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Journals / Journal of the Turkish Chemical Society Section A: Chemistry / 2022 / Cilt: 9 - Sayı: 3

Evaluation of Acetyl- and Butyrylcholinesterase Enzyme Inhibitory Activities and Cytotoxic Activities of Anthraquinone Derivatives

Funda OZKOK
Mehmet BOĞA
Muhammed TUNEG
Vildan ENİSOĞLU ATALAY
Nihal ONUL
Kamala ASGAROVA
Rabia TIĞLI
Sıla ARSLAN
Dilan AKAGÜNDÜZ
Rumeysa CEBECİOĞLU
Tunç ÇATAL
Pages
729–740
Publication Date
2022-08-31
DOI
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AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

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.

📌 3 Key Takeaways

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Objective & Hypothesis:In this study, the enzyme activity of anthraquinone compounds which were synthesized beforehand by our research group was investigated.
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Key Findings & Data:Molecular docking studies were performed for compounds 1-(4-aminophenylthio)anthracene-9,10-dione (3) and 1-(4-chlorophenylthio)anthracene-9,10-dione (5).
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Conclusion & Impact: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.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:anthraquinone · cytotoxicity · anti-Alzheimer

Abstract

In 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)anthracene-9,10-dione (5). Compound 3 was synthesized from the reaction of 1-chloroanthraquinone (1) and 4-aminothiophenol (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.

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Cite This Article

OZKOK, F., BOĞA, M., TUNEG, M., ATALAY, V. E., ONUL, N., ASGAROVA, K., TIĞLI, R., ARSLAN, S., AKAGÜNDÜZ, D., CEBECİOĞLU, R., ÇATAL, T. (2022). Evaluation of Acetyl- and Butyrylcholinesterase Enzyme Inhibitory Activities and Cytotoxic Activities of Anthraquinone Derivatives. Journal of the Turkish Chemical Society Section A: Chemistry, Cilt: 9 - Sayı: 3, 729–740. https://ajindex.com/articles/781012

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