메뉴 건너뛰기




Volumn 40, Issue 4, 2012, Pages 734-741

Glucuronidation of edaravone by human liver and kidney microsomes: Biphasic kinetics and identification of UGT1A9 as the major UDP-glucuronosyltransferase isoform

Author keywords

[No Author keywords available]

Indexed keywords

ANDROSTERONE; ESTRADIOL; GLUCURONOSYLTRANSFERASE; GLUCURONOSYLTRANSFERASE 1A1; GLUCURONOSYLTRANSFERASE 1A10; GLUCURONOSYLTRANSFERASE 1A6; GLUCURONOSYLTRANSFERASE 1A7; GLUCURONOSYLTRANSFERASE 1A8; GLUCURONOSYLTRANSFERASE 1A9; GLUCURONOSYLTRANSFERASE 2B17; GLUCURONOSYLTRANSFERASE 2B7; NALOXONE; NORPHENAZONE; PROPOFOL; UNCLASSIFIED DRUG;

EID: 84863376165     PISSN: 00909556     EISSN: 1521009X     Source Type: Journal    
DOI: 10.1124/dmd.111.043356     Document Type: Article
Times cited : (29)

References (36)
  • 1
    • 35348836649 scopus 로고    scopus 로고
    • C-440T/T-331C polymorphisms in the UGT1A9 gene affect the pharmacokinetics of mycophenolic acid in kidney transplantation
    • DOI 10.2217/14622416.8.9.1127
    • Baldelli S, Merlini S, Perico N, Nicastri A, Cortinovis M, Gotti E, Remuzzi G, and Cattaneo D (2007) C-440T/T-331C polymorphisms in the UGT1A9 gene affect the pharmacokinetics of mycophenolic acid in kidney transplantation. Pharmacogenomics 8:1127-1141. (Pubitemid 47578222)
    • (2007) Pharmacogenomics , vol.8 , Issue.9 , pp. 1127-1141
    • Baldelli, S.1    Merlini, S.2    Perico, N.3    Nicastri, A.4    Cortinovis, M.5    Gotti, E.6    Remuzzi, G.7    Cattaneo, D.8
  • 2
    • 26444551640 scopus 로고    scopus 로고
    • S-naproxen and desmethylnaproxen glucuronidation by human liver microsomes and recombinant human UDP-glucuronosyltransferases (UGT): Role of UGT2B7 in the elimination of naproxen
    • DOI 10.1111/j.1365-2125.2005.02446.x
    • Bowalgaha K, Elliot DJ, Mackenzie PI, Knights KM, Swedmark S, and Miners JO (2005) S-Naproxen and desmethylnaproxen glucuronidation by human liver microsomes and recombinant human UDP-glucuronosyltransferases (UGT): role of UGT2B7 in the elimination of naproxen. Br J Clin Pharmacol 60:423-433. (Pubitemid 41428474)
    • (2005) British Journal of Clinical Pharmacology , vol.60 , Issue.4 , pp. 423-433
    • Bowalgaha, K.1    Elliot, D.J.2    Mackenzie, P.I.3    Knights, K.M.4    Swedmark, S.5    Miners, J.O.6
  • 3
    • 0035512677 scopus 로고    scopus 로고
    • The glucuronidation of mycophenolic acid by human liver, kidney and jejunum microsomes
    • Bowalgaha K and Miners JO (2001) The glucuronidation of mycophenolic acid by human liver, kidney and jejunum microsomes. Br J Clin Pharmacol 52:605-609.
