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1.
A complex of formula [Ni(pobb)2](pic)2, (pobb = 1,3‐bis(1‐propylbenzimidazol‐2‐yl)‐2‐oxapropane, pic = 2,4,6‐trinitrophenol), has been synthesized and structurally characterized by physico‐chemical and spectroscopic methods. The crystals crystallize in the monoclinic system, space group C2/c, a = 25.766(11) Å, b = 14.943(7) Å, c = 19.543(14) Å, α = 90°, β = 129.722(4)°, γ = 90°, Z = 4. The coordination environment around nickel(II) atom can be described as a distorted octahedral geometry. The interactions of the ligand pobb and the nickel (II) complex with calf thymus DNA (CT‐DNA) are investigated by using electronic absorption titration, ethidium bromide‐DNA displacement experiments and viscosity measurements. The experimental evidence indicated the compounds interact with calf thymus DNA through intercalation.  相似文献   

2.
Two new acylhydrazone copper(II) complexes of 4‐hydroxy‐N′‐[(1E)‐1‐(4‐methylphenyl)ethylidene]benzohydrazide (HL1) and 4 ethyl [4‐({(2E)‐2‐[1‐(4‐methylphenyl)ethylidene]hydrazinyl}carbonyl)phenoxy]acetate (HL2) have been synthesized and characterized. The structures of both acylhydrazone and copper(II) complexes were identified by elemental analysis, infrared spectra, UV–visible electronic absorption spectra, magnetic susceptibility measurements, TGA and powder X‐ray diffraction. DNA binding and DNA cleavage activities of the synthesized copper complexes were examined by using UV‐visible titration and agarose gel electrophoresis, respectively. The effect of complex concentration on the DNA cleavage reactions in the absence and presence of H2O2 was also investigated. The results indicate that all the complexes bind slightly to calf thymus DNA and cleavage pBR322 DNA. The mechanistic studies demonstrate that a hydrogen peroxide‐derived species and singlet oxygen (1O2) are the active oxidative species for DNA cleavage. Copyright © 2013 John Wiley & Sons, Ltd.  相似文献   

3.
A novel tetradentate N2O2 type of Knoevenagel condensate Schiff base, synthesized from 4‐amino‐2,3‐dimethyl‐1‐phenyl‐3‐pyrazolin‐5‐one (4‐aminoantipyrine) and 3‐(cinnamyl)‐pentane‐2,4‐dione, forms stable complexes with transition metal ions such as Cu(II), Co(II), Ni(II) and Zn(II). The structural features were derived from elemental analysis, molar conductance measurements, infrared, UV–visible, 1H NMR, 13C NMR, mass and electron paramagnetic resonance spectroscopies. These complexes show high conductance values, supporting their electrolytic nature. Spectroscopic and other analytical data of the complexes suggest square planar geometry. In vitro calf thymus DNA binding studies were performed by employing UV–visible absorption spectroscopy, viscometry and cyclic voltammetry. These techniques indicate that all the metal complexes bind to DNA via intercalation mode. Antimicrobial screening of the synthesized ligand and complexes was conducted against Gram‐positive bacteria, Gram‐negative bacteria and fungi. These complexes exhibit higher antimicrobial activities than the free Schiff base, as investigated using the minimum inhibitory concentration method. Gel electrophoresis reveals that these complexes also promote the cleavage of pUC18 plasmid DNA in the presence of activators. Copyright © 2016 John Wiley & Sons, Ltd.  相似文献   

