Institut Galien Paris-Sud, UMR CNRS 8612, University Paris-Sud , Faculté de Pharmacie, 5 rue Jean-Baptiste Clément, F-92296 Châtenay-Malabry Cedex, France.
Biomacromolecules. 2013 Oct 14;14(10):3769-79. doi: 10.1021/bm401157g. Epub 2013 Sep 30.
Three cyclic ketene acetals, 2-methylene-1,3-dioxepane (MDO), 5,6-benzo-2-methylene-1,3-dioxepane (BMDO), and 2-methylene-4-phenyl-1,3-dioxolane (MPDL), have been copolymerized with oligo(ethylene glycol) methyl ether methacrylate and a small amount of acrylonitrile (or styrene) at 90 °C by nitroxidemediated radical ring-opening polymerization, as a convenient way to prepare degradable PEG-based copolymers for biomedical applications. MPDL was the best candidate, enabling high monomer conversions to be reached and well-defined PEG-based copolymers with adjustable amount of ester groups in the main chain to be synthesized, leading to nearly complete hydrolytic degradation (5% KOH aqueous solution, ambient temperature). The noncytotoxicity of the obtained copolymers was shown on three different cell lines (i.e., fibroblasts, endothelial cells and macrophages), representing a promising approach for the design of degradable precursors for PEGylation and bioconjugation via the NMP technique.
三种环状酮缩醛，即 2-亚甲基-1,3-二氧戊环（MDO）、5,6-苯并-2-亚甲基-1,3-二氧戊环（BMDO）和 2-亚甲基-4-苯基-1,3-二氧杂环戊烷（MPDL），与聚乙二醇甲基醚甲基丙烯酸酯和少量丙烯腈（或苯乙烯）在 90°C 下通过氮氧自由基介导的自由基开环聚合反应共聚，是一种制备可用于生物医学应用的可降解 PEG 基共聚物的简便方法。MPDL 是最佳选择，可实现高单体转化率，并合成具有可调节数量酯基的主链的具有良好定义的 PEG 基共聚物，导致几乎完全水解降解（5% KOH 水溶液，环境温度）。在三种不同的细胞系（即成纤维细胞、内皮细胞和巨噬细胞）上证明了所得共聚物的非细胞毒性，这为通过 NMP 技术设计可降解的 PEG 化和生物偶联前体提供了一种有前途的方法。
