RAFT synthesis of thioether-based, AB diblock copolymer nanocarriers for reactive oxygen species–triggered release
| Autor: | Panthihage Ruvini L. Dabare, Krasimir Vasilev, Almar Postma, Richard Bright, Jing Yang Quek |
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| Přispěvatelé: | Quek, JY, Dabare, PRL, Bright, R, Postma, A, Vasilev, K |
| Rok vydání: | 2021 |
| Předmět: |
Polymers and Plastics
Radical polymerization 02 engineering and technology 010402 general chemistry 01 natural sciences Micelle thioether Catalysis Biomaterials chemistry.chemical_compound Colloid and Surface Chemistry Thioether Polymer chemistry Materials Chemistry Copolymer Nile red Chain transfer 021001 nanoscience & nanotechnology ROS-responsive 0104 chemical sciences Electronic Optical and Magnetic Materials chemistry nanoparticles Nanocarriers controlled release 0210 nano-technology Drug carrier post-polymerization modification |
| Zdroj: | Materials Today Chemistry. 20:100444 |
| ISSN: | 2468-5194 |
| DOI: | 10.1016/j.mtchem.2021.100444 |
| Popis: | A well-defined AB diblock copolymer of 2-vinyl-4,4-dimethylazlactone (VDA) and N,N-dimethylacrylamide (DMA) was generated by reversible addition-fragmentation chain transfer (RAFT) radical polymerization. The VDA-DMA diblock copolymer was reacted with 2-(methylthio)ethylamine (MTEA) and 3-(methylthio)propylamine (MTPA) to yield two novel thioether functional diblock copolymers whose structure was confirmed using 1H NMR and FTIR spectroscopy. Both diblock copolymers formed micelles (20–30 nm) in aqueous media as confirmed by dynamic light scattering (DLS) and transmission electron microscopy. The self-assembled micelles were loaded with Nile Red, a model hydrophobic drug to study their ROS-triggered release mechanism. On addition of hydrogen peroxide (H2O2), the most common ROS species, the hydrophobic thioether core of these micelles oxidized, and both diblock copolymers became more hydrophilic. This triggered their disassembly and subsequent cargo release as characterized by UV–visible spectroscopy. The Nile Red loaded micelles demonstrated similar in-vitro ROS-mediated release when exposed to endogenous oxidants in a model inflammation environment simulated by the presence of activated macrophages. The responsive nanomaterials developed in this article have promising potential as drug carriers in applications where ROS-triggered delivery of cargo is required such as in inflammatory conditions. Refereed/Peer-reviewed |
| Databáze: | OpenAIRE |
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