Synthesis, characterization, non-linear optical and DNA binding properties of a Schiff base ligand and its Cu(II) and Zn(II) complexes (original) (raw)
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Spectrochimica Acta Part A-molecular and Biomolecular Spectroscopy, 2011
The Schiff base ligand, N,N -bis-(2-thiophenecarboxaldimine)-3,3 -diaminobenzidine (L) obtained from condensation of 2-thiophenecarboxaldehyde and 3,3 -diaminobenzidine, was used to synthesize the complexes of type, [M 2 L 2 ]Cl 4 [M = Co(II), Ni(II), Cu(II), Cd(II) and Hg(II)]. The newly synthesized ligand (L) was characterized on the basis of the results of elemental analysis, FT-IR, 1 H NMR, 13 C NMR, mass spectroscopic studies and single crystal X-ray crystallography. The characteristic resonance signals in 1 H NMR and 13 C NMR spectra indicated the presence of azomethine group as a result of condensation reaction. The stoichiometry, bonding and stereochemistries of complexes were ascertained on the basis of results of elemental analysis, magnetic susceptibility measurements, molar conductance and spectroscopic studies viz., FT-IR, 1 H and 13 C NMR, UV-vis and EPR. EPR, UV-vis and magnetic moment data revealed an octahedral geometry for complexes with distortion in Cu(II) complex and conductivity data show 1:2 electrolytic nature of complexes. Absoption and fluorescence spectroscopic studies supported that Schiff base ligand L and its Co(II), Ni(II) and Cu(II) complexes exhibited significant binding to calf thymus DNA. The complexes exhibited higher affinity to calf thymus DNA than the free Schiff base ligand L.
Journal of Photochemistry and Photobiology B: Biology, 2011
New Schiff base ligand L derived from the condensation reaction of 2-amino-3-formylchromone with (R)-2-amino-2-phenylethanol was synthesized and characterized which involves combination element of ammine functionality and naturally occurring heterocyclic chromone, 4H-benzopyran-4-one. Subsequently, their complexes 1 and 2 with Cu(NO 3 ) 2 and Zn(NO 3 ) 2 , respectively were prepared. The DNA binding studies of the ligand L and complexes 1 and 2 with CT-DNA as compared to classical anticancer drug cisplatin were carried out by employing different optical methods viz, UV-vis, fluorescence, circular dichroism and viscosity measurements. Furthermore, the absorption studies, 1 H and 31 P with mononucleotides were also monitored to examine the base specific interactions of the transition metal complexes which revealed a higher propensity of copper(II) complex 1 for 5 0 -GMP while for zinc(II) complex 2 towards 5 0 -TMP involving groove binding mechanism of the complexes towards DNA. The complex 1 exhibits a remarkable DNA cleavage activity with pBR322 DNA in presence of different activators and cleavage reaction involves various oxygen species suggesting the involvement of active oxygen species for the DNA scission.
Synthesized and hypothesized schiff base ligand and its metal(II) complexes DNA binding mode
Bulletin of the Chemical Society of Ethiopia
ABSTRACT. Metal complexes play an important role in agriculture, pharmacology, medicine, and industrial chemistry. Schiff base metal compounds are the fusion products of propene and aldehydes, require a metal surrounded by an ion or cluster of molecules to form. Metal complexes of Co(II), Ni(II), Cu(II), and Zn(II) have also been created. Elemental analysis is used to analyses the structure and related compounds of the produced Schiff base ligand. According to deoxyribose nucleic acid (DNA) binding tests, Schiff base metal(II) complexes attach to DNA in an intercalative form with weak covalent connections. The predicted DNA binding mode supports an increase in the complexes' binding activity in the presence of newly generated ligand. The cleavage activities of the DNA were recorded using gel-electrophoresis in the presence and absence of the complexes. The findings of the cleavage experiment show that all of the produced chelates can successfully cut DNA. KEY WORDS: Schiff bas...
