Aspirin-DNA Interaction Studied by FTIR and Laser Raman Difference Spectroscopy

Université de Reims Champagne-Ardenne, Rheims, Champagne-Ardenne, France
FEBS Letters (Impact Factor: 3.17). 03/1996; 382(1-2):26-30. DOI: 10.1016/0014-5793(96)00093-2
Source: PubMed


The interaction of calf-thymus DNA with aspirin is investigated in aqueous solution at pH 7-6 with drug/DNA (phosphate) molar ratios of r = 1/40, 1/20, 1/10, 1/5, 1/2, 1 and 2. Fourier transform infrared (FTIR) and laser Raman difference spectroscopy are used to determine drug binding sites, sequence preference and DNA secondary structure, as well as the structural variations of aspirin-DNA complexes in aqueous solution. Spectroscopic evidence showed that at low aspirin concentration (r =1/40), drug-DNA interaction is mainly through the backbone PO2 groups and the A-T base pairs. Such interaction largely perturbs the phosphate vibration at 1222 cm(-1) and the A-T bands at 1663 and 1609 cm(-1) with no major helix destabilization. At higher drug concentration (r > 1/20), the participation of the G-C bases in drug-DNA complexation was evident by strong perturbations of the guanine and cytosine vibrations at 1717 and 1494 cm(-1), with a partial helix destabilization. A major alteration of the B-DNA structure towards A-DNA occurs on drug complexation. The aspirin interaction was through anion CO and COOCH3 donor atoms with those of the backbone PO2 group and DNA bases donor sites (directly or indirectly via H2O molecules).

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Available from: Heidar-Ali Tajmir-Riahi, Oct 09, 2015
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    • "The interaction mechanism of dsDNAbinding molecules could be explained via three ways: electrostatic interactions with the negatively charged nucleic acid sugarphosphate structure, binding interaction with major and minor grooves of DNA double helix and intercalation of planar aromatic ring systems between the stacked base pairs of native DNA [12]. Different methods such as surface plasmon resonance (SPR) [13], capillary electrophoresis [14], and Raman spectroscopy [15] are being used to study the DNA-drug interaction. Among the various techniques, electrochemical investigations of DNA-drug interactions have been provided a rapid, inexpensive, selective and sensitive method for the design of new DNA biosensors [16] "
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    ABSTRACT: In this study, poly(5-amino-2-mercapto-1,3,4-thiadiazole) (PAMT) modified glassy carbon electrode (GCE) was fabricated and this electrode was used for the electrochemical monitoring of interaction between the dsDNA and nitrofurantoin (NFT) for the first time. Electrochemical behavior of PAMT modified GCE (GCE/PAMT) was investigated by using cyclic voltammetry (CV) and electrochemical impedance spectroscopy (EIS) and compared with those of the bare GCE. The GCE/PAMT/dsDNA electrode was prepared by adsorption of dsDNA upon the PAMT deposited the GCE and the binding of NFT with dsDNA was investigated via differential pulse voltammetry (DPV) method. The decrease in the guanine oxidation peak current at +0.82 V was used as an indicator for the interaction in 0.5 mol L−1 acetate buffer (pH 4.8) containing 0.02 mol L−1 NaCl. Under the optimal conditions, the guanine oxidation peak currents were linearly proportional to the concentrations of NFT in the range of 2–25 mg L−1 and detection limit was found to be 0.65 mg L−1. Furthermore, the reproducibility, repeatability, stability and applicability of the analysis to pharmaceutical dosage forms in human serum samples were also examined. These results showed that this DNA biosensor could be used for the sensitive, accurate and precise determination of NFT–dsDNA interaction.
    Sensors and Actuators B Chemical 07/2014; 197:211–219. DOI:10.1016/j.snb.2014.02.083 · 4.10 Impact Factor
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    • "Recently, FTIR has emerged as an efficient tool in life sciences, with applications ranging from characterization of small bio-molecules to medical diagnosis [18] [19] [20]. Moreover, FTIR spectroscopy was cited as an important method for characterization of drug– biomolecule interaction e.g., complexation studies with DNA and the effects of such interaction on its structure [21] [22] [23] [24] [25] [26] [27] [28]. However, FTIR has not been applied for an in-depth investigation of the DNA–emodin interaction in order to find out which base pairs are involved in complexation. "
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    ABSTRACT: Emodin, a plant- and fungus-derived anthraquinone, exerts genotoxic and antioxidative effects and shows promise in antitumor and antibacterial therapies. The aim of this study was to examine the molecular interactions of emodin with DNA in aqueous solution at physiological pH using spectroscopic methods. Fourier Transform Infrared (FTIR) Spectroscopy and UV absorption spectra were used to determine the structural features, the binding mode and the association constants. Our UV-spectroscopic results indicate that emodin interacts with DNA by intercalation and by external binding. FTIR results suggest that emodin interaction occurs preferably via adenine and thymine base pairs and also weakly with the phosphate backbone of the DNA double helix. The binding constant for emodin-DNA complex formation is estimated to be K=5.59×10(3)M(-1). No significant changes of DNA conformation were observed upon emodin-DNA complexation.
    Journal of photochemistry and photobiology. B, Biology 04/2012; 111:59-63. DOI:10.1016/j.jphotobiol.2012.03.012 · 2.96 Impact Factor
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    • "In addition, they have been reported to be effective against some cancers [40] [41]. Tajmir-Riahi and coworkers [42] [43] described the interaction of ASA with DNA and RNA using Fourier transform infrared and laser Raman difference spectroscopy. Bathaie and coworkers [44] [45] investigated the interaction of ASA with DNA, nucleotides, and nucleoside, employing different spectroscopic techniques. "
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    ABSTRACT: A double-stranded calf thymus DNA (dsDNA) was physisorbed onto a polypyrrole (PPy) nanofiber film that had been electrochemically deposited onto a Pt electrode. The surface morphology of the polymeric film was characterized using scanning electron microscopy (SEM). The electrochemical characteristics of the PPy film and the DNA deposited onto the PPy modified electrode were investigated by cyclic voltammetry (CV), differential pulse voltammetry (DPV), and electrochemical impedance spectroscopy (EIS). Then the interaction of DNA with salicylic acid (SA) and acetylsalicylic acid (ASA), or aspirin, was studied on the electrode surface with DPV. An increase in the DPV current was observed due to the oxidation of guanine, which decreased with the increasing concentrations of the ligands. The interactions of SA and ASA with the DNA follow the saturation isotherm behavior. The binding constants of these interactions were 1.15×10(4)M for SA and 7.46×10(5)M for ASA. The numbers of binding sites of SA and ASA on DNA were approximately 0.8 and 0.6, respectively. The linear dynamic ranges of the sensors were 0.1-2μM (r(2)=0.996) and 0.05-1mM (r(2)=0.996) with limits of detection of 8.62×10(-1) and 5.24×10(-6)μM for SA and ASA, respectively.
    Analytical Biochemistry 04/2011; 411(2):176-84. DOI:10.1016/j.ab.2011.01.006 · 2.22 Impact Factor
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