We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Synthesis of Azasugar-Sulfonamide conjugates and their Evaluation as Inhibitors of Carbonic Anhydrases: the Azasugar Approach to Selectivity.
- Authors
Pratesi, Debora; Sodini, Andrea; Matassini, Camilla; Cardona, Francesca; Angeli, Andrea; Carta, Fabrizio; Ferraroni, Marta; Supuran, Claudiu T.; Goti, Andrea
- Abstract
Carbonic Anhydrases (CAs; EC 4.2.1.1) are zinc metalloenzymes which play a pivotal role both in physiological and pathological processes in humans (h). Therefore, modulation of the activity of hCAs represents an appealing target for drug development, which is highly challenging due to the large number of isozymes expressed and the requirement in discovery of selective inhibitors. By following the "sugar approach" and in light of our recent disclosure of two selective hCAs inhibitors based on nitrogen containing glycomimetic-sulfonamide conjugates, twelve new azasugar benzenesulfonamides have been synthesized. These compounds were prepared by connecting several benzenesulfonamides to a triazole armed azasugar, varying in the chain length and type of linking moiety (ureido, amido or thioureido) to probe their influence on the inhibition profile. The in vitro biological assays highlighted that such structural changes have remarkable effects on the hCAs inhibition profile. Several new compounds behave as selective inhibitors, and four of them are particularly effective on the therapeutically relevant hCAs II and VII isoforms.
- Subjects
BIOLOGICAL assay; BENZENESULFONAMIDES; METALLOENZYMES; DRUG development; SULFONAMIDES; ISOENZYMES
- Publication
European Journal of Organic Chemistry, 2021, Vol 2021, Issue 18, p2604
- ISSN
1434-193X
- Publication type
Academic Journal
- DOI
10.1002/ejoc.202100250