Synthesis and Anti-inflammatory Tests of 2-Hydroxy-N-(Pyridine-2-yl)Benzamide Mannich Base Substituted Morpholine and N-methyl piperazine
DOI:
10.29303/jppipa.v9i1.2319Published:
2023-01-31Downloads
Abstract
Salicylic acid is a naturally active substance known to have anti-inflammatory and antioxidant activity, but it has side effects in the gastrointestinal tract. The modification of its carboxylic groups into amide derivatives can be a solution to overcome its weakness. This study synthesized salicylamide analogs, 2-hydroxy-N-(pyridine-2-yl)benzamide (1) and, its Mannich base derivatives. The synthesized compounds (2a-b) showed anti-inflammatory activity based on an in-vitro anti-inflammatory activity test using the inhibition protein denaturation method. The IC50 obtained was in the range of 0.121-0.145 mM. The potency was lower than piroxicam used as a standard compound (IC50 = 0.0073 mM). The molecular docking result shows that the ratio of COX-2/COX-1 binding affinity and ligand interaction of all synthesized compounds were not COX-2 selective.
Keywords:
Mannich base, Salicylamide analogs, Anti-inflammatory, Molecular dockingReferences
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