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Title: Exploring the antioxidant property of bioflavonoid quercetin in preventing DNA glycation: A calorimetric and spectroscopic study

Abstract

Reducing sugars for example glucose, fructose, etc., and their phosphate derivatives non-enzymatically glycate biological macromolecules (e.g., proteins, DNA and lipids) and is related to the production of free radicals. Here we present a novel study, using differential scanning calorimetry (DSC) along with UV/Vis absorption and photon correlation spectroscopy (PCS), on normal and glycated human placenta DNA and have explored the antioxidant property of the naturally occurring polyhydroxy flavone quercetin (3,3',4',5,7-pentahydroxyflavone) in preventing the glycation. The decrease in the absorption intensity of DNA in presence of sugars clearly indicates the existence of sugar molecules between the two bases of a base pair in the duplex DNA molecule. Variations were perceptible in the PCS relaxation profiles of normal and glycated DNA. The melting temperature of placenta DNA was decreased when glycated suggesting a decrease in the structural stability of the double-stranded glycated DNA. Our DSC and PCS data showed, for the first time, that the dramatic changes in the structural properties of glycated DNA can be prevented to a significant extent by adding quercetin. This study provides valuable insights regarding the structure, function, and dynamics of normal and glycated DNA molecules, underlying the manifestation of free radical mediated diseases, and their preventionmore » using therapeutically active naturally occurring flavonoid quercetin.« less

Authors:
 [1];  [2];  [2];  [2]
  1. Department of Applied Physics, Chalmers University of Technology, SE 41296, Goeteborg (Sweden). E-mail: bidisa@fy.chalmers.se
  2. Department of Applied Physics, Chalmers University of Technology, SE 41296, Goeteborg (Sweden)
Publication Date:
OSTI Identifier:
20795861
Resource Type:
Journal Article
Resource Relation:
Journal Name: Biochemical and Biophysical Research Communications; Journal Volume: 339; Journal Issue: 1; Other Information: DOI: 10.1016/j.bbrc.2005.11.019; PII: S0006-291X(05)02521-0; Copyright (c) 2005 Elsevier Science B.V., Amsterdam, The Netherlands, All rights reserved; Country of input: International Atomic Energy Agency (IAEA)
Country of Publication:
United States
Language:
English
Subject:
60 APPLIED LIFE SCIENCES; ABSORPTION SPECTROSCOPY; ANTIOXIDANTS; BIOFLAVONOIDS; CALORIMETRY; DNA; FRUCTOSE; GLUCOSE; GTP-ASES; LIPIDS; MELTING POINTS; PHOSPHATES; PLACENTA; QUERCETIN; SACCHAROSE

