Silver N-heterocyclic carbene complexes bearing fluorinated benzyl group: Synthesis, characterization, crystal structure, computational studies, and inhibitory properties against some metabolic enzymes

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dc.authoridGulcin, ilhami/0000-0001-5993-1668
dc.authoridAktaş, Aydın/0000-0001-8496-6782
dc.authoridAygün, Muhittin/0000-0001-9670-9062
dc.authoridTASKIN TOK, Tugba/0000-0002-0064-8400
dc.authoridTaslimi, Parham/0000-0002-3171-0633
dc.authorwosidTaslimi, Parham/AAL-2788-2020
dc.authorwosidGulcin, ilhami/F-1428-2014
dc.authorwosidGök, Yetkin/AAA-5669-2021
dc.authorwosidAktaş, Aydın/J-6194-2019
dc.authorwosidAygün, Muhittin/P-3605-2019
dc.authorwosidTASKIN TOK, Tugba/A-8885-2016
dc.contributor.authorBal, Selma
dc.contributor.authorDemirci, Ozlem
dc.contributor.authorSen, Betul
dc.contributor.authorTaskin Tok, Tugba
dc.contributor.authorTaslimi, Parham
dc.contributor.authorAktas, Aydin
dc.contributor.authorGok, Yetkin
dc.date.accessioned2024-08-04T20:50:14Z
dc.date.available2024-08-04T20:50:14Z
dc.date.issued2021
dc.departmentİnönü Üniversitesien_US
dc.description.abstractA series of the silver N-heterocyclic carbene (NHC) complexes have been synthesized from the reactions between benzimidazolium salts bearing fluorinated benzyl group and Ag2O via the deprotonation method. All Ag(I)NHC complexes were characterized by known spectroscopic techniques (H-1 nuclear magnetic resonance [NMR], C-13 NMR, and Fourier transform infrared [FT-IR]) and elemental analysis. The molecular structures of the two complexes were unambiguously elucidated through single-crystal X-ray diffraction analysis. Namely, X-ray studies show that the coordination geometry around the Ag(I) atom in the case of complex 2c is revealed to be almost linear with C-Ag-Cl angle, whereas in complex 2e, it appears as a nonlinear structure. The inhibitory profiles of these new complexes are investigated on some metabolic enzymes. Representatively, the most potent complex against human carbonic anhydrase isoenzymes I and II (hCAs I and II), 2d, was 1.8 times more potent than standard inhibitor acetazolamide against hCAs I and II. On the other hand, complexes 2c and 2b as most potent compounds against both cholinesterase enzymes was around 5 and 1.6 times more potent than tacrine against acetylcholinesterase (AChE) and butyrylcholinesterase (BChE), respectively. The most active alpha-glucosidase inhibitor 2d had similar activity to acarbose as a standard inhibitor. Furthermore, it confirms its in vitro studies as a result of molecular docking studies for each enzyme with (i) binding energy and inhibition constant values and (ii) the definition of the best conformation and nonbonding interactions of the related complexes (2b, 2c, and 2d) against the different target proteins.en_US
dc.description.sponsorshipInonu University Research Fund [FYL-2020-2279]; Kahramanmara Sutcu Imam University Research Fund [2019/6-23 M]; Dokuz Eylul University [2010.KB.FEN.13]en_US
dc.description.sponsorshipThis study was financially supported by Inonu University Research Fund (Project Code: FYL-2020-2279) and Kahramanmara Sutcu Imam University Research Fund (Project Code: 2019/6-23 M). Dokuz Eylul University for the use of the Oxford Rigaku Xcalibur Eos Diffractometer (purchased under University Research Grant No: 2010.KB.FEN.13) is also greatly acknowledged. The authors also thank Esin Ak Yalcin and the research group for technical assistance.en_US
dc.identifier.doi10.1002/aoc.6312
dc.identifier.issn0268-2605
dc.identifier.issn1099-0739
dc.identifier.issue9en_US
dc.identifier.scopus2-s2.0-85106010962en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://doi.org/10.1002/aoc.6312
dc.identifier.urihttps://hdl.handle.net/11616/99933
dc.identifier.volume35en_US
dc.identifier.wosWOS:000652150900001en_US
dc.identifier.wosqualityQ1en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherWileyen_US
dc.relation.ispartofApplied Organometallic Chemistryen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectcrystal structureen_US
dc.subjectenzyme inhibitionen_US
dc.subjectmolecular dockingen_US
dc.subjectsilver N? heterocyclic carbeneen_US
dc.titleSilver N-heterocyclic carbene complexes bearing fluorinated benzyl group: Synthesis, characterization, crystal structure, computational studies, and inhibitory properties against some metabolic enzymesen_US
dc.typeArticleen_US

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