Synthesis and aldose reductase inhibitory activity of 7-sulfamoylxanthone-2-carboxylic acids

J Med Chem. 1980 Nov;23(11):1264-7. doi: 10.1021/jm00185a027.

Abstract

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.

MeSH terms

  • Aldehyde Reductase / antagonists & inhibitors*
  • Animals
  • Chemical Phenomena
  • Chemistry
  • Kinetics
  • Lens, Crystalline / enzymology
  • Male
  • Rabbits
  • Structure-Activity Relationship
  • Sugar Alcohol Dehydrogenases / antagonists & inhibitors*
  • Sulfones / chemical synthesis*
  • Sulfones / pharmacology
  • Xanthenes / chemical synthesis*
  • Xanthenes / pharmacology

Substances

  • Sulfones
  • Xanthenes
  • Sugar Alcohol Dehydrogenases
  • Aldehyde Reductase