Synthesis of Arylsulfonyl Hydrazone Derivatives: Antioxidant Activity, Acetylcholinesterase Inhibition Properties, and Molecular Docking Study

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dc.authoridGuler, Halil Ibrahim/0000-0002-7261-6790
dc.authoridKalay, Erbay/0000-0002-4656-8254
dc.contributor.authorDemirci, Yasin
dc.contributor.authorKalay, Erbay
dc.contributor.authorKara, Yakup
dc.contributor.authorGuler, Halil Ibrahim
dc.contributor.authorCan, Zehra
dc.contributor.authorSahin, Engin
dc.date.accessioned2024-10-04T18:53:49Z
dc.date.available2024-10-04T18:53:49Z
dc.date.issued2023
dc.departmentBayburt Üniversitesien_US
dc.description.abstractIn this current paper, fifteen novel sulfonyl hydrazone derivatives have been successfully synthesized and evaluated for antioxidant activity as well as their effects on inhibitory activity toward acetylcholinesterase (AChE). By using H-1 NMR, C-13 NMR, FT-IR, and high-resolution mass spectrometry methods, the full characterization data of the novel compounds were obtained. The synthesized compounds capacity to inhibition glucosidase and exhibit antioxidant activity were tested in vitro. It was determined that compounds (E)-4-((2-((4-chlorophenyl)sulfonyl)hydrazone)methyl)-2-methoxyphenylfuran-2-carboxylate (21), (E)-2-methoxy-4-((2-(phenylsulfonyl)hydrazone)methyl)phenylfuran-2-carboxylate (17) and (E)-4-((2-((4-bromophenyl)sulfonyl)hydrazone)methyl)-2-methoxyphenylfuran-2-carboxylate (25) showed good antioxidant activity. Upon examining the acetylcholinesterase inhibitory activity, it was determined that compounds (E)-2-methoxy-4-((2-((4-methoxyphenyl)sulfonyl) hydrazone)methyl)phenylacetate (27) (10.39 & mu;M), (E)-4-((2-((4-chloro phenyl)sulfonyl) hydrazone)methyl)-2-methoxyphenylfuran-2-carboxylate (21) (10.81 & mu;M), (E)-4-((2-((4-chloro phenyl)sulfonyl)hydrazone)methyl)-2-methoxyphenyl thiophene-2-carboxylate (22) (12.92 & mu;M) and (E)-2-methoxy-4-((2-(phenylsulfonyl)hydrazone)methyl)phenylfuran-2-carboxylate (17) (12.93 & mu;M) showed potent inhibitory effects. Molecular docking simulations were used to investigate the interactions of novel sulfonyl hydrazone derivatives with human acetylcholinesterase protein. The ligands exhibited strong binding to the receptor protein with potent inhibition.en_US
dc.identifier.doi10.1002/slct.202301474
dc.identifier.issn2365-6549
dc.identifier.issue29en_US
dc.identifier.scopus2-s2.0-85166524970en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.urihttps://doi.org/10.1002/slct.202301474
dc.identifier.urihttp://hdl.handle.net/20.500.12403/3723
dc.identifier.volume8en_US
dc.identifier.wosWOS:001040556600001en_US
dc.identifier.wosqualityQ3en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherWiley-V C H Verlag Gmbhen_US
dc.relation.ispartofChemistryselecten_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectSulfonyl hydrazineen_US
dc.subjectAcetylcholinesterase inhibitionen_US
dc.subjectAntioxidant activityen_US
dc.subjectDocking studyen_US
dc.subjectDPPH- FRAPen_US
dc.titleSynthesis of Arylsulfonyl Hydrazone Derivatives: Antioxidant Activity, Acetylcholinesterase Inhibition Properties, and Molecular Docking Studyen_US
dc.typeArticleen_US

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