Identification of ester glucuronide and sulfate conjugates of 5-hydroxy-6-methoxyindole-2-carboxylic acid and 6-hydroxy-5-methoxyindole-2-carboxylic acid in melanoma urine

J Dermatol Sci. 1990 Jul;1(4):253-9. doi: 10.1016/0923-1811(90)90117-v.

Abstract

HPLC analysis of urine sample from a patient with wide-spread melanoma revealed the presence of unknown indolic compounds at extraordinarily high levels, detectable with electrochemical and/or fluorescent detectors. By enzymic and chemical hydrolyses, they were identified as ester glucuronide and sulfate conjugates of 5-hydroxy-6-methoxyindole-2-carboxylic acid and 6-hydroxy-5-methoxyindole-2-carboxylic acid. Urine samples from B16 melanoma-bearing mice contained the sulfate conjugates but not the ester glucuronide conjugates.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Chromatography, High Pressure Liquid
  • Glucuronates / urine*
  • Humans
  • Indoles / urine*
  • Melanoma / urine*
  • Mice
  • Skin Neoplasms / urine*
  • Sulfates / metabolism*

Substances

  • Glucuronates
  • Indoles
  • Sulfates
  • 5-hydroxy-6-methoxy-2-indolylcarboxylic acid
  • 6-hydroxy-5-methoxy-2-indolylcarboxylic acid