To evaluate the biological preference of synthetic small drugs towards DNA target, new metal based chemotherapeutic agents of Cu(II), Co(II), Ni(II) and Zn(II), 2,4-diiodo-6-((pyridin-2-ylmethylimino)me thyl)phenol (L) Schiff base complexes (1, 2, 3 & 4) having N,N,O donor system respectively were synthesized and thoroughly characterized. The IR results confirmed the tridentate binding of the ligand with metal centre during complexation and reflects the proposed structure. The density function theory calculations were also used to further investigate the electronic structure and properties of ligand and complexes. The preliminary investigation of herring Sperm (HS-DNA) interaction propensity of complexes 1–4 were carried out in Tris–HCl buffer at pH 7.1 to demonstrate their mode of interactions. The obtained results reveal that these complexes significantly interact with DNA on the grooves, further, this observed mode of interactions was also confirmed by molecular docking evaluations. The complexes 1–4 were also screened for antimicrobial evaluations which demonstrated that their significant activity against various human pathogens. The cleavage studies with pBR322 plasmid DNA revealed higher nuclease activity of 1 as compared to other complexes.
Spectrochimica Acta Part A-molecular and Biomolecular Spectroscopy, 2011
The Schiff base ligand, N,N -bis-(2-furancarboxaldimine)-3,3 -diaminobenzidene (L) obtained by condensation of 2-furaldehyde and 3,3 -diaminobenzidene, was used to synthesize the mononuclear complexes of the type, [M(L)](NO 3 ) 2 [M = Co(II), Ni(II), Cu(II) and Zn(II)]. The newly synthesized ligand, (L) and its complexes have been characterized on the basis of the results of the elemental analysis, molar conductance, magnetic susceptibility measurements and spectroscopic studies viz, FT-IR, 1 H and 13 C NMR, mass, UV-vis and EPR. EPR, UV-vis and magnetic moment data revealed a square planar geometry for the complexes with distortion in Cu(II) complex and conductivity data show a 1:2 electrolytic nature of the complexes. Absorption and fluorescence spectroscopic studies support that Schiff base ligand, L and its Cu(II) and Zn(II) complex exhibit significant binding to calf thymus DNA. The highest binding affinity in case of L may be due to the more open structure as compared to the metal coordinated complexes.
Arabian Journal of …, 2011
A novel Schiff base ligand has been prepared by the condensation between butanedione monoxime with 3,3 0 -diaminobenzidine. The ligand and metal complexes have been characterized by elemental analysis, UV, IR, 1 H NMR, conductivity measurements, EPR and magnetic studies. The molar conductance studies of Cu(II), Ni(II), Co(II) and Mn(II) complexes showed non-electrolyte in nature. The ligand acts as dibasic with two N 4 -tetradentate sites and can coordinate with two metal ions to form binuclear complexes. The spectroscopic data of metal complexes indicated that the metal ions are complexed with azomethine nitrogen and oxyimino nitrogen atoms. The binuclear metal complexes exhibit octahedral arrangements. DNA binding properties of copper(II) metal complex have been investigated by electronic absorption spectroscopy. Results suggest that the copper(II) complex bind to DNA via an intercalation binding mode. The nucleolytic cleavage activities of the ligand and their complexes were assayed on CT-DNA using gel electrophoresis in the presence and absence of H 2 O 2 . The ligand showed increased nuclease activity when administered as copper complex and copper(II) complex behave as efficient chemical nucleases with hydrogen peroxide activation. The anti-microbial activities and thermal studies have also been studied. In anti-microbial activity all complexes showed good anti-microbial activity higher than ligand against gram positive, gram negative bacteria and fungi.
Bioinorganic Chemistry and Applications, 2013
A series of new di-, tri-, and tetranuclear Co(II) and Cu(II) complexes of three new diSchiff base ligands were synthesized by two different methods. The first method involved the synthesis of the three ligands from condensation reaction of 3,4-dihydroxybenzaldehyde (L′H2) with ethylenediamine (en), o-phenylenediamine (o-PD), or 4,5-dimethyl-1,2-phenylendiamine (DMPD) in a mole ratio of 2 : 1 followed by the reaction of the resulting Schiff bases ligands with Cu(II) or Co(II) ions in the presence of 2,2′-bipyridyl (L) to form the di- and trinuclear metal complexes. The second method involved the condensation of the copper complexLCu(II)L′(L = 2,2′-bipyridyl, L′ = 4-formylbenzene-1,2-bis(olate)) with en, o-PD, or DMPD in a mole ratio of 2 : 1, respectively, followed by reaction with CuCl2or Cu(ClO4)2to form di-, tri-, and tetranuclear copper (II) complexes, respectively. The structures of the ligands and metal complexes were characterized by elemental analyses, NMR, and FTIR spectra....
Polyhedron, 2017
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