New superacid synthesized (fluorinated) tertiary benzenesulfonamides acting as selective hCA IX inhibitors: toward a new mode of carbonic anhydrase inhibition by sulfonamides.

Abstract

Tertiary substituted (fluorinated) benzenesulfonamides were synthesized in superacid HF/SbF5 and tested as inhibitors of human carbonic anhydrases (hCAs, EC 4.2.1.1). Strong selectivity toward tumor-associated hCA IX, without inhibiting the offtarget hCA II, was observed, pointing out to a new mechanism of action compared to classical sulfonamides.

• Authors: Benoît Métayer, Agnès Mingot, Daniella Vullo, Claudiu T Supuran, Sébastien Thibaudeau
• Journal: Chemical communications (Cambridge, England) (Chem Commun (Camb)) Vol. 49 Issue 54 Pg. 6015-7 (Jul 11 2013) ISSN: 1364-548X [Electronic] England
• PMID: 23503420 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't)

Chemical References

• Antigens, Neoplasm
• Carbonic Anhydrase Inhibitors
• Sulfonamides
• Carbonic Anhydrase II
• CA9 protein, human
• Carbonic Anhydrase IX
• Carbonic Anhydrases

Topics

• Antigens, Neoplasm (chemistry, metabolism)
• Carbonic Anhydrase II (antagonists & inhibitors, metabolism)
• Carbonic Anhydrase IX
• Carbonic Anhydrase Inhibitors (chemical synthesis, chemistry, metabolism)
• Carbonic Anhydrases (chemistry, metabolism)
• Humans
• Protein Binding
• Structure-Activity Relationship
• Sulfonamides (chemical synthesis, chemistry, metabolism)