Polymethacrylate-based nitric oxide donors with pendant N-diazeniumdiolated alkyldiamine moieties: synthesis, characterization, and preparation of nitric oxide releasing polymeric coatings.
A series of new nitric oxide (NO) releasing copolymers have been prepared by covalently anchoring alkyldiamine side chains onto a polymethacrylate-based polymer backbone, followed by NO addition to form the desired pendant diazeniumdiolate structures. The resulting diazeniumdiolated copolymers were characterized via UV spectroscopy, and their proton-driven decomposition to release NO was also examined by UV and FTIR as well as chemiluminescence. Polymers with up to 22.1 mol % of incorporated amine sites that can be converted to corresponding diazeniumdiolates could be prepared, and such polymers release up to 0.94 micromol/mg of NO. Further, novel NO releasing polymeric coatings were formulated by doping one of the new polymethacrylate-based NO donors within inert polymeric matrixes. Biodegradable poly(lactide-co-glycolide) was employed as a film additive to greatly prolong the NO release of such coatings by continuously generating protons within the organic phase of the polymeric films, thereby driving decomposition of the diazeniumdiolates.
Zhou
Zhengrong
Z
Department of Chemistry, The University of Michigan, Ann Arbor, Michigan 48109-1055, USA.
Meyerhoff
Mark E
ME
D001391:Azo Compounds / Q000737:chemistry*; D020099:Coated Materials, Biocompatible / Q000138:chemical synthesis*; D003959:Diamines / Q000737:chemistry*; D007700:Kinetics; D020030:Nitric Oxide Donors / Q000138:chemical synthesis* / Q000737:chemistry; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D011109:Polymethacrylic Acids / Q000737:chemistry; D013057:Spectrum Analysis
D001391:Azo Compounds; D020099:Coated Materials, Biocompatible; D003959:Diamines; D020030:Nitric Oxide Donors; D011108:Polymers; D011109:Polymethacrylic Acids; C452539:diazeniumdiolate; C030613:polymethacrylic acid