STUDIES ON CONJUGATION OF S³⁵-SULFATE WITH PHENOLIC COMPOUNDS

IV. METABOLISM OF o-CRESOL, m-CRESOL, SALICYLALDEHYDE, SALICYLIC ACID, TOLUENE, BENZOIC ACID AND RELATED SUBSTANCES IN RAT LIVER

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1. A study has been made of the sulfate conjugation of o-cresol, m-cresol, salicylaldehyde, salicylic acid, toluene, benzoic acid and the related substances in rat liver using S³⁵-sulfate. Paper chromatography and radioautography have been adopted to examine the conjugates.
2. There have been found various sulfate conjugates related to the above substances. The identities of the conjugates were deduced or interpreted from a comparison of their Rf values with those of reference or related compounds.
3. It has been shown that most of the o-cresol added could not be metabolized to salicylaldehyde and a considerable part was hydroxylated at the para-direction of hydroxyl group. Only a trace of o-cresol was thought to be converted to saligenin with liver slices.
4. Salicylic acid in itself was not conjugated, but when oxidized to 2, 5-dihydroxvbenzoic acid, it was conjugated.
5. Salicylaldehyde was conjugated with sulfate and, when conjugated, it was oxidized to the conjugate of the salicylic acid even with the supernatant of rat liver homogenate.
6. The sulfate conjugation of ethyl salicylate and salicylaminde has been demonstrated.
7. Toluene gave distinct conjugates and benzoic acid a faint one. Toluene seemed to be hydroxylated in the course of its metabolism but its quantity was small.
8. m-Cresol was easy to be hydroxylated to 2, 5-dihydroxytoluene and also showed a spot which could be interpreted as the sulfate conjugate of m-hydroxybenzyl alcohol with rat liver homogenate and slices.