Characterization of the transport of the bicyclic peptide phalloidin by human hepatic transport proteins

Naunyn-Schmiedeberg's Archives of Pharmacology

Volumn 368, Issue 5, 2003, Pages 415-420

  Fehrenbach, Thomas ^a   Cui, Yunhai ^a   Faulstich, Heinz ^a   Keppler, Dietrich ^a  

^a GERMAN CANCER RESEARCH CENTER DKFZ   (Germany)

Author keywords

ABCC2; Cyclosporin A; FK506; Hepatic transport; Phallotoxin; Rapamycin; SLC21A6

Indexed keywords

ALPHA AMANITIN; BROMSULFOPHTHALEIN; CARRIER PROTEIN; CYCLOSPORIN A; IMMUNOSUPPRESSIVE AGENT; LIVER PROTEIN; ORGANIC ANION TRANSPORTER; ORGANIC ANION TRANSPORTER 2; ORGANIC ANION TRANSPORTER 8; PEPTIDE; PHALLOIDIN; RAPAMYCIN; TACROLIMUS; TAURINE DERIVATIVE; TAUROCHOLIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DRUG MECHANISM; DRUG POTENCY; GENETIC TRANSFECTION; HUMAN; HUMAN CELL; INHIBITION KINETICS; LIVER CELL; PROTEIN EXPRESSION; PROTEIN TRANSPORT; TIME; TRANSPORT KINETICS;

ALKALOIDS; BIOLOGICAL TRANSPORT; CARRIER PROTEINS; CELL LINE; CYCLOSPORINE; HUMANS; IMMUNOSUPPRESSIVE AGENTS; LIVER; ORGANIC ANION TRANSPORT POLYPEPTIDE C; ORGANIC ANION TRANSPORTERS, SODIUM-INDEPENDENT; PHALLOIDINE; SIROLIMUS; SULFOBROMOPHTHALEIN; TACROLIMUS; TAUROCHOLIC ACID; TIME FACTORS;

EID: 0344514098     PISSN: 00281298     EISSN: None     Source Type: Journal    
DOI: 10.1007/s00210-003-0814-4     Document Type: Article

References (33)