    • (2001) Br J Clin Pharmacol , vol.52 , pp. 605-609
    • Bowalgaha, K.1    Miners, J.O.2
  • 4
    • 0042858542 scopus 로고    scopus 로고
    • Evaluation of 3′-azido-3′-deoxythymidine, morphine, and codeine as probe substrates for udp-glucuronosyltransferase 2B7 (UGT2B7) in human liver microsomes: Specificity and influence of the UGT2B7*2 polymorphism
    • DOI 10.1124/dmd.31.9.1125
    • Court MH, Krishnaswamy S, Hao Q, Duan SX, Patten CJ, Von Moltke LL, and Greenblatt DJ (2003) Evaluation of 3′-azido-3′-deoxythymidine, morphine, and codeine as probe substrates for UDP-glucuronosyltransferase 2B7 (UGT2B7) in human liver microsomes: specificity and influence of the UGT2B7*2 polymorphism. Drug Metab Dispos 31:1125-1133. (Pubitemid 37048284)
    • (2003) Drug Metabolism and Disposition , vol.31 , Issue.9 , pp. 1125-1133
    • Court, M.H.1    Krishnaswamy, S.2    Hao, Q.3    Duan, S.X.4    Patten, C.J.5    Von Moltke, L.L.6    Greenblatt, D.J.7
  • 5
    • 18844387928 scopus 로고    scopus 로고
    • Determination of drug glucuronidation and UDP-glucuronosyltransferase selectivity using a 96-well radiometric assay
    • DOI 10.1124/dmd.105.004333
    • Di Marco A, D'Antoni M, Attaccalite S, Carotenuto P, and Laufer R (2005) Determination of drug glucuronidation and UDP-glucuronosyltransferase selectivity using a 96-well radiometric assay. Drug Metab Dispos 33:812-819. (Pubitemid 40686635)
    • (2005) Drug Metabolism and Disposition , vol.33 , Issue.6 , pp. 812-819
    • Di, M.A.1    D'Antoni, M.2    Attaccalite, S.3    Carotenuto, P.4    Laufer, R.5
  • 6
    • 0028922238 scopus 로고
    • Drug-responsive and tissue-specific alternative expression of multiple first exons in rat UDP-glucuronosyltransferase family 1 (UGT1) gene complex
    • Emi Y, Ikushiro S, and Iyanagi T (1995) Drug-responsive and tissue-specific alternative expression of multiple first exons in rat UDP-glucuronosyltransferase family 1 (UGT1) gene complex. J Biochem 117:392-399.
    • (1995) J Biochem , vol.117 , pp. 392-399
    • Emi, Y.1    Ikushiro, S.2    Iyanagi, T.3
  • 8
    • 37249053501 scopus 로고    scopus 로고
    • Clinical analysis of 207 patients who developed renal disorders during or after treatment with edaravone reported during post-marketing surveillance
    • Hishida A (2007) Clinical analysis of 207 patients who developed renal disorders during or after treatment with edaravone reported during post-marketing surveillance. Clin Exp Nephrol 11:292-296.
    • (2007) Clin Exp Nephrol , vol.11 , pp. 292-296
    • Hishida, A.1
  • 9
    • 0036201594 scopus 로고    scopus 로고
    • Atypical kinetic profiles in drug metabolism reactions
    • DOI 10.1124/dmd.30.4.355
    • Hutzler JM and Tracy TS (2002) Atypical kinetic profiles in drug metabolism reactions. Drug Metab Dispos 30:355-362. (Pubitemid 34263817)
    • (2002) Drug Metabolism and Disposition , vol.30 , Issue.4 , pp. 355-362
    • Hutzler, J.M.1    Tracy, T.S.2
  • 10
    • 38749143669 scopus 로고    scopus 로고
    • Resveratrol (trans-resveratrol, 3,5,4′-trihydroxy-trans-stilbene) glucuronidation exhibits atypical enzyme kinetics in various protein sources
    • DOI 10.1124/dmd.107.018788
    • Iwuchukwu OF and Nagar S (2008) Resveratrol (trans-resveratrol, 3,5,4′-trihydroxy-transstilbene) glucuronidation exhibits atypical enzyme kinetics in various protein sources. Drug Metab Dispos 36:322-330. (Pubitemid 351185744)
    • (2008) Drug Metabolism and Disposition , vol.36 , Issue.2 , pp. 322-330
    • Iwuchukwu, O.F.1    Nagar, S.2
  • 11
    • 58149472377 scopus 로고    scopus 로고
    • Prediction of drug clearance by glucuronidation from in vitro data: Use of combined cytochrome P450 and UDP-glucuronosyltransferase cofactors in alamethicin-activated human liver microsomes
    • Kilford PJ, Stringer R, Sohal B, Houston JB, and Galetin A (2009) Prediction of drug clearance by glucuronidation from in vitro data: use of combined cytochrome P450 and UDP-glucuronosyltransferase cofactors in alamethicin-activated human liver microsomes. Drug Metab Dispos 37:82-89.
    • (2009) Drug Metab Dispos , vol.37 , pp. 82-89
    • Kilford, P.J.1    Stringer, R.2    Sohal, B.3    Houston, J.B.4    Galetin, A.5
  • 12
    • 74549125651 scopus 로고    scopus 로고
    • Renal UDP-glucuronosyltransferases and the glucuronidation of xenobiotics and endogenous mediators
    • Knights KM and Miners JO (2010) Renal UDP-glucuronosyltransferases and the glucuronidation of xenobiotics and endogenous mediators. Drug Metab Rev 42:63-73.
