Benzenesulfonamides Incorporating Hydantoin Moieties Effectively Inhibit Eukaryoticand Human Carbonic Anhydrases

Overview

Journal Int J Mol Sci

Publisher MDPI

Specialties Biochemistry
Chemistry
Molecular Biology

Date 2022 Nov 26

PMID 36430592

Authors

Morteza Abdoli

Viviana De Luca

Clemente Capasso

Claudiu T Supuran

Raivis Zalubovskis

Affiliations

Soon will be listed here.

Abstract

A series of novel 1-(4-benzenesulfonamide)-3-alkyl/benzyl-hydantoin derivatives were synthesized and evaluated for the inhibition of eukaryotic and human carbonic anhydrases (CAs, EC 4.2.1.1). The prepared compounds were screened for their hCA inhibitory activities against three cytosolic isoforms as well as two β-CAs from fungal pathogens. The best inhibition was observed against hCA II and VII as well as enzyme CgNce103. hCA I and MgCA enzymes were, on the other hand, less effectively inhibited by these compounds. The inhibitory potency of these compounds against CAs was found to be dependent on the electronic and steric effects of substituent groups on the N3-position of the hydantoin ring, which included alkyl, alkenyl and substituted benzyl moieties. The interesting results against CgNce103 make the compounds of interest for investigations in vivo as potential antifungals.

Citing Articles

Inhibition Profiles of Some Novel Sulfonamide-Incorporated α-Aminophosphonates on Human Carbonic Anhydrases.

Sobati M, Abdoli M, Bonardi A, Gratteri P, Supuran C, Zalubovskis R ACS Med Chem Lett. 2023; 14(8):1067-1072.

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

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).

PMID: 37241761 PMC: 10222120. DOI: 10.3390/molecules28104020.

Progress of Section "Biochemistry" in 2022.

Supuran C Int J Mol Sci. 2023; 24(6).

PMID: 36982946 PMC: 10056791. DOI: 10.3390/ijms24065873.

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.

PMID: 36762550 PMC: 9930818. DOI: 10.1080/14756366.2023.2174981.

Click chemistry approaches for developing carbonic anhydrase inhibitors and their applications.

Angeli A, Supuran C J Enzyme Inhib Med Chem. 2023; 38(1):2166503.

PMID: 36637011 PMC: 9848362. DOI: 10.1080/14756366.2023.2166503.

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