Metabolism of Linoleamides: I. Absorption, Excretion and Metabolism ofN-(α-Methylbenzyl)linoleamide in Rat and Man

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Abstract
1. In urine of rats dosed with N-(α-methylbenzyl)linoleamide (MBLA), three dicarboxylic acid monoamides, N-(α-methylbenzyl)succinic acid mono-amide, N-(α-methylbenzyl)glutaric acid monoamide and N-(α-methylbenzyl) adipic acid monoamide, were identified. Conjugated α-methylbenzylamine, hippuric acid and conjugates of the dicarboxylic acid monoamides were also found in the urine. N-(α-Methylbenzyl)succinic acid monoamide was the main metabolite in rats. 2. Biliary excretion of radioactivity was studied in rats, cannulated for collection of bile and duodenal infusion, after oral administration of N-(α-methyl-benzyl)[1-14C]linoleamide. With constant duodenal infusion of bile, about 7% of the dose was excreted in the bile, while excretion of radioactivity was negligible without bile infusion. 3. The g.l.c. analysis of human urine after oral administration of MBLA revealed that two dicarboxylic acid monoamides were present and N-(α-methyl-benzyl)succinic acid monoamide was the main metabolite. 4. MBLA was excreted unchanged in the faeces of men who received MBLA to the extent of about 53% dose in 3 days. 5. MBLA was not detected (< 1 μg/ml) in the serum of a volunteer who had been taking an oral daily dose of 1500 mg of MBLA for 3 months.