DNA AND BSA INTERACTIONS OF COPPER(II) AND ZINC(II) COMPLEXES WITH ANTIFUNGAL AGENT FLUCONAZOLE

2021 ◽  
Author(s):  
Nevena Lj. Stevanović ◽  
Mia Stanković ◽  
Tina P. Andrejević ◽  
Darko P. Ašanin ◽  
Ivana M. Stanojević ◽  
...  

Aromatic nitrogen-containing heterocycles (N-heterocycles) have attracted a considerable attention as scaffolds for compounds, which have an application in different pharmacological areas, ranging from vitamins to different antimicrobial and antitumor agents. In this respect, azoles are of special importance as potent and broad-spectrum agents used for the treatment of many invasive fungal infections. In the present study, the interaction of the clinically used antifungal drug fluconazole (fcz) and its copper(II) and zinc(II) complexes, {[CuCl2(fcz)2].5H2O}n (1) and {[ZnCl2(fcz)2]·2C2H5OH}n (2), with calf thymus DNA (ct- DNA) and bovine serum albumin (BSA) has been investigated. Fluorescence emission spectroscopy was applied for the binding study of complexes 1 and 2 and fcz with ct-DNA and BSA, while cyclic voltammetry was additionally used for investigation of their interactions with ct-DNA. The values of calculated binding constants (KA) of the investigated compounds towards ct-DNA and BSA follow the order fcz < 1 < 2 and 2 < fcz < 1, respectively.

2021 ◽  
Author(s):  
Tina P. Andrejević ◽  
◽  
Darko P. Ašanin ◽  
Nada D. Savić ◽  
Nevena Lj. Stevanović ◽  
...  

In recent decades, a special attention has been devoted to gold(III) complexes as potential antitumor agents due to their structural similarity to platinum(II) complexes. One of the possible mechanisms of the mode of antitumor activity of gold(III) complexes could include their interaction with DNA. However, the effectiveness of the therapeutic agents also depends on the degree of its binding to proteins present in the blood plasma, because, in this way, it is transported to the cell. Considering this, we investigated the interactions of three dinuclear gold(III) complexes of the general formula [{AuCl3}2(μ– L)], L = 4,4’-bipy (4,4’-bipyridine, Au1), bpe (1,2-bis(4-pyridyl)ethane, Au2) and dpe (1,2-bis(4- pyridyl)ethene, Au3) with calf thymus DNA (ct-DNA) and bovine serum albumin (BSA). The main aim of the study was to evaluate the binding affinities of gold(III) complexes Au1–3 towards these biomolecules for possible insights on their mode of biological activity. The values of binding constants (KA) of Au1–3 to ct-DNA are higher than those for BSA, indicating greater affinity of the complexes towards this nucleic acid. The partition coefficient (logP) value for Au1 is higher compared to the corresponding values for the other two complexes, what is in accordance with a higher cellular uptake efficiency of this complex.


2013 ◽  
Vol 36 (5-6) ◽  
pp. 125-132 ◽  
Author(s):  
Hamid Dezhampanah ◽  
Soghra Fyzolahjani

Interactions of cationic tetrakis (N, N′, N″, N‴- tetramethyltetra-3, 4-pyridinoporphyrazinatozinc (II) (Zn (tmtppa)) with synthetic polynucleotides, poly (G-C) and poly (A-T), and calf thymus DNA have been characterized in 7.5 mM phosphate buffer of pH 7.2 by UV-Vis absorption and fluorescence spectroscopy. The appearance of hypochromicity more than 30% in UV-Vis spectra of porphyrazine due to interaction of both poly (G-C) and poly (A-T) indicates interaction similar to that of porphyrazine with DNA.The binding constants were determined from the changes in the Q-band maximum of the porphyrazine spectra at various poly (G-C) and DNA concentrations. The values of K were 2.5 × 106M−1, 2.5 × 106M−1and 2.5 × 105M−1for poly (G-C), poly (A-T) and DNA, respectively, at 25°C. The thermodynamic parameters (ΔG°, ΔH°, ΔS°) were calculated using the van't Hoff equation at various temperatures. The enthalpy and entropy changes were determined to be 41.14 kJ mol−1and 260.50 J mol−1·K−1for poly (G-C) and 53.59 kJ mol−1and 285.46 J mol−1·K−1for DNA at 25°C. The positive and large values of the entropy and enthalpy suggest that both hydrophobic and electrostatic interactions may play an important role in the stabilization of the complex formation. The binding of polynucleotides to porphyrazine quenches fluorescence emission of ethidium bromide (EB), and the quenching process obeys linear Stern-Volmer relationship. The results reviled groove-binding mode of porphyrazine for both AT- and GC-rich polynucleotides of DNA.


