Construction of a model to estimate the CYP3A inhibitory effect of grapefruit juice

Pharmazie

Volumn 66, Issue 7, 2011, Pages 525-528

  Uesawa, Yoshihiro ^a   Abe, M ^a   Fukuda, E ^a   Baba, M ^a   Okada, Y ^a   Mohri, K ^a  

^a MEIJI PHARMACEUTICAL UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

6', 7' DIHYDROXYBERGAMOTTIN; AURANTIIN; BERGAMOTTIN; BERGAPTOL; CYTOCHROME P450 3A; CYTOCHROME P450 3A4; FUROCOUMARIN DERIVATIVE; NARINGENIN; UNCLASSIFIED DRUG; 6',7' DIHYDROXYBERGAMOTTIN; 6',7'-DIHYDROXYBERGAMOTTIN; ANTIOXIDANT; ENZYME INHIBITOR; FLAVANONE DERIVATIVE; PSORALEN DERIVATIVE; TESTOSTERONE;

ARTICLE; ENZYME INHIBITION; GRAPEFRUIT JUICE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; HYDROXYLATION; BEVERAGE; CHEMISTRY; DRUG ANTAGONISM; DRUG EFFECT; ENZYMOLOGY; FEMALE; FOOD DRUG INTERACTION; FORECASTING; GRAPEFRUIT; IN VITRO STUDY; LIVER MICROSOME; METABOLISM; OXIDATION REDUCTION REACTION; PHYSIOLOGY; STATISTICAL MODEL;

ANTIOXIDANTS; BEVERAGES; CITRUS PARADISI; CYTOCHROME P-450 CYP3A; ENZYME INHIBITORS; FEMALE; FLAVANONES; FOOD-DRUG INTERACTIONS; FORECASTING; HUMANS; LINEAR MODELS; MICROSOMES, LIVER; MODELS, STATISTICAL; OXIDATION-REDUCTION; PSORALENS; TESTOSTERONE;

EID: 80051939700     PISSN: 00317144     EISSN: None     Source Type: Journal    
DOI: 10.1691/ph.2011.0900     Document Type: Article

References (25)

