Synthesis, Hydrolysis Kinetics and Pharmacological Evaluation of Aceclofenac Prodrugs
Bharat V. Dhokchawle,
Anil B. Bhandari.
The mutual prodrugs of aceclofenac with various naturally available antioxidants; menthol, thymol,
eugenol, guiacol and vanillin have been synthesized by the DCC coupling method, purified and characterized
by spectral data, as well as, partition coefficient, solubility and hydrolytic studies. The title compounds
have more lipophilic character as compared to the parent moieties and good stability in acidic environment,
which is prerequisite for the oral absorption of the drug. Under gastric as well as intestinal pH conditions
these prodrugs showed variable susceptibility towards hydrolysis. The synthesized derivatives were evaluated for antiinflammatory,
analgesic activities and ulcerogenic potential. Prodrug showed improved solubility in organic solvents,
which implies lipophilic character of ester prodrugs and were also found to be chemically stable in acidic environment.
The aceclofenac mutual prodrugs showed improved analgesic and anti-inflammatory activities with reduced ulcerogenicity.
Keywords: Aceclofenac, antioxidant, anti-inflammatory, analgesic, ulcerogenicity, prodrug, dicyclohexylcarbodimide.
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