Synthesis and investigation of inhibition effect of fluorinated sulfonamide derivatives on carbonic anhydrase

Series of perfluoroalkanesulfonamides 1, sodium salt of perfluoroalkanesulfonamides 2 and polyfluoroalkanesulfonamides 3 derivatives were synthesized and characterized by 1H NMR, 13C NMR, 19F NMR, IR and HRMS. Inhibition effects of these compounds on bovine carbonic anhydrase (bCA) and human carbonic anhydrase isoenzyme II (hCA) have been investigated. Comparing IC50 values of the synthesized molecules 1, 2 and 3, it has been found that compound 2b is a more potent inhibitor than acetazolamide on hCA. Moreover 2b does not present cellular toxicity on sheep red globules.

Graphical abstractSeries of perfluoroalkanesulfonamides 1 derivatives were synthesized by reaction of perfluoroalkanesulfonyle fluorides with gaseous ammonia. 1 react with sodium methylate in Et2O/methanol media to give the corresponding sodium salt of perfluoroalkanesulfonamides 2.Figure optionsDownload full-size imageDownload as PowerPoint slide