메뉴 건너뛰기




Volumn 64, Issue 2, 1998, Pages 168-176

Effect of clofibrate on the chiral inversion of ibuprofen in healthy volunteers

Author keywords

[No Author keywords available]

Indexed keywords

CLOFIBRATE; IBUPROFEN;

EID: 0031690584     PISSN: 00099236     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0009-9236(98)90150-3     Document Type: Article
Times cited : (15)

References (51)
  • 1
    • 0014171109 scopus 로고
    • Some biological properties of 2-(4-isobutylphenyl)propionic acid
    • Adams, SS, Cliffe, EE, Lessei, B Nicholson, JS. Some biological properties of 2-(4-isobutylphenyl)propionic acid. J Pharm Sci 1967;56:1686.
    • (1967) J Pharm Sci , vol.56 , pp. 1686
    • Adams, S.S.1    Cliffe, E.E.2    Lessei, B.3    Nicholson, J.S.4
  • 2
    • 0017257011 scopus 로고
    • Pharmacological differences between the optical isomers of ibuprofen: Evidence for metabolic inversion of the (-)-isomer
    • Adams SS, Breslof P, Mason CG. Pharmacological differences between the optical isomers of ibuprofen: evidence for metabolic inversion of the (-)-isomer. J Pharm Pharmacol 1976;28:256-7.
    • (1976) J Pharm Pharmacol , vol.28 , pp. 256-257
    • Adams, S.S.1    Breslof, P.2    Mason, C.G.3
  • 3
    • 0021086740 scopus 로고
    • The metabolic chiral inversion of 2-arylpropionic acids - A novel route with pharmacological consequences
    • Hutt AJ, Caldwell J. The metabolic chiral inversion of 2-arylpropionic acids - a novel route with pharmacological consequences. J Pharm Pharmacol 1983;35:693-704.
    • (1983) J Pharm Pharmacol , vol.35 , pp. 693-704
    • Hutt, A.J.1    Caldwell, J.2
  • 4
    • 0023835819 scopus 로고
    • The metabolic chiral inversion and dispositional enantioselectivity of the 2-arylpropionic acids and their biological consequences
    • Caldwell J, Hutt AJ, Fournel-Gigleaux S. The metabolic chiral inversion and dispositional enantioselectivity of the 2-arylpropionic acids and their biological consequences. Biochem Pharmacol 1988;37:105-14.
    • (1988) Biochem Pharmacol , vol.37 , pp. 105-114
    • Caldwell, J.1    Hutt, A.J.2    Fournel-Gigleaux, S.3
  • 5
    • 0025165801 scopus 로고
    • Stereoselective disposition of ibuprofen and flurbiprofen in rats
    • Knihinicki RD, Day RO, Graham GG, Williams KM. Stereoselective disposition of ibuprofen and flurbiprofen in rats. Chirality 1990;2:134-40.
    • (1990) Chirality , vol.2 , pp. 134-140
    • Knihinicki, R.D.1    Day, R.O.2    Graham, G.G.3    Williams, K.M.4
  • 7
    • 0028149258 scopus 로고
    • On the mechanism of R-arylpropionic acid class NSAIDs: Epimerization in humans and the clinical implications for the use of racemates
    • Wechter WJ. On the mechanism of R-arylpropionic acid class NSAIDs: epimerization in humans and the clinical implications for the use of racemates. J Clin Pharmacol 1994;34:1036-42.
    • (1994) J Clin Pharmacol , vol.34 , pp. 1036-1042
    • Wechter, W.J.1
  • 10
    • 0027471547 scopus 로고
    • Metabolic chiral inversion of (R)-ibuprofen: Formation of ibuprofenylcoenzyme A
    • Tracey TS, Wirthwein DP, Hall SD. Metabolic chiral inversion of (R)-ibuprofen: formation of ibuprofenylcoenzyme A. Drug Metab Dispos 1993;21:114-20.
    • (1993) Drug Metab Dispos , vol.21 , pp. 114-120
    • Tracey, T.S.1    Wirthwein, D.P.2    Hall, S.D.3
  • 11
    • 0025105217 scopus 로고
    • Metabolic stereoisomeric inversion of 2-arylpropionic acids: On the mechanism of ibuprofen epimerization in rats
    • Chen CS, Chen T, Shieh WS. Metabolic stereoisomeric inversion of 2-arylpropionic acids: on the mechanism of ibuprofen epimerization in rats. Biochim Biophys Acta 1990;1033:1-6.
