Synthesis, Anticholinesterase, Antioxidant, and Anti‐Aflatoxigenic Activity of Novel Coumarin Carbamate Derivatives

New coumarin derivatives with the carbamate moiety were synthesized and their inhibitory effects on acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) were evaluated. 4‐methyl‐2‐oxo‐2H‐chromen‐7‐yl cycloheptylcarbamate (4 h) showed the strongest inhibition against AChE with IC50 values of...

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Veröffentlicht in:ChemistrySelect (Weinheim) 2018-04, Vol.3 (14), p.3978-3983
Hauptverfasser: Kurt, Belma Zengin, Gazioglu, Isil, Kandas, Nur Ozten, Sonmez, Fatih
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Sprache:eng
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Zusammenfassung:New coumarin derivatives with the carbamate moiety were synthesized and their inhibitory effects on acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) were evaluated. 4‐methyl‐2‐oxo‐2H‐chromen‐7‐yl cycloheptylcarbamate (4 h) showed the strongest inhibition against AChE with IC50 values of 2.30 μM, and 2‐oxo‐2H‐chromen‐7‐yl‐(cyclohexylmethyl)carbamate (4 c) and 4‐methyl‐2‐oxo‐2H‐chromen‐7‐yl‐(cyclohexylmethyl)carbamate (4 g) were found to be the most potent BuChE inhibitors with IC50 value of 0.003 μM and 0.004 μM, respectively. Moreover antioxidant, anti‐aflatoxigenic activities, protective effects against aflatoxin‐B1 (AFB1) in H4IIE−C3 cells and effects on glutathione s‐transferase of the synthesized compounds were investigated. The synthesized coumarin carbamates inhibited AFB1 in H4IIE−C3 cells. Western blot analyses confirmed that GSTα protein was induced in cells treated with coumarin carbamates and AFB1. These results showed that the synthesized coumarin carbamates possess a potent protective effect against AFB1. Novel coumarin carbamate derivatives was synthesized and their in vitro inhibitory effects on the acetyl‐butyryl cholinesterase enzymes, antiaflatoxigenic, antioxidant properties were evaluated. compound 4 h showed the strongest inhibition against AChE with IC50 of 2.30 μM, and compound 4 c and compound 4 g were found to be the most potent BuChE inhibitors with IC50 of 0.003 μM and 0.004 μM, respectively. 4 f showed significantly the best ABTS+. scavenging ability (IC50= 23.15 μM) and had the highest inhibition against to aflatoxin B1 (71%).
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.201800142