Carbonic anhydrases inhibitory effects of new benzenesulfonamides synthesized by using superacid chemistry

J Enzyme Inhib Med Chem. 2012 Dec;27(6):886-91. doi: 10.3109/14756366.2011.638921. Epub 2011 Dec 14.

Abstract

A series of benzofused sultams and fluorinated benzenesulfonamides were synthesized in superacid HF/SbF(5) from simple N-allylic derivatives. Almost all of these original compounds showed micromolar inhibitory activities against carbonic anhydrases I and II. The fluorinated derivatives inhibit better the tumor-associated isoforms IX and XII, and one of the tested compounds showed inhibition in the nanomolar range.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antimony / chemistry*
  • Carbonic Anhydrase Inhibitors / chemical synthesis*
  • Carbonic Anhydrase Inhibitors / chemistry
  • Carbonic Anhydrases / chemistry*
  • Fluorides / chemistry*
  • Halogenation
  • Humans
  • Hydrofluoric Acid / chemistry*
  • Isoenzymes / antagonists & inhibitors
  • Isoenzymes / chemistry
  • Kinetics
  • Magnetic Resonance Spectroscopy
  • Neoplasm Proteins / antagonists & inhibitors*
  • Neoplasm Proteins / chemistry
  • Solutions
  • Sulfonamides / chemical synthesis*
  • Sulfonamides / chemistry

Substances

  • Carbonic Anhydrase Inhibitors
  • Isoenzymes
  • Neoplasm Proteins
  • Solutions
  • Sulfonamides
  • antimony pentafluoride
  • Antimony
  • Carbonic Anhydrases
  • Fluorides
  • Hydrofluoric Acid