Synthesis, characterization, crystal structure, ?-glycosidase, and acetylcholinesterase inhibitory properties of 1,3-disubstituted benzimidazolium salts

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dc.authoridAygün, Muhittin/0000-0001-9670-9062
dc.authoridGulcin, ilhami/0000-0001-5993-1668
dc.authoridAktaş, Aydın/0000-0001-8496-6782
dc.authorwosidAygün, Muhittin/P-3605-2019
dc.authorwosidGulcin, ilhami/F-1428-2014
dc.authorwosidTaslimi, Parham/AAL-2788-2020
dc.authorwosidDemirci, Özlem/AAE-3937-2021
dc.authorwosidGök, Yetkin/AAA-5669-2021
dc.authorwosidAktaş, Aydın/J-6194-2019
dc.contributor.authorBal, Selma
dc.contributor.authorDemirci, Ozlem
dc.contributor.authorSen, Betul
dc.contributor.authorTaslimi, Parham
dc.contributor.authorAktas, Aydin
dc.contributor.authorGok, Yetkin
dc.contributor.authorAygun, Muhittin
dc.date.accessioned2024-08-04T20:49:13Z
dc.date.available2024-08-04T20:49:13Z
dc.date.issued2021
dc.departmentİnönü Üniversitesien_US
dc.description.abstractChloro-/fluorobenzyl-substituted benzimidazolium salts were synthesized from the reaction of 4-fluorobenzyl/2-chloro-4-fluorobenzyl-substituted benzimidazole and chlorinated aromatic hydrocarbons. They were characterized using various spectroscopic techniques (Fourier-transform infrared and nuclear magnetic resonance) and elemental analysis. In addition, the crystal structures of the complexes 1a -d and 2b were determined by single-crystal X-ray diffraction methods. These compounds were crystallized in the triclinic crystal system with a P-1 space group. The crystal packing of all complexes is dominated by O-HMIDLINE HORIZONTAL ELLIPSISCl hydrogen bonds, which link the water molecules and chloride anions, forming a chloride-water tetrameric cluster. These synthesized salts were found to be effective inhibitors for alpha-glycosidase and acetylcholinesterase (AChE), with K-i values ranging from 45.77 +/- 6.83 to 102.61 +/- 11.56 mu M for alpha-glycosidase and 0.94 +/- 0.14 to 10.24 +/- 1.58 mu M for AChE. AChE converts acetylcholine into choline and acetic acid, thus causing the return of a cholinergic neuron to its resting state. Discovering AChE and alpha-glycosidase inhibitors is one of the important ways to develop new drugs for the treatment of Alzheimer's disease and diabetes.en_US
dc.description.sponsorshipInonu University Research Fund [FYL-2020-2279]; Kahramanmaras Sutcu Imam University Research Fund [FYL-2019/6-23 M]en_US
dc.description.sponsorshipInonu University Research Fund, Grant/Award Number: FYL-2020-2279; Kahramanmaras Sutcu Imam University Research Fund, Grant/Award Number: FYL-2019/6-23 Men_US
dc.identifier.doi10.1002/ardp.202000422
dc.identifier.issn0365-6233
dc.identifier.issn1521-4184
dc.identifier.issue5en_US
dc.identifier.pmid33427318en_US
dc.identifier.scopus2-s2.0-85099085096en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://doi.org/10.1002/ardp.202000422
dc.identifier.urihttps://hdl.handle.net/11616/99707
dc.identifier.volume354en_US
dc.identifier.wosWOS:000606534300001en_US
dc.identifier.wosqualityQ2en_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.ispartofArchiv Der Pharmazieen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectacetylcholinesteraseen_US
dc.subjectalpha-glycosidaseen_US
dc.subjectbenzimidazolium saltsen_US
dc.subjectcrystal structureen_US
dc.subjectfluorobenzyl substituteden_US
dc.titleSynthesis, characterization, crystal structure, ?-glycosidase, and acetylcholinesterase inhibitory properties of 1,3-disubstituted benzimidazolium saltsen_US
dc.typeArticleen_US

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