    • (1990) Biochim Biophys Acta , vol.1033 , pp. 1-6
    • Chen, C.S.1    Chen, T.2    Shieh, W.S.3
  • 12
    • 0023694507 scopus 로고
    • Enantiospecific formation of fenoprofen coenzyme A thioester in vitro
    • Knights KM, Drew R, Meffin PJ. Enantiospecific formation of fenoprofen coenzyme A thioester in vitro. Biochem Pharmacol 1988;37:3539-42.
    • (1988) Biochem Pharmacol , vol.37 , pp. 3539-3542
    • Knights, K.M.1    Drew, R.2    Meffin, P.J.3
  • 13
    • 0026714354 scopus 로고
    • Evidence of multiple forms of rat liver microsomal coenzyme A ligase catalysing the formation of 2-arylpropionyl-coenzyme A thioester
    • Knights KM, Talbot UM, Baillie TA. Evidence of multiple forms of rat liver microsomal coenzyme A ligase catalysing the formation of 2-arylpropionyl-coenzyme A thioester. Biochem Pharmacol 1992;44:2415-7.
    • (1992) Biochem Pharmacol , vol.44 , pp. 2415-2417
    • Knights, K.M.1    Talbot, U.M.2    Baillie, T.A.3
  • 14
    • 0023156590 scopus 로고
    • Lipid lowering drugs: An overview of indications and optimum therapeutic use
    • Illingworth DR. Lipid lowering drugs: an overview of indications and optimum therapeutic use. Drugs 1987; 33:259-79.
    • (1987) Drugs , vol.33 , pp. 259-279
    • Illingworth, D.R.1
  • 16
    • 0023262019 scopus 로고
    • Bezafibrate: A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic use in dyslipidemia
    • Monk JP, Todd PA. Bezafibrate: a review of its pharmacodynamic and pharmacokinetic properties, and therapeutic use in dyslipidemia. Drugs 1987;33:539-76.
    • (1987) Drugs , vol.33 , pp. 539-576
    • Monk, J.P.1    Todd, P.A.2
  • 17
    • 0023677227 scopus 로고
    • Gemfibrozil: A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic use in dyslipidemia
    • Todd PA, Ward A. Gemfibrozil: a review of its pharmacodynamic and pharmacokinetic properties, and therapeutic use in dyslipidemia. Drugs 1988;36:314-39.
    • (1988) Drugs , vol.36 , pp. 314-339
    • Todd, P.A.1    Ward, A.2
  • 18
    • 0027292101 scopus 로고
    • Acyl-CoA synthetase mRNA expression is controlled by fibric-acid derivatives, feeding and liver proliferation
    • Schoonjans K, Staels B, Grimaldi P, Auwerx J. Acyl-CoA synthetase mRNA expression is controlled by fibric-acid derivatives, feeding and liver proliferation. Eur J Biochem 1993;216:615-22.
    • (1993) Eur J Biochem , vol.216 , pp. 615-622
    • Schoonjans, K.1    Staels, B.2    Grimaldi, P.3    Auwerx, J.4
  • 19
    • 0029042314 scopus 로고
    • Peroxisome proliferators differentially regulate long-chain acyl-CoA thioesterases in rat liver
    • Svensson LT, Wilcke M, Alexson SEH. Peroxisome proliferators differentially regulate long-chain acyl-CoA thioesterases in rat liver. Eur J Biochem 1995;230:813-20.
    • (1995) Eur J Biochem , vol.230 , pp. 813-820
    • Svensson, L.T.1    Wilcke, M.2    Alexson, S.E.H.3
  • 21
    • 0022526381 scopus 로고
    • Different induction of microsomal carboxylesterases, palmitoylCoA hydrolases and peroxisomal β-oxidation by clofibric acid
    • Mentlein R, Lembke B, Vik H, Berge RK. Different induction of microsomal carboxylesterases, palmitoylCoA hydrolases and peroxisomal β-oxidation by clofibric acid. Biochem Pharmacol 1986;35:2727-30.
