Literature DB >> 25870069

Differential cytochrome P450 2D metabolism alters tafenoquine pharmacokinetics.

Chau Vuong1, Lisa H Xie1, Brittney M J Potter1, Jing Zhang1, Ping Zhang1, Dehui Duan1, Christina K Nolan1, Richard J Sciotti1, Victor E Zottig1, N P Dhammika Nanayakkara2, Babu L Tekwani3, Larry A Walker3, Philip L Smith1, Robert M Paris1, Lisa T Read1, Qigui Li1, Brandon S Pybus1, Jason C Sousa1, Gregory A Reichard1, Bryan Smith4, Sean R Marcsisin5.   

Abstract

Cytochrome P450 (CYP) 2D metabolism is required for the liver-stage antimalarial efficacy of the 8-aminoquinoline molecule tafenoquine in mice. This could be problematic for Plasmodium vivax radical cure, as the human CYP 2D ortholog (2D6) is highly polymorphic. Diminished CYP 2D6 enzyme activity, as in the poor-metabolizer phenotype, could compromise radical curative efficacy in humans. Despite the importance of CYP 2D metabolism for tafenoquine liver-stage efficacy, the exact role that CYP 2D metabolism plays in the metabolism and pharmacokinetics of tafenoquine and other 8-aminoquinoline molecules has not been extensively studied. In this study, a series of tafenoquine pharmacokinetic experiments were conducted in mice with different CYP 2D metabolism statuses, including wild-type (WT) (reflecting extensive metabolizers for CYP 2D6 substrates) and CYPmouse 2D knockout (KO) (reflecting poor metabolizers for CYP 2D6 substrates) mice. Plasma and liver pharmacokinetic profiles from a single 20-mg/kg of body weight dose of tafenoquine differed between the strains; however, the differences were less striking than previous results obtained for primaquine in the same model. Additionally, the presence of a 5,6-ortho-quinone tafenoquine metabolite was examined in both mouse strains. The 5,6-ortho-quinone species of tafenoquine was observed, and concentrations of the metabolite were highest in the WT extensive-metabolizer phenotype. Altogether, this study indicates that CYP 2D metabolism in mice affects tafenoquine pharmacokinetics and could have implications for human tafenoquine pharmacokinetics in polymorphic CYP 2D6 human populations.
Copyright © 2015, American Society for Microbiology. All Rights Reserved.

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Year:  2015        PMID: 25870069      PMCID: PMC4468667          DOI: 10.1128/AAC.00343-15

Source DB:  PubMed          Journal:  Antimicrob Agents Chemother        ISSN: 0066-4804            Impact factor:   5.191


  32 in total

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Journal:  Clin Infect Dis       Date:  2001-11-07       Impact factor: 9.079

2.  Measurement of tafenoquine (WR 238605) in human plasma and venous and capillary blood by high-pressure liquid chromatography.

Authors:  D A Kocisko; D S Walsh; C Eamsila; M D Edstein
Journal:  Ther Drug Monit       Date:  2000-04       Impact factor: 3.681

3.  Pharmacokinetics of primaquine in man. II. Comparison of acute vs chronic dosage in Thai subjects.

Authors:  S A Ward; G W Mihaly; G Edwards; S Looareesuwan; R E Phillips; P Chanthavanich; D A Warrell; M L Orme; A M Breckenridge
Journal:  Br J Clin Pharmacol       Date:  1985-06       Impact factor: 4.335

4.  Population pharmacokinetics of the new antimalarial agent tafenoquine in Thai soldiers.

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Journal:  Br J Clin Pharmacol       Date:  2001-12       Impact factor: 4.335

5.  ESR detection of free radical intermediates during autoxidation of 5-hydroxyprimaquine.

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Journal:  Free Radic Res Commun       Date:  1990

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Journal:  Clin Infect Dis       Date:  2003-02-14       Impact factor: 9.079

7.  Primaquine-induced hemolytic anemia: susceptibility of normal versus glutathione-depleted rat erythrocytes to 5-hydroxyprimaquine.

