Ureidobenzenesulfonamides as Selective Carbonic Anhydrase I, IX, and XII Inhibitors.

carbonic anhydrase inhibitor ureidobenzenesulfonamides

Journal

Molecules (Basel, Switzerland)
ISSN: 1420-3049
Titre abrégé: Molecules
Pays: Switzerland
ID NLM: 100964009

Informations de publication

Date de publication:
26 Nov 2023
Historique:
received: 19 09 2023
revised: 30 10 2023
accepted: 23 11 2023
medline: 9 12 2023
pubmed: 9 12 2023
entrez: 9 12 2023
Statut: epublish

Résumé

Sulfonamides remain an important class of drugs, especially because of their inhibitory effects on carbonic anhydrases. Herein, we have synthesized several sulfonamides and tested them for their inhibitory activity against carbonic anhydrases hCA I, hCA II, hCA IX, and hCA XII, respectively. Thereby, biphenyl- and benzylphenyl-substituted sulfonamides showed high selectivity against hCA IX and hCA XII; these enzymes are common targets in the treatment of hypoxic cancers, and noteworthy inhibitory activity was observed for several compounds toward hCA I that might be of interest for future applications to treat cerebral edema. Compound

Identifiants

pubmed: 38067512
pii: molecules28237782
doi: 10.3390/molecules28237782
pmc: PMC10707797
pii:
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Subventions

Organisme : Elettra and BeamLine
ID : 20220596

Références

Eur J Med Chem. 2016 Mar 3;110:259-66
pubmed: 26840366
Future Med Chem. 2023 Jan;15(1):5-7
pubmed: 36636980
Biochemistry. 1998 Jul 28;37(30):10837-45
pubmed: 9692974
Eur J Med Chem. 2017 May 26;132:184-191
pubmed: 28363153
J Comput Chem. 2004 Oct;25(13):1605-12
pubmed: 15264254
Acta Crystallogr D Biol Crystallogr. 1997 May 1;53(Pt 3):240-55
pubmed: 15299926
Med Res Rev. 2008 May;28(3):445-63
pubmed: 17880011
Expert Opin Pharmacother. 2008 Jan;9(1):119-27
pubmed: 18076343
Bioorg Chem. 2019 Oct;91:103123
pubmed: 31336306
Eur J Med Chem. 2018 Jul 15;155:13-23
pubmed: 29852328
Expert Opin Investig Drugs. 2018 Dec;27(12):963-970
pubmed: 30426805
Bioorg Med Chem Lett. 2023 Sep 1;93:129411
pubmed: 37507055
Expert Opin Investig Drugs. 2021 Aug;30(8):797-801
pubmed: 34162295
N Engl J Med. 2021 May 6;384(18):1691-1704
pubmed: 33720637
Bioorg Med Chem. 2017 May 1;25(9):2569-2576
pubmed: 28347633
Proteins. 2003 Feb 15;50(3):437-50
pubmed: 12557186
Molecules. 2018 Apr 30;23(5):
pubmed: 29710858
N Engl J Med. 2023 Jan 5;388(1):9-21
pubmed: 36449413
Expert Opin Investig Drugs. 2021 Dec;30(12):1197-1208
pubmed: 34865569
J Med Chem. 2022 Jan 13;65(1):824-837
pubmed: 34958217
Acta Crystallogr D Biol Crystallogr. 2010 Apr;66(Pt 4):486-501
pubmed: 20383002
J Enzyme Inhib Med Chem. 2019 Dec;34(1):117-123
pubmed: 30362384
Ophthalmology. 2014 Nov;121(11):2081-90
pubmed: 24974815
Neurocrit Care. 2022 Feb;36(1):97-105
pubmed: 34302276
PLoS One. 2015 Mar 26;10(3):e0120958
pubmed: 25811878
Am J Clin Oncol. 2020 Jul;43(7):484-490
pubmed: 32251122
Semin Cancer Biol. 2008 Oct;18(5):330-7
pubmed: 18455429
Bioorg Chem. 2018 Apr;77:411-419
pubmed: 29427856

Auteurs

Toni C Denner (TC)

Organic Chemistry, Martin-Luther University Halle-Wittenberg, Kurt-Mothes, Str. 2, D-06120 Halle (Saale), Germany.

Andrea Angeli (A)

Section of Pharmaceutical Sciences, Neurofarba Department, University of Florence, Via Ugo Schiff 6, Sesto Florentino, 50019 Florence, Italy.

Marta Ferraroni (M)

Department of Chemistry "Ugo Schiff", University of Florence, Via della Lastruccia 3-13, Sesto Fiorentino, 50019 Florence, Italy.

Claudiu T Supuran (CT)

Section of Pharmaceutical Sciences, Neurofarba Department, University of Florence, Via Ugo Schiff 6, Sesto Florentino, 50019 Florence, Italy.

René Csuk (R)

Organic Chemistry, Martin-Luther University Halle-Wittenberg, Kurt-Mothes, Str. 2, D-06120 Halle (Saale), Germany.

Classifications MeSH