    • (2010) Drug Metab Rev , vol.42 , pp. 63-73
    • Knights, K.M.1    Miners, J.O.2
  • 14
    • 0037324354 scopus 로고    scopus 로고
    • Serotonin (5-hydroxytryptamine) glucuronidation in vitro: Assay development, human liver microsome activities and species differences
    • DOI 10.1080/0049825021000048809
    • Krishnaswamy S, Duan SX, Von Moltke LL, Greenblatt DJ, Sudmeier JL, Bachovchin WW, and Court MH (2003) Serotonin (5-hydroxytryptamine) glucuronidation in vitro: assay development, human liver microsome activities and species differences. Xenobiotica 33:169-180. (Pubitemid 36237939)
    • (2003) Xenobiotica , vol.33 , Issue.2 , pp. 169-180
    • Krishnaswamy, S.1    Duan, S.X.2    Von Moltke, L.L.3    Greenblatt, D.J.4    Sudmeier, J.L.5    Bachovchin, W.W.6    Court, M.H.7
  • 15
    • 25844525727 scopus 로고    scopus 로고
    • The impact of uridine diphosphate-glucuronosyltransferase 1A9 (UGT1A9) gene promoter region single-nucleotide polymorphisms T-275A and C-2152T on early mycophenolic acid dose-interval exposure in de novo renal allograft recipients
    • DOI 10.1016/j.clpt.2005.06.007, PII S0009923605002778
    • Kuypers DR, Naesens M, Vermeire S, and Vanrenterghem Y (2005) The impact of uridine diphosphate-glucuronosyltransferase 1A9 (UGT1A9) gene promoter region single-nucleotide polymorphisms T-275A and C-2152T on early mycophenolic acid dose-interval exposure in de novo renal allograft recipients. Clin Pharmacol Ther 78:351-361. (Pubitemid 41393670)
    • (2005) Clinical Pharmacology and Therapeutics , vol.78 , Issue.4 , pp. 351-361
    • Kuypers, D.R.J.1    Naesens, M.2    Vermeire, S.3    Vanrenterghem, Y.4
  • 16
    • 77953648503 scopus 로고    scopus 로고
    • A critical assessment of edaravone acute ischemic stroke efficacy trials: Is edaravone an effective neuroprotective therapy?
    • Lapchak PA (2010) A critical assessment of edaravone acute ischemic stroke efficacy trials: is edaravone an effective neuroprotective therapy? Expert Opin Pharmacother 11:1753-1763.
    • (2010) Expert Opin Pharmacother , vol.11 , pp. 1753-1763
    • Lapchak, P.A.1
  • 17
    • 0032055273 scopus 로고    scopus 로고
    • Drug glucuronidation by human renal UDP-glucuronosyltransferases
    • DOI 10.1016/S0006-2952(97)00534-0, PII S0006295297005340
    • McGurk KA, Brierley CH, and Burchell B (1998) Drug glucuronidation by human renal UDP-glucuronosyltransferases. Biochem Pharmacol 55:1005-1012. (Pubitemid 28167722)
    • (1998) Biochemical Pharmacology , vol.55 , Issue.7 , pp. 1005-1012
    • McGurk, K.A.1    Brierley, C.H.2    Burchell, B.3
  • 18
    • 58149467072 scopus 로고    scopus 로고
    • Determination of mRNA expression of human UDP-glucuronosyltransferases and application for localization in various human tissues by real-time reverse transcriptase-polymerase chain reaction
    • Ohno S and Nakajin S (2009) Determination of mRNA expression of human UDP-glucuronosyltransferases and application for localization in various human tissues by real-time reverse transcriptase-polymerase chain reaction. Drug Metab Dispos 37:32-40.
