Studies on induction of lamotrigine metabolism in transgenic UGT1 mice Lamotrigine metabolism in transgenic UGT1 mice

Xenobiotica

Volumn 39, Issue 11, 2009, Pages 826-835

  Argikar, U A ^a   Senekeo Effenberger, K ^b   Larson, E E ^a   Tukey, R H ^b   Remmel, R P ^a  

^a UNIVERSITY OF MINNESOTA   (United States)

^b UNIVERSITY OF CALIFORNIA   (United States)

Author keywords

Induction; Lamotrigine; N glucuronide; Transgenic mice; Uridine glucuronosyl transferases (UGTs)

Indexed keywords

16ALPHA CYANOPREGNENOLONE; 4 [4 [3 (4 ACETYL 3 HYDROXY 2 PROPYLPHENOXY)PROPOXY]PHENOXY]ACETIC ACID; CIGLITAZONE; CONSTITUTIVE ANDROSTANE RECEPTOR; GLUCURONIDE; GLUCURONOSYLTRANSFERASE 1A4; LAMOTRIGINE; PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR ALPHA; PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR DELTA; PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR GAMMA; PHENOBARBITAL; PIRINIXIC ACID; PREGNANE X RECEPTOR;

ANIMAL TISSUE; ARTICLE; BLOOD SAMPLING; CONTROLLED STUDY; DRUG BLOOD LEVEL; DRUG CLEARANCE; DRUG METABOLISM; FEMALE; GENE; GENE EXPRESSION; GENE LOCUS; HUMAN; HUMAN CELL; IN VITRO STUDY; IN VIVO STUDY; LIVER MICROSOME; MALE; METABOLIC REGULATION; MOUSE; NONHUMAN; TRANSGENIC MOUSE; UGT1 GENE; VALIDATION PROCESS;

ANIMALS; ANTICONVULSANTS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; ENZYME INDUCTION; FEMALE; GABA MODULATORS; GAS CHROMATOGRAPHY-MASS SPECTROMETRY; GLUCURONOSYLTRANSFERASE; HEPATOCYTES; HUMANS; KINETICS; MALE; METABOLIC CLEARANCE RATE; MICE; MICE, TRANSGENIC; MICROSOMES, LIVER; PEROXISOME PROLIFERATOR-ACTIVATED RECEPTORS; PEROXISOME PROLIFERATORS; PHENOBARBITAL; PREGNENOLONE CARBONITRILE; PYRIMIDINES; TRIAZINES;

ANIMALIA; MUS; MUS MUSCULUS;

EID: 70350266233     PISSN: 00498254     EISSN: 13665928     Source Type: Journal    
DOI: 10.3109/00498250903188985     Document Type: Article

References (56)

