Pharmacokinetic analysis of factors determining elimination pathways for sulfate and glucuronide metabolites of xenobiotics. iii: mechanisms for sinusoidal efflux of 4-methylumbelliferone sulfate

Reference

• BENET, L. Z., KROETY, D. L. and SHEINER, L. B., 1995, Pharmacokinetics: the dynamics of drug absorption, distribution, and elimination. In J. G. Hardman, L. E. Limbird, P. B. Molinoff, R. W. Ruddon and A. G. Gilman (eds), Goodman CI Gilman's the Pharmacological Basis of Therapeutics (New York: McGraw-Hill), pp 2–27.
   Google Scholar
• BESSEGHIR, K. and ROCH-RAMEL, F., 1987, Renal excretion of drugs and other xenobiotics. Renal Physiology, 10, 221–241.
   Google Scholar
• BURCKHARDT, G. and WOLFF, N. A., 2000, Structure of renal anion and cation transporters. American Journal of Physiology, 278, F853—F866.
   Google Scholar
• DE VRIES, M. H., GROOTHUIS, G. M. M., MULDER, G. J., NGUYEN, H. and MEIJER, D. K. F., 1985, Secretion of the organic anion harmol sulfate from liver into blood. Biochemical Pharmacology, 34, 2129–2135.
   Google Scholar
• FLECK, C. and BRAUNLIC H., 1986, Relation between renal and hepatic excretion of drugs: I. Phenol red in comparison with p-aminohippurate and indocyanine green. Experimental Pathology, 29, 179–192.
   Google Scholar
• FLECK, C. and BRAUNLIC H., 1990, Factors determining the relationship between renal and hepatic excretion of xenobiotics. Arzneimittel-ForschunglDrug Research, 40, 942–946.
   PubMed Web of Science ®Google Scholar
• GUARINO, A. M. and ANDERSON, J. B., 1976, Excretion of phenol red and its glucuronide in the dogfish shark. Xenobiotica, 6, 1–13.
   PubMed Web of Science ®Google Scholar
• HIGAKI, K. and NAKANO, M., 1992, Stereoselective disposition of S-8666, a novel uricosuric antihypertensive diuretic, and its N-monodemethylated metabolite in a perfused rat liver preparation: effect of protein binding on the kinetics of S-8666. Drug Metabolism and Disposition, 20, 350–355.
   PubMed Web of Science ®Google Scholar
• HIGAKI, K., ISHII, M., ESUMI, H., KANAYAMA, M., OGAWARA, K. and KIMURA, T., 2003, Pharmacokinetic analysis of factors determining elimination pathways for sulfate and glucuronide metabolites of xenobiotics II: studies with isolated perfused rat liver. Xenobiotica, 33, 1097–1108.
   PubMed Web of Science ®Google Scholar
• HOOIVELD, G. J. E. J., MONTFOORT, J. E., MEIJER, D. K. F. and MÜLLER, M., 2001, Function and regulation of ATP-binding cassette transport proteins involved in hepatobiliary transport. European Journal of Pharmaceutical Sciences, 12, 525–543.
   Google Scholar
• ISHII, M., KANAYAMA, M., ESUMI, H., OGAWARA, K., KIMURA, T. and HIGAKI, K., 2002, Pharmacokinetic analysis of factors determining elimination pathways for sulfate and glucuronide metabolites of drugs I: studies by in vivo constant infusion. Xenobiotica, 32, 441–450.
   PubMed Web of Science ®Google Scholar
• KAKYO, M., SAKAGAMI, H., NISHINO, T., NAKAI, D., NAKAGOMI, R., TOKUI, T., NAITOH, T., MATSUNO, S., ABE, T. and YAWO, H., 1999, Immunohistochemical distribution and functional characterization of an organic anion transporting polypeptide 2 (oatp2). FEBS Letters, 445, 343–346.
   PubMed Web of Science ®Google Scholar
• KAPLOWITZ, N., Aw, T. K. and OOKHTENS, M., 1985, The regulation of hepatic glutathione. Annual Review of Pharmacology and Toxicology, 25, 715–744.
   PubMed Web of Science ®Google Scholar
• KEPPLER, D., KAmisAKo, T., LEIER, I., Cm, Y., NIES, A. T., Tsuji', H. and KôNIG, J., 2000, Localization, substrate specificity, and drug resistance conferred by conjugate export pumps of the MRP family. Advances in Enzyme Regulation, 40, 339–349.
   Google Scholar
• KLAASSEN, C. D. and WATKINS, J. B., III, 1984, Mechanisms of bile formation, hepatic uptake, and biliary excretion. Pharmacological Reviews, 36, 1–67.
   PubMed Web of Science ®Google Scholar
• KONIG, J., NIES, A. T., Cm, Y., LEIER, I. and KEPPLER, D., 1999, Conjugate export pumps of the multidrug resistance protein (MRP) family: localization, substrate specificity, and MRP2-mediated drug resistance. Biochimica et Biophysica Acta, 1461, 377–394.
