4-(3-Alkyl/benzyl-guanidino)benzenesulfonamides As Selective Carbonic Anhydrase VII Inhibitors

Overview

Journal J Enzyme Inhib Med Chem

Specialty Biochemistry

Date 2022 May 31

PMID 35635139

Authors

Morteza Abdoli

Simone Giovannuzzi

Claudiu T Supuran

Raivis Zalubovskis

Affiliations

Soon will be listed here.

Abstract

The treatment of chronic neuropathic pain remains one of the most challenging of all neurological diseases and very much an art. There exists no consensus for the optimal management of this condition at the moment. Gaining inspiration from recent studies which pointed out the involvement of brain-associated carbonic anhydrase (CA, EC 4.2.1.1) isoform VII in the pathology of various neurodegenerative diseases, which highlighted the relationship between selective inhibition of this isozyme and relieve of neuropathic pain, herein we report the synthesis and CA VII inhibitory activity of novel 4-(3-alkyl/benzyl-guanidino)benzenesulfonamides. Ten benzyl-substituted and five alkyl-substituted 4-guanidinobenzenesulfonamide derivatives were obtained, some of which (, , and ) exhibited satisfactory selectivity towards CA VII over CA I and II, with K-s in the subnanomolar range and good selectivity indexes for inhibiting the target versus the off-target isoforms.

Citing Articles

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PMID: 37583824 PMC: 10424312. DOI: 10.1021/acsmedchemlett.3c00200.

Hydrazinosulfonylation of aryl electrophiles: a straightforward approach for the synthesis of aryl -aminosulfonamides.

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Inhibition Studies on Human and Mycobacterial Carbonic Anhydrases with -((4-Sulfamoylphenyl)carbamothioyl) Amides.

Abdoli M, Bonardi A, Paoletti N, Aspatwar A, Parkkila S, Gratteri P Molecules. 2023; 28(10).

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2-((1H-Benzo[d]imidazol-2-yl)amino)benzo[d]thiazole-6-sulphonamides: a class of carbonic anhydrase II and VII-selective inhibitors.

Abdoli M, Supuran C, Zalubovskis R J Enzyme Inhib Med Chem. 2023; 38(1):2174981.

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Novel thiazolone-benzenesulphonamide inhibitors of human and bacterial carbonic anhydrases.

Abdoli M, De Luca V, Capasso C, Supuran C, Zalubovskis R J Enzyme Inhib Med Chem. 2023; 38(1):2163243.

PMID: 36629426 PMC: 9848287. DOI: 10.1080/14756366.2022.2163243.

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