    • (2009) Drug Metab Dispos , vol.37 , pp. 32-40
    • Ohno, S.1    Nakajin, S.2
  • 19
    • 0347623265 scopus 로고    scopus 로고
    • The Human UDP-Glucuronosyltransferases: Structural Aspects and Drug Glucuronidation
    • DOI 10.1081/DMR-120026397
    • Ouzzine M, Barré L, Netter P, Magdalou J, and Fournel-Gigleux S (2003) The human UDP-glucuronosyltransferases: structural aspects and drug glucuronidation. Drug Metab Rev 35:287-303. (Pubitemid 38018108)
    • (2003) Drug Metabolism Reviews , vol.35 , Issue.4 , pp. 287-303
    • Ouzzine, M.1    Barre, L.2    Netter, P.3    Magdalou, J.4    Fournel-Gigleux, S.5
  • 20
    • 11144318750 scopus 로고    scopus 로고
    • Identification of the UDP-glucuronosyltransferase isoforms involved in mycophenolic acid phase II metabolism
    • DOI 10.1124/dmd.104.001651
    • Picard N, Ratanasavanh D, Prémaud A, Le Meur Y, and Marquet P (2005) Identification of the UDP-glucuronosyltransferase isoforms involved in mycophenolic acid phase II metabolism. Drug Metab Dispos 33:139-146. (Pubitemid 40023525)
    • (2005) Drug Metabolism and Disposition , vol.33 , Issue.1 , pp. 139-146
    • Picard, N.1    Ratanasavanh, D.2    Premaud, A.3    Le, M.Y.4    Marquet, P.5
  • 21
    • 33947398317 scopus 로고    scopus 로고
    • Binding of inhibitory fatty acids is responsible for the enhancement of UDP-glucuronosyltransferase 2B7 activity by albumin: Implications for in vitro-in vivo extrapolation
    • DOI 10.1124/jpet.106.118216
    • Rowland A, Gaganis P, Elliot DJ, Mackenzie PI, Knights KM, and Miners JO (2007) Binding of inhibitory fatty acids is responsible for the enhancement of UDP-glucuronosyltransferase 2B7 activity by albumin: implications for in vitro-in vivo extrapolation. J Pharmacol Exp Ther 321:137-147. (Pubitemid 46456976)
    • (2007) Journal of Pharmacology and Experimental Therapeutics , vol.321 , Issue.1 , pp. 137-147
    • Rowland, A.1    Gaganis, P.2    Elliot, D.J.3    Mackenzie, P.I.4    Knights, K.M.5    Miners, J.O.6
  • 22
    • 44149117018 scopus 로고    scopus 로고
    • The "albumin effect" and drug glucuronidation: Bovine serum albumin and fatty acid-free human serum albumin enhance the glucuronidation of UDP-glucuronosyltransferase (UGT) 1A9 substrates but not UGT1A1 and UGT1A6 activities
    • DOI 10.1124/dmd.108.021105
    • Rowland A, Knights KM, Mackenzie PI, and Miners JO (2008) The "albumin effect" and drug glucuronidation: bovine serum albumin and fatty acid-free human serum albumin enhance the glucuronidation of UDP-glucuronosyltransferase (UGT) 1A9 substrates but not UGT1A1 and UGT1A6 activities. Drug Metab Dispos 36:1056-1062. (Pubitemid 351717462)
    • (2008) Drug Metabolism and Disposition , vol.36 , Issue.6 , pp. 1056-1062
    • Rowland, A.1    Knights, K.M.2    Mackenzie, P.I.3    Miners, J.O.4
  • 23
    • 68949213660 scopus 로고    scopus 로고
    • The prevalence of uridine diphosphate-glucuronosyltransferase 1A9 (UGT1A9) gene promoter region single-nucleotide polymorphisms T-275A and C-2152T and its influence on mycophenolic acid pharmacokinetics in stable renal transplant patients
    • Sánchez-Fructuoso AI, Maestro ML, Calvo N, Viudarreta M, Pérez-Flores I, Veganzone S, De la Orden V, Ortega D, Arroyo M, and Barrientos A (2009) The prevalence of uridine diphosphate- glucuronosyltransferase 1A9 (UGT1A9) gene promoter region single-nucleotide polymorphisms T-275A and C-2152T and its influence on mycophenolic acid pharmacokinetics in stable renal transplant patients. Transplant Proc 41:2313-2316.
    • (2009) Transplant Proc , vol.41 , pp. 2313-2316
    • Sánchez-Fructuoso, A.I.1    Maestro, M.L.2    Calvo, N.3    Viudarreta, M.4    Pérez-Flores, I.5    Veganzone, S.6    De La Orden, V.7    Ortega, D.8    Arroyo, M.9    Barrientos, A.10
  • 26
    • 50049103633 scopus 로고    scopus 로고
    • Species differences in UDP-glucuronosyltransferase activities in mice and rats
    • Shiratani H, Katoh M, Nakajima M, and Yokoi T (2008) Species differences in UDP-glucuronosyltransferase activities in mice and rats. Drug Metab Dispos 36:1745-1752.
    • (2008) Drug Metab Dispos , vol.36 , pp. 1745-1752
    • Shiratani, H.1    Katoh, M.2    Nakajima, M.3    Yokoi, T.4
  • 27
    • 0035154231 scopus 로고    scopus 로고
    • Evidence for significant differences in microsomal drug glucuronidation by canine and human liver and kidney
    • Soars MG, Riley RJ, Findlay KA, Coffey MJ, and Burchell B (2001) Evidence for significant differences in microsomal drug glucuronidation by canine and human liver and kidney. Drug Metab Dispos 29:121-126. (Pubitemid 32112924)
    • (2001) Drug Metabolism and Disposition , vol.29 , Issue.2 , pp. 121-126
    • Soars, M.G.1    Riley, R.J.2    Findlay, K.A.B.3    Coffey, M.J.4    Burchell, B.5
  • 28
    • 70350277708 scopus 로고    scopus 로고
    • UDP-glucuronosyltransferases in conjugation of 5alpha- and 5beta-androstane steroids
    • Sten T, Kurkela M, Kuuranne T, Leinonen A, and Finel M (2009) UDP-glucuronosyltransferases in conjugation of 5alpha- and 5beta-androstane steroids. Drug Metab Dispos 37:2221-2227.
