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.

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.