4.
Three novel copper(II) complexes, [Cu(Gly‐l ‐Val)(HPBM)(H2O)]·ClO4·H2O ( 1 ), [Cu(Gly‐l ‐Val)(TBZ)(H2O)]·ClO4 ( 2 ) and [Cu(Gly‐l ‐Val)(PBO)(H2O)]·ClO4 ( 3 ) (Gly‐l ‐Val = glycyl‐l ‐valine anion, HPBM = 5‐methyl‐2‐(2′‐pyridyl)benzimidazole, TBZ = 2‐(4′‐thiazolyl)benzimidazole, PBO = 2‐(2′‐pyridyl)benzoxazole), have been prepared and characterized with elemental analyses, conductivity measurements as well as various spectroscopic techniques. The interactions of these copper complexes with calf thymus DNA were explored using UV–visible, fluorescence, circular dichroism, thermal denaturation, viscosity and docking analyses methods. The experimental results showed that all three complexes could bind to DNA via an intercalative mode. Moreover, the cytotoxic effects were evaluated using the MTT method, and the antimicrobial activity of these complexes was tested against Bacillus subtilis, Staphylococcus aureus, Escherichia coli and Pseudomonas aeruginosa. The results showed that the activities are consistent with their DNA binding abilities, following the order of 1 > 2 > 3 .  相似文献   

5.
Platinum(II) complexes bearing acetylide ligands containing nucleobase motifs are prepared and their impact on human topoisomerase II (TopoII) is evaluated. Both platinum(II) complexes [PtII(C^N^N)(C≡CCH2R)] ( 1a , 1b , 1c ) and [PtII(tBu3terpy)(C≡CCH2R)]+ ( 2a , 2b , 2c ) (C^N^N=6‐phenyl‐2,2′‐bipyridyl, tBu3terpy = 4,4′,4′′‐tri‐tert‐butyl‐2,2′:6′,2′′‐terpyridyl, and R=( a ) adenine, ( b ) thymine, and ( c ) 2‐amino‐6‐chloropurine) are stable in aqueous solutions for 48 hours at room temperature. The binding constants (K) for the platinum(II) complexes towards calf thymus DNA are in the order of 105 dm3 mol?1 as estimated by using UV/Vis absorption spectroscopy. Of the complexes examined, only complexes 1a , 1b , 1c are found to behave as intercalators. Both complexes 1a , 1b , 1c and 2a , 2b , 2c inhibit TopoII‐induced relaxation of supercoiled DNA, while 2c is the most potent TopoII inhibitors among the tested compounds. Inhibition of DNA relaxation is detected at nanomolar concentrations of 2c . All of the platinum(II) complexes are cytotoxic to human cancer cells with IC50 values of 0.5–13.7 μM , while they are less toxic against normal cells CCD‐19 Lu.  相似文献   

6.
A novel Schiff base, namely Z ‐3‐((2‐((E )‐(2‐hydroxynaphthyl)methylene)amino)‐5‐nitrophenylimino)‐1,3‐dihydroindin‐2‐one, was synthesized from the condensation of 2‐hydroxy‐1‐naphthaldehyde and isatin with 4‐nitro‐o ‐phenylenediamine. It was structurally characterized on the basis of 1H NMR, 13C NMR and infrared spectra and elemental analyses. In addition, Ni(II) and Cu(II) complexes of the Schiff base ligand were prepared. The nature of bonding and the stereochemistry of the investigated complexes were elucidated using several techniques, including elemental analysis (C, H, N), Fourier transform infrared and electronic spectroscopies and molar conductivity. The thermal behaviours of the complexes were studied and kinetic–thermodynamic parameters were determined using the Coats–Redfern method. Density functional theory calculations at the B3LYP/6‐311G++ (d, p) level of theory were carried out to explain the equilibrium geometry of the ligand. The optimized geometry parameters of the complexes were evaluated using LANL2DZ basis set. The total energy of highest occupied and lowest unoccupied molecular orbitals, Mullikan atomic charges, dipole moment and orientation are discussed. Moreover, the interaction of the metal complexes with calf thymus DNA (CT‐DNA) was explored using electronic spectra, viscosity measurements and gel electrophoresis. The experimental evidence indicated that the two complexes could strongly bind to CT‐DNA via an intercalation mechanism. The intrinsic binding constants of the investigated Ni(II) and Cu(II) complexes with CT‐DNA were 1.02 × 106 and 2.15 × 106 M−1, respectively, which are higher than that of the standard ethidium bromide. Furthermore, the bio‐efficacy of the ligand and its complexes was examined in vitro against the growth of bacteria and fungi to evaluate the antimicrobial potential. Based on the obtained results, the prepared complexes have promise for use as drugs. Copyright © 2016 John Wiley & Sons, Ltd.  相似文献   

