A series of substituted pyrrolidines and piperidines were synthesized using superacid HF/SbF5 chemistry. Investigated as inhibitors of several human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms, i.e. the cytosolic hCA I and II as well as the tumor-associated transmembrane isoforms hCA IX and XII, these compounds showed a never yet reported selectivity toward the human carbonic anhydrase hCA II. In the tertiary benzenesulfonamide family, this class of inhibitors points out a new mechanism of action for human carbonic anhydrase II inhibition.

Fluorinated pyrrolidines and piperidines incorporating tertiary benzenesulfonamide moieties are selective carbonic anhydrase II inhibitors / Le Darz, Alexandre; Mingot, Agnès; Bouazza, Fodil; Castelli, Ugo; Karam, Omar; Tanc, Muhammet; Supuran, Claudiu T.; Thibaudeau, Sébastien. - In: JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY. - ISSN 1475-6366. - STAMPA. - 30:(2015), pp. 737-745. [10.3109/14756366.2014.963072]

Fluorinated pyrrolidines and piperidines incorporating tertiary benzenesulfonamide moieties are selective carbonic anhydrase II inhibitors

TANC, MUHAMMET;SUPURAN, CLAUDIU TRANDAFIR;
2015

Abstract

A series of substituted pyrrolidines and piperidines were synthesized using superacid HF/SbF5 chemistry. Investigated as inhibitors of several human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms, i.e. the cytosolic hCA I and II as well as the tumor-associated transmembrane isoforms hCA IX and XII, these compounds showed a never yet reported selectivity toward the human carbonic anhydrase hCA II. In the tertiary benzenesulfonamide family, this class of inhibitors points out a new mechanism of action for human carbonic anhydrase II inhibition.
2015
30
737
745
Le Darz, Alexandre; Mingot, Agnès; Bouazza, Fodil; Castelli, Ugo; Karam, Omar; Tanc, Muhammet; Supuran, Claudiu T.; Thibaudeau, Sébastien
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Utilizza questo identificatore per citare o creare un link a questa risorsa: https://hdl.handle.net/2158/1009180
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