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Journal:  J Pharmacol Exp Ther       Date:  2004-01-14       Impact factor: 4.030

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Journal:  J Infect Dis       Date:  2004-09-20       Impact factor: 5.226

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Journal:  Br J Clin Pharmacol       Date:  1985-06       Impact factor: 4.335

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Authors:  J Vásquez-Vivar; O Augusto
Journal:  J Biol Chem       Date:  1992-04-05       Impact factor: 5.157

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  14 in total

1.  Tafenoquine: A Step toward Malaria Elimination.

Authors:  Kuan-Yi Lu; Emily R Derbyshire
Journal:  Biochemistry       Date:  2020-02-24       Impact factor: 3.162

2.  Could the Drug Tafenoquine Revolutionize Treatment of Babesia microti Infection?

Authors:  Dana G Mordue; Gary P Wormser
Journal:  J Infect Dis       Date:  2019-07-02       Impact factor: 5.226

3.  Cytochrome P450 2D-mediated metabolism is not necessary for tafenoquine and primaquine to eradicate the erythrocytic stages of Plasmodium berghei.

Authors:  Erin E Milner; Jonathan Berman; Diana Caridha; Samuel P Dickson; Mark Hickman; Patricia J Lee; Sean R Marcsisin; Lisa T Read; Norma Roncal; Brian A Vesely; Lisa H Xie; Jing Zhang; Ping Zhang; Qigui Li
Journal:  Malar J       Date:  2016-12-07       Impact factor: 2.979

4.  Interactions between tafenoquine and artemisinin-combination therapy partner drug in asexual and sexual stage Plasmodium falciparum.

Authors:  Karen Kemirembe; Mynthia Cabrera; Liwang Cui
Journal:  Int J Parasitol Drugs Drug Resist       Date:  2017-03-11       Impact factor: 4.077

5.  Real time PCR detection of common CYP2D6 genetic variants and its application in a Karen population study.

Authors:  Kanokpich Puaprasert; Cindy Chu; Naowarat Saralamba; Nicholas P J Day; Francois Nosten; Nicholas J White; Arjen M Dondorp; Mallika Imwong
Journal:  Malar J       Date:  2018-11-15       Impact factor: 2.979

Review 6.  Drugs in Development for Malaria.

Authors:  Elizabeth A Ashley; Aung Pyae Phyo
Journal:  Drugs       Date:  2018-06       Impact factor: 9.546

Review 7.  Protozoan persister-like cells and drug treatment failure.

Authors:  Michael P Barrett; Dennis E Kyle; L David Sibley; Joshua B Radke; Rick L Tarleton
Journal:  Nat Rev Microbiol       Date:  2019-08-23       Impact factor: 60.633

Review 8.  Tafenoquine and its potential in the treatment and relapse prevention of Plasmodium vivax malaria: the evidence to date.

Authors:  Yehenew A Ebstie; Solomon M Abay; Wondmagegn T Tadesse; Dawit A Ejigu
Journal:  Drug Des Devel Ther       Date:  2016-07-26       Impact factor: 4.162

9.  Tafenoquine treatment of Plasmodium vivax malaria: suggestive evidence that CYP2D6 reduced metabolism is not associated with relapse in the Phase 2b DETECTIVE trial.

Authors:  Pamela L St Jean; Zhengyu Xue; Nick Carter; Gavin C K W Koh; Stephan Duparc; Maxine Taylor; Claire Beaumont; Alejandro Llanos-Cuentas; Ronnatrai Rueangweerayut; Srivicha Krudsood; Justin A Green; Justin P Rubio
Journal:  Malar J       Date:  2016-02-18       Impact factor: 2.979

10.  Metabolism of primaquine in normal human volunteers: investigation of phase I and phase II metabolites from plasma and urine using ultra-high performance liquid chromatography-quadrupole time-of-flight mass spectrometry.

Authors:  Bharathi Avula; Babu L Tekwani; Narayan D Chaurasiya; Pius Fasinu; N P Dhammika Nanayakkara; H M T Bhandara Herath; Yan-Hong Wang; Ji-Yeong Bae; Shabana I Khan; Mahmoud A Elsohly; James D McChesney; Peter A Zimmerman; Ikhlas A Khan; Larry A Walker
Journal:  Malar J       Date:  2018-08-13       Impact factor: 2.979

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