7.
Five new mononuclear zinc(II) complexes containing ligands with extended planar phenanthroline moieties (dipyrido‐[3,2‐a:2′,3′‐c]phenazine (dppz) or dipyrido[3,2‐d:2′,3′‐f] quinoxaline (dpq)), namely [Zn(dppz)(acac)2]⋅CH3OH ( 1 ), [Zn(dppz)(dbm)(OAc)] ( 2 ), [Zn(dpq)(dbm) (OAc)] 1.5H2O ( 3 ), [Zn(dpq)(tfnb)(OAc)] ( 4 ) and [Zn(dpq)(tfnb)2] ( 5 ), where acac = acetylacetonate, tfnb = benzoyltrifluoroacetone and dbm = dibenzoylmethane, were synthesized and structurally characterized. The binding ability of complexes 1 – 5 with calf thymus DNA was investigated by spectroscopic titration methods and viscosity measurements. Results indicate that all complexes bind to calf thymus DNA via intercalative mode, and the DNA binding affinities of dppz complexes 1 and 2 are apparently stronger than those of dpq complexes 3 – 5 . DNA photocleavage experiments reveal that these complexes are efficient DNA cleaving agents and they are more active in UV‐A (365 nm) than in visible light. In particular, the in vitro cytotoxicity of the complexes for human cancer cell line A549 demonstrates that the five compounds have anticancer activity with low IC50 values. Meanwhile, interaction of the complexes with bovine serum albumin investigated using UV–visible and fluorescence methods indicates that all complexes can quench the intrinsic fluorescence of bovine serum albumin in a static quenching process.  相似文献   

8.
[Pd(L1)(C,N)]CF3SO3 and [Pd(L2)(C,N)]CF3SO3 (L1 = 2,2′ ‐bipyridine, L2 = 1,10‐phenanthroline and C,N = benzylamine) novel orthopalladated complexes have been synthesized and characterized using various techniques. The binding of the complexes with native calf thymus DNA (CT‐DNA) was monitored using UV–visible absorption spectrophotometry, fluorescence spectroscopy and thermal denaturation studies. Our results indicate that these complexes can strongly bind to CT‐DNA via partial intercalative mode. In addition, fluorescence spectrometry of bovine serum albumin (BSA) with the complexes shows that the fluorescence quenching mechanism of BSA is a static process. The results of site‐competitive replacement experiments with specific site markers clearly indicate that the complexes bind to site I of BSA. Notably, the complexes exhibit significant in vitro cytotoxicity against two human cancer cell lines (Jurkat and MCF‐7) with IC50 values varying from 37 to 53 μM. Finally, a molecular docking experiment effectively proves the binding of the Pd(II) complexes to DNA and BSA.  相似文献   

9.
[Cu(bpea)Cl]ClO4 (1) and a new copper(II) complex [Cu(bpma)(Ph-COO)(H2O)]ClO4 (2) [bpea?=?N,N-bis(2-pyridylmethyl)ethylamine; bpma?=?N,N-bis(2-pyridylmethyl)methylamine] have been synthesized. Complex 2 was crystallized in monoclinic space group P21/c with unit cell parameters a ?=?16.460(6)?Å, b ?=?11.222(4)?Å, c?=?12.522(5)?Å, and β?=?97.985(6)°. Interactions of the complexes with calf thymus DNA (CT-DNA) have been investigated by UV absorption, fluorescence, and cyclic voltammetry; thus, modes of CT-DNA binding for the complexes have been proposed. Furthermore, DNA cleavage activities by the complexes were performed in the absence of any external agents. The influence of complex concentration or reaction time on the DNA cleavage was studied.  相似文献   

