The binding of drugs to hepatocytes and its relationship to physicochemical properties

Drug Metabolism and Disposition

Volumn 33, Issue 3, 2005, Pages 419-425

  Austin, Rupert P ^a   Barton, Patrick ^a   Mohmed, Sarfraz ^a   Riley, Robert J ^a  

^a ASTRAZENECA   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALBENDAZOLE; ASTEMIZOLE; BETAXOLOL; BUMETANIDE; CERIVASTATIN; CLOZAPINE; DIAZEPAM; ETHENZAMIDE; GLIBENCLAMIDE; INDAPAMIDE; ISRADIPINE; METOPROLOL; METYRAPONE; OMEPRAZOLE; OXAPROZIN; PROPRANOLOL; VERAPAMIL;

ACIDITY; ANIMAL CELL; ARTICLE; COMPARATIVE STUDY; CONTROLLED STUDY; CORRELATION ANALYSIS; DIALYSIS MEMBRANE; DRUG BINDING; DRUG DIFFUSION; DRUG HALF LIFE; DRUG METABOLISM; EQUILIBRIUM DIALYSIS; KINETICS; LIPOPHILICITY; LIVER CELL CULTURE; LIVER MICROSOME; MALE; METABOLIC INHIBITION; NONHUMAN; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; RAT;

ANIMALS; DIALYSIS; HEPATOCYTES; KINETICS; MALE; MODELS, BIOLOGICAL; PHARMACEUTICAL PREPARATIONS; RATS; RATS, SPRAGUE-DAWLEY;

EID: 14044251501     PISSN: 00909556     EISSN: None     Source Type: Journal    
DOI: 10.1124/dmd.104.002436     Document Type: Article

References (36)

