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

• 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

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.