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Urinary Excretion of Free and Conjugated Forms of 3-Hydroxyanthranilic Acid¹

Department of Medical Chemistry, National Institute of Hygienic Sciences, Kamiyoga, Setagaya-Ku, Tokyo, Japan

Urinary excretion of free and conjugated forms (glucuronide and sulfuric ester) of 3-hydroxyanthranilic acid, a metabolite of tryptophan which is suspected to have carcinogenic action, was studied. The patterns of excretion of these three substances in the urine of humans, rats, and guinea pigs were determined by fluorometry. The conjugated forms were estimated after separation by stepwise elution from diethylaminoethyl Sephadex column chromatography and thin-layer chromatography. Hydrolysis of these conjugated forms added to the urine was also studied.

The patterns of urinary excretion of these compounds change markedly in different animal species. The compounds excreted were mainly a nonconjugated form in humans, the sulfuric ester in rats, and the glucuronide in guinea pigs. When tryptophan was administered, the nonconjugated form increased mainly in humans while the sulfuric ester increased mainly in rats. No marked increase of the metabolites was found in guinea pigs. On the other hand, there was no significant decrease in the conjugated forms that were added to the urines, except in the case of the glucuronide in rat urine.

¹ This work was supported by a grant-in-aid for Scientific Research from the Ministry of Education of Japan.

Received 3/10/72. Accepted 6/ 5/72.