Document Report Card

Basic Information

ID: ALA1149676

Journal: Bioorg Med Chem Lett

Title: Carbonic anhydrase inhibitors: Selective inhibition of the extracellular, tumor-associated isoforms IX and XII over isozymes I and II with glycosyl-thioureido-sulfonamides.

Authors: Smaine FZ, Winum JY, Montero JL, Regainia Z, Vullo D, Scozzafava A, Supuran CT.

Abstract: A series of glycosyl-thioureido sulfonamides incorporating glucosamine, galactosamine, and mannosamine tails, and sulfanilamide, halogenosulfanilamide, and metanilamide heads was synthesized. Many of the new compounds showed micromolar-submicromolar affinity for the inhibition of the cytosolic isoforms I and II of the metalloenzyme carbonic anhydrase (CA, EC 4.2.1.1), but low nanomolar binding to the tumor-associated isozymes, CA IX and XII. The selectivity ratios for the inhibition of the tumor-associated over the cytosolic isozymes were in the range of 107-955 for the most selective such inhibitors.

CiteXplore: 17646100

DOI: 10.1016/j.bmcl.2007.07.019