1. Argikar UA, Iwuchukwu OF, Nagar S. 2008. Update on tools for evaluation of uridine diphosphoglucuronosyltransferase polymorphisms. Expert Opin Drug Metab Toxicol 4:879-894
2. Argikar UA, Remmel RP. 2009a. Effect of aging on glucuronidation of valproic acid in human liver microsomes and the role of UDPglucuronosyltransferase UGT1A4, UGT1A8, and UGT1A10. Drug Metab Dispos 37:229-236
3. Argikar UA, Remmel RP. 2009b. Variation in glucuronidation of lamotrigine in human liver microsomes. Xenobiotica 39:355-363
4. Barbier O, Duran-Sandoval D, Pineda-Torra I, Kosykh V, Fruchart JC, Staels B. 2003a. Peroxisome proliferator-activated receptor alpha induces hepatic expression of the human bile acid glucuronidating UDP- glucuronosyltransferase 2B4 enzyme. J Biol Chem 278:32852-32860
5. Barbier O, Fontaine C, Fruchart JC, Staels B. 2004. Genomic and nongenomic interactions of PPARalpha with xenobiotic-metabolizing enzymes. Trends Endocrinol Metab 15:324-330
6. Barbier O, Villeneuve L, Bocher V, Fontaine C, Torra IP, Duhem C, Kosykh V, Fruchart JC, Guillemette C, Staels B. 2003b. The UDPglucuronosyltransferase 1A9 enzyme is a peroxisome proliferator- activated receptor alpha and gamma target gene. J Biol Chem 278:13975-13983
7. Bock KW, Gschaidmeier H, Heel H, Lehmkoster T, Munzel PA, Raschko F, Bock-Hennig B. 1998. AH receptor-controlled transcriptional regulation and function of rat and human UDP-glucuronosyltransferase isoforms. Adv Enzyme Regul 38:207-222
8. Brierley CH, Senafi SB, Clarke D, Hsu MH, Johnson EF, Burchell B. 1996. Regulation of the human bilirubin UDP-glucuronosyltransferase gene. Adv Enzyme Regul 36:85-97.
9. Burchell B, Brierley CH, Monaghan G, Clarke DJ. 1998. The structure and function of the UDP-glucuronosyltransferase gene family. Adv Pharmacol 42:335-338
10. Chen S, Beaton D, Nguyen N, Senekeo-Effenberger K, Brace- Sinnokrak E, Argikar U, Remmel RP, Trottier J, Barbier O, Ritter JK, Tukey RH 2005. Tissue-specific, inducible, and hormonal control of the human UDP-glucuronosyltransferase-1 (UGT1) locus. J Biol Chem 280 (45):37547-37557
11. Desvergne B, Wahli W. 1999. Peroxisome proliferator-activated receptors: nuclear control of metabolism. Endocr Rev 20:649-688
12. Devchand PR, Ijpenberg A, Devesvergne B, Wahli W. 1999. PPARs: nuclear receptors for fatty acids, eicosanoids, and xenobiotics. Adv Exp Med Biol 469:231-236
13. Dutton GJ, editor. 1966. Glucuronic acid-free and combined. New York, NY: Academic Press.
14. Erichsen TJ, Ehmer U, Kalthoff S, Lankisch TO, Muller TM, Munzel PA, Manns MP, Strassburg CP. 2008. Genetic variability of aryl hydrocarbon receptor (AhR)-mediated regulation of the human UDP glucuronosyltransferase (UGT) 1A4 gene. Toxicol Appl Pharmacol 230:252-260
15. Escriva H, Safi R, Hanni C, Langlois MC, Saumitou-Laprade P, Stehelin D, Capron A, Pierce R, Laudet V. 1997. Ligand binding was acquired during evolution of nuclear receptors. Proc Natl Acad Sci USA 94:6803-6808
16. Gardner-Stephen D, Heydel JM, Goyal A, Lu Y, Xie W, Lindblom T, Mackenzie P, Radominska-Pandya A. 2004. Human PXR variants and their differential effects on the regulation of human UDP-glucuronosyltransferase gene expression. Drug Metab Dispos 32:340-347
17. Gardner-Stephen DA, Mackenzie PI. 2007. Hepatocyte nuclear factor1 transcription factors are essential for the UDPglucuronosyltransferase 1A9 promoter response to hepatocyte nuclear factor 4alpha. Pharmacogenet Genomics 17:25-36.
18. Gonzalez FJ, Peters JM, Cattley RC. 1998. Mechanism of action of the nongenotoxic peroxisome proliferators: role of the peroxisome proliferator-activator receptor alpha. J Natl Cancer Inst 90:1702-1709
19. Green MD, King CD, Mojarrabi B, Mackenzie PI, Tephly TR. 1998. Glucuronidation of amines and other xenobiotics catalyzed by expressed human UDP-glucuronosyltransferase 1A3. Drug Metab Dispos 26:507-512
