Abstract
Flavonoids are natural compounds found in food items of plant origin. The study examined systematically the interaction of structurally diverse dietary flavonoids with trace metal ions and the potential impact of dietary flavonoids on the function of intestinal cells. Spectrum analysis was first performed to determine flavonoid-metal interaction in the buffer. Among the flavonoids tested, genistein, biochanin-A, naringin, and naringenin did not interact with any metal ions tested. Members of the flavonol family, quercetin, rutin, kaempferol, flavanol, and catechin, were found to interact with Cu(II) and Fe(III). On prolonged exposure, quercetin also interacted with Mn(II). Quercetin at 1:1 ratio to Cu(II) completely blocked the Cu-dependent color formation from hematoxylin. When quercetin was added to the growth medium of cultured human intestinal cells, Caco-2, the level of metal binding antioxidant protein, metallothionein, decreased. The effect of quercetin on metallothionein was dose and time-dependent. Genistein and biochanin A, on the contrary, increased the level of metallothionein. The interaction between dietary flavonoids and trace minerals and the effect of flavonoids on metallothionein level imply that flavonoids may affect metal homeostasis and cellular oxidative status in a structure-specific fashion.
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References
M. G. L. Hertog, P. C. H. Hollman, and M. B. Katan,J. Agric. Food Chem. 40, 2379–2383 (1992).
E. D. Walter,J. Am. Chem. Soc. 63, 3273–3276 (1941).
A. C. Eldridge,J. Agric. Food Chem. 30, 353–355 (1982).
H.-J. Wang and P. A. Murphy,J. Agric. Food. Chem. 42, 1666–1673 (1994).
W. S. Pierpoint,Plant Flavonoids in Biology and Medicine: Biochemical, Pharmacological, and Structure-Activity Relationships, V. Cody, E. Middleton, and J. B. Harborne, eds., Alan R. Liss, New York, pp. 125–140 (1986).
B. Havsteen,Biochem. Pharmacol. 32, 1141–1148 (1983).
E. Middleton and C. Kandaswami,The Flavonoids: Advances in Research Since 1986, J. B. Harborne ed., Chapman & Hall, London, pp. 619–652 (1993).
I. B. Afanas’ev, A. I. Dorozhko, A. V. Brodskii, V. A. Kostyuk, and A. I. Potapovitch,Biochem. Pharmacol. 38, 1763–1769 (1989).
I. Morel, G. Lescoat, P. Cogrel, O. Sergent, N. Pasdeloup, P. Brissot, et al.,Biochem. Pharmacol 45, 13–19 (1993).
A. Rahman Shahabuddin, S. M. Hadi, and J. H. Parish,Carcinogenesis 11, 2001–2003 (1990).
A. Said Ahmad, F. Fazal, A. Rahman, S. M. Hadi, and J. H. Parish,Carcinogenesis 13, 605–608 (1992).
J. L. Greger and B. J. Lyle,J. Nutr. 118, 52–60 (1988).
I. R. Record, J. K. Mclnemey, and I. E. Dreosti,Biol. Trace Element Res. 53, 27–43 (1996).
R. A. DiSilvestro and E. D. Harris,Biochem. Pharmacol. 32, 343–346 (1983).
J. H. R. Kagi and B. L. Vallee,J. Biol. Chem. 235, 3460–3465 (1960).
J. Kay, A. Cryer, B. M. Darke, P. Kille, W. E. Lees, C. G. Norey, et al.,Int. J. Biochem. 23, 1–5 (1991).
M. Karin, E. P. Slater, and H. R. Herschman,J. Cell Physiol. 106, 63–74 (1981).
D. M. Durnam and R. D. Palmiter,J. Biol. Chem. 256, 5712–5716 (1981).
R. I. Richards, A. Heguy, and M. Karin,Cell 37, 263–272 (1984).
D. M. Templeton and M. G. Cherian,Methods Enzymol. 205, 11–24 (1991).
B. A. Masters, E. J. Kelly, C. J. Quaife, R. L. Brinster, and R. D. Palmiter,Proc. Natl. Acad. Sci. USA 91, 584–588 (1994).
T.-Y. Li, A. J. Kraker, C. F. Shaw III, and D. H. Petering,Proc. Natl. Acad. Sci. USA 77, 6334–6338 (1980).
J. E. Churchich, G. Scholz, and F. Kwok,Biochim. Biophys. Acta 996, 181–186 (1989).
J. Zeng, B. L. Vallee, and J. H. R. Kagi,Proc. Natl. Acad. Sci. USA 88, 9984–9988 (1991).
M. A. Schwarz, J. S. Lazo, J. C. Yalowich, I. Reynolds, V. E. Kagam, V. Tyurin, et al,J. Biol. Chem. 269, 15,238–15,243 (1994).
J. S. Lazo, Y Kondo, D. Dellapiazza, A. E. Michalska, K. H. A. Choo, and B. P. Pitt,J. Biol. Chem. 270, 5506–5510 (1995).
H. Zheng, J. Liu, Y. Liu, and C. D. Klaassen,Toxicol. Lett. 87, 139–145 (1996).
A. E. El-Askalany and A. M. A. El-Magd,Chem. Pharm. Bull. 43, 1791,1792 (1995).
M. Pinto, S. Robine-Leon, M.-D. Appay, M. Kedinger, N. Triadou, E. Dussaulx, et al,Biol. Cell 47, 323–330 (1983).
I. J. Hidalgo, T. J. Raub, and R. T. Borchardt,Gastroenterology 96, 736–749 (1989).
J. Karlsson, S.-M. Kuo, J. Ziemniak, and P. Artursson,Br. J. Pharmacol. 110, 1009–1016 (1993).
D. L. Eaton and B. F. Toal,Toxicol Appl. Pharmacol. 66, 134–142 (1982).
S.-M. Kuo, Y. Kondo, J. M. DeFilippo, M. S. Ernstoff, R. R. Bahnson, and J. S. Lazo,Toxicol. Appl. Pharmacol. 125, 104–110 (1994).
A. Negre-Salvayre, A. Affany, C. Hariton, and R. Salvayre,Pharmacology 42, 262–272 (1991).
J. Galvez, J. P. De La Cruz, A. Zarzuelo, F. S. De Medina, Jr., J. Jimenez, and F. S. De La Cuesta,Gen. Pharmacol. 25, 1237–1241 (1994).
I. R. Record, I. E. Dreosti, and J. K. McInerney,J. Nutr. Biochem. 6, 481–485 (1995).
N. Cotelle, J.-L. Bernier, J. P. Catteau, J. Pommery, J.-C. Wallet, and E. M. Gaydou,Free Radical. Biol. Med. 20, 35–43 (1996).
H. Wei, R. Bowen, Q. Cai, S. Barnes, and Y. Wang,Proc. Soc. Exp. Biol. Med. 208, 124–130 (1995).
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Kuo, SM., Leavitt, P.S. & Lin, CP. Dietary flavonoids interact with trace metals and affect metallothionein level in human intestinal cells. Biol Trace Elem Res 62, 135–153 (1998). https://doi.org/10.1007/BF02783967
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DOI: https://doi.org/10.1007/BF02783967