Inhibition of thyroid peroxidase by dietary flavonoids

Chemical Research in Toxicology

Volumn 9, Issue 1, 1996, Pages 16-23

  Divi, Rao L ^a   Doerge, Daniel R ^a  

^a NATIONAL CENTER FOR TOXICOLOGICAL RESEARCH   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AURANTIIN; BIOCHANIN A; FISETIN; FLAVANOID; KAEMPFEROL; MYRICETIN; NARINGENIN; QUERCETIN; RESORCINOL; THYROID PEROXIDASE;

ARTICLE; CARCINOGENESIS; CELL GROWTH; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME KINETICS; IODINATION; THYROID CANCER;

ANIMALS; CATALYSIS; DIET; FLAVANONES; FLAVONOIDS; GENISTEIN; IODIDE PEROXIDASE; IODINE; ISOFLAVONES; KINETICS; MASS SPECTROMETRY; QUERCETIN; SWINE; THYROID GLAND; TYROSINE;

EID: 0030049841     PISSN: 0893228X     EISSN: None     Source Type: Journal    
DOI: 10.1021/tx950076m     Document Type: Article

References (27)

1. Pierpoint, W. S. (1986). Flavonoids in the human diet. In Plant Flavonoids in Biology and Medicine (Cody, V., Middleton, E., and Harborne, J. B., Eds.) pp 125-140, Alan R. Liss, New York.
2. Middleton, R. H. (1984) The flavonoids Trends Pharmacol. Sci. 5, 335-338.
3. Lindsay, R. H., Gaitan, E., and Cooksey, R. C. (1989) Pharmacokineties and intrathyroidal effects of flavonoids. In Environmental Goitrogenesis (Gaitan, E., Ed.) pp 43-56, CRC Press, Boca Raton, FL.
4. Cody, V., Koehrle, J., and Hesch, R. D. (1989) Structure - activity relationships of flavonoids as inhibitors of iodothyronine deiodinase. In Environmental Goitrogenesis (Gaitan, E., Ed.) pp 57-69, CRC Press, Boca Raton, FL.
5. Varma, S. D., Mizuno, A., and Kinoshita, J. H. (1977) Diabetic cataracts and flavonoids. Science 195, 205-206.
6. Carpendo, F., Bortignon, C., Bruni, A., and Santi, R (1969) Effect of quercetin on membrane-linked activities. Biochem. Pharmacol. 18, 1495-1500.
7. Tauber, A. I., Fay, J. R., and Marletta, M. A. (1984) Flavonoid inhibition of the human neutrophil NADPH-oxidase. Biochem. Pharmacol. 33, 1367-1369.
8. Bertz, A., Anton, R., and Cazenave, J. P. (1986) The effect of flavonoids on cyclic nucleotide phosphodiesterases. In Plant Flavonoids in Biology and Medicine (Cody, V., Middleton, E., and Harbone, J. B., Eds.) pp 281-296, Alan R. Liss, New York.
9. Moudgal, N. R., Raghupathy, E., and Sarma, P. S. (1958) Studies on goitrogenic agents in food. III. Goitrogenic action of some glycosides isolated from edible nuts. J. Nutr. 66, 291-300.
10. Gaitan, E., Lindsay, R. H., Reichert, R D., Ingbar, S. H., Cooksey, R C., Legan, J., Meydrech, E. F., Hill, J., and Kubota, K. (1989) Antithyroid and goitrogenic effects of millet: role of C-glycosylflavones J. Clin. Endocrinol. Metab. 68, 707-714.
11. Cooksey, R. C., Lindsay, R. H., Gaitan, E., Hill, J., and Reichert, R. D. (1986) Intrathyroidal effects of flavonoids. Am. Chem. Soc Div. Environ Chem 26, 75.
12. Gaitan, E., Lindsay, R. H., and Cooksey R. C. (1989) Millet and the thyroid. In Environmental Goitrogenesis (Gaitan, E., Ed.) pp 195-204, CRC Press, Boca Raton, FL.
13. Klopfenstein, C. F., Hoseney, R C. and Leipold, H. W. (1983) Goitrogenic effects of pearl millet diets. Nutr. Rep. Int. 27, 1039-1047.
14. Kolthoff, I. M., Sandell, E. B., Meehan, E J., and Brukenstein, S. (1969) Iodometric Titrations. In Quantitative Chemical Analysis, p 842, Macmillan Press, London.
15. Van Zyl, J. M., and Vander Walt, B. J. (1984) Solubilization of peroxidase from porcine thyroids and characterization by photoaffinity labelling Biochim. Biophys. Acta. 787, 174-182.
16. Hosoya, T., and Morrison, M. (1967) A study of the hemoproteins of thyroid microsomes with emphasis on the thyroid peroxidase Biochemistry 6, 1021-1026.
17. Taurog, A., Lothrop, M. L., and Estabrook, R. W. (1970) Improvements in the isolation procedure for thyroid peroxidase: nature of the heme prosthetic group. Arch. Biochem. Biophys. 139, 221-229.
18. Doerge, D. R., and Takazawa, R. S. (1990) Mechanism of thyroid peroxidase inhibition by ethylenethiourea. Chem. Res. Toxicol. 3, 98-101.
19. Divi, R. L., and Doerge, D. R. (1994) Mechanism-based inactivation of lactoperoxidase and thyroid peroxidase by resorcinol derivatives. Biochemistry 33, 9668-9674.
20. Waley, S. G. (1985) Kinetics of suicide inhibitors. Practical procedures for determining parameters. Biochem. J. 227, 843-849.
21. Segel, I. H. (1975) Simple Inhibition Systems. In Enzyme Kinetics: Behavior and analysis of rapid equilibrium and steady-state enzyme systems, pp 125-178, Wiley-Interscience, New York.
22. Doerge, D. R., and Decker, C. J. (1994) Inhibition of peroxidase-catalyzed reactions by arylamines: Mechanism for the antithyroid action of sulfamethazine. Chem. Res. Toxicol. 7, 164-169.
23. Doerge, D. R. Decker, C. J., and Takazawa, R. S. (1993) Chemical and enzymatic oxidation of benzimidazoline-2-thiones: A dichotomy in the mechanism of peroxidase inhibition. Biochemistry 32, 58-65.
24. Harrison, J. R., Araiso, T., Palcic, M., and Dunford, H. B. (1980) Compound I of myeloperoxidase. Biochem. Biophys. Res. Commun., 94, 34-40.
25. Taurog, A., Dorris, M. L., and Guziec, F. S. (1992) An unexpected side reaction in the guaiacol assay for peroxidase. Anal. Biochem. 205, 271-277.
26. Gilio, V. E., and Cilento, G. (1993) Light emission accompanies oxygen uptake during the peroxidative metabolism of tetracyclines. Photochem. Photobiol. 58, 446-449.
27. Hill, R. N , Erdreich, L. S., Paynter, O. E., Roberts, P. A., Rosenthal, S. L., and Wilkinson, C. F. (1989) Thyroid follicular cell carcinogenesis. Fundam. Appl. Toxicol. 12, 629-697.