting 1000s of studies depicts the ever-increasing Schiff bases and their complexes applicability; this study genetically tests the research of the last 20 years. The variety of these molecules structural has made them obtainable for a so broad ambit for implementations of biological. They are eminent and because of this unique feature they find their position in the quantitative and qualitative calculation of metals in the aqueous medium. It demonstrated to be prominent catalysts and showed an enjoyable effect of fluorescence. Definitively, Schiff base fissures gotten situation of a unique during bio-experiments and in vitro to develop drugs with a large number of biological structures containing parasites, fungi, viruses, cancer cells, bacteria, etc.

Solid state emissive azo-Schiff base ligands and their Zn(ii) complexes: acidochromism and photoswitching behaviour

Two novel azo Schiff base ligands L1 and L2 and Zn(ii) complexes C1 and C2 exhibiting reversible acidochromic behavior and photoswitching properties have been described.

Spectrophotometric Determination of Cu(II) in Analytical Sample Using a New Chromogenic Reagent (HPEDN)

The sensitive, accurate and rapid spectrophotometric method that can be used for determination of Cu(II) in the analytical samples using a new chromogenic reagent azo-Schiff base 1-((4-(1-(2-hydroxyphenylimino)ethyl)-phenyl)diazenyl) naphthalene-2-ol (HPEDN). The synthesized new (azo-Schiff base) ligand was complexed with copper(II) and characterized using UV/Vis spectroscopy, IR spectra, 1H-NMR, 13CN-MR spectra, Molar electrical connectivity, and measuring of their melting points. Then obtained complex showed a brown color with maximum absorption at λmax = 500 nm at pH = 9. Beer’s law is obeyed in the concentration in the range of 1.7 to 5.4 μg/mL. The molar absorption and Sandell’s sensitivity values of Cu(II) complex were found to be 0.5038 × 104 L mol–1 cm–1 and 0.0039 μg cm–2, respectively. Structure of the prepared complex was investigated by using the continuous variation, mole ratio method and slope analysis method. The obtained results showed that the complex has (1:2) (M:L) molar ratio and these results showed that this method were more sensitive, more precise and accuracy through the calculation of (Re, Erel, R.S.D)%. The most important interferences were due to, Co2+, Cd2+, Zn2+, Ni2+, Mn2+, Pd2+, Fe3+ and these were studied, and suitable masking agents were used. This method was applied for the determination of Cu(II) in alloy. The obtained results were compared with flame atomic absorption spectrometry method and these results were in a good agreement in these two cases.

Synthesis, identification and structural of some transition metal complexes with New heterocyclic azo-schiff base ligand derived from 4-amino antipyrine

Synthesis, identification and structural of some transition metal complexes with New heterocyclic azo-schiff base ligand derived from 4-amino antipyrine

Synthesis , Spectral Characterization And Anticancer Studies of Novel Azo Schiff Base And its Complexes with Ag(I),Au(lll) And Pt(lV) ions

A novel azo schiff base dye (L) has been Synthesized a reaction of 5- [ 2-(5-nitro thiazolyl)azo] -2-amino -4-methyl pyridine (NTAPy) with 4-chloro benzaldehyde in alkaline solution . Anew series of complexes with Ag(I) ,Au(III) and Pt(IV) ions was Prepared forming chelate complexes . The structure of azo schiff base ligand and its metal complexes were characterized by different spectral technique such as1H-NMR, 13C-NMR, mass spectrum , FT-IR, electronic Spectra , C-H.N.S analysis , magnetic susceptibility ,atomic absorption and molar conductivity .The analytical data suggests the mole ratio [ M:L] was [l:l] for Ag(I)and Au(III) ions but [l:2] for Pt(IV) ion. The metal complexes of Au(III) and pt (IV) was l:l and l:2 electrolyte receptivity while the Ag(I) complex is non electrolyte . In this study the cytoxicity of Ag(I), Au(III), and Pt (IV) complexes on humn (PC3) breast cancer and normal cells were MTT assay .

Preparation and Characterization of Some Complexes with New (Azo-Schiff base) Ligand and Study of Complex as Anticancer

Anew series of transition metal complexes of Co(II), Ni(II), Cu(II), Zn(II), Cd(II), Hg(II), Au(III) and Pt(II) have been preparation and characterization using anew azo-Schiff base ligand derived from schiff base (N1Z,N2Z)-N1,N2-bis(4-amino-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-ylidene)benzene-1,2-diamine with 5-methyl-imidazole.The structures of the new ligand azo-schiff base and their transition metal complexes are characterized using several techniques,including analysis(C.H.N),molar conductance,magnetic measurements, electronic spectral,IR spectral studies,13CNMR,1HNMR and mass spectra The data show that these complexes have composition of[MLCl2] where M=Co(II),Ni(II), Cu(II),Zn(II),Cd(II) and Hg(II),[ML] Cl3 where M=Au(III) and[ML]Cl2 ,where M=Pt(II).The electronic spectral, and magnetic susceptibility data of the complexes suggest octahedral geometry of all complexes,except the Au(III) and Pt(II) complex suggest a square planar geometry.The IR results demonstrate that the co-ordination sites are the azomethine nitrogen and azo nitrogen atoms of the ligand.The ligand behaves natural tetra dentate manner.The biological screening effect of the Pt(II) complex are tested against human breast cancer cell line MCF-7and normal cells( cell line WRL68).The results show the highest inhibitory effect for complex.

