Literature DB >> 21533996

Inhibition of 1,4-butanediol metabolism in human liver in vitro.

Daniel Lenz1, Martin Jübner, Katja Bender, Annette Wintermeyer, Justus Beike, Markus A Rothschild, Herbert Käferstein.   

Abstract

The conversion of 1,4-butanediol (1,4-BD) to gamma-hydroxybutyric acid (GHB), a drug of abuse, is most probably catalyzed by alcohol dehydrogenase, and potentially by aldehyde dehydrogenase. The purpose of this study was to investigate the degradation of 1,4-BD in cytosolic supernatant of human liver in vitro, and to verify involvement of the suggested enzymes by means of gas chromatography-mass spectrometry. The coingestion of 1,4-BD and ethanol (EtOH) might cause complex pharmacokinetic interactions in humans. Therefore, the effect of EtOH on 1,4-BD metabolism by human liver was examined in vitro. Additionally, the influence of acetaldehyde (AL), which might inhibit the second step of 1,4-BD degradation, was investigated. In case of a 1,4-BD intoxication, the alcohol dehydrogenase inhibitor fomepizole (4-methylpyrazole, FOM) has been discussed as an antidote preventing the formation of the central nervous system depressing GHB. Besides FOM, we tested pyrazole, disulfiram, and cimetidine as possible inhibitors of the formation of GHB from 1,4-BD catalyzed by human liver enzymes in vitro. The conversion of 1,4-BD to GHB was inhibited competitively by EtOH with an apparent K(i) of 0.56 mM. Therefore, the coingestion of 1,4-BD and EtOH might increase the concentrations and the effects of 1,4-BD itself. By contrast AL accelerated the formation of GHB. All antidotes showed the ability to inhibit the formation of GHB. In comparison FOM showed the highest inhibitory effectiveness. Furthermore, the results confirm strong involvement of ADH in 1,4-BD metabolism by human liver.

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Year:  2011        PMID: 21533996     DOI: 10.1007/s00210-011-0627-9

Source DB:  PubMed          Journal:  Naunyn Schmiedebergs Arch Pharmacol        ISSN: 0028-1298            Impact factor:   3.000


  26 in total

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2.  1,4-Butanediol--a substrate for rat liver and horse liver alcohol dehydrogenases.

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Journal:  Biochem Pharmacol       Date:  1972-04-15       Impact factor: 5.858

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Authors:  H Theorell; T Yonetani; B Sjöberg
Journal:  Acta Chem Scand       Date:  1969

4.  Decreased in vivo rate of ethanol metabolism in the suckLing rat.

Authors:  A Zorzano; E Herrera
Journal:  Alcohol Clin Exp Res       Date:  1989-08       Impact factor: 3.455

5.  Role of disulfiram in the in vitro inhibition of rat liver mitochondrial aldehyde dehydrogenase.

Authors:  M L Shen; J J Lipsky; S Naylor
Journal:  Biochem Pharmacol       Date:  2000-10-01       Impact factor: 5.858

6.  Unusually high concentrations in a fatal GHB case.

Authors:  Pascal Kintz; Marion Villain; Anne-Laure Pélissier; Vincent Cirimele; Georges Leonetti
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7.  Intoxication due to 1,4-butanediol.

Authors:  C Lora-Tamayo; T Tena; A Rodríguez; J R Sancho; E Molina
Journal:  Forensic Sci Int       Date:  2003-05-05       Impact factor: 2.395

8.  Pharmacokinetics of 1,4-butanediol in rats: bioactivation to gamma-hydroxybutyric acid, interaction with ethanol, and oral bioavailability.

Authors:  Ho-Leung Fung; Pei-Suen Tsou; Jurgen B Bulitta; Doanh C Tran; Nathaniel A Page; David Soda; Sun Mi Fung
Journal:  AAPS J       Date:  2008-02-08       Impact factor: 4.009

9.  Measurement of protein using bicinchoninic acid.

Authors:  P K Smith; R I Krohn; G T Hermanson; A K Mallia; F H Gartner; M D Provenzano; E K Fujimoto; N M Goeke; B J Olson; D C Klenk
Journal:  Anal Biochem       Date:  1985-10       Impact factor: 3.365

10.  4-methylpyrazole decreases 1,4-butanediol toxicity by blocking its in vivo biotransformation to gamma-hydroxybutyric acid.

Authors:  Lawrence S Quang; Malhar C Desai; Michael W Shannon; Alan D Woolf; Timothy J Maher
Journal:  Ann N Y Acad Sci       Date:  2004-10       Impact factor: 5.691

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  2 in total

1.  Butanediol Conversion to Gamma-Hydroxybutyrate Markedly Reduced by the Alcohol Dehydrogenase Blocker Fomepizole.

Authors:  Evangelia Liakoni; Hallam Gugelmann; Delia A Dempsey; Timothy J Wiegand; Christopher Havel; Peyton Jacob; Neal L Benowitz
Journal:  Clin Pharmacol Ther       Date:  2019-01-08       Impact factor: 6.875

Review 2.  Clarifying busulfan metabolism and drug interactions to support new therapeutic drug monitoring strategies: a comprehensive review.

Authors:  Alan L Myers; Jitesh D Kawedia; Richard E Champlin; Mark A Kramer; Yago Nieto; Romi Ghose; Borje S Andersson
Journal:  Expert Opin Drug Metab Toxicol       Date:  2017-08-17       Impact factor: 4.481

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