Benzimidazolium Salts Containing Trifluoromethoxybenzyl: Synthesis, Characterization, Crystal Structure, Molecular Docking Studies and Enzymes Inhibitory Properties

Basit Öğe Kaydı
dc.authoridDemir, Yeliz/0000-0003-3216-1098
dc.authoridTezcan, Burcu/0000-0001-5630-5522
dc.authoridGulcin, ilhami/0000-0001-5993-1668
dc.authoridAygün, Muhittin/0000-0001-9670-9062
dc.authoridTASKIN TOK, Tugba/0000-0002-0064-8400
dc.authoridAktaş, Aydın/0000-0001-8496-6782
dc.authoridHAMIDE, Mahmut/0000-0001-7507-5603
dc.authorwosidDemir, Yeliz/ABI-5719-2020
dc.authorwosidTezcan, Burcu/GSN-1194-2022
dc.authorwosidGulcin, ilhami/F-1428-2014
dc.authorwosidAygün, Muhittin/P-3605-2019
dc.authorwosidTASKIN TOK, Tugba/A-8885-2016
dc.authorwosidGüzel, Bilgehan/D-1464-2018
dc.authorwosidAktaş, Aydın/J-6194-2019
dc.contributor.authorHamide, Mahmut
dc.contributor.authorGok, Yetkin
dc.contributor.authorDemir, Yeliz
dc.contributor.authorSevincek, Resul
dc.contributor.authorTaskin-Tok, Tugba
dc.contributor.authorTezcan, Burcu
dc.contributor.authorAktas, Aydin
dc.date.accessioned2024-08-04T20:53:12Z
dc.date.available2024-08-04T20:53:12Z
dc.date.issued2022
dc.departmentİnönü Üniversitesien_US
dc.description.abstractThe method for producing 4-trifluoromethoxybenzyl substituted benzimidazolium salts is described in this article. The method is based on the reaction of 4-trifluoromethoxybenzyl substituent alkylating agent with 1-alkylbenzimidazole. This method yielded 1-(4-trifluoromethoxybenzyl)-3-alkylbenzimidazolium bromide salts. These benzimidazolium salts were characterized by using H-1-NMR, C-13-NMR, FT-IR spectroscopy, and elemental analysis techniques. The crystal structure of 1f was enlightened by single crystal X-ray diffraction studies. Also, the enzyme inhibition effects of the synthesised compounds were investigated. They demonstrated highly potent inhibition effect on acetylcholinesterase (AChE) and carbonic anhydrases (hCAs) (K-i values are in the range of 7.24 +/- 0.99 to 39.12 +/- 5.66 nM, 5.57 +/- 0.96 to 43.07 +/- 11.76 nM, and 4.38 +/- 0.43 to 18.68 +/- 3.60 nM for AChE, hCA I, and hCA II, respectively). In molecular docking study, the interactions of active compounds showing activity against AChE and hCAs enzymes were examined. The most active compound 1f has -10.90 kcal/mol binding energy value against AChE enzyme, and the potential structure compound 1e, which has activity against hCA I and hCA II enzymes, was -7.51 and -8.93 kcal/mol, respectively.en_US
dc.description.sponsorshipCukurova University Research Fund [FLY-2021-13731]; Dokuz Eylul University for the use of the Oxford Rigaku Xcalibur Eos Diffractometer (purchased under University) [KB.FEN.13]en_US
dc.description.sponsorshipThe authors acknowledge to Cukurova University Research Fund (FLY-2021-13731) for support to carry out this study. 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). Also, the authors thank Esin Aki Yalcin and the research group for technical assistance.en_US
dc.identifier.doi10.1002/cbdv.202200257
dc.identifier.issn1612-1872
dc.identifier.issn1612-1880
dc.identifier.issue12en_US
dc.identifier.pmid36260838en_US
dc.identifier.scopus2-s2.0-85143227667en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://doi.org/10.1002/cbdv.202200257
dc.identifier.urihttps://hdl.handle.net/11616/101031
dc.identifier.volume19en_US
dc.identifier.wosWOS:000883815700001en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.indekslendigikaynakPubMeden_US
dc.language.isoenen_US
dc.publisherWiley-V C H Verlag Gmbhen_US
dc.relation.ispartofChemistry & Biodiversityen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectbenzimidazoliumen_US
dc.subjecttrifluoromethoxybenzylen_US
dc.subjectacetylcholinesteraseen_US
dc.subjectcarbonic anhydrasesen_US
dc.subjectmolecular dockingen_US
dc.titleBenzimidazolium Salts Containing Trifluoromethoxybenzyl: Synthesis, Characterization, Crystal Structure, Molecular Docking Studies and Enzymes Inhibitory Propertiesen_US
dc.typeArticleen_US

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
PubMed İndeksli Yayın Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu