Abstract
Solvent effect of dimethyl sulfoxide (DMSO) on the oxidation-reduction properties of ascorbic acid (AA) was studied by the electroanalytical method of differential pulse voltammetry (DPV) in a three-electrode cell at 37 °C. Dimethylsulfoxide was found to considerably decrease the oxidation ability of AA due to the formation of molecular complexes between AA and DMSO through the intermolecular hydrogen bonds and shift the anodic peak potential toward the positive values, with its intensity being decreased. Kinetic spectrophotometric measurements in the UV-vis regions of the reaction of the stable free radical 2,2-diphenyl-1-picrylhydrazyl (DPPH·) with AA confirmed the stabilizing effect of the Lewis base DMSO on the reactivity of the neutral form of AA and its intermediates with respect to DPPH·. The mechanism of oxidation of AA with the radical DPPH· in the presence of DMSO was considered.
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References
Q. Sheng, H. Yu, J. Zheng, J. Elecroanal. Chem., 2007, 606, 39.
G. P. Jin, Q. Z. Chen, Y. F. Ding, J. B. He, Electrochim. Acta, 2007, 52, 2535.
S. Yilmaz, M. Sadikoglu, G. Saglikoglu, S. Yagmur, G. Askin, Int. J. Elecrochem. Sci., 2008, 3, 1534.
P. Molyneux, Songklanakarin J. Sci. Technol., 2004, 26, 211.
E. N. Hristea, M. T. Caproiu, G. Pencu, M. Hillebrand, T. Consantinescu, A. T. Balaban, Int. J. Mol. Sci., 2006, 7, 130.
G. C. Yen, P. D. Duh, H. L. Tsai, Food Chem., 2002, 79, 307.
L. S. Limaye, Stem Cells, 1997, 15, 353.
S. A. Markarian, S. Bonora, K. A. Bagramyan, V. B. Arakelyan, Cryobiology, 2004, 49, 1.
S. W. Jacob, R. Herschler, Cryobiology, 1986, 23, 14.
Z. W. Yu, P. J. Quinn, Biosci. Rep., 1994, 14, 259.
A. L. Zatikyan, E. A. Kazoyan, S. Bonora, Sh. A. Markaryan, Zh. Prikl. Spektroskopii, 2008, 75, 653 [J. Appl. Spectr. (Engl. Transl.), 2008, 75].
Sh. A. Markaryan, A. R. Sarkisyan, Zh. Prikl. Spektroskopii, 2011, 78, 11 [J. Appl. Spectr. (Engl. Transl.), 2011, 78].
E. A. Kazoyan, A. M. Terzyan, Sh. A. Markaryan, Zh. Fiz. Khim., 2011, 85, 689 [Russ. J. Phys. Chem. (Engl. Transl.), 2011, 85].
S. A. Markarian, L. S. Gabrielyan, J. Mol. Liq., 2011, 164, 207.
L. A. Tavadyan, K. A. Galoian, L. A. Harutunyan, H. G. Tonikyan, A. A. Galoyan, Neurochem Res., 2010, 35, 947.
S. H. Minasyan, L. A. Tavadyan, A. A. Khachoyan, A. P. Antonyan, H. G. Davtyan, M. A. Parsadanyan, P. O. Vardevanyan, Bioelectrochemistry, 2006, 68, 48.
G. R. Buettner, J. Biochem. Biophys. Methods, 1988, 16, 27.
W. Bors, G. R. Buettner, The Vitamin C Radical and its Reactions in Vitamin C in Health and Disease, Eds L. Parker, J. Fuchs, Marcel Dekker, Inc., New York, 1997, p. 75.
http://en.wikipedia.org/wiki/Acid-dissociation-constant#cite-not-23.
M. H. Abraham, P. L. Grelier, D. V. Prior, J. J. Morris, P. J. Taylor, J. Chem. Soc., Perkin Trans. 2, 1990, 2, 521.
D. Huang, B. Ou, R. L. Prior, J. Agric. Food Chem., 2005, 53, 1841.
W. Brand-Williams, M. E. Cuvelier, C. Berset, Lebensmittel-Wissenschaft und Technologie/Food Sci. Technol., 1995, 28, 25.
A. Mohajeri, S. Somayeh Asemani, J. Mol. Struct., 2009, 930, 15.
M. H. Pournaghi-Azar, R. Ojani, Talanta, 1995, 42, 1839.
L. Valgimigli, J. T. Banks, K. U. Ingold, K. U. Lusztik, J. Am. Chem. Soc., 1995, 117, 9966.
L. A. Tavadyan, V. A. Mardoyan, A. B. Nalbandyan, Khim. fizika [Chem. Physics], 1986, 5, 1377 (in Russian).
P. Gaikwad, A. Barik, K. I. Priyadarsini, B. S. M. Rao, Res. Chem. Intermed., 2010, 36, 1065.
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According to the materials of the Conference “Oxidation, oxidation stress, and antioxidants” (October 9–12, 2012, Yerevan (Republic of Armenia)).
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1625–1629, July, 2013.
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Markaryan, S.A., Tavadyan, L.A., Kocharyan, G.G. et al. Effect of dimethyl sulfoxide on electrochemical and antiradical properties of ascorbic acid. Russ Chem Bull 62, 1625–1629 (2013). https://doi.org/10.1007/s11172-013-0235-6
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DOI: https://doi.org/10.1007/s11172-013-0235-6