New 2-hydroxyethyl substituted N-Heterocyclic carbene precursors: Synthesis, characterization, crystal structure and inhibitory properties against carbonic anhydrase and xanthine oxidase

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dc.authoridAteş, Burhan/0000-0001-6080-229X
dc.authoridAktaş, Aydın/0000-0001-8496-6782;
dc.authorwosidNOMA, SAMIR/ABH-1773-2021
dc.authorwosidAteş, Burhan/AAA-3730-2021
dc.authorwosidAktaş, Aydın/J-6194-2019
dc.authorwosidGök, Yetkin/AAA-5669-2021
dc.authorwosidBarut Celepci, Duygu/M-6189-2017
dc.contributor.authorAktas, Aydin
dc.contributor.authorNoma, Samir Abbas Ali
dc.contributor.authorCelepci, Duygu Barut
dc.contributor.authorErdemir, Fatos
dc.contributor.authorGok, Yetkin
dc.contributor.authorAtes, Burhan
dc.date.accessioned2024-08-04T20:45:44Z
dc.date.available2024-08-04T20:45:44Z
dc.date.issued2019
dc.departmentİnönü Üniversitesien_US
dc.description.abstractHere, the synthesis, spectral and the structural studies of 2-hydroxyethyl substituted N-heterocyclic carbene (NHC) precursors and the enzyme inhibition activities of the NHC precursors were investigated against the cytosolic carbonic anhydrase I and II isoenzymes (hCA I and hCA II), and xanthine oxidase (XO). The IC50 values of NHC precursors against these enzymes were determined by spectrophotometric method. The spectra of new NHC precursors have been obtained by using H-1 NMR, C-13 NMR, FTIR spectroscopy and elemental analysis techniques. The structure of a new NHC precursor was established by using single-crystal X-ray diffraction method. The results of inhibition experiment indicated that all 2-hydroxyethyl substituted NHC derivatives showed remarkable inhibition activity toward hCA I, hCA II and XO. The range of IC50 values for hCA I, hCA II and XO inhibition was determined as 0.1565-0.5127, 0.1524-0.5368 and 1.253-5.342 mu M. Especially, trimethylbenzyl derivative of 2-hydroxyethyl substituted NHC precursor has demonstrated high inhibition effect on all studied enzymes due to steric bulk of this substituent. (C) 2019 Elsevier B.V. All rights reserved.en_US
dc.description.sponsorshipInonu University (Turkey) Research Fund [IUBAP FOA-2018-1342]; Dokuz Eylul University [2010.KB.FEN.13]en_US
dc.description.sponsorshipThis work was financially supported by Inonu University (Turkey) Research Fund (IUBAP FOA-2018-1342). The authors acknowledge Inonu University Scientific and Technology Center for the elemental analyses of the compounds and the authors acknowledge the Inonu University Faculty of Science Department of Chemistry for the characterization of compounds. The authors acknowledge Dokuz Eylul University for the use of the Oxford Rigaku Xcalibur Eos Diffractometer (purchased under University Research Grant No: 2010.KB.FEN.13).en_US
dc.identifier.doi10.1016/j.molstruc.2019.02.063
dc.identifier.endpage494en_US
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.scopus2-s2.0-85061959073en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage487en_US
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2019.02.063
dc.identifier.urihttps://hdl.handle.net/11616/98664
dc.identifier.volume1184en_US
dc.identifier.wosWOS:000461047100055en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherElsevier Science Bven_US
dc.relation.ispartofJournal of Molecular Structureen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectCarbonic anhydraseen_US
dc.subjectCrystal structureen_US
dc.subjectEnzyme inhibitionen_US
dc.subjectN-heterocyclic carbene precursoren_US
dc.subjectXanthine oxidaseen_US
dc.titleNew 2-hydroxyethyl substituted N-Heterocyclic carbene precursors: Synthesis, characterization, crystal structure and inhibitory properties against carbonic anhydrase and xanthine oxidaseen_US
dc.typeArticleen_US

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