10.
Four new transition metal complexes incorporating a Schiff base ligand derived from propylenediamine and 4‐formyl‐N ,N ‐dimethylaniline have been synthesized using transition metal salts. The characterization of the newly formed complexes was done from physicochemical parameters and using various techniques like 1H NMR, 13C NMR, IR, UV, electron paramagnetic resonance and mass spectroscopies, powder X‐ray diffraction and magnetic susceptibility. All the complexes were found to be monomeric in nature with square planar geometry. X‐ray powder diffraction illustrates that the complexes have a crystalline nature. The interaction of metal complexes with calf thymus DNA was investigated using UV–visible absorption, viscosity measurements, cyclic voltammetry, emission spectroscopy and docking analysis. The results indicate that the Cu(II), Co(II), Ni(II) and Zn(II) complexes interact with DNA by intercalative binding mode with optimum intrinsic binding constants of 4.3 × 104, 3.9 × 104, 4.7 × 104 and 3.7 × 104 M−1, respectively. These DNA binding results were rationalized using molecular docking in which the docked structures indicate that the metal complexes fit well into the A‐T rich region of target DNA through intercalation. The metal complexes exhibit an effective cleavage with pUC19 DNA by an oxidative cleavage mechanism. The synthesized ligand and the complexes were tested for their in vitro antimicrobial activity. The complexes show enhanced antifungal and antibacterial activities compared to the free ligand.  相似文献   

11.
Among all the bio‐metals, zinc and copper derivatives of ONS donor thiosemicarbazone have aroused great interest because of their potential biological applications. Multisubstituted thiosemicarbazone ligand H2dspt (3,5‐dichlorosalicylaldehyde‐N4‐phenylthiosemicarbazone) derived new ternary complexes like [Zn(dspt)(phen)]?DMF ( 1 ) and [Cu(dspt)(phen)]?DMF ( 2 ), and another thiosemicarbazone, H2dsct (3,5‐dichlorosalicylaldehyde‐N4‐cyclohexylthiosemicarbazone), derived [Cu(dsct)(bipy)]?DMF ( 3 ). These complexes have been characterized by elemental analysis (CHNS), Fourier transform infrared (FT‐IR), ultraviolet–visible (UV–Vis) and proton nuclear magnetic resonance (1H‐NMR) spectra. The structures of the complexes were obtained by single‐crystal X‐ray diffraction analysis. Compounds 1 and 2 got crystallized in the monoclinic P21/c space group. The complexes showed interesting supramolecular interaction, which in turn stabilizes the complexes. The ground state electronic configurations of the complexes were studied using the B3LYP/LANL2DZ basis set, and ESP plots of complexes were investigated. The interaction of the complexes with calf thymus DNA (CT‐DNA) was studied using absorption and fluorescence spectroscopic methods. A UV study of the interaction of the complexes with calf thymus DNA (CT‐DNA) has shown that the complexes can effectively bind to CT‐DNA, and [Cu(dspt)(phen)]·DMF ( 2 ) exhibited the highest binding constant to CT‐DNA (Kb = 3.7 × 104). Fluorescence spectral studies also indicated that Complex 2 binds relatively stronger with CT DNA through intercalative mode, exhibiting higher binding constant (Kq = 4.7 × 105). The DNA cleavage result showed that the complexes are capable of cleaving the DNA without the help of any external agent. Molecular docking studies were carried out to understand the binding of complexes with the molecular target DNA. Complex 2 exhibited the highest cytotoxicity against human breast cancer cell line MD‐MBA‐231 (IC50 = 23.93 μg/mL) as compared to Complex 1 (IC50 = 44.40 μg/mL) .  相似文献   

12.
基于卟啉对癌细胞的特殊亲和作用和哌嗪化合物的抗肿瘤、抗病毒作用,设计并合成了具有哌嗪结构的新型卟啉化合物5,10,15,20-四[4-(4'-乙基哌嗪基)苯基]卟啉(TEPPPH2),其结构经UV-Vis, 元素分析,1H NMR等手段证明。采用UV-Vis光谱和荧光光谱研究了TEPPPH2和小牛胸腺DNA 的相互作用模式和结合机理。实验发现,TEPPPH2能嵌入到DNA的碱基对中,1个小牛胸腺DNA分子对TEPPPH2分子的最大结合数n约为88,结合常数为8.4×106mol•L-1 。TEPPPH2与DNA的结合数和结合常数大于已知的四(4-N-甲基吡啶基)卟啉和Ca/sal-his、Ni/sal–aln型席夫碱抗癌药物。  相似文献   

