Novel amine-functionalized benzimidazolium salts: Synthesis, characterization, bioactivity, and molecular docking studies

Basit Öğe Kaydı
dc.authoridGulcin, ilhami/0000-0001-5993-1668
dc.authoridKaraman, Muhammet/0000-0002-0155-3390
dc.authoridÖzdemir, İsmail/0000-0001-6325-0216
dc.authoridTaslimi, Parham/0000-0002-3171-0633
dc.authorwosidTaslimi, Parham/AAL-2788-2020
dc.authorwosidGulcin, ilhami/F-1428-2014
dc.authorwosidKaraman, Muhammet/AAG-4541-2019
dc.authorwosidÖzdemir, İsmail/ABI-5192-2020
dc.contributor.authorYigit, Murat
dc.contributor.authorYigit, Beyhan
dc.contributor.authorTaslimi, Parham
dc.contributor.authorOzdemir, Ismail
dc.contributor.authorKaraman, Muhammet
dc.contributor.authorGulcin, Ilhami
dc.date.accessioned2024-08-04T20:47:05Z
dc.date.available2024-08-04T20:47:05Z
dc.date.issued2020
dc.departmentİnönü Üniversitesien_US
dc.description.abstractA series of amine-tethered benzimidazolium salts were synthesized by the reactions between 1-(1-methyl-2-dimethylaminoethyl)benzimidazole and various alkyl halides. The characterization of the newly synthesized salts was done by spectroscopic methods. Also, 2e, 2f, and 2h have been docked into the catalytic active site hCA I, hCA II, AChE, BChE, and alpha-glycosidase enzymes. We have identified high binding affinity and explained inhibition mechanism of the compounds against the enzymes. These novel amine-functionalized benzimidazolium salts derivatives were good inhibitor compounds of the aglycosidase, hCA I and II isoforms, and both cholinesterase enzymes with K-i values in the range of 0.63 +/- 0.05-3.63 +/- 0.83 nM for a-glycosidase, 8.42 +/- 1.03-27.04 +/- 3.74 nM for hCA I, 7.94 +/- 0.74 - 21.82 +/- 5.81 nM for hCA II, 136.38 +/- 19.55-247.34 +/- 34.06 nM for BChE, and 124.24 +/- 13.94 - 283.55 +/- 54.06 nM for AChE, respectively. Among the inhibitors, 2e, 2e, 2f, 2f, and 2h were obtained to be the excellent inhibitors with Ki values of 8.42 +/- 1.03, 7.94 +/- 0.74,124.24 +/- 13.94,136.38 +/- 19.55, and 0.63 +/- 0.05 nM for hCA I, hCA II, AChE, BChE, alpha-glycosidase enzymes, respectively. The ability to model some metabolic enzymes receptors and theirs inhibitors in silico are important because they can save valuable resources and help to rationalize the mode of binding, and to design better inhibitors. (C) 2020 Elsevier B.V. All rights reserved.en_US
dc.identifier.doi10.1016/j.molstruc.2020.127802
dc.identifier.issn0022-2860
dc.identifier.issn1872-8014
dc.identifier.scopus2-s2.0-85078423221en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://doi.org/10.1016/j.molstruc.2020.127802
dc.identifier.urihttps://hdl.handle.net/11616/99158
dc.identifier.volume1207en_US
dc.identifier.wosWOS:000517790600028en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherElsevieren_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.subjectN-Heterocyclic carbeneen_US
dc.subjectBenzimidazolium salten_US
dc.subjectEnzyme inhibitionen_US
dc.subjectMolecular dockingen_US
dc.titleNovel amine-functionalized benzimidazolium salts: Synthesis, characterization, bioactivity, and molecular docking studiesen_US
dc.typeArticleen_US

Dosyalar

Koleksiyon

WoS İndeksli Yayınlar Koleksiyonu
Scopus İndeksli Yayınlar Koleksiyonu