Journal of Pharmaceutical Investigation

The Korean Society of Pharmaceutical Sciences and Technology (한국약제학회)
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Synthesis and Hydrolysis of Ketoprofen Prodrug Conjugated to Poly(Ethylene Glycol)

케토프로펜-폴리에틸렌글리콜 전구약물의 합성 및 가수분해

  • 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)
  • 이세희 (숙명여자대학교 약학대학) ;
  • 김희두 (숙명여자대학교 약학대학) ;
  • 오승열 (숙명여자대학교 약학대학)
  • Published : 2003.03.20
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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.

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