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Identification and determination of urinary metabolites of 2-isopropylnaphthalene in rabbits

  • Toshiya Honda
  • Akira Fukada
  • Morio Kiyozumi
  • Shoji Kojima
Original Papers

Summary

Four unconjugated metabolites, which were produced through the oxidation of the isopropyl chain of 2-isopropylnaphthalene (2-IPN), were isolated from the urine of rabbits receiving 2-IPN orally and identified: 2-(2-naphthyl)propionic acid, 2-(2-naphthyl)-2-propanol, 2-(2-naphthyl)-1,2-propanediol, and 2-(2-naphthyl)-2-hydroxypropionic acid, together with a small amount of the unchanged compound. Further, the unconjugated metabolites, which were produced through the oxidation of the naphthalene ring, were isolated and identified: 2-isopropylnaphthols and 2-isopropyl-5,6 (or 7,8)-dihydronaphthalene-5,6 (or 7,8)-diol. The identification of these metabolites was made by means of TLC, GLC, MS, IR, GC/MS, and FT-NMR. The presence of glucuronides of metabolites B, C, D, F, and H was also suggested by TLC and GLC of the extract obtained after hydrolysis by β-glucuronidase. In addition, quantitative determination of the metabolites indicated that the total urinary excretion of the metabolites except 2-isopropylnaphthols in 24 hr after administration was about 29% of the dose.

Key words

2-Isopropylnaphthalene metabolites rabbit 

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Copyright information

© Springer-Verlag 1987

Authors and Affiliations

  • Toshiya Honda
    • 1
  • Akira Fukada
    • 1
  • Morio Kiyozumi
    • 1
  • Shoji Kojima
    • 1
  1. 1.Faculty of pharmaceutical SciencesKumamoto UniversityKumamotoJapan

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