1. Bailey DG, Arnold JM, Munoz C, Spence JD (1993) Grapefruit juice-felodipine interaction: mechanism, predictability, and effect of naringin. Clin Pharmacol Ther 53: 637-642. (Pubitemid 23188114)
2. Bailey DG, Spence JD, Edgar B, Bayliff CD, Arnold JM (1989) Ethanol enhances the hemodynamic effects of felodipine. Clin Invest Med 12: 357-362. (Pubitemid 20014984)
3. Bailey DG, Spence JD, Munoz C, Arnold JM (1991) Interaction of citrus juices with felodipine and nifedipine. Lancet 337: 268-269.
4. Cruciani G, Baroni M, Clementi S, Costantino G, Riganelli D, Skagerberg B (1992) Predictive ability of regression models. I: Standard deviation of prediction errors (SDEP). J Chemometrics 6: 335-346.
5. Eagling VA, Profit L, Back DJ (1999) Inhibition of the CYP3A4-mediated metabolism and P-glycoprotein-mediated transport of the HIV-1 protease inhibitor saquinavir by grapefruit juice components. Br J Clin Pharmacol 48: 543-552. (Pubitemid 29454235)
6. Fuhr U, Klittich K, Staib AH (1993) Inhibitory effect of grapefruit juice and its bitter principal, naringenin, on CYP1A2 dependent metabolism of caffeine in man. Br J Clin Pharmacol 35: 431-436. (Pubitemid 23103386)
7. Fukuda K, Guo L, Ohashi N, Yoshikawa M, Yamazoe Y (2000) Amounts and variation in grapefruit juice of the main components causing grapefruit-drug interaction. J Chromatogr B, Biomed Sci Appli 741: 195-203. (Pubitemid 30243210)
8. Girennavar B, Poulose SM, Jayaprakasha GK, Bhat NG, Patil BS (2006) Furocoumarins from grapefruit juice and their effect on human CYP 3A4 and CYP 1B1 isoenzymes. Bioorg Med Chem 14: 2606-2612. (Pubitemid 43343648)
9. Goosen TC, Cillié D, Bailey DG, Yu C, He K, Hollenberg PF, Woster PM, Cohen L, Williams JA, Rheeders M, Dijkstra HP (2004) Bergamottin contribution to the grapefruit juice-felodipine interaction and disposition in humans. Clin Pharmacol Ther 76: 607-617. (Pubitemid 39601550)
10. Guengerich FP, Kim DH (1990) In vitro inhibition of dihydropyridine oxidation and aflatoxin B1 activation in human liver microsomes by naringenin and other flavonoids. Carcinogenesis 11: 2275-2279.
11. Guo LQ, Taniguchi M, Xiao YQ, Baba K, Ohta T, Yamazoe Y (2000) Inhibitory effect of natural furanocoumarins on human microsomal cytochrome P450 3A activity. Jpn J Pharmacol 82: 122-129. (Pubitemid 30153593)
12. He K, Iyer KR, Hayes RN, Sinz MW, Woolf TF, Hollenberg PF (1998) Inactivation of cytochrome P450 3A4 by bergamottin, a component of grapefruit juice. Chem Res Toxicol 11: 252-259. (Pubitemid 28194348)
13. Kane GC, Lipsky JJ (2000) Drug-grapefruit juice interactions. Mayo Clin Proc 75: 933-942.
14. Lown KS, Bailey DG, Fontana RJ, Janardan SK, Adair CH, Fortlage LA, Brown MB, Guo W, Watkins PB (1997) Grapefruit juice increases felodipine oral availability in humans by decreasing intestinal CYP3A protein expression. J Clin Invest 99: 2545-2553. (Pubitemid 27227734)
15. Lundahl J, Regårdh CG, Edgar B, Johnsson G (1995) Relationship between time of intake of grapefruit juice and its effect on pharmacokinetics and pharmacodynamics of felodipine in healthy subjects. Eur J Clin Pharmacol 49: 61-67.
16. Malhotra S, Bailey DG, Paine MF, Watkins PB (2001) Seville orange juice-felodipine interaction: comparison with dilute grapefruit juice and involvement of furocoumarins. Clin Pharmacol Ther 69: 14-23. (Pubitemid 32109323)
17. Mohri K, Uesawa Y (2001) Effects of furanocoumarin derivatives in grapefruit juice on nifedipine pharmacokinetics in rats. Pharm Res 18: 177-182. (Pubitemid 32592597)
18. Obach RS, Zhang QY, Dunbar D, Kaminsky LS (2001) Metabolic characterization of the major human small intestinal cytochrome p450 s. Drug Metab Dispos 29: 347-352. (Pubitemid 32179537)
19. Paine MF, Criss AB, Watkins PB (2004) Two major grapefruit juice components differ in intestinal CYP3A4 inhibition kinetic and binding properties. Drug Metab Dispos 32: 1146-1153. (Pubitemid 39287589)
20. Tassaneeyakul W, Guo LQ, Fukuda K, Ohta T, Yamazoe Y (2000) Inhibition selectivity of grapefruit juice components on human cytochromes P450. Arch Biochem Biophys 378: 356-363. (Pubitemid 30397636)
21. Uesawa Y (2008a) Food-drug interaction: the case of grapefruit juice. CAB reviews 8: 1-6.
22. Uesawa Y, Abe M, Mohri K (2008b) White and colored grapefruit juice produce similar pharmacokinetic interactions. Pharmazie 63: 598-600.
23. Uesawa Y, Mohri K (2005) [Comprehensive determination of furanocoumarin derivatives in citrus juice by high performance liquid chromatography]. Yakugaku Zasshi 125: 875-879.
24. Uesawa Y, Mohri K (2010) Quantitative structure-activity relationship (QSAR) analysis of the inhibitory effects of furanocoumarin derivatives on cytochrome P450 3A activities. Pharmazie 65: 41-46.
25. Uesawa Y, Mohri K (2008) Drug interaction potentials among different brands of grapefruit juice. Pharmazie 63: 144-146. (Pubitemid 351270885)