    • (1986) Biochem Pharmacol , vol.35 , pp. 2727-2730
    • Mentlein, R.1    Lembke, B.2    Vik, H.3    Berge, R.K.4
  • 22
    • 0018777097 scopus 로고
    • Increased biosynthesis of CoA in the liver of rats treated with clofibrate
    • Skrede S, Halvorsen O. Increased biosynthesis of CoA in the liver of rats treated with clofibrate. Eur J Biochem 1979;98:223-9.
    • (1979) Eur J Biochem , vol.98 , pp. 223-229
    • Skrede, S.1    Halvorsen, O.2
  • 23
    • 0025898458 scopus 로고
    • Enhanced chiral inversion of R-ibuprofen in liver from rats treated with clofibric acid
    • Knights KM, Addinnall TF, Roberts BJ. Enhanced chiral inversion of R-ibuprofen in liver from rats treated with clofibric acid. Biochem Pharmacol 1991;41:1775-7.
    • (1991) Biochem Pharmacol , vol.41 , pp. 1775-1777
    • Knights, K.M.1    Addinnall, T.F.2    Roberts, B.J.3
  • 24
    • 0029978475 scopus 로고    scopus 로고
    • Clofibric acid increases the unidirectional chiral inversion of ibuprofen in rat liver preparations
    • Roy-De Vos M, Mayer JM, Etter JC, Testa B. Clofibric acid increases the unidirectional chiral inversion of ibuprofen in rat liver preparations. Xenobiotica 1996;26: 571-82.
    • (1996) Xenobiotica , vol.26 , pp. 571-582
    • Roy-De Vos, M.1    Mayer, J.M.2    Etter, J.C.3    Testa, B.4
  • 26
    • 0026319291 scopus 로고
    • Stereoselective metabolism of ibuprofen in humans: Administration of R-, S-, and racemic ibuprofen
    • Rudy AC, Knight PM, Brater DC, Hall SD. Stereoselective metabolism of ibuprofen in humans: administration of R-, S-, and racemic ibuprofen. J Pharmacol Exp Ther 1991;259:1133-9.
    • (1991) J Pharmacol Exp Ther , vol.259 , pp. 1133-1139
    • Rudy, A.C.1    Knight, P.M.2    Brater, D.C.3    Hall, S.D.4
  • 28
    • 0028960702 scopus 로고
    • Enantioselective disposition of ibuprofen in elderly persons with and without renal impairment
    • Rudy AC, Knight PM, Brater DC, Hall SD. Enantioselective disposition of ibuprofen in elderly persons with and without renal impairment. J Pharmacol Exp Ther 1995;273:88-93.
    • (1995) J Pharmacol Exp Ther , vol.273 , pp. 88-93
    • Rudy, A.C.1    Knight, P.M.2    Brater, D.C.3    Hall, S.D.4
  • 31
    • 0023831145 scopus 로고
    • Stereoselectivity of bioactive xenobiotics: A pre-pasteur attitude in medicinal chemistry, pharmacokinetics and clinical pharmacology
    • Ariens EJ, Wuis EW, Veringa EJ. Stereoselectivity of bioactive xenobiotics: a pre-pasteur attitude in medicinal chemistry, pharmacokinetics and clinical pharmacology. Biochem Pharmacol 1988;37:9-18.
    • (1988) Biochem Pharmacol , vol.37 , pp. 9-18
    • Ariens, E.J.1    Wuis, E.W.2    Veringa, E.J.3
  • 32
    • 0021961394 scopus 로고
    • Importance of drug enantiomers in clinical pharmacology
    • Williams KM, Lee E. Importance of drug enantiomers in clinical pharmacology. Drugs 1985;30:333-54.
    • (1985) Drugs , vol.30 , pp. 333-354
    • Williams, K.M.1    Lee, E.2
  • 33
    • 0029093279 scopus 로고
    • Stereochemical aspects of pharmacotherapy
    • Brocks DR, Jamali F. Stereochemical aspects of pharmacotherapy. Pharmacotherapy 1995;15:561-4.
    • (1995) Pharmacotherapy , vol.15 , pp. 561-564
    • Brocks, D.R.1    Jamali, F.2
  • 34
    • 0026671184 scopus 로고
    • Sex-dependent expression and clofibrate inducibility of cytochrome P450 4A fatty acid omega-hydrolases: Male specificity of liver and kidney CYP4A2 mRNA and tissue-specific regulation by growth hormone and testosterone
    • Sundseth SS, Waxman DJ. Sex-dependent expression and clofibrate inducibility of cytochrome P450 4A fatty acid omega-hydrolases: male specificity of liver and kidney CYP4A2 mRNA and tissue-specific regulation by growth hormone and testosterone. J Biol Chem 1992;267:3915-21.
