Furoxan-Bearing Micelles for Nitric Oxide Delivery.
Urara Hasegawa, Tengjiao Wang, Jerry J Y Chen, Hiroshi Uyama, André J van der Vlies
Index: Macromol. Biosci. 16 , 1009-18, (2016)
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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. © 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.