1. Abe T, Kakyo M, Tokui T, Nakagomi R, Nishio T, Nakai D, Nomura H, Unno M, Suzuki M, Naitoh T, Matsuno S, Yawo H (1999) Identification of a novel gene family encoding human liver-specific organic anion transporter LST-1. J Biol Chem 274:17159-17163
2. Briz O, Serrano MA, Macias RI, Gonzalez-Gallego J, Marin JJ (2003) Role of organic anion-transporting polypeptides, OATP-A, OATP-C and OATP-8 in the human placenta-maternal liver tandem excretory pathway for foetal bilirubin. Biochem J 371:897-905
3. Cattori V, Hagenbuch B, Hagenbuch N, Stieger B, Ha R, Winterhalter KE, Meier PJ (2001) Identification of organic anion transporting polypeptide 4 (Oatp4) as a major full-length isoform of the liver-specific transporter-1 (rlst-1) in rat liver. FEBS Lett 474:242-245
4. Cui Y, Walter B (2003) Influence of albumin binding on the substrate transport mediated by human hepatocyte transporters OATP2 and OATP8. J Gastroenterol 38:60-68
5. Cui Y, König J, Buchholz JK, Spring H, Leier I, Keppler D (1999) Drug resistance and ATP-dependent conjugate transport mediated by the apical multidrug resistance protein, MRP2, permanently expressed in human and canine cells. Mol Pharmacol 55:929-937
6. Cui Y, König J, Keppler D (2001a) Vectorial transport by double-transfected cells expressing the human uptake transporter SLC21A8 and the apical export pump ABCC2. Mol Pharmacol 60:934-943
7. Cui Y, König J, Leier I, Buchholz U, Keppler D (2001b) Hepatic uptake of bilirubin and its conjugates by the human organic anion transporter SLC21A6. J Biol Chem 276:9626-9630
8. Dubin M, Maurice M, Feldmann G, Erlinger S (1978) Phalloidin-induced cholestasis in the rat: relation to changes in microfilaments. Gastroenterology 75:450-455
9. Elias E, Hruban Z, Wade JB, Boyer JL (1980) Phalloidin-induced cholestasis: a microfilament-mediated change in junctional complex permeability. Proc Natl Acad Sci U S A 77:2229-2233
10. Faulstich H, Wieland T, Walli A, Birkmann K (1974) Anatamanide protects hepatocytes from phalloidin destruction. Hoppe Seylers Z Physiol Chem 355:1162-1163
11. Faulstich H, Schäfer AJ, Weckauf M (1977) The dissociation of the phalloidin-actin complex. Hoppe Seylers Z Physiol Chem 358:181-184
12. Floersheim GL (1974) Rifampicin and cysteamine protect against the mushroom toxin phalloidin. Experientia 30:1310-1312
13. Frimmer M, Petzinger E, Ziegler K (1980) Protective effect of anionic cholecystographic agents against phalloidin on isolated hepatocytes by competitive inhibition of the phallotoxin uptake. Comparison of the influence on the inward transport of 3H-demethylphalloin and of 14C-cholate. Naunyn Schmiedebergs Arch Pharmacol 313:85-89
14. Hagenbuch B, Meier PJ (2003) The superfamily of organic anion transporting polypeptides. Biochim Biophys Acta 1609:1-18
15. Hagenbuch B, Stieger B, Foguet M, Lubbert H, Meier PJ (1991) Functional expression cloning and characterization of the hepatocyte Na+/bile acid cotransport system. Proc Natl Acad Sci U S A 88:10629-10633
16. Hsiang B, Zhu Y, Wang Z, Wu Y, Sasseville V, Yang WP, Kirchgessner TG (1999) A novel human hepatic organic anion transporting polypeptide (OATP2). Identification of a liver-specific human organic anion transporting polypeptide and identification of rat and human hydroxymethylglutaryl-CoA reductase inhibitor transporters. J Biol Chem 274:37161-37168
17. König J, Cui Y, Nies AT, Keppler D (2000a) Localization and genomic organization of a new hepatocellular organic anion transporting polypeptide. J Biol Chem 275:23161-23168
18. König J, Cui Y, Nies AT, Keppler D (2000b) A novel human organic anion transporting polypeptide localized to the basolateral hepatocyte membrane. Am J Physiol Gastrointest Liver Physiol 278:G156-164
19. Kroncke KD, Fricker G, Meier PJ, Gerok W, Wieland T, Kurz G (1986) alpha-Amanitin uptake into hepatocytes. Identification of hepatic membrane transport systems used by amatoxins. J Biol Chem 261:12562-12567
20. Kullak-Ublick GA, Ismair MG, Stieger B, Landmann L, Huber R, Pizzagalli F, Fattinger K, Meier PJ, Hagenbuch B (2001) Organic anion-transporting polypeptide B (OATP-B) and its functional comparison with three other OATPs of human liver. Gastroenterology 120:525-533
21. Münter K, Mayer D, Faulstich H (1986) Characterization of a transporting system in rat hepatocytes. Studies with competitive and non-competitive inhibitors of phalloidin transport. Biochim Biophys Acta 860:91-98
22. Petzinger E, Ziegler K, Frimmer M (1979) Inhibition of 3H-demethylphalloin uptake in isolated rat hepatocytes under various experimental conditions. Naunyn Schmiedebergs Arch Pharmacol 307:275-281
23. Puchinger H, Wieland T (1969) [Search for some metabolites from poisoning by desmethylphalloin (DMP)]. Eur J Biochem 11:1-6
24. Rost D, Kartenbeck J, Keppler D (1999) Changes in the localization of the rat canalicular conjugate export pump Mrp2 in phalloidin-induced cholestasis. Hepatology 29:814-821
25. Shitara Y, Itoh T, Sato H, Li AP, Sugiyama Y (2003) Inhibition of transporter-mediated hepatic uptake as a mechanism for drug-drug interaction between cerivastatin and cyclosporin A. J Pharmacol Exp Ther 304:610-616
26. Tamai I, Nezu J, Uchino H, Sai Y, Oku A, Shimane M, Tsuji A (2001) Molecular identification and characterization of novel members of the human organic anion transporter (OATP) family. Biochem Biophys Res Commun 273:251-260
27. Vavricka SR, Van Montfoort J, Ha HR, Meier PJ, Fattinger K (2002) Interactions of rifamycin SV and rifampicin with organic anion uptake systems of human liver. Hepatology 36:164-172
28. Walli AK, Wieland E, Wieland T (1981) Phalloidin uptake by the liver of cholestatic rats in vivo, in isolated perfused liver and isolated hepatocytes. Naunyn Schmiedebergs Arch Pharmacol 316:257-261
29. Wieland T (1983) The toxic peptides from Amanita mushrooms. Int J Pept Protein Res 22:257-276
30. Wieland T, Faulstich H (1978) Amatoxins, phallotoxins, phallolysin, and antamanide: the biologically active components of poisonous Amanita mushrooms. CRC Crit Rev Biochem 5:185-260
31. Wieland T, Rietzel C, Seeliger A (1972) [Antamanide. XV. Derivatives at the phenolic side of tyrosine 6-and tyrosine 5-antamanide]. Justus Liebigs Ann Chem 759:63-70
32. Wieland T, Nassal M, Kramer W, Fricker G, Bickel U, Kurz G (1984) Identity of hepatic membrane transport systems for bile salts, phalloidin, and antamanide by photoaffinity labeling. Proc Natl Acad Sci U S A 81:5232-5236
33. Ziegler K, Frimmer M (1984) Cyclosporin A protects liver cells against phalloidin. Potent inhibition of the inward transport of cholate and phallotoxins. Biochim Biophys Acta 805:174-180