    • (1992) J Biol Chem , vol.267 , pp. 3915-3921
    • Sundseth, S.S.1    Waxman, D.J.2
  • 35
    • 0023840243 scopus 로고
    • Microsomal cytochrome P-450 induction and peroxisome proliferation by hypolipidaemic agents in rat liver
    • Sharma R, Lake BG, Foster J, Gibson GG. Microsomal cytochrome P-450 induction and peroxisome proliferation by hypolipidaemic agents in rat liver. Biochem Pharmacol 1988;37:1193-201.
    • (1988) Biochem Pharmacol , vol.37 , pp. 1193-1201
    • Sharma, R.1    Lake, B.G.2    Foster, J.3    Gibson, G.G.4
  • 36
    • 0025604385 scopus 로고
    • On the mechanism of induction of microsomal cytochrome P450IVA1 and peroxisome proliferation in rat liver by clofibrate
    • Milton M, Elcombe CR, Gibson GG. On the mechanism of induction of microsomal cytochrome P450IVA1 and peroxisome proliferation in rat liver by clofibrate. Biochem Pharmacol 1990;40:2727-32.
    • (1990) Biochem Pharmacol , vol.40 , pp. 2727-2732
    • Milton, M.1    Elcombe, C.R.2    Gibson, G.G.3
  • 37
    • 0025937736 scopus 로고
    • A novel rat hepatic clofibrate inducible cytochrome P450 that is not a lauric acid hydroxylase
    • Swinney DC, Webb AS, Freedman R. A novel rat hepatic clofibrate inducible cytochrome P450 that is not a lauric acid hydroxylase. Biochem Pharmacol 1991;42:2341-9.
    • (1991) Biochem Pharmacol , vol.42 , pp. 2341-2349
    • Swinney, D.C.1    Webb, A.S.2    Freedman, R.3
  • 38
    • 0029195702 scopus 로고
    • Interactions between the in vitro metabolism of xenobiotics and fatty acids. The case of ibuprofen and other chiral profens
    • Mayer JM, Testa B, Roy De Vos M, Audergon C, Etter JC. Interactions between the in vitro metabolism of xenobiotics and fatty acids. The case of ibuprofen and other chiral profens. Arch Toxicol Suppl 1995;17:499-513.
    • (1995) Arch Toxicol Suppl , vol.17 , pp. 499-513
    • Mayer, J.M.1    Testa, B.2    Roy De Vos, M.3    Audergon, C.4    Etter, J.C.5
  • 39
    • 0028128604 scopus 로고
    • Interactions of anti-inflammatory 2-arylpropionates (profens) with the metabolism of fatty acids: In vitro studies
    • Mayer JM, Roy De Vos M, Audergon C, Testa B, Etter JC. Interactions of anti-inflammatory 2-arylpropionates (profens) with the metabolism of fatty acids: in vitro studies. Int J Tissue React 1994;16:59-72.
    • (1994) Int J Tissue React , vol.16 , pp. 59-72
    • Mayer, J.M.1    Roy De Vos, M.2    Audergon, C.3    Testa, B.4    Etter, J.C.5
  • 40
    • 0023947203 scopus 로고
    • The stereospecific incorporation of fenoprofen into rat hepatocyte and adipocyte triacylglycerols
    • Sallustio BC, Meffin PJ, Knights KM. The stereospecific incorporation of fenoprofen into rat hepatocyte and adipocyte triacylglycerols. Biochem Pharmacol 1988;37: 1919-23.
    • (1988) Biochem Pharmacol , vol.37 , pp. 1919-1923
    • Sallustio, B.C.1    Meffin, P.J.2    Knights, K.M.3
  • 41
  • 42
    • 0025250709 scopus 로고
    • Stereoselective and nonstereoselective effects of ibuprofen enantiomers on mitochondrial β-oxidation of fatty acids
    • Freneaux E, Fromenty B, Berson A, Labbe G, Degott C, Letteron P, et al. Stereoselective and nonstereoselective effects of ibuprofen enantiomers on mitochondrial β-oxidation of fatty acids. J Pharmacol Exp Ther 1990;255: 529-37.