Citation Formats

Sengupta, Bidisa, Uematsu, Takashi, Jacobsson, Per, and Swenson, Jan. Exploring the antioxidant property of bioflavonoid quercetin in preventing DNA glycation: A calorimetric and spectroscopic study. United States: N. p., 2006. Web. doi:10.1016/J.BBRC.2005.1.
Sengupta, Bidisa, Uematsu, Takashi, Jacobsson, Per, & Swenson, Jan. Exploring the antioxidant property of bioflavonoid quercetin in preventing DNA glycation: A calorimetric and spectroscopic study. United States. doi:10.1016/J.BBRC.2005.1.
Sengupta, Bidisa, Uematsu, Takashi, Jacobsson, Per, and Swenson, Jan. Fri . "Exploring the antioxidant property of bioflavonoid quercetin in preventing DNA glycation: A calorimetric and spectroscopic study". United States. doi:10.1016/J.BBRC.2005.1.
@article{osti_20795861,
title = {Exploring the antioxidant property of bioflavonoid quercetin in preventing DNA glycation: A calorimetric and spectroscopic study},
author = {Sengupta, Bidisa and Uematsu, Takashi and Jacobsson, Per and Swenson, Jan},
abstractNote = {Reducing sugars for example glucose, fructose, etc., and their phosphate derivatives non-enzymatically glycate biological macromolecules (e.g., proteins, DNA and lipids) and is related to the production of free radicals. Here we present a novel study, using differential scanning calorimetry (DSC) along with UV/Vis absorption and photon correlation spectroscopy (PCS), on normal and glycated human placenta DNA and have explored the antioxidant property of the naturally occurring polyhydroxy flavone quercetin (3,3',4',5,7-pentahydroxyflavone) in preventing the glycation. The decrease in the absorption intensity of DNA in presence of sugars clearly indicates the existence of sugar molecules between the two bases of a base pair in the duplex DNA molecule. Variations were perceptible in the PCS relaxation profiles of normal and glycated DNA. The melting temperature of placenta DNA was decreased when glycated suggesting a decrease in the structural stability of the double-stranded glycated DNA. Our DSC and PCS data showed, for the first time, that the dramatic changes in the structural properties of glycated DNA can be prevented to a significant extent by adding quercetin. This study provides valuable insights regarding the structure, function, and dynamics of normal and glycated DNA molecules, underlying the manifestation of free radical mediated diseases, and their prevention using therapeutically active naturally occurring flavonoid quercetin.},
doi = {10.1016/J.BBRC.2005.1},
journal = {Biochemical and Biophysical Research Communications},
number = 1,
volume = 339,
place = {United States},
year = {Fri Jan 06 00:00:00 EST 2006},
month = {Fri Jan 06 00:00:00 EST 2006}
}
  • In the present work, Silica/Polyethylene glycol (PEG) hybrid nanocomposites containing an antioxidant agent, the quercetin, were synthesized via sol-gel to be used as implants with antioxidant properties. Fourier transform infrared (FT-IR) analysis proved that a modification of both polymer and quercetin occurs due to synthesis process. Scanning electron microscope (SEM) showed that the proposed materials were hybrid nanocomposites. The bioactivity was ascertained by soaking the samples in a simulated body fluid (SBF).
  • Electrostatic properties of zeolite-like aluminophosphates are intermediate between those of zeolites and zeolite-like silica modifications. The adsorption measurements and IR spectroscopic investigations of the framework vibrations demonstrate that the number of the adsorption complexes of CH{sub 3}OH with Al atoms increases in the following order: AlPO{sub 4}-5 < AlPO{sub 4}-17 << AlPO{sub 4}-18. The OH vibrations of methanol molecules in the first coordination sphere of the Al atoms are reflected in the IR spectra as an absorption band at 3200 cm{sup -1}, which is not observed for the adsorption of CH{sub 3}OH on zeolites.
  • The heats of CH[sub 3]OH adsorption on sodium faujasites and mordenites with different Si/Al ratios in the framework and on zeolites A, ZK-4, and ZK-5 were measured calorimetrically. The IR spectra of adsorbed CH[sub 3]OH were determined for the same zeolites. The decrease of cation concentration with increasing Si/Al ratio in the framework of faujasites, mordenites, and zeolites A and ZK-4 results in the decrease of CH[sub 3]OH adsorption heats for the broad coverage range and in weakening of the [nu][sub OH] disturbance for adsorbed CH[sub 3][sub OH]. For highly dealuminated faujasite, the OH vibrations in adsorbed CH[sub 3]OH aremore » strongly perturbed due to intermolecular interactions even at small coverages. The adsorption heat is very low in this case. Sodium cations at 8-membered oxygen rings of zeolite ZK-5 are more tightly bonded to the framework and so they are less active adsorption centers for CH[sub 3]OH molecules as compared to the appropriate cations of zeolite Na-A. The step on the adsorption heat curve for CH[sub 3]OH on zeolite Na-A in the coverage interval from 3 to 5 molecules/unit cell corresponds to the transition of adsorbed molecules from the interactions with cations in 8-membered oxygen rings to those with cations in 6-rings. The second step at coverages about 6 molecules/unit cell results from the crystallographic nonidentity of adsorption complexes formed by CH[sub 3]OH molecules with cations at 4-rings for different uptakes. The acidic structural OH groups of decationated mordenite are involved in strong hydrogen bonds with adsorbed CH[sub 3]OH molecules or protonate them.« less
  • The room-temperature adsorption of NH{sub 3} on Ti-silicalite (TS-1) was studied by means of IR and XANES-EXAFS spectroscopies and by microcalorimetry. The propensity of framework tetrahedral Ti(IV) heteroatoms to expand their coordination shell upon adsorption of NH{sub 3} was monitored by the perturbation induced on the Ti-sensitive framework stretching band (960 cm{sup {minus}1}) and on the preedge peak at 4967 eV in XANES spectra. In both cases a modification of the local geometry of titanium sites upon adsorption of NH{sub 3} as an additional ligand was deduced. The amount of NH{sub 3} specifically adsorbed on the Ti(IV) sites was estimatedmore » by comparing volumetric data obtained for TS-1 with those obtained for a Ti-free silicalite taken as reference material. At p{sub NH{sub 3}} = 50 Torr, the number of NH{sub 3} molecules adsorbed per Ti atom was found to be close to 2, indicating that virtually all Ti atoms are involved in the interaction and have completed their 6-fold coordination shell. The molar heats of adsorption on the Ti(IV) sites were estimated following the same procedure. It was found that the molar heat of NH{sub 3} adsorption on titanium is higher (q{sub m} = 95--83 kJ/mol) than that measured for the silicalite matrix (q{sub m} = 66--58 kJ/mol). The interaction with ammonia was found to be essentially reversible at room temperature but for a significant amount of adsorbed species irreversibly held on titanium sites. The zero-coverage heat of adsorption was quite high (q {approx} 200 kJ/mol) not only for the first run of adsorption involving both irreversible and reversible interaction but also for the second run involving only the reversible component (q {approx} 130 kJ/mol). The evolution of the heat of adsorption with coverage was typical of heterogeneous surfaces; this is due not only to the presence of sites active toward ammonia on the silica matrix but also to the heterogeneous distribution of Ti(IV) sites, suggesting that a considerable number of framework sites (among the 12 available in the orthorhombic MFI framework) are occupied in a nearly equidistributed way. EXAFS measurements allowed the elongation of the Ti-O bond upon interaction with NH{sub 3} (0.05 {+-} 0.03 {angstrom}), the Ti-N distance (1.93 {+-} 0.03 {angstrom}), and the average number of adsorbed NH{sub 3} molecules per Ti site (1.9 {+-} 0.3) to be estimated. The results were in good agreement with the volumetric-calorimetric data. The effect of the pretreatment of TS-1 samples with ammonium acetate aqueous solution was also investigated by comparing the spectroscopic and the quantitative calorimetric results for both untreated and treated TS-1 samples.« less
  • The temperature dependences of the heat capacity and optical transmission spectra of quasi-one-dimensional Haldane magnets (Y{sub 1-x}Nd{sub x}){sub 2}BaNiO{sub 5} (x = 1, 0.75, 0.50, 0.25) have been studied. All the compounds studied undergoes antiferromagnetic ordering. In the ordered state, the internal magnetic field produces splitting of the ground-state Kramers doublet of Nd{sup 3+} ion. The temperature dependences of the magnitude of splitting, as determined from spectroscopic data, were used to calculate the Schottky anomaly on the heat capacity curve. Nonequivalent centers related to neodymium ions have been found in compounds with x = 0.75, 0.50, and 0.25.