    • (2009) Drug Metab Dispos , vol.37 , pp. 2221-2227
    • Sten, T.1    Kurkela, M.2    Kuuranne, T.3    Leinonen, A.4    Finel, M.5
  • 29
    • 0032924835 scopus 로고    scopus 로고
    • UDP-glucuronosyltransferase activity in human liver and colon
    • DOI 10.1016/S0016-5085(99)70239-8
    • Strassburg CP, Nguyen N, Manns MP, and Tukey RH (1999) UDP-glucuronosyltransferase activity in human liver and colon. Gastroenterology 116:149-160. (Pubitemid 29013504)
    • (1999) Gastroenterology , vol.116 , Issue.1 , pp. 149-160
    • Strassburg, C.P.1    Nguyen, N.2    Manns, M.P.3    Tukey, R.H.4
  • 30
    • 67349169168 scopus 로고    scopus 로고
    • Edaravone in ALS
    • Takahashi R (2009) Edaravone in ALS. Exp Neurol 217:235-236.
    • (2009) Exp Neurol , vol.217 , pp. 235-236
    • Takahashi, R.1
  • 31
    • 0345549371 scopus 로고    scopus 로고
    • Evidence that unsaturated fatty acids are potent inhibitors of renal UDP-glucuronosyltransferases (UGT): Kinetic studies using human kidney cortical microsomes and recombinant UGT1A9 and UGT2B7
    • DOI 10.1016/j.bcp.2003.08.025
    • Tsoutsikos P, Miners JO, Stapleton A, Thomas A, Sallustio BC, and Knights KM (2004) Evidence that unsaturated fatty acids are potent inhibitors of renal UDP-glucuronosyltransferases (UGT): kinetic studies using human kidney cortical microsomes and recombinant UGT1A9 and UGT2B7. Biochem Pharmacol 67:191-199. (Pubitemid 37518547)
    • (2004) Biochemical Pharmacology , vol.67 , Issue.1 , pp. 191-199
    • Tsoutsikos, P.1    Miners, J.O.2    Stapleton, A.3    Thomas, A.4    Sallustio, B.C.5    Knights, K.M.6
  • 32
    • 0034128936 scopus 로고    scopus 로고
    • Human UDP-glucuronosyltransferases: Metabolism, expression, and disease
    • DOI 10.1146/annurev.pharmtox.40.1.581
    • Tukey RH and Strassburg CP (2000) Human UDP-glucuronosyltransferases: metabolism, expression, and disease. Annu Rev Pharmacol Toxicol 40:581-616. (Pubitemid 30340694)
    • (2000) Annual Review of Pharmacology and Toxicology , vol.40 , pp. 581-616
    • Tukey, R.H.1    Strassburg, C.P.2
  • 33
    • 46849106962 scopus 로고    scopus 로고
    • The novel antioxidant edaravone: From bench to bedside
    • DOI 10.1111/j.1527-3466.2008.00041.x
    • Watanabe T, Tahara M, and Todo S (2008) The novel antioxidant edaravone: from bench to bedside. Cardiovasc Ther 26:101-114. (Pubitemid 351952827)
    • (2008) Cardiovascular Therapeutics , vol.26 , Issue.2 , pp. 101-114
    • Watanabe, T.1    Tahara, M.2    Todo, S.3
  • 34
    • 0037404036 scopus 로고    scopus 로고
    • Glucuronidation of etoposide in human liver microsomes is specifically catalyzed by UDP-glucuronosyltransferase 1A1
    • DOI 10.1124/dmd.31.5.589
    • Watanabe Y, Nakajima M, Ohashi N, Kume T, and Yokoi T (2003) Glucuronidation of etoposide in human liver microsomes is specifically catalyzed by UDP-glucuronosyltransferase 1A1. Drug Metab Dispos 31:589-595. (Pubitemid 36444168)
    • (2003) Drug Metabolism and Disposition , vol.31 , Issue.5 , pp. 589-595
    • Watanabe, Y.1    Nakajima, M.2    Ohashi, N.3    Kume, T.4    Yokoi, T.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.