title: Furoxan-Bearing Micelles for Nitric Oxide Delivery.
abstract: Furoxans, or 1,2,5-oxadiazole-N-oxides, are a class of nitric oxide (NO)-donating compounds that release NO in response to thiol-containing molecules. In this study, polymeric micelles bearing furoxan moieties are prepared from an amphiphilic block copolymer consisting of a hydrophobic furoxan-bearing block and a hydrophilic poly(N-acryloylmorpholine) block. The block copolymer is prepared using a combination of the reversible addition-fragmentation chain transfer polymerization and the copper-catalyzed Huisgen cycloaddition techniques. The block copolymers form spherical micelles with a diameter of 50 nm by self-assembly in water. The micelles release NO in response to cysteine and show improved stability against hydrolytic decomposition. Furthermore, the micelles show a synergistic anti-proliferative effect with ibuprofen in human colon cancer cells.
authors.affiliation: Frontier Research Base for Young Researchers and Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan.
authors.forename: Urara
authors.initials: U
authors.lastname: Hasegawa
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan.
authors.forename: Tengjiao
authors.initials: T
authors.lastname: Wang
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan.
authors.forename: Jerry J Y
authors.initials: JJ
authors.lastname: Chen
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan.
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Uyama
authors.affiliation: Frontier Research Center and Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamadaoka, Suita, Osaka, 565-0871, Japan.
authors.forename: André J
authors.initials: AJ
authors.lastname: van der Vlies
mesh_terms: D045744:Cell Line, Tumor; D003110:Colonic Neoplasms / Q000188:drug therapy; D004337:Drug Carriers / Q000008:administration & dosage / Q000737:chemistry*; D006801:Humans; D057927:Hydrophobic and Hydrophilic Interactions; D007052:Ibuprofen / Q000008:administration & dosage / Q000737:chemistry*; D008823:Micelles; D009569:Nitric Oxide / Q000008:administration & dosage / Q000737:chemistry*; D010069:Oxadiazoles / Q000008:administration & dosage / Q000737:chemistry*; D011108:Polymers / Q000737:chemistry
chemical_list: C528141:1,2,5-oxadiazole 2-oxide; D004337:Drug Carriers; D008823:Micelles; D010069:Oxadiazoles; D011108:Polymers; C010166:furoxans; D009569:Nitric Oxide; D007052:Ibuprofen
keywords: furoxan; nitric oxide; polymeric micelles; reversible addition-fragmentation chain transfer polymerization