Inhibitory effects of sulfenimides on human and bovine carbonic anhydrase enzymes

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dc.authoridCAKMAK, Sukriye/0000-0002-2221-0098
dc.authoridTAS, OMER/0000-0003-1782-8210
dc.authoridYAKAN, HASAN/0000-0002-4428-4696
dc.authoridOZTURK, SEYHAN/0000-0003-4638-5578
dc.authoridKutuk, Halil/0000-0002-8135-7874
dc.authoridBilir, Gurkan/0000-0003-3526-6610
dc.authoridAksakal, Ercument/0000-0002-6871-8698
dc.contributor.authorYakan, Hasan
dc.contributor.authorBilir, Gurkan
dc.contributor.authorCakmak, Sukriye
dc.contributor.authorTas, Omer
dc.contributor.authorKarakullukcu, Nalan Turkoz
dc.contributor.authorSoydan, Ercan
dc.contributor.authorKutuk, Halil
dc.date.accessioned2025-03-23T19:34:50Z
dc.date.available2025-03-23T19:34:50Z
dc.date.issued2023
dc.departmentSinop Üniversitesi
dc.description.abstractA series of sulfenimide derivatives (1a-i) were investigated as inhibitors of human (hCA-I, hCA-II) and bovine (bCA) carbonic anhydrase enzymes. The compounds were synthesised by the reaction of substituted thiophenols with phthalimide by means of an effective, simple and eco-friendly method and the structures were confirmed by IR, H-1 NMR, C-13 NMR, MS and elemental analysis. All derivatives except for the methyl derivative (1b) exhibited effective inhibitory action at low micromolar concentrations on human isoforms, but only four derivatives (1e, 1f, 1h, 1i) inhibited the bovine enzyme. The bromo derivative (1f) was found to be strongest inhibitor of all three enzymes with KI values of 0.023, 0.044 and 20.57 mu M for hCA-I, hCA-II and bCA, respectively. Results of our study will make valuable contributions to carbonic anhydrase inhibition studies for further investigations since inhibitors of this enzyme are important molecules for medicinal chemistry.
dc.description.sponsorshipOndokuz Mayis University [PYO.FEN.1904.10.024]
dc.description.sponsorshipThis study was supported by Ondokuz Mayis University [Grant No. PYO.FEN.1904.10.024].
dc.identifier.doi10.1080/14756366.2023.2194573
dc.identifier.issn1475-6366
dc.identifier.issn1475-6374
dc.identifier.issue1
dc.identifier.pmid36971264
dc.identifier.scopus2-s2.0-85150978966
dc.identifier.scopusqualityQ1
dc.identifier.urihttps://doi.org/10.1080/14756366.2023.2194573
dc.identifier.urihttps://hdl.handle.net/11486/5747
dc.identifier.volume38
dc.identifier.wosWOS:000952781900001
dc.identifier.wosqualityQ1
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherTaylor & Francis Ltd
dc.relation.ispartofJournal of Enzyme Inhibition and Medicinal Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.snmzKA_WOS_20250323
dc.subjectCarbonic anhydrase
dc.subjectinhibitor
dc.subjectsulfenimide
dc.subjectphthalimide
dc.subjectthiophenol
dc.titleInhibitory effects of sulfenimides on human and bovine carbonic anhydrase enzymes
dc.typeArticle

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