메뉴 건너뛰기




Volumn 82, Issue 4, 2008, Pages 293-303

Stereoselective glucuronidation of propranolol in human and cynomolgus monkey liver microsomes: Role of human hepatic UDP-glucuronosyltransferase isoforms, UGT1A9, UGT2B4 and UGT2B7

Author keywords

Cynomolgus monkey liver microsomes; Human liver microsomes; Propranolol; Stereoselective glucuronidation; UDP glucuronosyltransferase

Indexed keywords

GLUCURONOSYLTRANSFERASE 1A9; GLUCURONOSYLTRANSFERASE 2B7; ISOENZYME; LIVER ENZYME; PROPRANOLOL; URIDINE DIPHOSPHATE;

EID: 53949125123     PISSN: 00317012     EISSN: None     Source Type: Journal    
DOI: 10.1159/000165100     Document Type: Article
Times cited : (20)

References (32)
  • 1
    • 0001830453 scopus 로고
    • The biological properties of the optical isomers of propranolol and their effects on cardiac arrhythmias
    • Barrett AM, Cullum VA: The biological properties of the optical isomers of propranolol and their effects on cardiac arrhythmias. Br J Pharmacol 1968;34:43-55.
    • (1968) Br J Pharmacol , vol.34 , pp. 43-55
    • Barrett, A.M.1    Cullum, V.A.2
  • 2
    • 0019196959 scopus 로고
    • Stereospecific assay for (-)- and (+)-propranolol in human and dog plasma
    • Silber B, Riegelman S: Stereospecific assay for (-)- and (+)-propranolol in human and dog plasma. J Pharmacol Exp Ther 1980;215:643-648.
    • (1980) J Pharmacol Exp Ther , vol.215 , pp. 643-648
    • Silber, B.1    Riegelman, S.2
  • 3
    • 0028020099 scopus 로고
    • Cytochrome P450 isozymes involved in propranolol metabolism in human liver microsomes: The role of CYP2D6 as ring-hydroxylase and CYP1A2 as N-desisopropylase
    • Masubuchi Y, Hosokawa S, Horie T, Suzuki T, Ohmori S, Kitada M, Narimatsu S: Cytochrome P450 isozymes involved in propranolol metabolism in human liver microsomes: the role of CYP2D6 as ring-hydroxylase and CYP1A2 as N-desisopropylase. Drug Metab Dispos 1994;22:909-915.
    • (1994) Drug Metab Dispos , vol.22 , pp. 909-915
    • Masubuchi, Y.1    Hosokawa, S.2    Horie, T.3    Suzuki, T.4    Ohmori, S.5    Kitada, M.6    Narimatsu, S.7
  • 4
    • 0033973693 scopus 로고    scopus 로고
    • Stereoselective propranolol metabolism in two drug-induced rat hepatic microsomes
    • Li X, Zeng S: Stereoselective propranolol metabolism in two drug-induced rat hepatic microsomes. World J Gastroenterol 2000;6:74-78.
    • (2000) World J Gastroenterol , vol.6 , pp. 74-78
    • Li, X.1    Zeng, S.2
  • 5
    • 0035735019 scopus 로고    scopus 로고
    • Stereospecific pharmacokinetics and pharmacodynamics of β-adrenergic blockers in humans
    • Mehvar R, Brocks DR: Stereospecific pharmacokinetics and pharmacodynamics of β-adrenergic blockers in humans. J Pharm Pharm Sci 2001;4:185-200.
    • (2001) J Pharm Pharm Sci , vol.4 , pp. 185-200
    • Mehvar, R.1    Brocks, D.R.2
  • 6
    • 0028351919 scopus 로고
    • Metabolic kinetics of pseudoracemic propranolol in human liver microsomes: Enantioselectivity and quinidine inhibition
    • Marathe PH, Shen DD, Nelson WL: Metabolic kinetics of pseudoracemic propranolol in human liver microsomes: enantioselectivity and quinidine inhibition. Drug Metab Dispos 1994;22:237-247.
    • (1994) Drug Metab Dispos , vol.22 , pp. 237-247
    • Marathe, P.H.1    Shen, D.D.2    Nelson, W.L.3
  • 7
    • 0021832468 scopus 로고
    • Stereochemistry of the in vivo disposition and metabolism of propranolol in dog and man using deuterium-labeled pseudoracemates
    • Walle T: Stereochemistry of the in vivo disposition and metabolism of propranolol in dog and man using deuterium-labeled pseudoracemates. Drug Metab Dispos 1985;13:279-282.
    • (1985) Drug Metab Dispos , vol.13 , pp. 279-282
    • Walle, T.1
  • 8
    • 0022912413 scopus 로고
    • Stereoselective oxidative metabolism of propranolol in the microsomal fraction from rat and human liver: Use of deuterium labeling and pseudoracemic mixtures
