Issue 54, 2013
From the journal:

Chemical Communications

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

Benoît Métayer,a   Agnès Mingot,a   Daniella Vullo,b   Claudiu. T. Supuran*b  and  Sébastien Thibaudeau*a  

* Corresponding authors

a Superacid Group in “Organic Synthesis” Team – Université de Poitiers, CNRS UMR 7285 IC2MP, 4, avenue Michel Brunet, F-86022 Poitiers Cedex, France
E-mail: sebastien.thibaudeau@univ-poitiers.fr
Fax: +33-549453501
Tel: +33-549454588

b Università degli Studi di Firenze, Laboratorio di Chimica Bioinorganica, Rm 188, Via della Lastruccia 3, I-50019 Sesto Fiorentino (Firenze), Italy

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.

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

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Article information

DOI
https://doi.org/10.1039/C3CC40858B
Article type
Communication
Submitted
31 Jan 2013
Accepted
05 Mar 2013
First published
06 Mar 2013

Chem. Commun., 2013,49, 6015-6017

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

B. Métayer, A. Mingot, D. Vullo, Claudiu. T. Supuran and S. Thibaudeau, Chem. Commun., 2013, 49, 6015 DOI: 10.1039/C3CC40858B

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