Synthesis of azomethines derived from cinnamaldehyde and vanillin: in vitro aetylcholinesterase inhibitory, antioxidant and insilico molecular docking studies

In the present study, we report the synthesis of azomethines derived from cinnamaldehyde (C1–C3) and vanillin (V1–V3) using ethanol as a green solvent in the presence of triethyl amine. The synthesized compounds were characterized and investigated for their free radical scavenging activity and anti-...

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Published in:Medicinal Chemistry Research
Main Author: Chigurupati S.; Selvaraj M.; Mani V.; Mohammad J.I.; Selvarajan K.K.; Akhtar S.S.; Marikannan M.; Raj S.; Teh L.K.; Salleh M.Z.
Format: Article
Language:English
Published: Birkhauser Boston 2018
Online Access:https://www.scopus.com/inward/record.uri?eid=2-s2.0-85033470430&doi=10.1007%2fs00044-017-2104-6&partnerID=40&md5=4c4b981cd289557494214901380fda94
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Summary:In the present study, we report the synthesis of azomethines derived from cinnamaldehyde (C1–C3) and vanillin (V1–V3) using ethanol as a green solvent in the presence of triethyl amine. The synthesized compounds were characterized and investigated for their free radical scavenging activity and anti-Alzheimer properties by DPPH and acetylcholinesterase (AChE) inhibition assays. The anti-Alzheimer properties of the compounds were determined by molecular docking and ADME predictions. Compounds, C1 and V1 were found to be potential with IC50 values of 0.01 ± 0.09 µM and 0.31 ± 0.03 µM respectively. The antioxidant activity of C1 in terms of DPPH and ABTS was found to be 16.22 ± 0.02 µM and 17.2 ± 0.02 µM, whereas V1 showed antioxidant activities at 14.07 ± 0.02 µM and 15.06 ± 0.03 µM respectively. In silico studies based on molecular docking and ADME predictions revealed the significance of azomethine derivatives as the potent anti-Alzheimer agents. © 2017, Springer Science+Business Media, LLC.
ISSN:10542523
DOI:10.1007/s00044-017-2104-6