Asian Journal of Research in Chemistry

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Synthesis and Evaluation of Prodrug of 2-Acetoxybenzoic Acid with Amino-Acids


Affiliations
1 VNS Institute of Pharmacy, Bhopal, (MP), India
2 School of Pharmacy, Devi Ahilya Vishwavidyalaya, Indore, India
     

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2-Acetoxybenzoic acid suffers from the general side effects of NSAIDs, owing to presence of free carboxylic acid group. The study was aimed to retard the adverse effects of gastrointestinal origin. 4 prodrugs of 2-Acetoxybenzoic acid were synthesized by amidation with ethyl esters of amino acids, namely, glycine, L-phenylalanine, L-glutamic acid, L-aspartic acid. Purified synthesized prodrugs were characterized by m.p., TLC, solubility, elemental analyses, UV, FTIR, NMR. Synthesized prodrugs were subjected for Antypyretic, Analgesic, Anti-inflammatory activities and Ulcerogenic index. Marked reduction of ulcerogenic index and comparable Antypyretic, Analgesic, Anti-inflammatory activities were obtained in all cases as compared to 2-Acetoxybenzoic acid.

Keywords

Prodrugs, Bioavailability, Physical Characterization, Pharmacokinetics, Pharmacodyanamics.
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  • Synthesis and Evaluation of Prodrug of 2-Acetoxybenzoic Acid with Amino-Acids

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Authors

Y. A. Jaliwala
VNS Institute of Pharmacy, Bhopal, (MP), India
Rahul Chaturvedi
VNS Institute of Pharmacy, Bhopal, (MP), India
Arvind Rathore
VNS Institute of Pharmacy, Bhopal, (MP), India
Amit Pandit
School of Pharmacy, Devi Ahilya Vishwavidyalaya, Indore, India
P. K. Mohanty
VNS Institute of Pharmacy, Bhopal, (MP), India

Abstract


2-Acetoxybenzoic acid suffers from the general side effects of NSAIDs, owing to presence of free carboxylic acid group. The study was aimed to retard the adverse effects of gastrointestinal origin. 4 prodrugs of 2-Acetoxybenzoic acid were synthesized by amidation with ethyl esters of amino acids, namely, glycine, L-phenylalanine, L-glutamic acid, L-aspartic acid. Purified synthesized prodrugs were characterized by m.p., TLC, solubility, elemental analyses, UV, FTIR, NMR. Synthesized prodrugs were subjected for Antypyretic, Analgesic, Anti-inflammatory activities and Ulcerogenic index. Marked reduction of ulcerogenic index and comparable Antypyretic, Analgesic, Anti-inflammatory activities were obtained in all cases as compared to 2-Acetoxybenzoic acid.

Keywords


Prodrugs, Bioavailability, Physical Characterization, Pharmacokinetics, Pharmacodyanamics.