Isolation and Identification of Three Urinary Metabolites of Retinoic Acid in the Rat
| Autor: | Gerhard Englert, Walter Meister, Felix Bigler, Ralph Hänni |
|---|---|
| Rok vydání: | 1976 |
| Předmět: |
Male
Chromatography Chemistry Microgram Urinary system Metabolite Organic Chemistry Retinoic acid Cyclohexene Tretinoin Mass spectrometry Biochemistry Catalysis Rats Inorganic Chemistry chemistry.chemical_compound Drug Discovery High doses Side chain Animals Physical and Theoretical Chemistry Vitamin A |
| Zdroj: | Helvetica Chimica Acta. 59:2221-2227 |
| ISSN: | 0018-019X |
| DOI: | 10.1002/hlca.19760590636 |
| Popis: | After the intraperitoneal administration of high doses of 14C- and 3H-labelled retinoic acid (1) to rats three major urinary metabolites have been isolated in microgram amounts by use of column, thin-layer and high-pressure liquid chromatography. Their structures were elucidated by mass spectroscopy and Fourier transform 1H-NMR. spectroscopy as 2 (5-methyl-5-[2-(2,6,6-trimethyl-3-oxo-1-cyclohexen-1-yl)vinyl]-2-tetrahydrofuranone), 3 (5-[2-(6-hydroxymethyl-2,6-dimethyl-3-oxo-1-cyclohexen-1-yl)vinyl]-5-methyl-2-tetrahydrofuranone) and 4 (6-(6-hydroxymethyl-2,6-dimethyl-3-oxo-1-cyclohexen-1-yl)-4-methyl-4-hexenoic acid). In these metabolites the tetraene side chain of 1 is shortened and the cyclohexene ring oxidized. The radioactivity of 2 and 3 accounted for about 10% (0.9% of the dose) each, metabolite 4 for about 6% (0.5% of the dose) of the total urinary radioactivity. |
| Databáze: | OpenAIRE |
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