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Vol. 30 No. 9 (2018): Vol 30 Issue 9

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Synthesis and Evaluation of Prodrugs of Ketoprofen with Antioxidants as Gastroprotective NSAIDs

https://doi.org/10.14233/ajchem.2018.21495
Shikha Sehajpal
Gujranwala Guru Nanak Khalsa College of Pharmacy, Civil Lines, Ludhiana-141 001, India; Faculty of Pharmacy, I.K. Gujral Punjab Technical University, Jalandhar-144603, India
Deo Nandan Prasad
Department of Pharmaceutical Chemistry, Shivalik College of Pharmacy, Nangal-140 126, India
Rajesh K. Singh
Department of Pharmaceutical Chemistry, Shivalik College of Pharmacy, Nangal-140 126, India

Corresponding Author(s) : Rajesh K. Singh

rksingh244@gmail.com

Asian Journal of Chemistry, Vol. 30 No. 9 (2018): Vol 30 Issue 9

Abstract

Ketoprofen-antioxidant mutual prodrugs were synthesized to reduce the gastrointestinal effects associated with ketoprofen. For reducing the gastrointestinal toxicity, the free carboxylic group (–COOH) was temporarily masked by esterification with alcoholic/phenolic –OH of natural antioxidants thymol, guaiacol, menthol and vanillin. In order to obtain the derivatives with improved in vivo lability, the double ester prodrugs i.e. ketoprofen-antioxidant through the glycolic acid spacer (-CH2COO-) have been synthesized. These mutual prodrugs were evaluated for their anti-inflammatory, analgesic and antiulcer properties. The results indicate that there is merit to extend the therapeutic utility of this potential NSAID by developing the ketoprofen-antioxidant mutual prodrugs as gastroprotective NSAIDs.

Keywords

NSAIDs Gastric ulcer Prodrug Anti-inflammatory Analgesic Antiulcer
Sehajpal, S., Prasad, D. N., & Singh, R. K. (2018). Synthesis and Evaluation of Prodrugs of Ketoprofen with Antioxidants as Gastroprotective NSAIDs. Asian Journal of Chemistry, 30(9), 2145–2150. https://doi.org/10.14233/ajchem.2018.21495
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