Synthesis and aldose reductase inhibitory activity of 7-sulfamoylxanthone-2-carboxylic acids.
A series of xanthone-2-carboxylic acids substituted in the 7 position with sulfamoyl and other groups was synthesized and assayed in vitro for inhibition of aldose reductase isolated from rabbit lenses. At a concentration of 10(-6) M, the N-methyl-N-(2-hydroxyethyl)sulfamoyl derivative 14 produced an 83% inhibition of aldose reductase. The structural requirements for this type of activity are discussed.
D000449:Aldehyde Reductase / Q000037:antagonists & inhibitors*; D000818:Animals; D055598:Chemical Phenomena; D002621:Chemistry; D007700:Kinetics; D007908:Lens, Crystalline / Q000201:enzymology; D008297:Male; D011817:Rabbits; D013329:Structure-Activity Relationship; D013401:Sugar Alcohol Dehydrogenases / Q000037:antagonists & inhibitors*; D013450:Sulfones / Q000138:chemical synthesis* / Q000494:pharmacology; D014966:Xanthenes / Q000138:chemical synthesis* / Q000494:pharmacology
D013450:Sulfones; D014966:Xanthenes; D013401:Sugar Alcohol Dehydrogenases; D000449:Aldehyde Reductase