2009 ◽  
Vol 13 (08n09) ◽  
pp. 964-972 ◽  
Author(s):  
Hamid Dezhampanah ◽  
Abdol-Khalegh Bordbar ◽  
Shahram Tangestaninejad

Binding properties of two water-soluble porphyrins, manganese(III) 5-(1-(4-carboxybutyl)pyridinium-4-yl) 10,15,20-tris(1-methylpyridinium-4-yl)porphyrin ( Mn(III)5-CBPyP ) and manganese(III) 5,10,15,20-tetrakis(1-methylpyridinium-4-yl)porphyrin ( Mn(III)TMPyP ), in the presence of various concentration of calf thymus DNA (ct-DNA), has been studied in 7.5 mM phosphate buffer, pH = 7.2 and at various temperatures by UV-vis absorption, resonance light scattering (RLS) and fluorescence spectroscopy and viscosity measurement. Optical absorption and RLS measurements have demonstrated three different species of both porphyrins form in DNA solution. The thermodynamic parameters were calculated by van't Hoff equation at various temperatures. The values of -4.89 kJ.mol-1 and +65.98 J.mol-1.K-1 for Mn(III)5-CBPyP and -14.92 kJ.mol-1 and +15.46 J mol-1.K-1 for TMPyP were estimated for enthalpy and entropy changes of interaction, respectively. The data indicate that the process is exothermic and enthalpy- and entropy-driven, suggesting that electrostatic forces play a considerable role in the interaction process. The binding of both porphyins to DNA quenches fluorescence emission of ethidium bromide (EB) and the quenching process obeys linear Stern-Volmer relationship, indicating the quenching of electron transfer of EB from its binding sites by these porphyrins. The results of using these techniques indicate the external mode of binding for both porphyrins and a higher binding affinity of Mn(III)5-CBPyP with respect to Mn(III)TMPyP .


2009 ◽  
Vol 13 (12) ◽  
pp. 1255-1261 ◽  
Author(s):  
Wubiao Duan ◽  
Zhenxin Wang ◽  
Michael J. Cook

The phthalocyanine salt [ ZnPc(NMe3)4]I4 was synthesized from 4-nitrophthalonitrile using a three-step procedure. The interaction of [ ZnPc(NMe3)4]4+ with calf thymus DNA (CT DNA) has been investigated by UV-vis and fluorescence spectrometric methods. [ ZnPc(NMe3)4]4+ exists in a non-monomeric form, proposed to be a dimer, in phosphate buffer solution (pH 6.82). Spectral changes show that in the presence of high concentrations of CT DNA added to the solution, [ ZnPc(NMe3)4]4+ is bound in a monomeric state with evidence suggesting it is located in a DNA groove. At lower concentrations of DNA there is evidence of stacking of non-monomeric [ ZnPc(NMe3)4]4+ onto the DNA. Two intrinsic binding constants for the interaction of [ ZnPc(NMe3)4]4+ with CT DNA, 1.33 × 105 and 2.56 × 104 M-1 have been obtained. Electrostatic binding is shown to play an important role in the interaction of [ ZnPc(NMe3)4]4+ with nucleic acids.


