Evaluation of acetyl-and butyrylcholinesterase enzyme inhibitory activities and cytotoxic activities of anthraquinone derivatives

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dc.authorid0000-0001-7263-1977en_US
dc.authorid0000-0003-4163-9962en_US
dc.authorid0000-0002-9830-9158en_US
dc.authorid0000-0002-0101-1735en_US
dc.contributor.authorÖzkök, Funda
dc.contributor.authorBoğa, Mehmet
dc.contributor.authorTuneğ, Muhammed
dc.contributor.authorAtalay, Vildan Enisoğlu
dc.contributor.authorOnul, Nihal Yılmaz
dc.contributor.authorAsgarova, Kamala
dc.date.accessioned2023-10-09T13:12:28Z
dc.date.available2023-10-09T13:12:28Z
dc.date.issued2022en_US
dc.departmentDicle Üniversitesi, Eczacılık Fakültesi, Temel Eczacılık Bilimleri Bölümüen_US
dc.description.abstractIn this study, the enzyme activity of anthraquinone compounds which were synthesized beforehand by our research group was investigated. Molecular docking studies were performed for compounds 1-(4-aminophenylthio)anthracene-9,10-dione (3) and 1-(4-chlorophenylthio)anthracene9,10-dione (5). Compound 3 was synthesized from the reaction of 1-chloroanthraquinone (1) and 4aminothiophenol (2). Compound 5 was synthesized (1) from the reaction of 1-chloroanthraquinone (1) and 4-chlorothiophenol (4). Anthraquinone analogs (3, 5) were synthesized with a new reaction method made by our research group (2). Inhibitory effects of compounds 3 and 5 were investigated against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) enzymes which are related to Alzheimer’s Disease (AD). Compounds 3 and 5 exhibited strong anti-acetyl-and butyryl-cholinesterase inhibition activities than galanthamine used as standard compound (92.11±1.08 and 80.95±1.77 %, respectively). The EHOMO-ELUMO values, molecular descriptors, and the calculated UV-Vis spectra of anthraquinone derivatives were computed by B3LYP/6-31+G(d,p) levels in the CHCl3 phase. Based on the fluorescence property of the anthraquinone skeleton, the fluorescence activity of the bioactive anthraquinone analogue (5) was investigated. MTT test was performed to determine the cytotoxic effects of thioanthraquinone molecules 3 and 5. In MTT analyses, 3 compounds showed the highest effect against Ishikawa cells at a dose of 10 µg/mL, while compound 5 showed the highest effect at a dose of 50 µg/mL. The cell viability for compound 3 was 84.18% for 10 µg/mL and the cell viability for compound 5 was 75.02% for 50 µg/mL.en_US
dc.identifier.citationÖzkök, F., Boğa, M., Tuneğ, M., Atalay, V.E., Onul, N. ve Asgarova, K. (2022). Evaluation of acetyl-and butyrylcholinesterase enzyme inhibitory activities and cytotoxic activities of anthraquinone derivatives. Journal of the Turkish Chemical Society, Section A: Chemistry, 9(3), 729-740.en_US
dc.identifier.doi10.18596/jotcsa.963290
dc.identifier.endpage740en_US
dc.identifier.issn2149-0120
dc.identifier.issue3en_US
dc.identifier.scopus2-s2.0-85160668496
dc.identifier.scopusqualityQ3
dc.identifier.startpage729en_US
dc.identifier.trdizinid1116430
dc.identifier.urihttps://dergipark.org.tr/en/pub/jotcsa/issue/69543/963290
dc.identifier.urihttps://hdl.handle.net/11468/12778
dc.identifier.urihttps://search.trdizin.gov.tr/yayin/detay/1116430
dc.identifier.volume9en_US
dc.indekslendigikaynakScopus
dc.indekslendigikaynakTR-Dizin
dc.institutionauthorBoğa, Mehmet
dc.language.isoenen_US
dc.publisherTurkish Chemical Societyen_US
dc.relation.ispartofJournal of the Turkish Chemical Society, Section A: Chemistry
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/openAccessen_US
dc.subjectAnthraquinoneen_US
dc.subjectCytotoxicityen_US
dc.subjectAnti-Alzheimeren_US
dc.subjectIn-silicoen_US
dc.subjectThioanthraquinoneen_US
dc.titleEvaluation of acetyl-and butyrylcholinesterase enzyme inhibitory activities and cytotoxic activities of anthraquinone derivativesen_US
dc.titleEvaluation of acetyl-and butyrylcholinesterase enzyme inhibitory activities and cytotoxic activities of anthraquinone derivatives
dc.typeArticleen_US

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