Isolation and identification of 4-hydroxy- and 4-oxoretinoic acid. In vitro metabolites of all-trans-retinoic acid in hamster trachea and liver.
Incubation of [3H]retinoic acid in the presence of hamster liver 10000g supernatant produces several metabolites that are more polar than the parent compound. Two of these metabolites are identical with synthetic all-trans-4-hydroxyretinoic acid and all-trans-4-oxoretinoic acid both in ultraviolet absorption and mass spectral characteristics and in migration rates on two different reverse-phase high-pressure liquid chromatographic systems. The metabolites produced in a cell-free liver incubation reaction also migrate on a high-pressure liquid chromatography column together with metabolites isolated from a tracheal organ culture system. Both the metabolites and the synthetic standards show less biological activity than the parent all-trans-retinoic acid in a tracheal organ culture assay.
D000818:Animals; D001681:Biological Assay; D002851:Chromatography, High Pressure Liquid; D006224:Cricetinae; D005260:Female; D008099:Liver / Q000378:metabolism*; D008297:Male; D013058:Mass Spectrometry; D013056:Spectrophotometry, Ultraviolet; D014132:Trachea / Q000378:metabolism*; D014212:Tretinoin / Q000031:analogs & derivatives / Q000302:isolation & purification / Q000378:metabolism*; D014801:Vitamin A / Q000031:analogs & derivatives*; D014802:Vitamin A Deficiency / Q000378:metabolism
D014801:Vitamin A; C002202:4-oxoretinoic acid; D014212:Tretinoin; C019429:4-hydroxyretinoic acid