2007 ◽  
Vol 2007 ◽  
pp. 1-8 ◽  
Author(s):  
Penumaka Nagababu ◽  
S. Satyanarayana

In this paper, three complexes of type[Co(en)2PIP]3+(PIP=2-phenylimidazo[4,5-f][1,10,] phenanthroline)(1),[Co(en)2IP]3+(IP=imidazo[4,5-f][1,10,] phenanthroline)(2), and[Co(en)2phen-dione]3+(1,10 phenanthroline 5,6,dione)(3) have been synthesized and characterized by UV/VIS, IR,1HNMR spectral methods. Absorption spectroscopy, emission spectroscopy, viscosity measurements, and DNA melting techniques have been used for investigating the binding of these two complexes with calf thymus DNA, and photocleavage studies were used for investigating these binding of these complexes with plasmid DNA. The spectroscopic studies together with viscosity measurements and DNA melting studies support that complexes 1 and 2 bind to CT DNA(=calf thymus DNA) by intercalation mode via IP or PIP into the base pairs of DNA, and complex 3 is binding as groove mode. Complex 1 binds more avidly to CT DNA than 2 and 3 which is consistent with the extended planar ringπsystem of PIP. Noticeably, the two complexes have been found to be efficient photosensitisers for strand scissions in plasmid DNA.


2008 ◽  
Vol 2008 ◽  
pp. 1-8 ◽  
Author(s):  
Penumaka Nagababu ◽  
D. Aravind Kumar ◽  
Kotha Laxma Reddy ◽  
K. Ashwini Kumar ◽  
Md. B. Mustafa ◽  
...  

Two novel cobalt(III) pyridine complexes (1)[Co(en)2(py)2]3+ and (2)[Co(en)2(mepy)2]3+ (en=ethylenediamine, py=pyridine, and mepy=methylpyridine) have been synthesized and characterized. The interaction of these complexes with calf thymus DNA was investigated by absorption, emission spectroscopy, viscosity measurements, DNA melting, and DNA photocleavage. Results suggest that the two complexes bind to DNA via groove mode and complex 2 binds more strongly to CT DNA than complex 1. Moreover, these Co(III) complexes have been found to promote the photocleavage of plasmid DNA pBR322 under irradiation at 365 nm, cytotoxicity results of complexes are also showing anticancer activity.


2016 ◽  
Vol 15 (1) ◽  
pp. 21-26
Author(s):  
Md Rasal Hossain Khan ◽  
Asma Rahman ◽  
Md Zakir Sultan ◽  
Md Zamil Sultan ◽  
Mohammad A Rashid

The in vitro interactions of Famotidine (FT) and Tapentadol hydrochloride (TAP) with bovine serum albumin (BSA) have been studied by fluorescence emission spectroscopy under different conditions. Quenching constants were determined using the Stern-Volmer equation. Two moles FT bound with 1 mole of BSA at 298 K and 3 mole FT bound with 1 mole of BSA at 308 K in presence of TAP. BSA was used for the study as it shows approximately 76% sequence homology to human serum albumin (HSA).Dhaka Univ. J. Pharm. Sci. 15(1): 21-26, 2016 (June)


2019 ◽  
Vol 23 (06) ◽  
pp. 655-663 ◽  
Author(s):  
Li Chen ◽  
Yimei Zhao ◽  
Xinyu Sun ◽  
Jun Jiang ◽  
Fengshou Wu ◽  
...  

