Synthesis of indole-2-carbohydrazides and 2-(indol-2-yl)-1,3,4-oxadiazoles as antioxidants and their acetylcholinesterase inhibition properties

dc.authorid0000-0002-7347-2223
dc.authorid0000-0001-9386-4892
dc.authorid0000-0003-4163-9962
dc.authorscopusid26029066300
dc.authorscopusid57201682024
dc.authorscopusid55326408200
dc.authorscopusid35866927300
dc.authorscopusid55308985300
dc.authorwosidk, h/ABA-1339-2020
dc.authorwosidSengul, Ibrahim Fazil/AAG-4368-2019
dc.authorwosidsaglam, mehmet/Y-7456-2019
dc.contributor.authorBingül, Murat
dc.contributor.authorSağlam, Mehmet Turgut
dc.contributor.authorKandemir, Hakan
dc.contributor.authorBoga, Mehmet
dc.contributor.authorŞengül, İbrahim Fazıl
dc.date.accessioned2022-05-11T14:31:02Z
dc.date.available2022-05-11T14:31:02Z
dc.date.issued2019
dc.departmentFakülteler, Fen Edebiyat Fakültesi, Kimya Bölümü
dc.description.abstractA range of novel 4,6-dimethoxy-1H-indole-2-carbohydrazides was prepared starting from methyl 4,6-dimethoxy-1H-indole-2-carboxylate which underwent cyclodehydration to generate the corresponding 2-(indol-2-yl)-1,3,4-oxadiazole scaffolds in the presence of N,N-diisopropylethylamine and p-toluenesulfonyl chloride in acetonitrile. All novel compounds were fully characterized by H-1 NMR, C-13 NMR, FT-IR, and high-resolution mass spectroscopic data. Biological importance of the designated compounds was identified by employing three different antioxidant property determination assays, namely DPPH free radical scavenging, ABTS cationic radical decolarization, and cupric reducing antioxidant capacity (CUPRAC). The anticholinesterase properties were also evaluated by the acetylcholinesterase and butyrylcholinesterase enzyme inhibition assays. According to the results, the indole compounds possessing carbohydrazide functionality were found to be more promising antioxidant targets than the 2-(indol-2-yl)-1,3,4-oxadiazole systems. N'-Benzoyl-4,6-dimethoxy-1H-indole-2-carbohydrazide, a member of the dimethoxyindole-2-carbohydrazide group, demonstrated a better inhibition performance than the standards. Additionally, extremely important results were obtained in the anticholinesterase enzyme inhibition assays in the case of 2-(indol-2-yl)-1,3,4-oxadiazole derivatives. [GRAPHICS] .
dc.description.sponsorshipGebze Technical UniversityGebze Teknik University; Dicle UniversityDicle University
dc.description.sponsorshipWe gratefully acknowledge the financial support for this research from Gebze Technical University and Dicle University.
dc.identifier.doi10.1007/s00706-019-02462-y
dc.identifier.endpage1560
dc.identifier.issn0026-9247
dc.identifier.issn1434-4475
dc.identifier.issue8en_US
dc.identifier.scopus2-s2.0-85069523959
dc.identifier.scopusqualityQ3
dc.identifier.startpage1553
dc.identifier.urihttps://doi.org/10.1007/s00706-019-02462-y
dc.identifier.urihttps://hdl.handle.net/20.500.11776/7290
dc.identifier.volume150
dc.identifier.wosWOS:000477624300018
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthorKandemir, Hakan
dc.language.isoen
dc.publisherSpringer Wien
dc.relation.ispartofMonatshefte Fur Chemie
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectHeterocycles
dc.subjectBioorganic chemistry
dc.subjectEnzymes inhibition
dc.subjectIndoles
dc.subjectIn-Vitro Antioxidant
dc.subjectBiological Evaluation
dc.subject1,3,4-Oxadiazole Derivatives
dc.subject1,2,4-Oxadiazole Analogs
dc.subjectIndole-Derivatives
dc.subjectDiscovery
dc.titleSynthesis of indole-2-carbohydrazides and 2-(indol-2-yl)-1,3,4-oxadiazoles as antioxidants and their acetylcholinesterase inhibition properties
dc.typeArticle

Dosyalar

Orijinal paket
Listeleniyor 1 - 1 / 1
Küçük Resim Yok
İsim:
7290.pdf
Boyut:
828.22 KB
Biçim:
Adobe Portable Document Format
Açıklama:
Tam Metin / Full Text