Synthesis of novel N-Acylhydrazones derived from 3,5-dinitrobenzohydrazide and evaluation of their anticholinesterase and antioxidant activities

dc.authorid0000-0003-0401-7419en_US
dc.authorid0000-0002-7840-5919en_US
dc.authorid0000-0003-4163-9962en_US
dc.contributor.authorÇakmak, Reşit
dc.contributor.authorÇınar, Ercan
dc.contributor.authorBaşaran, Eyüp
dc.contributor.authorTuneğ, Gülsüm
dc.contributor.authorİzgi, Sevcan
dc.contributor.authorBoǧa, Mehmet
dc.date.accessioned2024-04-18T12:05:12Z
dc.date.available2024-04-18T12:05:12Z
dc.date.issued2024en_US
dc.departmentDicle Üniversitesi, Tıp Fakültesi, Dahili Tıp Bilimleri Bölümü, İç Hastalıklar Ana Bilim Dalıen_US
dc.description.abstractAbstract: Objective: In this study, it was aimed to determine the antioxidant activities and enzyme inhibition properties of newly synthesized N-acylhydrazone compounds (IIIa–IIIp) bearing an aryl sulfonate moiety. Methods: For this purpose, a series of hydrazone derivatives based on 3,5-dinitrobenzohydrazide (I) was synthesized for the first time and characterized by spectrometric methods (FT-IR, 1H NMR and 13C NMR) and elemental analysis. In vitro anticholinesterase activities of novel hydrazone derivatives were evaluated against acetyl- and butyrylcholinesterase (AChE and BChE) at 200 µM concentration. Moreover, the antioxidant potentials of the same molecules were determined by 2,2′-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid) (ABTS) radical scavenging activity and cupric ion reducing antioxidant capacity (CUPRAC) assays. Results: The obtained results displayed that some of the tested hydrazone compounds had varying enzyme inhibition and antioxidant activities. Discussion: In enzyme inhibition studies, N′-[2-{[4-fluorobenzensulfonyl]oxy}benzylidene]-3,5-dinitrobenzohydrazide (IIIb) with inhibition value 77.13 ± 0.14% showed the closest activity to the standard compound galanthamine with inhibition value 78.14 ± 0.65%. Compared to DPPH and ABTS assays, all of the molecules tested in CUPRAC assay showed antioxidant activities. The molecules tested in CUPRAC assay did not show as much activity as standard molecules (BHA, BHT and α-TOC). Conclusions: Compounds N′-[4-{[4-fluorobenzensulfonyl]oxy}benzylidene]-3,5-dinitrobenzohydrazide (IIIf) and N′-[4-{[4-methoxybenzensulfonyl]oxy}benzylidene]-3,5dinitrobenzohydrazide (IIIh) in this assay were determined to be the most active molecules.en_US
dc.identifier.citationÇakmak, R., Çınar, E., Başaran, E., Tuneğ, G., İzgi, S. ve Boğa, M. (2024). Synthesis of novel N-Acylhydrazones derived from 3,5-dinitrobenzohydrazide and evaluation of their anticholinesterase and antioxidant activities. Russian Journal of Bioorganic Chemistry, 50(1), 76-85.en_US
dc.identifier.doi10.1134/S1068162024010114
dc.identifier.endpage85en_US
dc.identifier.issn1068-1620
dc.identifier.issue1en_US
dc.identifier.scopus2-s2.0-85185101690
dc.identifier.scopusqualityQ4
dc.identifier.startpage76en_US
dc.identifier.urihttps://link.springer.com/article/10.1134/S1068162024010114
dc.identifier.urihttps://hdl.handle.net/11468/13919
dc.identifier.volume50en_US
dc.identifier.wosWOS:001161236800019
dc.identifier.wosqualityN/A
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthorTuneğ, Gülsüm
dc.institutionauthorBoğa, Mehmet
dc.language.isoenen_US
dc.publisherPleiades Publishingen_US
dc.relation.ispartofRussian Journal of Bioorganic Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectAnticholinesterase activityen_US
dc.subjectAntioxidant agenten_US
dc.subjectHydrazoneen_US
dc.subjectSulfonate esteren_US
dc.titleSynthesis of novel N-Acylhydrazones derived from 3,5-dinitrobenzohydrazide and evaluation of their anticholinesterase and antioxidant activitiesen_US
dc.titleSynthesis of novel N-Acylhydrazones derived from 3,5-dinitrobenzohydrazide and evaluation of their anticholinesterase and antioxidant activities
dc.typeArticleen_US

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