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Synthesis, Characterization and Pharmacological Evaluation of Ester Prodrugs of Naproxen
Naproxen suffers from the general side effects of NSAIDs, owing to presence of free carboxylic acid group. The study aimed to retard the adverse effects of gastrointestinal origin. Ten prodrugs of Naproxen were synthesized by amidation with N-Substituted-2-chloroacetamide. Purified synthesized prodrugs were characterized by their M.P., TLC, IR, 1H NMR, MS and elemental analysis. The purity of the synthesized prodrugs was monitored by HPLC. Synthesized prodrugs were subjected to acute oral toxicity studies, anti-inflammatory activity and reduced ulcerogenic activity. Marked reduction of ulcerogenic activity and anti-inflammatory activities were obtained in all cases as compared to Naproxen. Among synthesized prodrugs, viz. A-5, A-6 and A-8 showed significant anti-inflammatory activity and A-2 and A-5 showed reduced ulcerogenic activity compared to Naproxen. In acute oral toxicity studies, all synthesized prodrugs were found to be non toxic at dose of 2000 mg/kg.
Keywords
Naproxen, Prodrugs, Glycolamide Ester Conjugates, Characterization, Pharmacological Activity.
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