SYNTHESIS AND HYPOLIPIDEMIC ACTIVITY OF NOVEL 4-OXO-4H-BENZOPYRAN-2-PHENYLALKANOIC AND 4-THIOXO-4H-BENZOPYRAN-2-PHENYLALKANOIC ACIDS AND ESTERS

Novel 4-oxo- and 4-thioxo-4H-benzopyran-2-phenylalkanoic acids and esters have been prepared and evaluated for their hypolipidemic activity. Among these compounds 3'-alkanoyl derivatives show superior activity, decreasing total cholesterol, triglycerides and phospholipids in the serum of mice treated with Triton WR 1339. Introduction of a methyl group in the 4-oxo-4H-benzopyran system greatly decreases the-activity. Propionic acid derivatives are less active than the acetic acid derivatives. On the other hand, methyl substitution in the 4-thioxo compounds leads to an increase in activity. Methyl and ethyl esters of 3-carboxymethylflavone (7f, 3b) and 3-carboxymethyl-6-methylthioflavone (8o, 8b) are the most active compounds.