20. Green MD, Tephly TR. 1998. Glucuronidation of amine substrates by purified and expressed UDP-glucuronosyltransferase proteins. Drug Metab Dispos 26:860-867
21. Heimburger M, Palmblad J. 1998. The peroxisome proliferator- activated receptor alpha (PPARalpha) ligand WY 14,643 does not interfere with leukotriene B4 induced adhesion of neutrophils to endothelial cells. Biochem Biophys Res Commun 249:371-374
22. Hertz R, Bar-Tana J. 1998. Peroxisome proliferator-activated receptor (PPAR) alpha activation and its consequences in humans. Toxicol Lett 102-3:85-90.
23. Kawamoto T, Sueyoshi T, Zelko I, Moore R, Washburn K, Negishi M. 1999. Phenobarbital-responsive nuclear translocation of the receptor CAR in induction of the CYP2B gene. Mol Cell Biol 19:6318-6322 (Pubitemid 29399336)
24. Kliewer SA, Goodwin B, Willson TM. 2002. The nuclear pregnane X receptor: a key regulator of xenobiotic metabolism. Endocr Rev 23:687-702.
25. Kobayashi K, Yamagami S, Higuchi T, Hosokawa M, Chiba K. 2004. Key structural features of ligands for activation of human pregnane X receptor. Drug Metab Dispos 32:468-472
26. Koike C, Moore R, Negishi M. 2005. Localization of the nuclear receptor CAR at the cell membrane of mouse liver. FEBS Lett 579:6733-6736
27. Mackenzie PI, Miners JO, McKinnon RA. 2000. Polymorphisms in UDP glucuronosyltransferase genes: functional consequences and clinical relevance. Clin Chem Lab Med 38:889-892
28. Magdalou J, Herber R, Bidault R, Siest G. 1992. In vitro N-glucuronidation of a novel antiepileptic drug, lamotrigine, by human liver microsomes. J Pharmacol Exp Ther 1992:1166-1173
29. Matsusue K, Peters JM, Gonzalez FJ. 2004. PPARbeta/delta potentiates PPARgamma-stimulated adipocyte differentiation. FASEB J 18:1477-1479
30. Michalik L, Wahli W. 1999. Peroxisome proliferator-activated receptors: three isotypes for a multitude of functions. Curr Opin Biotechnol 10:564-570
31. Moore JT, Moore LB, Maglich JM, Kliewer SA. 2003. Functional and structural comparison of PXR and CAR. Biochim Biophys Acta 1619:235-238
32. Moore LB, Maglich JM, McKee DD, Wisely B, Willson TM, Kliewer SA, Lambert MH, Moore JT. 2002. Pregnane X receptor (PXR), constitutive androstane receptor (CAR), and benzoate X receptor (BXR) define three pharmacologically distinct classes of nuclear receptors. Mol Endocrinol 16:977-986
33. Ott P, Ranek L, Young MA. 1998. Pharmacokinetics of troglitazone, a PPAR-gamma agonist, in patients with hepatic insufficiency. Eur J Clin Pharmacol 54:567-571
34. Parks DJ, Tomkinson NC, Villeneuve MS, Blanchard SG, Willson TM. 1998. Differential activity of rosiglitazone enantiomers at PPAR gamma. Bioorg Med Chem Lett 8:3657-3658
35. Remmel RP, Sinz MW. 1991. A quaternary ammonium glucuronide is the major metabolite of lamotrigine in guinea pigs. In vitro and in vivo studies. Drug Metab Dispos 19:630-636
36. Remmel RP, Zhou J, Argikar UA. 2008. UDP-glucuronosyl transferases. In: Rodrigues DA, editor. Drug-drug interactions. 2nd ed. New York, NY: Informa Health Care. p. 744.
37. Remmel RP, Zhou J, Argikar UA. 2009. Uridine diphospho glucuronosyl transferases. In: Pearson P, Wienkers L, editors. Handbook of drug metabolism. 2nd ed. New York, NY: Informa Health Care. p. 630.
38. Richert L, Lamboley C, Viollon-Abadie C, Grass P, Hartmann N, Laurent S, Heyd B, Mantion G, Chibout SD, Staedtler F. 2003. Effects of clofibric acid on mRNA expression profiles in primary cultures of rat, mouse and human hepatocytes. Toxicol Appl Pharmacol 191:130-146
39. Ritter JK, Chen F, Sheen YY, Tran HM, Kimura S, Yeatman MT, Owens IS. 1992. A novel complex locus UGT1 encodes human bilirubin, phenol, and other UDP-glucuronosyltransferase isozymes with identical carboxyl termini. J Biol Chem 267:3257-3261