New copper(II) and zinc(II) complexes based on azo Schiff base ligand: Synthesis, crystal structure, photoisomerization study and antibacterial activity

Newly synthesized mononuclear copper(II) and zinc(II) complexes containing an azo Schiff base ligand (L), prepared by condensation of 2‐hydroxy‐5‐(o‐tolyldiazenyl)benzaldehyde and propylamine, were obtained and then characterized using infrared and NMR spectroscopies, mass spectrometry and X‐ray diffraction. Ligand L behaves as a bidentate chelate by coordinating through deprotonated phenolic oxygen and azomethine nitrogen. The copper and zinc complexes crystallize in triclinic and orthorhombic systems, respectively, with space groups P−1 and Pca21. In these complexes, the Cu(II) ion is in a square planar geometry while the Zn(II) ion is in a distorted tetrahedral environment. The photochemical behaviors of ligand L, [Cu(L)2] and [Zn(L)2] were investigated. The azo group in L underwent reversibletrans–cisisomerization under UV and visible irradiation. This process was inhibited for the complexes. In addition, ligand L and its copper and zinc complexes were assessed for theirin vitroantibacterial activities against four pathogenic strains.

Synthesis of Azo Schiff Base Ligands and Their Ni(II), Cu(II) and Zn(II) Metal Complexes as Highly‐Active Antibacterial Agents

AbstractIn the present work, a simple synthetic route was reported for the preparation of azo oxime based Schiff base ligands and their Ni(II), Cu(II) and Zn(II) complexes. 2‐hydroxy‐3‐methoxy‐5‐(phenyldiazenyl)benzaldehyde oxime (HL1) ligand was synthesized by condensing 2‐hydroxy‐3‐methoxy‐5‐(phenyldiazenyl)benzaldehyde and hydroxyl amine hydrochloride in the molar ratio 1:1. Nitro and chloro substituted ligands, 2‐hydroxy‐3‐methoxy‐5‐((4‐nitro‐phenylazo)benzaldehyde oxime (HL2) and 2‐hydroxy‐3‐methoxy‐5‐(2‐chloro‐phenylazo)benzaldehyde oxime (HL3) respectively, were also synthesized by the same method. The synthesized ligands were used to prepare metal complexes of Ni(II), Cu(II) and Zn(II) which were characterized by various analysis techniques. Ligands and their metal complexes were tested for their in vitro antibacterial and antioxidant activities. Ligands shows good antibacterial activity and it increases remarkebly after metal complexetion with MIC (Minimum inhibitory concentration) ranging from 3.90 μM/mL to 125 μM/mL for Zn(II) metal complexes over standard broad spectrum drug chloramphenicol having MIC 386 μM/mL against gram positive as well as gram negative bacteria. Synthesized ligands showing good antioxidant property which is comparable to that of natural antioxidant Ascorbic acid.

In-vitro antibacterial activity of Ni(II), Cu(II), and Zn(II) complexes incorporating new azo-azomethine ligand possessing excellent antioxidant, anti-inflammatory activity and protective effect of free radicals against plasmid DNA

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.

Chiral Recognition of Azo-Schiff Base Ligands, Their Cu(II) Complexes, and Their Docking to Laccase as Mediators

Chiral crystals were discovered due to spontaneous resolution when enantiomers of 4-phenyldiazenyl-2-[(R or S)-(1-phenylethyl)-iminomethyl]phenol and its racemic mixture were prepared. Using two ligands per molecule, optically active R,R and S,S enantiomers and meso R,S diastereomer of Cu(II) complexes were prepared. Strong chiral recognition was expected for them. Laccase has attracted attention as a catalyst that reduces oxygen to water in a cathode of biofuel cells, which can be effectively mediated by metal complexes. Furthermore, azobenzene can align perpendicularly to the polarization direction of irradiating linearly polarized ultraviolet light (Weigert effect) as well as to the conventional cis-trans photoisomerization accompanying the shift of redox potential. Thus, we also studied the photo-induced control of cis-trans forms and the alignment of these Cu(II) complexes as a mediator to fit laccase appropriately. We discuss photo-induced control on not only electronically but also sterically-favored redox conditions. The meso(R,S)-form of the Cu(II) complex in cis-form was found to be the best at increasing the current of cyclic voltammetry (CV) among the three R,R and S,S enantiomers and the R,S diastereomer of the Cu(II) complexes.