Microwave-assisted synthesis of 1-substituted-1H-benzimidazolium salts: Non-competitive inhibition of human carbonic anhydrase I and II

dc.authoridALICI, Bulent/0000-0001-5009-3223
dc.authoridGençer, Nahit/0000-0001-7092-8857
dc.authoridGençer, Nahit/0000-0001-7092-8857
dc.authoridKarataş, Mert Olgun/0000-0001-8500-2088
dc.authoridÖzdemir, Namık/0000-0003-3371-9874
dc.authoridErgün, Adem/0000-0003-4647-6058
dc.authoridcıkla, ışın kılıç/0000-0002-2407-0244
dc.authorwosidALICI, Bulent/AAG-4203-2019
dc.authorwosidGençer, Nahit/HHD-1544-2022
dc.authorwosidGençer, Nahit/AAG-4507-2019
dc.authorwosidKarataş, Mert Olgun/ABG-7848-2020
dc.authorwosidÖzdemir, Namık/J-6434-2015
dc.authorwosidErgün, Adem/AAC-1751-2022
dc.authorwosidcıkla, ışın kılıç/ABB-3913-2021
dc.contributor.authorKarlik, Ozgul
dc.contributor.authorGencer, Nahit
dc.contributor.authorKaratas, Mert O.
dc.contributor.authorErgun, Adem
dc.contributor.authorCikrikci, Kubra
dc.contributor.authorArslan, Oktay
dc.contributor.authorAlici, Bulent
dc.date.accessioned2024-08-04T20:45:40Z
dc.date.available2024-08-04T20:45:40Z
dc.date.issued2019
dc.departmentİnönü Üniversitesien_US
dc.description.abstractA series of 1-substituted-1H-benzimidazolium p-toluenesulfonate salts were synthesized in good yields by the reaction of 1-substituted benzimidazole derivatives and p-toluenesulfonic acid under microwave irradiation. Two iodide salts were synthesized by the anion exchange reaction of the corresponding p-toluenesulfonate salt and NaI. All compounds were characterized by H-1 NMR, C-13 NMR, IR, LC-MS spectroscopic methods, and elemental analyses. The crystal structure of 1-methoxyethyl-1H-benzimidazolium p-toluenesulfonate 2d showed that cation and anion are interconnected by N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds. All compounds were examined as inhibitor of human carbonic anhydrase (hCA) I and II, and all of them inhibited hCA I and hCA II. Kinetic investigation results revealed that these compounds inhibit hCA I and hCA II in a non-competitive manner. The iodide salts had higher inhibitory activity than their corresponding p-toluenesulfonate salts.en_US
dc.description.sponsorshipInonu University Research Fund [2015-68]; Balikesir University Scientific Research Projects Unit [2017-168]en_US
dc.description.sponsorshipInonu University Research Fund, Grant number: 2015-68; Balikesir University Scientific Research Projects Unit, Grant number: 2017-168en_US
dc.identifier.doi10.1002/ardp.201800325
dc.identifier.issn0365-6233
dc.identifier.issn1521-4184
dc.identifier.issue4en_US
dc.identifier.pmid30614558en_US
dc.identifier.scopus2-s2.0-85059605127en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://doi.org/10.1002/ardp.201800325
dc.identifier.urihttps://hdl.handle.net/11616/98600
dc.identifier.volume352en_US
dc.identifier.wosWOS:000462879700003en_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.subjectbenzimidazoleen_US
dc.subjectbenzimidazolium salten_US
dc.subjectcarbonic anhydraseen_US
dc.subjectinhibitorsen_US
dc.subjectmicrowave chemistryen_US
dc.titleMicrowave-assisted synthesis of 1-substituted-1H-benzimidazolium salts: Non-competitive inhibition of human carbonic anhydrase I and IIen_US
dc.typeArticleen_US

Dosyalar