13.
Two new complexes: [Cu(TBZ)(bipy)Cl]Cl·H2O ( 1 ) and [Cu(TBZ)(phen)Cl]Cl·H2O ( 2 ) [TBZ=2‐(4′‐thiazolyl)‐ benzimidazole, phen=1,10‐phenanthroline and bipy=2,2′‐bipyridine] have been synthesized and characterized by elemental analysis, molar conductivity, IR, and UV‐vis methods. Complex 2 , structurally characterized by single‐crystal X‐ray crystallography, crystallizes in the monoclinic space group P21/c in a unit cell of a=0.85257(12) nm, b=2.5358(4) nm, c=1.15151(13) nm, β=118.721(8)°, V=2.183.2(5) nm3, Z=4, Dc=1.624 g·cm−3, µ=1.367 mm−1. The complexes, free ligands and chloride copper(II) salt were each tested for their ability to inhibit the growth of two gram‐positive (B. subtilis and S. aureus) and two gram‐negative (Salmonella and E. coli) bacteria. The complexes showed good antibacterial activities against the microorganisms. The interaction between the complexes and calf thymus DNA in aqueous solution was investigated adopting electronic absorption spectroscopy, fluorescence spectroscopy, viscosity measurements and cyclic voltammetry. Results suggest that the two complexes can bind to DNA by intercalative mode. In addition, the result of agarose gel electrophoresis suggested that the complexes can cleave the plasmid DNA at physiological pH and room temperature. Mechanistic studies with different inhibiting reagents reveal that hydroxyl radicals, and a singlet oxygen‐like copper‐oxo species are all involved in the DNA scission process mediated by the complexes.  相似文献   

14.
A new bioessential Knoevenagel condensate Schiff base ligand (L) was synthesized by the reaction of 3‐(4‐hydroxy‐3‐methoxybenzyl)pentane‐2,4‐dione and 4‐aminoantipyrine. The ligand forms monomeric divalent transition metal complexes ( 1 – 4 ) which were characterized using spectral and analytical data. All these complexes have the general formula [ML]Cl2, where M = Co(II), Ni(II), Cu(II) and Zn(II). They are electrolytic in nature and adopt square planar geometry. The binding propensity of these complexes with calf thymus DNA was investigated using absorption spectrophotometric titration, cyclic voltammetry and viscosity measurements. The binding constant values imply that the complexes bind with DNA via intercalation mode. The in vitro antibacterial and antifungal activities reveal that the complexes have good antimicrobial efficacy against a set of pathogens. The nucleolytic cleavage activity of these complexes on pUC18 DNA was investigated using agarose gel electrophoresis. Also, the in vitro cytotoxicity of the synthesized complexes against a panel of human tumour cell lines (MCF‐7 and HeLa) and normal cell lines (NHDF and HEK) was assayed using the MTT method. Interestingly, complex 1 exhibits more potent anticancer activity than cisplatin and other complexes.  相似文献   

15.
A novel series of copper polymer complexes ( 1 – 4 ) were synthesized and characterized using various spectroscopic techniques. Spectra of all polymer complexes a tetragonal distorted geometry for the Cu(II) ion. The electronic spectra, magnetic moments and electron spin resonance results indicate tetragonal distortion geometry for the Cu(II) polymer complexes. The effects of various solvents on absorption spectra of the ligand are discussed. A prediction of the interaction of the ligand against anti‐cancer receptors was carried out using AutoDock server. The affinity of the compounds to calf thymus DNA was determined through UV–visible DNA binding titration, and intrinsic binding constant (Kb) was found to be 4.16 × 103, 3.10 × 105, 3.18 × 104 and 2.91 × 105 for polymer complexes 1 – 4 , respectively. The antimicrobial activity of the polymer complexes against bacterial species (Bacillus cereus, Staphylococcus aureus, Escherichia coli, Klebsiella pneumonia, Enterococcus faecalis and Pseudomonas aeruginosa) and fungal species (Aspergillus niger, Fusarium oxysporum and Candida albicans) was investigated.  相似文献   