1. Austin RP, Barton P, Cockroft SL, Wenlock MC, and Riley RJ (2002) The influence of nonspecific microsomal binding on apparent intrinsic clearance and its prediction from physicochemical properties. Drug Metab Dispos 30:1497-1503.
2. Bäärnhielm C, Dahlbäck H, and Skånberg I (1986) In vivo pharmacokinetics of felodipine predicted from in vitro studies in rat, dog and man. Acta Pharmacol Toxicol 59:113-122.
3. Carlile DJ, Hakooz N, Bayliss MK, and Houston JB (1999) Microsomal prediction of in vivo clearance of CYP2C9 substrates in humans. Br J Clin Pharmacol 47:625-635.
4. Dollery C (1999) Therapeutic Drugs, 2nd ed, Churchill Livingstone, London.
5. Hansch C, Leo A, and Elkins D (1971) Partition coefficients and their uses. Chem Rev 71:525-616.
6. Huijzer JC, Adams JD, Jaw JY, and Yost GS (1989) Inhibition of 3-methylindole bioactivation by the cytochrome P-450 suicide substrates 1-aminobenzotriazole and α-methylbenzylaminobenzotriazole. Drug Metab Dispos 17:37-42.
7. Ichinose I and Kurihara N (1985) Uptake of dieldrin, lindane and DDT by isolated rat hepatocytes. Pestic Biochem Physiol 14:116-122.
8. Imamura Y, Murata H, and Otagiri M (1997) Metyrapone reductase purified partially from liver microsomes of male rats: the enzyme differs from acetohexamide reductase. Res Commun Mol Pathol Pharmacol 96:219-226.
9. Ishida S, Sakiya Y, Ichikawa T, and Taira Z (1993) Uptake of glycyrrhizin by rat hepatocytes. Biol Pharm Bull 16:293-297.
10. Joppen C, Petzinger E, and Frimmer M (1985) Properties of iodipamide uptake by isolated rat hepatocytes. Naunyn-Schmiedeberg's Arch Pharmacol 331:393-397.
11. Koike M, Sugeno K, and Hirata M (1981) Sulfoconjugation and glucuronidation of salicylamide in isolated rat hepatocytes. J Pharm Sci 70:308-311.
12. Lave T, Dupin S, Schmitt C, Valles B, Ubeaud G, Chou RC, Jaeck D, and Coassolo P (1997) The use of human hepatocytes to select compounds based on their expected hepatic extraction ratios in humans. Pharm Res (NY) 14:152-155.
13. Lin JH, Hayashi M, Awazu S, and Hanano M (1978) Correlation between in vitro and in vivo drug metabolism rate: oxidation of ethoxybenzamide in rat. J Pharmacokinet Biopharm 6:327-337.
14. Lin JH, Sugiyama Y, Awazu S, and Hanano M (1980) Kinetic studies on the deethylation of ethoxybenzamide. Biochem Pharmacol 29:2825-2830.
15. Mclure JA, Miners JO, and Birkett DJ (2000) Nonspecific binding of drugs to human liver microsomes. Br J Clin Pharmacol 49:453-461.
16. Nakagawa Y and Tayama S (2000) Metabolism and cytotoxicity of bisphenol A and other bisphenols in isolated rat hepatocytes. Arch Toxicol 74:99-105.
17. Nakatsugawa T, Bradford WL, and Usui K (1980) Hepatic disposition of parathion: uptake by isolated hepatocytes and chromatographic transglobular migration. Pestic Biochem Physiol 14:13-25.
18. Naritomi Y, Terashita S, Kagayama A, and Sugiyama Y (2003) Utility of hepatocytes in predicting drug metabolism: comparison of hepatic intrinsic clearance in rats and humans in vivo and in vitro. Drug Metab Dispos 31:580-588.
19. Naritomi Y, Terashita S, Kimura S, Suzuki A, Kagayama A, and Sugiyama Y (2001) Prediction of human hepatic clearance from in vivo animal experiments and in vitro metabolic studies with liver microsomes from animals and humans. Drug Metab Dispos 29:1316-1324.
20. Obach RS (1996) The importance of nonspecific binding in in vitro matrices, its impact on enzyme kinetic studies of drug metabolism and implications for in vitro-in vivo correlations. Drug Metab Dispos 24:1047-1049.
21. Obach RS (1997) Nonspecific binding to microsomes: impact on scale-up of in vitro intrinsic clearance to hepatic clearance as assessed through examination of warfarin, imipramine and propranolol. Drug Metab Dispos 25:1359-1369.
22. Obach RS (1999) Prediction of human clearance of twenty nine drugs from hepatic microsomal clearance data: an examination of in vitro half-life approach and nonspecific binding to microsomes. Drug Metab Dispos 27:1350-1359.
23. Obach RS, Baxter JO, Liston TE, Silber BM, Jones BC, MacIntyre F, Rance DJ, and Wastall P (1997) The prediction of human pharmacokinetic parameters from preclinical and in vitro metabolism data. J Pharmacol Exp Ther 283:46-58.
24. Palm K, Luthman K, Ros J, Grasjo J, and Artursson P (1999) Effect of molecular charge on intestinal epithelial drug transport: pH-dependent transport of cationic drugs. J Pharmacol Exp Ther 291:435-443.
25. Pang KS and Rowland M (1977) Hepatic clearance of drugs. 1. Theoroetical considerations of a "well-stirred" model and a "parallel tube" model. Influence of hepatic blood flow, plasma and blood cell binding and the hepatocellular enzymatic activity on hepatic blood clearance. J Pharmacokinet Biopharm 5:625-653.
26. Petzinger E, Müller N, Föllmann W, Deutscher J, and Kinne RKH (1989) Uptake of bumetanide into isolated rat hepatocytes and primary liver cell cultures. Am J Physiol 256:G78-G86.
27. Seglen PO (1976) Preparation of isolated rat liver cells. Methods Cell Biol 13:29-83.
28. Shiba D and Shimanato N (1999) Attenuation of endogenous oxidative stress-induced cell death by cytochrome p450 inhibitors in primary cultures of rat hepatocytes. Free Radic Biol Med 27:1019-1026.
29. Shibata Y, Takahashi H, and Ishii Y (2000) A convenient in vitro screening method for predicting in vivo drug metabolic clearance using isolated hepatocytes suspended in serum. Drug Metab Dispos 28:1518-1523.
30. St-Pierre MV and Pang KS (1995) Concentration-dependent metabolism of diazepam in mouse liver. J Pharmacokinet Biopharm 23:243-266.
31. Taylor PJ (1990) Hydrophobic properties of drugs, in Comprehensive Medicinal Chemistry vol 4 (Hansch C, Sammes PG, and Taylor JB eds) pp 241-294, Pergamon Press, Oxford, UK.
32. Tsuji A, Terasaki T, Takanosu K, Tamai I, and Nakashima E (1986) Uptake of benzylpenicillin, cefpiramide and cefazolin by freshly prepared rat hepatocytes. Biochem Pharmacol 35:151-158.
33. Venkatakrishnan K, Von Moltke LL, Obach RS, and Greenblatt DJ (2000) Microsomal binding of amitriptyline: effect on estimation of enzyme kinetic parameters in vitro. J Pharmacol Exp Ther 293:343-350.
34. Wagner JG (1993) Pharmacokmetics for the Pharmaceutical Scientist. Technomic, Lancaster.
35. +-independent multispecific anion transporter mediates active transport of pravastatin into rat liver. Am J Physiol 264:G36-G44.
36. Zhong Z-D, Wattiaux-De Connick S, and Wattiaux R (1993) Uptake of tyramine by rat hepatocytes. Biochim Biophys Acta 1176:77-82.