Synthesis of Thiazole-methylsulfonyl Derivatives, X-ray Study, and Investigation of Their Carbonic Anhydrase Activities: In Vitro and In Silico Potentials

Basit Öğe Kaydı
dc.authoridcelik, ismail/0000-0002-8146-1663
dc.contributor.authorMaryam, Zahra
dc.contributor.authorIsik, Aysen
dc.contributor.authorBagci, Emine Rana
dc.contributor.authorYildiz, Maksut
dc.contributor.authorUnver, Hakan
dc.contributor.authorKocyigit, U''mit M.
dc.contributor.authorKirilmaz, Burak
dc.date.accessioned2025-05-04T16:46:57Z
dc.date.available2025-05-04T16:46:57Z
dc.date.issued2025
dc.departmentSivas Cumhuriyet Üniversitesi
dc.description.abstractThis study focused on the design, synthesis, chemical characterization, and potential inhibitory study of thiazole-methylsulfonyl derivatives against carbonic anhydrase enzymes. The synthesized compounds, with the characteristics of both the thiazole ring and methyl sulfonyl group, were synthesized through a two-step scheme, and their structures were confirmed through NMR spectroscopy and HRMS. Additionally, the structure of compound 2b was elucidated by an X-ray study. An enzyme inhibition assay was performed to assess their biological activity against carbonic anhydrases, and the compounds showed promising results against carbonic anhydrases I and II, highlighting their potential for specificity and targeted therapy. The effects of these molecules on in vitro enzyme activities were investigated by spectrophotometric methods. For this purpose, the concentrations (IC50 values) of compounds that inhibited the biological activities of carbonic anhydrase isoenzymes (hCA I and hCA II) by 50% were calculated. The IC50 values were found between 39.38-198.04 mu M (AAZ IC50 = 18.11 mu M) for hCA I and 39.16-86.64 mu M (AAZ IC50 = 20.65 mu M). Molecular docking studies have shown that compounds 2a and 2h exhibit stable interaction networks with targeted enzymes. The combinations of both studies, enzyme inhibition assay and molecular docking studies, thus enlighten the significance of these compounds for further optimization for pharmacological profiling and for developing therapeutic agents against carbonic anhydrase. Moreover, the study provides insight for future research on the synthesis of heterocyclic compounds against carbonic anhydrase for therapeutic applications.
dc.description.sponsorshipAnadolu niversitesi [YTT-2024-2688]; Anadolu University Scientific Research Projects Coordination Unit; Scientific and Technological Research Application and Research Center, Sinop University, Turkey
dc.description.sponsorshipThis work has been supported by Anadolu University Scientific Research Projects Coordination Unit under grant number YTT-2024-2688. The authors acknowledge the Scientific and Technological Research Application and Research Center, Sinop University, Turkey, for the use of the Bruker D8 QUEST diffractometer.
dc.identifier.doi10.1021/acsomega.5c00509
dc.identifier.endpage13594
dc.identifier.issn2470-1343
dc.identifier.issue13
dc.identifier.pmid40224458
dc.identifier.scopus2-s2.0-105002368662
dc.identifier.scopusqualityQ1
dc.identifier.startpage13583
dc.identifier.urihttps://doi.org/10.1021/acsomega.5c00509
dc.identifier.urihttps://hdl.handle.net/20.500.12418/35429
dc.identifier.volume10
dc.identifier.wosWOS:001454531300001
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.indekslendigikaynakPubMed
dc.language.isoen
dc.publisherAmer Chemical Soc
dc.relation.ispartofAcs Omega
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/openAccess
dc.snmzKA_WOS_20250504
dc.subjectBenzimidazole Derivatives
dc.subjectInhibitors
dc.subjectDocking
dc.titleSynthesis of Thiazole-methylsulfonyl Derivatives, X-ray Study, and Investigation of Their Carbonic Anhydrase Activities: In Vitro and In Silico Potentials
dc.typeArticle

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
PubMed İndeksli Yayınlar Koleksyonu
Scopus İndeksli Yayınlar Koleksiyonu