16.
Trinuclear Ag(I) (1) and dinuclear and mononuclear Zn(II) isonicotinate (2 and 3) complexes were prepared and characterized by X-ray crystallography, elemental analysis, IR spectroscopy, and thermal analysis. Single-crystal analysis of the Ag(I) complex reveals two different monodentate carboxylate coordination modes, protonated and deprotonated, respectively. IR spectra showed correlations between isonicotinate coordination modes and Δ(νas???νs)IR values. In addition, the hydrogen bonds significantly influence a position of carboxylate absorption bands. Moreover, IC50 and MIC data for bacteria, yeasts, and filamentous fungi were determined and the binding of Ag(I) and Zn(II) complexes to calf thymus DNA was investigated using electronic absorption, fluorescence, and CD measurements. Biological tests showed that the Ag(I) complex is more active than commercially used Ag(I) sulfadiazine against Escherichia coli. The fluorescence spectral results indicate that the complexes can bind to DNA through an intercalative mode. The Stern–Volmer quenching constants for investigated complexes obtained from the linear quenching plot are in the range of 1.67 × 104–3.42 × 104 M?1.  相似文献   

17.
Yanping Li  Pin Yang 《中国化学》2010,28(5):759-765
A new Cd(II) complex of Cd(H3biim)2(NCS)2Cl2 [H3biim=2‐(2‐1H‐imidazolyl)‐1H‐imidazolium] was synthesized and characterized by elemental analyses, FT‐IR and X‐ray single crystal diffraction. In the X‐ray crystallography structure, the cadmium(II) ion is coordinated by two nitrogen atoms of two 2‐(2‐1H‐imidazolyl)‐ 1H‐imdazolium, two nitrogen atoms of two thiocyanate ions and two Cl?. The interaction of the complex with calf thymus DNA was investigated through electronic absorption spectroscopy, fluorescence spectroscopy, viscosity measurement, cyclic voltammetry and gel electrophoresis. These results show that the Cd(II) complex can electrostatically bind to the phosphate group of DNA backbone. Interestingly, we found that the complex can cleave the pBR322 DNA at pH=7.2 and 37°C.  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.
A novel ligand 3‐(1H‐imidazo[4,5‐f][1,10]phenanthrolin‐2‐yl)‐4H‐1‐benzopyran‐4‐one (ipbp) and its ruthenium(II) complexes [Ru(bpy)2(ipbp)]2+ ( 1 ) and [Ru(ipbp)(phen)2]2+ ( 2 ) (bpy=2,2′‐bipyridine, phen=1,10‐phenanthroline) were synthesized and characterized by elemental analysis and mass, 1H‐NMR, and electronic‐absorption spectroscopy. The electrochemical behavior of the complexes was studied by cyclic voltammetry. The DNA‐binding behavior of the complexes was investigated by spectroscopic methods and viscosity measurements. The results indicate that complexes 1 and 2 bind with calf‐thymus DNA in an intercalative mode. In addition, 1 and 2 promote cleavage of plasmid pBR 322 DNA from the supercoil form I to the open circular form II upon irradiation.  相似文献   

20.
Two new novel complexes, [Cu4(Endc)4(phen)4]⋅7(H2O)⋅2(O) and [Mn2(Endc)2(phen)2(H2O)2]⋅(H2O) (phen =1,10‐phenanthroline, H2Endc = endo ‐norbornene‐cis ‐5,6‐dicarboxylic acid), were synthesized and structurally characterized using IR and 1H NMR spectroscopies, elemental analysis and single‐crystal X‐ray diffractometry. Their reactivity with calf thymus DNA and HeLa cell DNA was measured using UV absorption and fluorescence spectroscopies. The results indicated that these complexes can bind to DNA with different binding affinity. Gel electrophoresis assay demonstrated the ability of the complexes to cleave pBR322 plasmid DNA. Apoptotic study showed that the complexes exhibit significant cancer cell inhibitory rates. Eventually, the complexes can suitably dock with a special DNA (PDB ID: 1AIO).  相似文献   

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