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http://dx.doi.org/10.4333/KPS.2003.33.1.037

Synthesis and Hydrolysis of Ketoprofen Prodrug Conjugated to Poly(Ethylene Glycol)  

Lee, Se-Hee (College of Pharmacy, Sookmyung Women's University)
Kim, Hee-Doo (College of Pharmacy, Sookmyung Women's University)
Oh, Seaung-Youl (College of Pharmacy, Sookmyung Women's University)
Publication Information
Journal of Pharmaceutical Investigation / v.33, no.1, 2003 , pp. 37-43 More about this Journal
Abstract
The objective of this study is to prepare ketoprofen (KP) - poly(ethylene glycol) (PEG) conjugates and to investigate their degradation kinetics. KP-PEG conjugates were synthesized from KP and PEG methy1ester by esterification in the presence of DCC. The KP-PEG conjugates (KPEG) were characterized by IR and $^{1}H-NMR$ spectroscopy. The hydrolysis of KPEG with time was studied using HPLC by simultaneous quantification of KP and KPEG. The hydrolysis rate constant was high at low and high pHs, and showed minimum at pH 4 and 5. As the size of KPEG increases, hydrolysis rate increased. The slope of degradation rate profile suggests that catalytic reaction seems to occur by specific acid/base catalysis. These results suggest that KPEG could be used as a prodrug for KP, which releases KP slowly in the body.
Keywords
Ketoprofen; Poly(ethylene glycol); Prodrug; Synthesis; Hydrolysis;
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