Journal
REACTIVE & FUNCTIONAL POLYMERS
Volume 147, Issue -, Pages -Publisher
ELSEVIER
DOI: 10.1016/j.reactfunctpolym.2019.104463
Keywords
Nanogels; Thiol-ene chemistry; DOX; Zwitterionic polymer; Drug delivery
Funding
- National Research Foundation of Korea (NRF) - Ministry of Education [NRF2015R1D1A3A01019109, NRF-2018R1D1A3B07041437]
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Zwitterionic polymers with high biocompatibility and extremely low fouling properties have attracted interest as promising nanocarriers for drug delivery. In this work, novel zwitterionic nano-gels were prepared via the facile one-pot click reaction of alpha, omega-functionalized poly(sulfobetaine)s (FPSBs) and cystamine. FPSBs were first synthesized by atom transfer radical polymerization with initiators having furan-maleimide adducts followed by the end-capping reaction with thiolactone derivatives. Subsequently, the thiolactone rings of PSBs could be opened by aminolysis of cystamine crosslinkers and the released thiol-groups reacted with the double-bonds of furan-maleimide moieties to form PSB nanogel networks through the thiol-ene click reaction. The nanogels were readily degraded in the presence of glutathione (GSH) as a reducing agent, which was confirmed by the changes in particle size. Doxorubicin (DOX), could be loaded in the core of the nanogels with a high drug loading content of 24.3%. Moreover, the in vitro drug release profile showed a low release (24.8%) of DOX at a physiological environment, whereas there were burst releases of 74.4% and 89.9% in the presence of 5 mM and 10 mM GSH similar to a tumor cytoplasm environment. Cell viability assays demonstrated that the nanogel showed low cytotoxicity against the normal HEK293 cell, while exhibited a high cytotoxic activity towards HeLa cancer cells. These evidences revealed the effective redox responsive characteristics of the PSB nanogels.
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