    • (1990) J Pharmacol Exp Ther , vol.255 , pp. 529-537
    • Freneaux, E.1    Fromenty, B.2    Berson, A.3    Labbe, G.4    Degott, C.5    Letteron, P.6
  • 43
    • 0026728717 scopus 로고
    • The effect of the enantiomers of ibuprofen and flurbiprofen on the β-oxidation of palmitate in the rat
    • Zhao B, Geisslinger G, Hall I, Day RO, Williams KM. The effect of the enantiomers of ibuprofen and flurbiprofen on the β-oxidation of palmitate in the rat. Chirality 1992;4:137-41.
    • (1992) Chirality , vol.4 , pp. 137-141
    • Zhao, B.1    Geisslinger, G.2    Hall, I.3    Day, R.O.4    Williams, K.M.5
  • 44
    • 0022282627 scopus 로고
    • Lipophilic xenobiotic conjugates: The pharmacological and toxicological consequences of the participation of drugs and other foreign compounds as substrates in lipid biosynthesis
    • Fears R. Lipophilic xenobiotic conjugates: the pharmacological and toxicological consequences of the participation of drugs and other foreign compounds as substrates in lipid biosynthesis. Prog Lipid Res 1985;24:177-95.
    • (1985) Prog Lipid Res , vol.24 , pp. 177-195
    • Fears, R.1
  • 45
    • 0030953302 scopus 로고    scopus 로고
    • Effects of ibuprofen enantiomers and its coenzyme A thioesters on human prostaglandin endoperoxide synthases
    • Neupert W, Brugger R, Euchenhofer C, Brune K, Geisslinger G. Effects of ibuprofen enantiomers and its coenzyme A thioesters on human prostaglandin endoperoxide synthases. Br J Pharmacol 1997;122:487-92.
    • (1997) Br J Pharmacol , vol.122 , pp. 487-492
    • Neupert, W.1    Brugger, R.2    Euchenhofer, C.3    Brune, K.4    Geisslinger, G.5
  • 46
    • 0025346502 scopus 로고
    • Pharmacokinetics of S(+)- and R(-)-ibuprofen in volunteers and first clinical experience of S(+)-ibuprofen in rheumatoid arthritis
    • Geisslinger G, Stock KP, Loew D, Bach GL, Brune K. Pharmacokinetics of S(+)- and R(-)-ibuprofen in volunteers and first clinical experience of S(+)-ibuprofen in rheumatoid arthritis. Eur J Clin Pharmacol 1990;38:493-7.
    • (1990) Eur J Clin Pharmacol , vol.38 , pp. 493-497
    • Geisslinger, G.1    Stock, K.P.2    Loew, D.3    Bach, G.L.4    Brune, K.5
  • 48
    • 0014171109 scopus 로고
    • Some biological properties of 2-(4-isobutylphenyl)propionic acid
    • Adams SS, Cliffe EE, Lessei B, Nicholson JS. Some biological properties of 2-(4-isobutylphenyl)propionic acid. J Pharm Sci 1967;56:1686.
    • (1967) J Pharm Sci , vol.56 , pp. 1686
    • Adams, S.S.1    Cliffe, E.E.2    Lessei, B.3    Nicholson, J.S.4
  • 49
    • 0026529174 scopus 로고
    • Differential inhibition of long-chain acyl-CoA hydrolases by hypolipidemic drugs in vitro
    • Sanchez RM, Alegret M, Adzet T, Merlos M, Laguna JC. Differential inhibition of long-chain acyl-CoA hydrolases by hypolipidemic drugs in vitro. Biochem Pharmacol 1992;43:639-43.
    • (1992) Biochem Pharmacol , vol.43 , pp. 639-643
    • Sanchez, R.M.1    Alegret, M.2    Adzet, T.3    Merlos, M.4    Laguna, J.C.5
  • 50
    • 0030857031 scopus 로고    scopus 로고
    • Regioselective and stereoselective metabolism of ibuprofen by human cytochrome P450 2C
    • Hamman MA, Thompson GH, Hall SD. Regioselective and stereoselective metabolism of ibuprofen by human cytochrome P450 2C. Biochem Pharmacol 1997;54:33-41.
    • (1997) Biochem Pharmacol , vol.54 , pp. 33-41
    • Hamman, M.A.1    Thompson, G.H.2    Hall, S.D.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.