    • Nelson WL, Shetty HU: Stereoselective oxidative metabolism of propranolol in the microsomal fraction from rat and human liver: use of deuterium labeling and pseudoracemic mixtures. Drug Metab Dispos 1986;14:506-508.
    • (1986) Drug Metab Dispos , vol.14 , pp. 506-508
    • Nelson, W.L.1    Shetty, H.U.2
  • 9
    • 0020399535 scopus 로고
    • Stereoselective disposition and glucuronidation of propranolol in human
    • Silber B, Holford NH, Riegelman S: Stereoselective disposition and glucuronidation of propranolol in human. J Pharm Sci 1982;71:699-704.
    • (1982) J Pharm Sci , vol.71 , pp. 699-704
    • Silber, B.1    Holford, N.H.2    Riegelman, S.3
  • 10
    • 0021917028 scopus 로고
    • Quantitative account of propranolol metabolism in urine of normal man
    • Walle T, Walle UK, Olanoff LS: Quantitative account of propranolol metabolism in urine of normal man. Drug Metab Dispos 1985;13:204-209.
    • (1985) Drug Metab Dispos , vol.13 , pp. 204-209
    • Walle, T.1    Walle, U.K.2    Olanoff, L.S.3
  • 11
    • 17144363238 scopus 로고    scopus 로고
    • Stereoselective urinary excretion of S-(-)- and R-(+)-propranolol glucuronide following oral administration of RS-propranolol in Chinese Han subjects
    • Luan LJ, Shao Q, Ma JY, Zeng S: Stereoselective urinary excretion of S-(-)- and R-(+)-propranolol glucuronide following oral administration of RS-propranolol in Chinese Han subjects. World J Gastroenterol 2005;11:1822-1824.
    • (2005) World J Gastroenterol , vol.11 , pp. 1822-1824
    • Luan, L.J.1    Shao, Q.2    Ma, J.Y.3    Zeng, S.4
  • 12
    • 0024534047 scopus 로고
    • Propranolol's metabolism is determined by both mephenytoin and debrisoquin hydroxylase activities
    • Ward SA, Walle T, Walle UK, Wilkinson GR, Branch RA: Propranolol's metabolism is determined by both mephenytoin and debrisoquin hydroxylase activities. Clin Pharmacol Ther 1989;45:72-79.
    • (1989) Clin Pharmacol Ther , vol.45 , pp. 72-79
    • Ward, S.A.1    Walle, T.2    Walle, U.K.3    Wilkinson, G.R.4    Branch, R.A.5
  • 13
    • 0028956887 scopus 로고
    • Identification of human CYP isoforms involved in the metabolism of propranolol enantiomers: N-desisopropylation is mediated mainly by CYP1A2
    • Yoshimoto K, Echizen H, Chiba K, Tani M, Ishizaki T: Identification of human CYP isoforms involved in the metabolism of propranolol enantiomers: N-desisopropylation is mediated mainly by CYP1A2. Br J Clin Pharmacol 1995;39:421-431.
    • (1995) Br J Clin Pharmacol , vol.39 , pp. 421-431
    • Yoshimoto, K.1    Echizen, H.2    Chiba, K.3    Tani, M.4    Ishizaki, T.5
  • 14
    • 0031894377 scopus 로고    scopus 로고
    • The glucuronidation of opioids, other xenobiotics, and androgens by human UGT-2B7Y(268) and UGT2B7H(268)
    • Coffman BL, King CD, Rios GR, Tephly TR: The glucuronidation of opioids, other xenobiotics, and androgens by human UGT-2B7Y(268) and UGT2B7H(268). Drug Metab Dispos 1998;26:73-77.
    • (1998) Drug Metab Dispos , vol.26 , pp. 73-77
    • Coffman, B.L.1    King, C.D.2    Rios, G.R.3    Tephly, T.R.4
  • 15
    • 0035683627 scopus 로고    scopus 로고
    • Cloning of UGT1A9 cDNA from liver tissues and its expression in CHL cells
    • Li X, Yu YN, Zhu GJ, Qian YL: Cloning of UGT1A9 cDNA from liver tissues and its expression in CHL cells. World J Gastroenterol 2001;7:841-845.
    • (2001) World J Gastroenterol , vol.7 , pp. 841-845
    • Li, X.1    Yu, Y.N.2    Zhu, G.J.3    Qian, Y.L.4
  • 16
    • 33747814457 scopus 로고    scopus 로고
    • Prominent but reverse stereoselectivity in propranolol glucuronidation by human UDP-glucuronosyltransferases 1A9 and 1A10
    • Sten T, Qvisen S, Uutela P, Luukkanen L, Kostiainen R, Finel M: Prominent but reverse stereoselectivity in propranolol glucuronidation by human UDP-glucuronosyltransferases 1A9 and 1A10. Drug Metab Dispos 2006;34:1488-1494.
