Design, Synthesis,
Characterization and Biological Evaluation of Some Novel Schiff Bases containing
Quinoline Derivatives for Antioxidant and Anti-Inflammatory Activities
Kamepalli Sujana, Reehana Shaik, Mohana Naga Rajeswari Dasaraju, Munagala Gayatri
Ramya and Sd. Anees Begum
Res. J. Chem. Environ.; Vol. 29(8); 66-73;
doi: https://doi.org/10.25303/298rjce066073; (2025)
Abstract
In this study, novel Schiff bases containing quinoline derivatives were synthesized,
characterized and evaluated for their anti-inflammatory and antioxidant potential.
In the process of synthesis, the first step involves the synthesis of quinoline
derivatives by reacting substituted anilines with dimethylformamide (DMF) and phosphorus
oxytrichloride (PoCl₃) under reflux conditions whereas the second step includes
the condensation of the quinoline derivatives with metformin using a grinding technique
at room temperature to form Schiff bases. The synthesized compounds were characterized
using various analytical techniques such as melting point, TLC and spectroscopic
methods (FT-IR, NMR and mass spectrometry). The anti-inflammatory potential was
evaluated using the protein denaturation method and results reveals that QM 1 and
QM 3 exhibited the highest inhibition rates at 1000 μg/mL, with values comparable
to the standard drug. The antioxidant activity was assessed using the H₂O₂ scavenging
assay and the compound QM 1 shows the strongest antioxidant potential.
Additionally, molecular docking study against Protein Arginine Deiminase (PAD4)
suggests that QM 2 and QM 4 exhibited the strongest binding affinity that highlights
their potential for inflammation-related therapeutic applications. The synthesized
compounds were also evaluated for drug-likeness based on Lipinski’s rule of five
and the synthesized compounds indicate their potential as orally bioavailable drug
candidates. In conclusion, the synthesized quinoline derivatives (QM 1, QM 3 and
QM 2) show promising anti-inflammatory and antioxidant activities and could serve
as lead compounds for further development in the treatment of inflammation and oxidative
stress-related diseases.
