title: Inhibitors of glycolic acid oxidase. 4-substituted 2,4-dioxobutanoic acid derivatives.
abstract: Fourteen new 4-substituted 2,4-dioxobutanoic acids have been synthesized. These compounds, all of which contain lipophilic 4-substituents, are potent inhibitors in vitro of porcine liver glycolic acid oxidase. The I50 value of the two most potent representatives, 4-(4'-bromo[1,1'-biphenyl]-4-yl)-2, 4-dioxobutanoic acid (8) and 4-[4'-[[(3,4-dihydro-3-hydroxy-2H-1, 5-benzodioxepin-3-yl)methyl]thio][1,1'-biphenyl]-4-yl]-2, 4-dioxobutanoic acid (13) is 6 X 10(-8)M.
mesh_terms: D000429:Alcohol Oxidoreductases / Q000037:antagonists & inhibitors*; D001713:Biphenyl Compounds; D002087:Butyrates / Q000138:chemical synthesis* / Q000494:pharmacology; D010082:Oxepins
chemical_list: D001713:Biphenyl Compounds; D002087:Butyrates; D010082:Oxepins; C038728:4-(4'-bromo(1,1'-biphenyl)-4-yl)-2,4-dioxobutanoic acid; C038729:4-(4'-(((3,4-dihydro-3-hydroxy-2H-1,5-benzodioxepin-3-yl)methyl)thio)(1,1'-biphenyl)-4-yl)-2,4-dioxobutanoic acid; D000429:Alcohol Oxidoreductases; C020821:glycollate oxidase