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Research ArticleArticle

Application of Directly Coupled High Performance Liquid Chromatography-NMR-Mass Spectometry and 1H NMR Spectroscopic Studies to the Investigation of 2,3-Benzofuran Metabolism in Sprague-Dawley Rats

John C. Connelly, Susan C. Connor, Soria Monte, Nigel J.C. Bailey, Nathan Borgeaud, Elaine Holmes, Jeff Troke, Jeremy K. Nicholson and Claire L. Gavaghan
Drug Metabolism and Disposition December 2002, 30 (12) 1357-1363; DOI: https://doi.org/10.1124/dmd.30.12.1357
John C. Connelly
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Susan C. Connor
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Soria Monte
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Nigel J.C. Bailey
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Nathan Borgeaud
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Elaine Holmes
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Jeff Troke
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Jeremy K. Nicholson
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Claire L. Gavaghan
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Abstract

The urinary excretion of metabolites of 2,3-benzofuran was studied in Sprague-Dawley rats (n = 5) given a single dose of 150 mg/kg i.p. Urine samples were collected at defined intervals up to 7 days postdose and analyzed using 1H NMR and directly coupled high performance liquid chromatography (HPLC)-NMR, HPLC-(mass spectrometry) MS and HPLC-MS-NMR methods. The principal metabolites were determined to be 2-hydroxyphenylacetic acid and 2-(2-hydroxyethyl)phenyl hydrogen sulfate, representing 24.3 ± 6.0% and 19.6 ± 6.4% of the dose, respectively. This indicates that metabolism of benzofuran to the polar species excreted in urine involves cleavage of the furan ring.

Footnotes

  • ↵1 Present address: Metabometrix Limited, RSM Prince Consort Road, London, SW7 2BP, UK

  • ↵2 Present address: Department of Safety Assessment, GlaxoSmithKline Pharmaceuticals, Ware, Herts, SG12 0DP, UK.

  • ↵3 Present address: Department of Analytical Sciences, New Frontiers Science Park, Third Avenue, Harlow, Essex CM19 5AW, UK.

  • This study was supported by GlaxoSmithKline Pharmaceuticals.

  • Abbreviations used are::
    BF
    2,3-benzofuran
    HPLC
    high performance liquid chromatography
    MS
    mass spectrometry
    LC
    liquid chromatography
    SD
    Sprague-Dawley
    SPEC
    solid phase extraction chromatography
    xD
    1 or 2 dimension(s)
    FID
    free induction decays
    COSY
    correlation spectroscopy
    MS-MS
    tandem mass spectrometry
    metabolite A
    2-(2-hydroxyphenyl) acetic acid
    metabolite B
    2-(2-hydroxyethyl)phenyl hydrogen sulfate
    2-HEP
    2-(2-hydroxyethyl)phenol
    p.d.
    postdose
    • Received May 17, 2002.
    • Accepted August 26, 2002.
  • The American Society for Pharmacology and Experimental Therapeutics
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Drug Metabolism and Disposition: 30 (12)
Drug Metabolism and Disposition
Vol. 30, Issue 12
1 Dec 2002
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Research ArticleArticle

Application of Directly Coupled High Performance Liquid Chromatography-NMR-Mass Spectometry and 1H NMR Spectroscopic Studies to the Investigation of 2,3-Benzofuran Metabolism in Sprague-Dawley Rats

John C. Connelly, Susan C. Connor, Soria Monte, Nigel J.C. Bailey, Nathan Borgeaud, Elaine Holmes, Jeff Troke, Jeremy K. Nicholson and Claire L. Gavaghan
Drug Metabolism and Disposition December 1, 2002, 30 (12) 1357-1363; DOI: https://doi.org/10.1124/dmd.30.12.1357

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Research ArticleArticle

Application of Directly Coupled High Performance Liquid Chromatography-NMR-Mass Spectometry and 1H NMR Spectroscopic Studies to the Investigation of 2,3-Benzofuran Metabolism in Sprague-Dawley Rats

John C. Connelly, Susan C. Connor, Soria Monte, Nigel J.C. Bailey, Nathan Borgeaud, Elaine Holmes, Jeff Troke, Jeremy K. Nicholson and Claire L. Gavaghan
Drug Metabolism and Disposition December 1, 2002, 30 (12) 1357-1363; DOI: https://doi.org/10.1124/dmd.30.12.1357
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