Publication Cover
Xenobiotica
the fate of foreign compounds in biological systems
Volume 33, 2003 - Issue 12
242
Views
39
CrossRef citations to date
0
Altmetric
Research Article

Inhibition of rat liver sulfotransferases SULT1A1 and SULT2A1 and glucuronosyltransferase by dietary flavonoids

&
Pages 1211-1220 | Received 03 Mar 2003, Published online: 22 Sep 2008

References

  • CONWAY, J. G., KAUFFMAN, F. C., TSUKUDA, T. and THURMAN, R. G., 1988, Glucuronidation of 7-hydroxycoumarin in periportal and pericentral regions of the lobule in livers from untreated and 3-methylcholanthrene-treated rats. Molecular Pharmacology, 33, 111–119.
  • DAJANI, R., SHARP, S., GRAHAM, S., BETHELL, S. S., COOKE, R. M., JAMIESON, D. J. and COUGHTRIE, M. W., 1999, Kinetic properties of human dopamine sulfotransferase (SULT1A3) expressed in prokaryotic and eukaryotic systems: comparison with the recombinant enzyme purified from Escherichia coli. Protein Expression and Purification, 16, 11–18.
  • DE VRIES, J. H., HOLLMAN, P. C., MEYBOOM, S., BUYSMAN, M. N., ZOCK, P. L., VAN STAVEREN, W. A. and KATAN, M. B., 1998, Plasma concentrations and urinary excretion of the antioxidant fiavonols quercetin and kaempferol as biomarkers for dietary intake. American Journal of Clinical Nutrition, 68, 60–65.
  • DENIS, L., MORTON, M. S. and GRIFFITHS, K., 1999, Diet and its preventive role in prostatic disease. European Urology, 35, 377–387.
  • EATON, E. A., WALLE, U. K., LEWIS, A. J., HUDSON, T., WILSON, A. A., WALLE, T., 1996, Flavonoids, potent inhibitors of the human P-form phenolsulfotransferase. Potential role in drug metabolism and chemoprevention. Drug Metabolism and Disposition, 24, 232–237.
  • EL MOUELHI, M. and KAUFFMAN, F. C., 1986, Sublobular distribution of transferases and hydrolases associated with glucuronide, sulfate and glutathione conjugation in human liver. Hepatology, 6, 450–456.
  • FISHER, M. B., VANDENBRANDEN, M., FINDLAY, K., BURCHELL, B., THUMMEL, K. E., HALL, S. D. and WRIGHTON, S. A., 2002, Tissue distribution and interindividual variation in human UDP-glucuronosyltransferase activity: relationship between UGT1A1 promoter genotype and variability in a liver bank. Pharmacogenetics, 10, 727–739.
  • FOLDES, A. and MEEK, J. L., 1973, Rat brain phenolsulfotransferase-partial purification and some properties. Biochimca et Biophysica Acta, 327, 365–374.
  • FRITZ, W. A., COWARD, L., WANG, J. and LAMARTINIERE, C. A., 1998, Dietary genistein: perinatal mammary cancer prevention, bioavailability and toxicity testing in the rat. Carcinogenesis, 19, 2151–2158.
  • GALL, W. E., ZAWADA, G., MOJARRABI, B., TEPHLY, T. R., GREEN, M. D., COFFMAN, B. L., MACKENZIE, P. I. and RADOMINSKA-PANDYA, A., 1999, Differential glucuronidation of bile acids, androgens and estrogens by human UGT1A3 and 2B7. Journal of Steroid Biochemical Molecular Biology, 70, 101–108.
  • GHAZALI, R. A. and WARING, R. H., 1999, The effects of fiavonoids on human phenolsulphotransferases: potential in drug metabolism and chemoprevention. Life Sciences, 65, 1625–1632.
  • GLATT, H., 1997, Sulfation and sulfotransferases 4: bioactivation of mutagens via sulfation. FASEB Journal, 11, 314–321.
  • GLATT, H., ENGELKE, C. E., PABEL, U., TEUBNER, W., JONES, A. L., COUGHTRIE, M. W., ANDRAE, U., FALANY, C. N. and MEINL, W., 2000, Sulfotransferases: genetics and role in toxicology. Toxicology Letters, 112–113, 341–348.
  • HARVELL, D. M. E., STRECKER, T. E., XIE, B., BUUCKLES, L. K., TOCHACEK, M., MCCOMB, R. D. and ScHuLL, J. D., 2001, Diet—gene interactions in estrogen-induced mammary carcinogenesis in the ACT rat. Journal of Nutrition, 131, 3087S–3091S.
  • KAUFFMAN, F. C., SHARP, S., ALLAN, B. B., BURCHELL, A. and COUGHTRIE, M. W., 1998, Microsomal steroid sulfatase: interactions with cytosolic steroid sulfotransferases. Chemical and Biological Interactions, 109, 169–182.
  • LAMARTINIERE, C. A., ZHANG, J. X. and COTRONEO, M. S., 1998, Genistein studies in rats: potential for breast cancer prevention and reproductive and developmental toxicity. American Journal of Clinical Nutrition, 68, 1400S–1405S.
  • LEWIS, A. J., WALLE, U. K., KING, R. S., Tc A —DLUBAR, F. F., FALANY, C. N., WALLE, T.,1998, Bioactivation of the cooked food mutagen N-hydroxy-2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine by estrogen sulfotransferase in cultured human mammary epithelial cells. Carcinogenesis, 19, 2049–2053.
  • MESIA-VELA, S., SANCHEZ, R. I., LI, J. J., LI, S. A., CONNEY, A. H. and KAUFFMAN, F. C., 2002, Catechol estrogen formation in liver microsomes from female ASI and Sprague—Dawley rats: comparison of 2- and 4-hydroxylation revisited. Carcinogenesis, 23, 1369–1372.