    • (2006) Drug Metab Dispos , vol.34 , pp. 1488-1494
    • Sten, T.1    Qvisen, S.2    Uutela, P.3    Luukkanen, L.4    Kostiainen, R.5    Finel, M.6
  • 18
    • 0034128936 scopus 로고    scopus 로고
    • Human UDP-glucuronosyltransferases: Metabolism, expression, and disease
    • Tukey RH, Strassburg CP: Human UDP-glucuronosyltransferases: metabolism, expression, and disease. Annu Rev Pharmacol Toxicol 2000;40:581-616.
    • (2000) Annu Rev Pharmacol Toxicol , vol.40 , pp. 581-616
    • Tukey, R.H.1    Strassburg, C.P.2
  • 20
    • 0033134744 scopus 로고    scopus 로고
    • In vitro metabolism of chlorotriazines: Characterization of simazine, atrazine, and propazine metabolism using liver microsomes from rats treated with various cytochrome P450 inducers
    • Hanioka N, Jinno H, Tanaka-Kagawa T, Nishimura T, Ando M: In vitro metabolism of chlorotriazines: characterization of simazine, atrazine, and propazine metabolism using liver microsomes from rats treated with various cytochrome P450 inducers. Toxicol Appl Pharmacol 1999;156:195-205.
    • (1999) Toxicol Appl Pharmacol , vol.156 , pp. 195-205
    • Hanioka, N.1    Jinno, H.2    Tanaka-Kagawa, T.3    Nishimura, T.4    Ando, M.5
  • 24
    • 0029089659 scopus 로고
    • Glucuronidation of propofol in microsomal fractions from various tissues and species including humans: Effect of different drugs
    • Le Guellec C, Lacarelle B, Villard PH, Point H, Catalin J, Durand A: Glucuronidation of propofol in microsomal fractions from various tissues and species including humans: effect of different drugs. Anesth Analg 1995;81:855-861.
    • (1995) Anesth Analg , vol.81 , pp. 855-861
    • Le Guellec, C.1    Lacarelle, B.2    Villard, P.H.3    Point, H.4    Catalin, J.5    Durand, A.6
  • 25
    • 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
    • Court MH, Krishnaswamy S, Hao Q, Duan SX, Patten CJ, Von Moltke LL, Greenblatt DJ: 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 2003;31:1125-1133.
    • (2003) Drug Metab Dispos , vol.31 , 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
  • 26
    • 0034534895 scopus 로고    scopus 로고
    • Roles of glucuronidation and UDP-glucuronosyltransferases in xenobiotic bioactivation reactions
    • Ritter JK: Roles of glucuronidation and UDP-glucuronosyltransferases in xenobiotic bioactivation reactions. Chem Biol Interact 2000;129:171-193.
    • (2000) Chem Biol Interact , vol.129 , pp. 171-193
    • Ritter, J.K.1
  • 27
    • 0030800075 scopus 로고    scopus 로고
    • Differential expression of the UGT1A locus in human liver, biliary, and gastric tissue: Identification of UGT1A7 and UGT1A10 transcripts in extrahepatic tissue
    • Strassburg CP, Oldhafer K, Manns MP, Tukey RH: Differential expression of the UGT1A locus in human liver, biliary, and gastric tissue: identification of UGT1A7 and UGT1A10 transcripts in extrahepatic tissue. Mol Pharmacol 1997;52:212-220.
    • (1997) Mol Pharmacol , vol.52 , pp. 212-220
    • Strassburg, C.P.1    Oldhafer, K.2    Manns, M.P.3    Tukey, R.H.4
  • 28
    • 0027530118 scopus 로고
    • Substrate specificities of two stably expressed human liver UDP-glucuronosyltransferases of the UGT1 gene family
    • Ebner T, Burchell B: Substrate specificities of two stably expressed human liver UDP-glucuronosyltransferases of the UGT1 gene family. Drug Metab Dispos 1993;21:50-55.
    • (1993) Drug Metab Dispos , vol.21 , pp. 50-55
    • Ebner, T.1    Burchell, B.2
  • 31
    • 0037298816 scopus 로고    scopus 로고
    • Glucosidation of hyodeoxycholic acid by UDP-glucuronosyltransferase 2B7
    • Mackenzie PI, Little JM, Radominska-Pandya A: Glucosidation of hyodeoxycholic acid by UDP-glucuronosyltransferase 2B7. Biochem Pharmacol 2003;65:417-421.
    • (2003) Biochem Pharmacol , vol.65 , pp. 417-421
    • Mackenzie, P.I.1    Little, J.M.2    Radominska-Pandya, A.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.