title: Degradable and comb-like PEG-based copolymers by nitroxide-mediated radical ring-opening polymerization.
abstract: 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.
authors.affiliation: Institut Galien Paris-Sud, UMR CNRS 8612, University Paris-Sud , Faculté de Pharmacie, 5 rue Jean-Baptiste Clément, F-92296 Châtenay-Malabry Cedex, France.
authors.forename: Vianney
authors.initials: V
authors.lastname: Delplace
authors.forename: Antoine
authors.initials: A
authors.lastname: Tardy
authors.forename: Simon
authors.initials: S
authors.lastname: Harrisson
authors.forename: Simona
authors.initials: S
authors.lastname: Mura
authors.forename: Didier
authors.initials: D
authors.lastname: Gigmes
authors.forename: Yohann
authors.initials: Y
authors.lastname: Guillaneuf
authors.forename: Julien
authors.initials: J
authors.lastname: Nicolas
mesh_terms: D000080:Acetals / Q000737:chemistry; D000818:Animals; D002470:Cell Survival; D002478:Cells, Cultured; D005030:Ethylenes / Q000737:chemistry; D005347:Fibroblasts / Q000166:cytology; D005609:Free Radicals / Q000737:chemistry; D061307:Human Umbilical Vein Endothelial Cells / Q000166:cytology; D006801:Humans; D007659:Ketones / Q000737:chemistry; D008264:Macrophages / Q000166:cytology; D051379:Mice; D015394:Molecular Structure; D041681:NIH 3T3 Cells; D009589:Nitrogen Oxides / Q000737:chemistry*; D011092:Polyethylene Glycols / Q000138:chemical synthesis / Q000737:chemistry*; D058105:Polymerization
chemical_list: D000080:Acetals; D005030:Ethylenes; D005609:Free Radicals; D007659:Ketones; D009589:Nitrogen Oxides; D011092:Polyethylene Glycols; C008223:ketene