聚乙二醇与亲水性改性布洛芬在水溶液中的结合特性。

Binding characteristics between poly(ethylene glycol) and hydrophilic modified ibuprofen in aqueous solution.

机构信息

School of Chemistry and Chemical Engineering, Yangzhou University, Yangzhou, People's Republic of China.

出版信息

J Phys Chem B. 2010 Mar 18;114(10):3472-81. doi: 10.1021/jp910315e.

PMID:20178332

Abstract

The solubility of ibuprofen, a nonsteroidal anti-inflammatory drug (NSAID), is enhanced by synthesizing ibuprofen ester with a water-soluble polymer, poly(ethylene glycol) (PEG), and the product obtained functions as a nonionic surfactant (IBF-PEG800, IP800). The morphology and aggregation behavior of IP800 micelles and IP800/PEG complexes in aqueous solution are investigated by (1)H NMR technology, dynamic light scattering (DLS), isothermal titration calorimetry (ITC), and fluorescence resonance energy transfer (FRET). The microstructure of IP800 micelles is strongly related to the concentration of IP800. IP800 monomers can form looser micelles at relatively low concentrations and much tighter micelles at high concentrations. And the binding model of PEG with looser IP800 micelles dramatically depends on the molecular weight and concentration of PEG: PEG with lower molecular weight (MW < or = 2000 Da) inserts to the interface of the hydrophilic corona and hydrophobic core of IP800 micelles; PEG with higher molecular weight (MW > 2000 Da) binds to the surface of IP800 micelles, and one long PEG chain (6000 < MW < or = 20000 Da) wraps several IP800 micelles. Besides, the ratio of short chain PEG400 to IP800 micelles of the IP800/PEG complex is about 15:1 at a fixed concentration of IP800 (0.05 mM), and for the long chain PEG20000 it is 1:3-1:4.

摘要

布洛芬是一种非甾体抗炎药（NSAID），通过将布洛芬酯与水溶性聚合物聚乙二醇（PEG）合成，可提高布洛芬的溶解度，所得产物可用作非离子表面活性剂（IBF-PEG800，IP800）。采用（1）H NMR 技术、动态光散射（DLS）、等温滴定量热法（ITC）和荧光共振能量转移（FRET）研究了 IP800 胶束和 IP800/PEG 复合物在水溶液中的形态和聚集行为。IP800 胶束的微观结构与 IP800 的浓度密切相关。IP800 单体在较低浓度下可以形成较松散的胶束，在较高浓度下可以形成更紧密的胶束。PEG 与松散的 IP800 胶束的结合模型强烈依赖于 PEG 的分子量和浓度：分子量较低（MW <或= 2000 Da）的 PEG 插入 IP800 胶束的亲水头和疏油核界面；分子量较高（MW > 2000 Da）的 PEG 结合到 IP800 胶束的表面，一条长 PEG 链（6000 < MW <或= 20000 Da）包裹几个 IP800 胶束。此外，在固定浓度的 IP800（0.05 mM）下，短链 PEG400 与 IP800 胶束的比例约为 15:1，而长链 PEG20000 的比例为 1:3-1:4。