Literature DB >> 22565219

Glucuronidation of the second-generation antipsychotic clozapine and its active metabolite N-desmethylclozapine. Potential importance of the UGT1A1 A(TA)₇TAA and UGT1A4 L48V polymorphisms.

Kathryn K Erickson-Ridout1, Dongxiao Sun, Philip Lazarus.   

Abstract

INTRODUCTION: Clozapine (CLZ) is an FDA approved second-generation antipsychotic for refractory schizophrenia, and glucuronidation is an important pathway in its metabolism. The aim of this study was to fully characterize the CLZ glucuronidation pathway and examine whether polymorphisms in active glucuronidating enzymes could contribute to variability in CLZ metabolism.
METHODS: Cell lines overexpressing wild-type or variant uridine diphosphate-glucuronosyltransferase (UGT) enzymes were used to determine which UGTs show activity against CLZ and its major active metabolite N-desmethylclozapine (dmCLZ). Human liver microsomes (HLM) were used to compare hepatic glucuronidation activity against the UGT genotype.
RESULTS: Several UGTs including 1A1 and 1A4 were active against CLZ; only UGT1A4 showed activity against dmCLZ. UGT1A1 showed a 2.1-fold (P <0.0001) higher V(max)/K(M) for formation of the CLZ-N⁺-glucuronide than UGT1A4; UGT1A4 was the only UGT for which CLZ-5-N-glucuronide kinetics could be determined. The UGT1A4(24Pro/48Val) variant showed a 5.2-, 2.0-, and 3.4-fold (P < 0.0001 for all) higher V(max)/K(M) for the formation of CLZ-5-N-glucuronide, CLZ-N⁺-glucuronide, and dmCLZ-5-N-glucuronide, respectively, as compared with that of wild-type UGT1A4(24Pro/48Leu). There was a 37% (P< 0.05) decrease in the rate of CLZ-N⁺-glucuronide formation in HLM with the UGT1A1 (*28/*28)/UGT1A4 (*1/*1) genotype, and a 2.2- and 1.8-fold (P < 0.05 for both) increase in the formation of CLZ-5-N-glucuronide and CLZ-N⁺-glucuronide in UGT1A1 (*1/*1)/UGT1A4 (*3/*3) HLM compared with UGT1A1 (*1/*1)/UGT1A4 (*1/*1) HLM. The UGT1A1*28 allele was a significant (P = 0.045) predictor of CLZ-N⁺-glucuronide formation; the UGT1A4*3 allele was a significant (P < 0.0001) predictor of CLZ-5-N-glucuronide and dmCLZ-glucuronide formation.
CONCLUSION: These data suggest that the UGT1A1*28 and UGT1A4*3 alleles contribute significantly to the interindividual variability in CLZ and dmCLZ metabolism.

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Year:  2012        PMID: 22565219      PMCID: PMC6278935          DOI: 10.1097/FPC.0b013e328354026b

Source DB:  PubMed          Journal:  Pharmacogenet Genomics        ISSN: 1744-6872            Impact factor:   2.089


  56 in total

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2.  Metabolism and excretion of asenapine in healthy male subjects.

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3.  Tertiary N-glucuronides of clozapine and its metabolite desmethylclozapine in patient urine.

Authors:  U Breyer-Pfaff; H Wachsmuth
Journal:  Drug Metab Dispos       Date:  2001-10       Impact factor: 3.922

4.  Selectivity of substrate (trifluoperazine) and inhibitor (amitriptyline, androsterone, canrenoic acid, hecogenin, phenylbutazone, quinidine, quinine, and sulfinpyrazone) "probes" for human udp-glucuronosyltransferases.

Authors:  Verawan Uchaipichat; Peter I Mackenzie; David J Elliot; John O Miners
Journal:  Drug Metab Dispos       Date:  2005-12-28       Impact factor: 3.922

5.  UDP-glucuronosyltransferase 1A4 polymorphisms in a Japanese population and kinetics of clozapine glucuronidation.

Authors:  Asami Mori; Yoshihiro Maruo; Masaru Iwai; Hiroshi Sato; Yoshihiro Takeuchi
Journal:  Drug Metab Dispos       Date:  2005-02-11       Impact factor: 3.922

6.  Variability of the in vivo metabolism of clozapine.

Authors:  Thomas J Raedler; Kim Hinkelmann; Klaus Wiedemann
Journal:  Clin Neuropharmacol       Date:  2008 Nov-Dec       Impact factor: 1.592

7.  Quantitative analysis of UDP-glucuronosyltransferase (UGT) 1A and UGT2B expression levels in human livers.

Authors:  Takeshi Izukawa; Miki Nakajima; Ryoichi Fujiwara; Hiroyuki Yamanaka; Tatsuki Fukami; Masataka Takamiya; Yasuhiro Aoki; Shin-ichi Ikushiro; Toshiyuki Sakaki; Tsuyoshi Yokoi
Journal:  Drug Metab Dispos       Date:  2009-05-13       Impact factor: 3.922

8.  Characterization of N-glucuronidation of the lung carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) in human liver: importance of UDP-glucuronosyltransferase 1A4.

