Three new tetradentate NNNS Schiff bases (L1–L3) derived from 2-(piperidin-4-yl) ethanamine were prepared in high yields. UV–Visible and FTIR spectroscopy were used to monitor the dehydration reaction between 2-(piperidin-4-yl) ethanamine and the corresponding aldehydes. Structures of the derived Schiff bases were deduced by 1 H and 13 C NMR, FTIR, UV–Vis, MS, EA, EDS, and TG-derived physical measurements. DFT/B3LYP theoretical calculations for optimization, TD-DFT, frequency, Molecular Electrostatic Potential (MEP), and highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO)/were performed for L2. The in vitro antimicrobial activities of the three Schiff bases were evaluated against several types of bacteria by disk diffusion test using Gentamicin as the standard antibiotic. Schiff bases revealed good antioxidant activity by the DPPH method, and the IC 50 values were compared to the Trolox standard. Pancreatic porcine lipase inhibition assay of the synthesized compounds revealed promising activity as compared to the Orlistat reference.

Title

Molecules

Publisher

Multidisciplinary Digital Publishing Institute

Publisher Country

Switzerland

Indexing

Thomson Reuters

Impact Factor

3.3

Publication Type

Online only

Volume

25

Year

2020

Pages

2253