Abstract
We studied the interaction with liposomes and the antioxidant activity of flavonoid (quercetin, catechin, taxifolin) complexes with iron(III). It was found that the lipophilicity of complexes depends on an iron:flavonoid ratio and grows at a ratio of 1 to 1, while complexes in a 2: 1 ratio were the most effective to slow down the lipid peroxidation and restore radical 2,2-diphenyl-1-picrylhydrazyl. Thus, the stoichiometry of complexes formed in aqueous solution, may differ from the stoichiometry of complexes that most effectively protect membranes from peroxidation.
Similar content being viewed by others
References
L. Hooper, P. A. Kroon, E. B. Rimm, et al., Am. J. Clin. Nutr. 88, 38 (2008).
Yu. O. Teselkin, B. A. Zhambalova, I. V. Babenkova, et al., Biofizika 41(3), 621 (1996).
A. A. Timoshin, E. G. Dorkina, E. O. Paukova, et al., Biophysics 50, 986 (2005).
A. N. Osipov, E. Sh. Yakutova, and Yu. A. Vladimirov, Biofizika 38, 390 (1993).
K. Jomova and M. Valko, Toxicology 283, 65 (2011).
J. Ren, S. Meng, C. Lekka, et al., J. Phys. Chem. B 112, 1845 (2008).
M. Guo, C. Perez, Y. Wei, et al., Dalton Trans. 4951 (2007).
Y. A. Kim, Y. S. Tarahovsky, E. A. Yagolnik, et al., Biochem. Biophys. Res. Commun. 431, 680 (2013).
Y. S. Tarahovsky, E. A. Yagolnik, E. N. Muzafarov, et al., Biochim. Biophys. Acta 1818, 695 (2012).
V. L. Shnyrov, J. M. Sanchez-Ruiz, B. N. Boiko, et al., Thermochim. Acta 302, 165 (1997).
D. Marsh, Handbook of Lipid Bilayers (CRC Press, Boca Raton 1990).
C. Tanford, The Hydrophobic Effect: Formation of Micells and Biological Membranes (Wiley Interscience, N.Y. 1971).
C. Hanch, Correlation Analysis in Chemistry (Plenum Press, N.Y. 1978.)
R. F. Rekkar, The Hydrophobic Fragmental Constant. Its Derivation and Application. A Means Characterizing Membrane System (Amsterdam 1977).
S. Sharma, M. Singh, and P. L. Sharma, Indian J. Exp. Biol. 50, 28 (2012).
O. I. Aruoma, Mutat. Res. 523–524, 9 (2003).
E. B. Burlakova, F. V. Aleksenko, and E. M. Molochkina, Bioantioxidants in Radiation Injury and Malignant Growth (Nauka, Moscow, 1975) [in Russian].
H. Esterbauer and K. H. Cheeseman, Methods Enzymol. 186, 407 (1990).
V. Z. Lankin, S. M. Gurevich, E. B. Burlakova, Trudy Mosk. Obshch. Ispytat. Prirody 73 (1975).
I. B. Afanas’ev, A. I. Dorozhko, A. V. Brodskii, et al., Biochem. Pharmacol. 38, 1763 (1989).
Y. S. Tarahovsky, E. N. Muzafarov, and Y. A. Kim, Mol. Cell Biochem. 314, 65 (2008).
Yu. S. Tarakhovskii, S. M. Kuznetsova, N. A. Vasil’eva, et al., Biofizika 53, 78 (2008) [no English version].
T. Fossen and O. M. Andersen, in Flavonoids. Chemistry, Biochemistry and Applications, Ed. by O. M. Andersen, K. R. Markham (CRC Press, New York, 2006), pp. 37–142.
E. Gregoris and R. Stevanato, Food Chem. Toxicol. 48, 76 (2010).
S. Selvaraj, S. Krishnaswamy, V. Devashya, et al., Langmuir 27, 13374 (2011).
C. Chen, H. R. Tang, L. H. Sutcliffe, et al., J. Agric. Food Chem. 48, 5710 (2000).
Yu. A. Vladimirov, E. V. Proskurnina, E. M. Demin, et al., Biokhimiya 74, 372 (2009).
V. P. Zinchenko, Yu. A. Kim, Yu. S. Tarakhovskii, and G. E. Bronnikov, Biophysics 56, 418 (2011).
N. R. Perron and J. L. Brumaghim, Cell Biochem. Biophys. 53, 75 (2009).
V. A. Kostyuk, A. I. Potapovich, T. V. Kostyuk, et al., Cell Mol. Biol. 53, 62 (2007).
M. Grazul and E. Budzisz, Coordin. Chem. 83, 363 (2009).
M. Kopacz, E. Woznicka, and J. Gruszecka, Acta Pol. Pharm. 62, 65 (2005).
H. Tang, X. Wang, S. Yang, et al., Rare Metals 23, 38 (2004).
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © E.A. Yagolnik, Yu.S. Tarahovsky, I.B. Klenina, S.M. Kuznetsova, E.N. Muzafarov, Yu.A. Kim, 2013, published in Biofizika, 2013, Vol. 58, No. 5, pp. 819–827.
Editor’s Note: This is a closest equivalent of the original publication with all its practical details, statements and terminology, phrasing and style; English title and Abstract provided by authors. A.G.
Rights and permissions
About this article
Cite this article
Yagolnik, E.A., Tarahovsky, Y.S., Klenina, I.B. et al. Study of membranotropic and antioxidant activity of flavonoids and their complexes with ferric iron. BIOPHYSICS 58, 646–652 (2013). https://doi.org/10.1134/S0006350913050187
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0006350913050187