Authors:  Doris Wiener; Daniel R Doerge; Jia-Long Fang; Pramod Upadhyaya; Philip Lazarus
Journal:  Drug Metab Dispos       Date:  2004-01       Impact factor: 3.922

9.  Functional significance of UDP-glucuronosyltransferase variants in the metabolism of active tamoxifen metabolites.

Authors:  Andrea S Blevins-Primeau; Dongxiao Sun; Gang Chen; Arun K Sharma; Carla J Gallagher; Shantu Amin; Philip Lazarus
Journal:  Cancer Res       Date:  2009-02-24       Impact factor: 12.701

10.  Characterization of tamoxifen and 4-hydroxytamoxifen glucuronidation by human UGT1A4 variants.

Authors:  Dongxiao Sun; Gang Chen; Ryan W Dellinger; Kimberly Duncan; Jia-Long Fang; Philip Lazarus
Journal:  Breast Cancer Res       Date:  2006       Impact factor: 6.466

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  11 in total

1.  The Genetic Polymorphism UGT1A4*3 Is Associated with Low Posaconazole Plasma Concentrations in Hematological Malignancy Patients Receiving the Oral Suspension.

Authors:  Hyeon Jeong Suh; Seo Hyun Yoon; Kyung-Sang Yu; Joo-Youn Cho; Sang-In Park; Eunyoung Lee; Jeong-Ok Lee; Youngil Koh; Kyoung-Ho Song; Pyoeng Gyun Choe; Eu Suk Kim; Soo-Mee Bang; Hong Bin Kim; Inho Kim; Nam Joong Kim; Sang Hoon Song; Wan Beom Park; Myoung-Don Oh
Journal:  Antimicrob Agents Chemother       Date:  2018-06-26       Impact factor: 5.191

2.  Frequencies of UGT1A4*2 (P24T) and *3 (L48V) and their effects on serum concentrations of lamotrigine.

Authors:  Arne Reimers; Wenche Sjursen; Grethe Helde; Eylert Brodtkorb
Journal:  Eur J Drug Metab Pharmacokinet       Date:  2014-12-10       Impact factor: 2.441

3.  Potential role of UGT1A4 promoter SNPs in anastrozole pharmacogenomics.

Authors:  Vineetha Koroth Edavana; Ishwori B Dhakal; Suzanne Williams; Rosalind Penney; Gunnar Boysen; Aiwei Yao-Borengasser; Susan Kadlubar
Journal:  Drug Metab Dispos       Date:  2013-01-31       Impact factor: 3.922

4.  Correlation of the UGT1A4 gene polymorphism with serum concentration and therapeutic efficacy of lamotrigine in Han Chinese of Northern China.

Authors:  Ying Chang; Li-ya Yang; Meng-Chao Zhang; Song-Yan Liu
Journal:  Eur J Clin Pharmacol       Date:  2014-05-13       Impact factor: 2.953

5.  Clozapine Metabolism is Associated With Absolute Neutrophil Count in Individuals With Treatment-Resistant Schizophrenia.

Authors:  Isabella R Willcocks; Sophie E Legge; Mariana Nalmpanti; Lucy Mazzeo; Adrian King; John Jansen; Marinka Helthuis; Michael J Owen; Michael C O'Donovan; James T R Walters; Antonio F Pardiñas
Journal:  Front Pharmacol       Date:  2021-04-16       Impact factor: 5.810

6.  Pharmacokinetic Evaluation of Clozapine in Concomitant Use of Radix Rehmanniae, Fructus Schisandrae, Radix Bupleuri, or Fructus Gardeniae in Rats.

Authors:  Dan-Dan Tian; Wei Wang; Hua-Ning Wang; Stephen Cho Wing Sze; Zhang-Jin Zhang
Journal:  Molecules       Date:  2016-05-27       Impact factor: 4.411

Review 7.  Emerging Roles of Aryl Hydrocarbon Receptors in the Altered Clearance of Drugs during Chronic Kidney Disease.

Authors:  Tacy Santana Machado; Claire Cerini; Stéphane Burtey
Journal:  Toxins (Basel)       Date:  2019-04-07       Impact factor: 4.546

8.  The association of genetic polymorphisms in CYP1A2, UGT1A4, and ABCB1 with autonomic nervous system dysfunction in schizophrenia patients treated with olanzapine.

Authors:  Saki Hattori; Akira Suda; Masatoshi Miyauchi; Yohko Shiraishi; Takashi Saeki; Tadashi Fukushima; Mami Fujibayashi; Natsuki Tsujita; Chie Ishii; Norio Ishii; Tosiho Moritani; Yusuke Saigusa; Ikuko Kishida
Journal:  BMC Psychiatry       Date:  2020-02-18       Impact factor: 3.630

9.  Possible pharmacogenetic factors in clozapine treatment failure: a case report.

Authors:  Eromona Whiskey; Graziella Romano; Matilda Elliott; Malcolm Campbell; Cholan Anandarajah; David Taylor; Koravangattu Valsraj
Journal:  Ther Adv Psychopharmacol       Date:  2021-07-22

10.  Hypogonadism in Women with Prader-Willi Syndrome-Clinical Recommendations Based on a Dutch Cohort Study, Review of the Literature and an International Expert Panel Discussion.

Authors:  Karlijn Pellikaan; Yassine Ben Brahim; Anna G W Rosenberg; Kirsten Davidse; Christine Poitou; Muriel Coupaye; Anthony P Goldstone; Charlotte Høybye; Tania P Markovic; Graziano Grugni; Antonino Crinò; Assumpta Caixàs; Talia Eldar-Geva; Harry J Hirsch; Varda Gross-Tsur; Merlin G Butler; Jennifer L Miller; Paul-Hugo M van der Kuy; Sjoerd A A van den Berg; Jenny A Visser; Aart J van der Lely; Laura C G de Graaff
Journal:  J Clin Med       Date:  2021-12-10       Impact factor: 4.241

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