폴리스티렌 레진을 이용한 comb-like Poly(methallyl alcohol-g-ethylene glycol)의 합성과 약물 전달 물질로서의 적용 가능성에 관한 연구

Abstract

Poly(methallyl alcohol-g-ethylene glycol)(PMAA-g-PEG), comb-like copolymer containing PEG chains, were synthesized via sequential surface grafting of MMA and EO on the PS resin. It was evaluated as a possible drug carrier such as PEG-peptide conjugate by solubility test in vitro. First of all, hydroperoxide group was introduced by ozone oxidation reaction on the PS resin and methyl methacrylate(MMA) was grafted by REDOX radical polymerization. Methyl ester group of PS-g-PMMA resin was reduced by LAH. By using KtOBu as a catalyst, ethylene oxide was added to the primary alcohol on the resin yielding polyethylene glycol via anionic polymerization. The resin reactions of each steps were analyzed by solid state 13C NMR, FT-IR, and SEM. Finally, PMAA-g-PEG which was grafted on the resin was cleaved by neat TFA and then analyzed by FT-IR, 1H NMR. Indomethacin, anti-inflammatory drug, as model hydrophobic drug was coupled to the PMAA-g-PEG by DCC/DMAP coupling method. The solubility of indomethacin conjugated PMAA-g-PEG in water was determined as 5 ㎎/㎖. Therefore PMAA-g-PEG is proved to be a candidate as drug carrier.