5-(Tetradecyloxy)-2-furancarboxylic acid and related hypolipidemic fatty acid-like alkyloxyarylcarboxylic acids.
5-(Tetradecyloxy)-2-furancarboxylic acid (91, RMI 14514) was found to lower blood lipids and to inhibit fatty acid synthesis with minimal effects on liver weight and liver fat content. This fatty acid-like compound represents a new class of hypolipidemic agent; it is effective in rats and monkeys. The compound resulted from discovery of hypolipidemic activity in certain beta-keto esters, postulation and confirmation of the corresponding benzoic acids as active metabolites, and systematic exploration of the structure--activity relationships.
D000818:Animals; D002264:Carboxylic Acids / Q000138:chemical synthesis / Q000494:pharmacology; D002784:Cholesterol / Q000096:biosynthesis / Q000097:blood; D002994:Clofibrate / Q000494:pharmacology; D005663:Furans / Q000138:chemical synthesis / Q000494:pharmacology*; D000882:Haplorhini; D000960:Hypolipidemic Agents / Q000138:chemical synthesis*; D008099:Liver / Q000187:drug effects / Q000378:metabolism; D008253:Macaca mulatta; D051381:Rats; D013329:Structure-Activity Relationship; D014280:Triglycerides / Q000096:biosynthesis / Q000097:blood
D002264:Carboxylic Acids; D005663:Furans; D000960:Hypolipidemic Agents; D014280:Triglycerides; C014289:5-(tetradecyloxy)-2-furancarboxylic acid; D002784:Cholesterol; D002994:Clofibrate