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

B. Metayer (1) , A. Mingotti (1) , D. Vullo (2) , C. T. Supuran (2) , S. Thibaudeau (1)

1 Chimie de l'eau et traitement de l'eau
2 LCBI-UniFI - Laboratorio di Chimica Bioinorganica [UniFI, Firenze] = Laboratory of Bioinorganic Chemistry [UniFI Florence]

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 tumorassociated hCA IX, without inhibiting the offtarget hCA II, was observed, pointing out to a new mechanism of action compared to classical sulfonamides.

Domaines: Catalyse; Chimie organique; Autre

B. Metayer, A. Mingotti, D. Vullo, C. T. Supuran, S. Thibaudeau. New superacid synthesized (fluorinated) tertiary benzenesulfonamides acting as selective hCA IX inhibitors: toward a new mode of carbonic anhydrase inhibition by sulfonamides. Chemical Communications, 2013, 49, pp.6015. ⟨10.1039/c3cc40858b⟩. ⟨hal-00839261⟩