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Biomedical subjects

M Horie

Publications and source records attributed to M Horie.

At least 217 records · Page 12Linked to original sources
PubMed1981

Synthesis of selectively 3H or 14C-labeled 2-(4-(2-thienylcarbonyl)phenyl)propionic acid.

2-(4-(2-Thienylcarbonyl)phenyl)propionic acid (suprofen), an anti-inflammatory agent, was labeled with tritium or carbon-14 for the purpose of investigating its metabolic fate in animals. The selectively tritiated suprofen (26.3-32.1 GBq (710-867 mCi)/mmol) was obtained by catalytic dehalogenation of the brominated precursor with 185-370 GBq (5-10 Ci) of tritium gas. The labeled position of the suprofen was confirmed by spectral data of the deuterated suprofen similarly synthesized. On the other hand, suprofen-14C (48.8 MBq (1.4 mCi)/mmol) was obtained by five-step synthesis from toluene [methyl-14C] in a 19% yield.

Anti-Inflammatory Agents↗
PubMed1981

Synthesis of optically active 2-(4-(2-thienylcarbonyl)-phenyl)propionic acid labeled with deuterium.

2-(4-(2-Thienylcarbonyl)phenyl)propionic acid (suprofen), an anti-inflammatory agent, was labeled with multiple-deuterium for the purpose of investigating the metabolism in man and animals by the ion cluster technique. Racemic suprofen-d4 was prepared by ten-stop synthesis from bromobenzene-d5 in a 32% yield, and its deuterium content was 99 atom%. This racemic suprofen-d4 was resolved by use of an optically active alpha-methylbenzylamine, resulting that optically active suprofen-d4 was obtained in a 11% yield and was 96.5 atom% D. On the other hand, suprofen-d7 (99 atom% D) was obtained by five-step synthesis from toulene-d8 and methyl-d3 iodide in a 24% yield.

Anti-Inflammatory Agents↗
PubMed1979

Studies on drug metabolism by use of isotopes. XXIV-Determination of 3-phenylpropyl carbamate metabolites using stable isotope labelling with deuterium or carbon-13.

Metabolism of 3-phenylproply carbamate was investigated by using a stable isotope tracer technique. 3-Phenylpropanol, 3-hydroxy-3-phenylpropanol, 3-hydroxy-3-phenylpropyl carbamate, 2,3-dihydroxy-3-phenylproply carbamate, benzoic acid and hippuric acid were identified as the rat urinary metabolites. Using the dilution analysis, the amounts of metabolites in urine and faeces in rat and man were determined. In rats, 2,3-dihydroxy-3-phenylproply carbamate and 3-phenylpropanol glucuronide were excreted into the urine as the major metabolites of this drug. On the other hand, in man, the major metabolite was hippuric acid and about 30% of the administered dose was excreted as hippuric acid in the 24 h urine. The tracer technique using a singly labelled drug with carbon-13 employed in the present study provided a reliable methods for the analysis of drug metabolites and was comparable with the tracer technique using a multilabelled drug with deuterium.

1-Propanol↗
PubMed1979

Carcinogenic azo dyes--detection of new metabolites of 3'-methyl-4-(methylamino)azobenzene in rat bile.

Metabolism of 3'-methyl-4-(methylamino)azobenzene (3'-Me-MAB) in the rat has been investigated by an ion cluster technique. A mixture of non-labeled and deuterium labeled 3'-Me-MAB in cottonseed oil was administered orally with a stomach tube. After administration, the rat bile was collected for 24 hr and enzymically hydrolyzed. This sample was applied to an Amberlite XAD-2 column and the column was washed with water. The metabolites were eluted with methanol and were separated by thin-layer chromatography. The mass spectrum of each metabolite was measured. By means of this technique, the metabolites oxidized at the 3'-methyl group were newly detected in the bile in addition to the N-demethylated, arly hydroxylated, and their azo-reduced metabolites. The effect of the ring methyl group on the carcinogenic action of aminoazo dyes is also discussed.

Animals↗