   PubMed Web of Science ®Google Scholar
• KOUZUKI, H., SUZUKI, H., Pro, K., OHASHI, R. and SUGIYAMA, Y., 1999, Contribution of organic anion transporting polypeptide to uptake of its possible substrates into rat hepatocytes. Journal of Pharmacology and Experimental Therapeutics, 288, 627–634.
   PubMed Web of Science ®Google Scholar
• KULLAK-UBLICK, G. A., BEUERS, U. and PAUMGARTNER, G., 2000, Hepatobiliary transport. Journal of Hepatology, 32, 3–18.
   Google Scholar
• KUSUHARA, H., Suzum, H. and SUGIYAMA, Y., 1998, The role of P-glycoprotein and canalicular multispecific organic anion transporter in the hepatobiliary excretion of drugs. Journal of Pharmaceutical Sciences, 87, 1025–1040.
   PubMed Web of Science ®Google Scholar
• KVÉTINA, J. and GUAITANI, A., 1969, A versatile method for the in vitro perfusion of isolated organs of rats and mice with particular reference to liver. Pharmacology, 2, 65–81.
   PubMed Web of Science ®Google Scholar
• LEE, T., K., HAMMOND, C. L. and BALLATORI, N., 2001, Intracellular glutathione regulates taurocholate transport in HepG2 Cells. Toxicology and Applied Pharmacology, 174, 207–215.
   Google Scholar
• LI, L., LEE, T. K., MEIER, P. J. and BALLATORI, N., 1998, Identification of glutathione as a driving force and leukotriene C4 as a substrate for oatpl, the hepatic sinusoidal organic solute transporter. Journal of Biological Chemistry, 273, 16184–16191.
   PubMed Web of Science ®Google Scholar
• LI, L., MEIER, P. J. and BALLATORI, N., 2000, Oapt2 mediates bi-directional organic solute transport: a role for intracellular glutathione. Molecular Pharmacology, 58, 335–340.
   PubMed Web of Science ®Google Scholar
• Lu, S. C., 1999, Regulation of hepatic glutathione synthesis: current concepts and controversies. FASEB Journal, 13, 1169–1183.
   PubMed Web of Science ®Google Scholar
• MIYAUCHI, S., SUGIYAMA, Y., IGA, T. and HANANO, M., 1988, Membrane-limited hepatic transport of the conjugative metabolites of 4-methylumbelliferone in rats. Journal of Pharmaceutical Sciences, 77, 688–692.
   PubMed Web of Science ®Google Scholar
• MoLLER, J. V. and SHEIKH, M. I., 1983, Renal organic anion transport system: pharmacological, physiological, and biochemical aspects. Pharmacological Reviews, 34, 315–368.
   Web of Science ®Google Scholar
• MORTIMORE, G. E., 1961, Effect of insulin on potassium transfer in isolated rat liver. American Journal of Physiology, 200, 1315–1319.
   PubMed Web of Science ®Google Scholar
• NIJSSEN, H. M. J., PIJING, T., MEIJER, D. K. F. and GROOTHUIS, G. M. M., 1991, Mechanistic aspects of uptake and sinusoidal efflux of dibromosulfophthalein in the isolated perfused rat liver. Biochemical Pharmacology, 42, 1997–2002.
   Google Scholar
• ROCH-RAMEL, R., 1998, Renal transport of organic anions. Current Opinion in Nephrology and Hypertension, 7, 517–524.
   PubMed Web of Science ®Google Scholar
• WOLKOFF, A. W., SAMUELSON, A. C., JOHANSEN, K. L., NAKATA, R., WITHERS, D. M. and SOSIAK, A., 1987, Influence of CF on organic anion transport in short-term cultured rat hepatocytes and isolated perfused rat liver. Journal of Clinical Investigation, 79, 1259–1268.
   PubMed Web of Science ®Google Scholar
• XIONG, H., SUZUKI, H., SUGIYAMA, Y., MEIER, P. J., POLLACK, G. M. and BROUWER, K. L. R., 2002, Mechanisms of impaired biliary excretion of acetaminophen glucuronide after acute phenobarbital treatment or phenobarbital pretreatment. Drug Metabolism and Disposition, 30, 962–969.
   PubMed Web of Science ®Google Scholar
• YABUUCHI, H., TAMAI, I., MORITA, K., KOUDA, T., MIYAMATO, K., TAKEDA, E. and TSUJI, A., 1998, Hepatic sinusoidal membrane transport of anionic drugs mediated by anion transporter Nptl. Journal of Pharmacology and Experimental Therapeutics, 286, 1391–1396.
   PubMed Web of Science ®Google Scholar
• Y1, J. R., Lu, S. L., FERNANDEZ-CHECA, J. C. and KAPLOWITZ, N., 1995, Expression cloning of the cDNA for a polypeptide associated with rat hepatic sinusoidal reduced glutathione transport: characteristics and comparison with the canalicular transporter. Proceedings of the National Academy of Sciences, USA, 92, 1495–1499.
   Google Scholar
• ZIMMERMAN, C. L., RATNA, S., LEBOUEUF, E. and PANG, K. S., 1991, High-performance chromatographic method for the direct determination of 4-methylumbelliferone and its glucuronide and sulfate conjugates. Journal of Chromatography, 563, 83–94.
   PubMed Web of Science ®Google Scholar