40. Rowland A, Elliot DJ, Williams JA, Mackenzie PI, Dickinson RG, Miners JO. 2006. In vitro characterization of lamotrigine N2-glucuronidation and the lamotrigine-valproic acid interaction. Drug Metab Dispos 34:1055-1062
41. Senekeo-Effenberger K, Chen S, Brace-Sinnokrak E, Bonzo JA, Yueh MF, Argikar U, Kaeding J, Trottier J, Remmel RP, Ritter JK, Barbier O, Tukey RH. 2007. Expression of the human UGT1 locus in transgenic mice by 4-chloro-6-(2,3-xylidino)-2-pyrimidinylthioacetic acid (WY-14643) and implications on drug metabolism through peroxisome proliferator-activated receptor alpha activation. Drug Metab Dispos 35:419-427
42. Sidhu JS, Omiecinski CJ. 1997. An okadaic acid-sensitive pathway involved in the phenobarbital-mediated induction of CYP2B gene expression in primary rat hepatocyte cultures. J Pharmacol Exp Ther 282:1122-1129
43. Sinz MW, Remmel RP. 1991a. Analysis of lamotrigine and lamotrigine 2-N-glucuronide in guinea pig blood and urine by reservedphase ion-pairing liquid chromatography. J Chromatogr 571:217-230
44. Sinz MW, Remmel RP. 1991b. Isolation and characterization of a novel quaternary ammonium-linked glucuronide of lamotrigine. Drug Metab Dispos 19:149-153
45. Spiegelman BM. 1998. PPAR-gamma: adipogenic regulator and thiazolidinedione receptor. Diabetes 47:507-514
46. Sueyoshi T, Kawamoto T, Zelko I, Honkakoski P, Negishi M. 1999. The repressed nuclear receptor CAR responds to phenobarbital in activating the human CYP2B6 gene. J Biol Chem 274:6043-6046
47. Sueyoshi T, Negishi M. 2001. Phenobarbital response elements of cytochrome P450 genes and nuclear receptors. Annu Rev Pharmacol Toxicol 41:123-143
48. Sugatani J, Kojima H, Ueda A, Kakizaki S, Yoshinari K, Gong QH, Owens IS, Negishi M, Sueyoshi T. 2001. The phenobarbital response enhancer module in the human bilirubin UDPglucuronosyltransferase UGT1A1 gene and regulation by the nuclear receptor CAR. Hepatology 33:1232-1238
49. Sugatani J, Nishitani S, Yamakawa K, Yoshinari K, Sueyoshi T, Negishi M, Miwa M. 2005a. Transcriptional regulation of human UGT1A1 gene expression: activated glucocorticoid receptor enhances constitutive androstane receptor/pregnane X receptor-mediated UDP-glucuronosyltransferase 1A1 regulation with glucocorticoid receptor-interacting protein 1. Mol Pharmacol 67:845-855
50. Sugatani J, Sueyoshi T, Negishi M, Miwa M. 2005b. Regulation of the human UGT1A1 gene by nuclear receptors constitutive active/ androstane receptor, pregnane X receptor, and glucocorticoid receptor. Methods Enzymol 400:92-104. (Pubitemid 43052417)
51. Tugwood JD, Holden PR, James NH, Prince RA, Roberts RA. 1998. A peroxisome proliferator-activated receptor-alpha (PPARalpha) cDNA cloned from guinea-pig liver encodes a protein with similar properties to the mouse PPARalpha: implications for species differences in responses to peroxisome proliferators. Arch Toxicol 72:169-177
52. Tukey RH. 2008. Expression of the human UGT1 locus in transgenic and humanized mice. Abstract presented at the 12th International UGT Workshop. Abstract Number 34.
53. Tukey RH, Strassburg CP. 2001. Genetic multiplicity of the human UDP-glucuronosyltransferases and regulation in the gastrointestinal tract. Mol Pharmacol 59:405-414
54. Xie W, Yeuh MF, Radominska-Pandya A, Saini SP, Negishi Y, Bottroff BS, Cabrera GY, Tukey RH, Evans RM. 2003. Control of steroid, heme, and carcinogen metabolism by nuclear pregnane X receptor and constitutive androstane receptor. Proc Natl Acad Sci USA 100:4150-4155
55. Yueh MF, Huang YH, Hiller A, Chen S, Nguyen N, Tukey RH. 2003. Involvement of the xenobiotic response element (XRE) in Ah receptor-mediated induction of human UDPglucuronosyltransferase 1A1. J Biol Chem 278:15001-15006
56. Yueh MF, Nguyen N, Famourzadeh M, Strassburg CP, Oda Y, Guengerich FP, Tukey RH. 2001. The contribution of UDPglucuronosyltransferase 1A9 on CYP1A2-mediated genotoxicity by aromatic and heterocyclic amines. Carcinogenesis 22:943-950