In this paper, three [Formula: see text],[Formula: see text]-conjugated cationic porphyrin compounds were designed and synthesized. The structure of the intermediates and desired porphyrins were confirmed by UV, IR, 1H NMR, MS and elemental analysis. The interaction modes between these porphyrins and ct-DNA were studied by UV-vis spectroscopy and fluorescence emission spectroscopy. The results showed that PCP 1 had an external binding mode with DNA at low DNA concentration and could intercalate DNA with the increase of concentration. PCP 2 interacted with DNA through an external binding mode, and PCP 3 could insert into DNA. The binding constants ([Formula: see text] between PCP1[Formula: see text]PCP3 and ct-DNA were calculated to be 8.41 × 104, 7.33 × 104 and 4.14 × 104 M[Formula: see text], respectively. The singlet oxygen (1O[Formula: see text] generation of PCP1[Formula: see text]PCP3 was determined by the 1,3-diphenylisobenzofuran (DPBF) method using tetrapyridylporphyrin (H2TMPyP) as a reference. The 1O2 generation rate of PCP1[Formula: see text]PCP3 followed the order of PCP2 >PCP1>H2TMPyP >PCP3. Subsequently, the photocleavage effect of porphyrins on pBR322 plasmid DNA was studied by gel electrophoresis. At 10.0 [Formula: see text]M, PCP1 and PCP2 could cleave DNA completely. At 2.0 [Formula: see text]M, the cleavage rate of DNA by PCP3 was 57.5%, which was significantly higher than that of H2TMPyP (38.8%). These results verified that the amount of cationic ions in the porphyrin structure could affect the binding modes of porphyrins with DNA and their cleavage ability of DNA.


2015 ◽  
Vol 2015 ◽  
pp. 1-7 ◽  
Author(s):  
Pamita Awasthi ◽  
Nitesh Kumar ◽  
Raj Kaushal ◽  
Mohan Kumar ◽  
Shrikant Kukreti

The binding of TiCl2(dpme)2(1), (dpme = 6,6′-dimethyl-2,2′-bipyridine), Ti(ada)2(bzac)2(2), (ada = adamantylamine; bzac = benzoylacetone), and TiCl2(bzac)(bpme) (3), (bpme = 4,4′-dimethyl-2,2′-bipyrdine) with calf thymus (ct) DNA has been studied by UV-visible spectroscopy, thermal denaturation, and circular dichroism spectroscopy. In UV-visible study complexes1,2, and3showed red, blue, and red shifts, respectively, upon the addition of ct-DNA along with a significant hyperchromism. The intrinsic binding constants (Kb) calculated from UV-visible absorption studies were 2.3 × 103 M−1, 3.3 × 103 M−1and, 7.1 × 103 M−1for complexes1,2, and3, respectively. The change in melting temperature (ΔTm) was calculated to be 2-3°C for each complex. Circular dichroism (CD) study showed blue shift for complex2and red shift for complexes1and3along with rise in molecular ellipticity upon the addition of complexes. Results suggest a binding mode of complex2different than1and3.


2014 ◽  
Vol 2014 ◽  
pp. 1-13 ◽  
Author(s):  
Madhumita Hazra ◽  
Tanushree Dolai ◽  
Akhil Pandey ◽  
Subrata Kumar Dey ◽  
Animesh Patra

The photo physical properties of two mononuclear pentacoordinated copper(II) complexes formulated as [Cu(L)(Cl)(H2O)] (1) and [Cu(L)(Br)(H2O)] (2)HL = (1-[(3-methyl-pyridine-2-ylimino)-methyl]-naphthalen-2-ol) were synthesized and characterized by elemental, physicochemical, and spectroscopic methods. The density function theory calculations are used to investigate the electronic structures and the electronic properties of ligand and complex. The interactions of copper(II) complexes towards calf thymus DNA were examined with the help of absorption, viscosity, and fluorescence spectroscopic techniques at pH 7.40. All spectroscopy's result indicates that complexes show good binding activity to calf thymus DNA through groove binding. The optical absorption and fluorescence emission properties of microwires were characterized by fluorescence microscope. From a spectroscopic viewpoint, all compounds strongly emit green light in the solid state. The microscopy investigation suggested that microwires exhibited optical waveguide behaviour which are applicable as fluorescent nanomaterials and can be used as building blocks for miniaturized photonic devices. Antibacterial study reveals that complexes are better antimicrobial agents than free Schiff base due to bacterial cell penetration by chelation. Moreover, the antioxidant study of the ligand and complexes is evaluated by using 1,1-diphenyl-2-picrylhydrazyl (DPPH) free-radical assays, which demonstrate that the complexes are of higher antioxidant activity than free ligand.


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