  • MILLER, J. A., 1994, Sulfonation in chemical carcinogenesis — history and present status. Chemical Biology Interactions, 92, 329–341.
  • MORAND, C., CRESPY, V., MANACH, C., BESSON, C., DEMIGNE, C. and REMESY, C., 1998, Plasma metabolites of quercetin and their antioxidant properties. American Journal of Physiology, 275, R212—R219.
  • NOWELL, S., AMBROSONE, C. B., OZAWA, S., MACLEOD, S. L., MRACKOVA, G., WILLIAMS, S., PLAXCO, J., KADLUBAR, F. F. and LANG, N. P., 2000, Relationship of phenol sulfotransferase activity (SULT1A1) genotype to sulfotransferase phenotype in platelet cytosol. Pharmacogenetics, 10, 789–797.
  • OTAKE, Y., NOLAN, A. L., WALLE, U.K. and WALLE, T., 2000, Quercetin and resveratrol potently reduce estrogen sulfotransferase activity in normal human mammary epithelial cells. Journal of Steroid Biochemistry and Molecular Biology, 73, 265–270.
  • PASQUALINI, J. R. and CHETRITE, G. S., 1999, Estrone sulfatase versus estrone sulfotransferase in human breast cancer: potential clinical applications. Journal of Steroid Biochemistry and Molecular Biology, 69, 287–292.
  • QIAN, Y., DENG, C. and SONG, W. C., 1998, Expression of estrogen sulfotransferase in MCF-7 cells by cDNA transfection suppresses the estrogen response: potential role of the enzyme in regulating estrogen-dependent growth of breast epithelial cells. Journal of Pharmacology and Experimental Therapeutics, 286, 555–560.
  • SENAFI, S. B., CLARKE, D. J. and BURCHELL, B., 1994, Investigation of the substrate specificity of a cloned expressed human bilirubin UDP-glucuronosyltransferase: UDP-sugar specificity and involvement in steroid and xenobiotic glucuronidation. Biochemical Journal, 303, 233–240.
  • SETCHELL, K. D. and CASSIDY, A., 1999, Dietary isofiavones: biological effects and relevance to human health. Journal of Nutrition, 129, 758S–767S.
  • SHARP, S., ANDERSON, J. M. and COUGHTRIE, M. W., 1994, Immunohistochemical localisation of hydroxysteroid sulphotransferase in human breast carcinoma tissue: a preliminary study. European Journal of Cancer, 30A, 1654–1659.
  • SHARP, S., BARKER, E. V., COUGHTRIE, M. W. H., LOWENSTEIN, P. R. and HUME, R., 1993, Immunochemical characterization of a dehydroepiandrosterone sulfotransferase in rats and humans. European Journal of Biochemistry, 211, 539–548.
  • So, F. V., GUTHRIE, N., CHAMBERS, A. F. and CARROLL, K. K., 1997, Inhibition of proliferation of estrogen receptor-positive MCF-7 human breast cancer cells by fiavonoids in the presence and absence of excess estrogen. Cancer Letters, 112, 127–133.
  • So, F. V., GUTHRIE, N., CHAMBERS, A. F., MOUSSA, M. and CARROLL, K. K., 1996, Inhibition of human breast cancer cell proliferation and delay of mammary tumorigenesis by fiavonoids and citrus juices. Nutritional Cancer, 26, 167–181.
  • THOMAS, P. E., REIK, L. M., RYAN, D. E. and LEVIN, W., 1983, Induction of two immunochemically related rat liver cytochrome P-450 isozymes, cytochromes P-450c and P-450d, by structurally diverse xenobiotics. Journal of Biological Chemistry, 258, 4590–4598.
  • WALLE, T., EATON, E. A. and WALLE, U. K., 1995, Quercetin, a potent and specific inhibitor of the human P-form phenosulfotransferase. Biochemical Pharmacology, 50, 731–734.
  • WANG, H. K., XIA, Y., YANG, Z. Y., NATSCHKE, S. L. and LEE, K. H., 1998, Recent advances in the discovery and development of fiavonoids and their analogues as antitumor and anti-HIV agents. Advances in Experimental Medicine and Biology, 439, 191–225.
  • WILLIAMS, J. A., RING, B. J., CANTRELL, K. C., JONES, R. D., HALL, S. D. and WRIGHTON, S. A., 2002, Differential modulation of UDP-glucuronosyltransferase 1A1 (UGT1A1)-catalyzed estradio1-3-glucuronidation by the addition of UGT1A1 substrates and other compounds to human liver microsomes. Drug Metabolism and Disposition, 30, 1266–1273.
  • Wu, A. H., ZIEGLER, R. G., NOMURA, A. M., WEST, D. W., KOLONEL, L. N., HORN-Ross, P. L., HOOVER, R. N. and PIKE, M. C., 1998, Soy intake and risk of breast cancer in Asians and Asian Americans. American Journal of Clinical Nutrition, 68, 1437S–1443S.
  • ZHu, B. T. and CONNEY, A. H., 1998, Functional role of estrogen metabolism in target cells: review and perspectives. Carcinogenesis, 19, 1–27.
  • ZHU, B. T., TANEJA, N., LODER, D. P., BALENTINE, D. A. and CONNEY, A. H., 1998, Effects of tea polyphenols and fiavonoids on liver microsomal glucuronidation of estradiol and estrone. Journal of Steroid Biochemical and Molecular Biology, 64, 207–215.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.