NDLI: Reduction-sensitive core-cross-linked mPEG–poly(ester-carbonate) micelles for glutathione-triggered intracellular drug release

Content Provider	Royal Society of Chemistry (RSC)
Author	Zhao, Wei Huang, Yubin Qi, Ruogu Wu, Wenbin Tong, Ti Xie, Zhigang Jing, Xiabin Yan, Lesan Cui, Dongmei
Copyright Year	2012
Abstract	A functionalized six-membered cyclic carbonate monomer containing a protected thiol group, 2-(2,4-dinitrophenylthio)ethyl-5-methyl-2-oxo-1,3-dioxane-5-carboxylate (MTC), was prepared. Ring-opening polymerization (ROP) of MTC and L-lactide (LA) initiated by monohydroxyl poly(ethylene glycol) (mPEG) was successfully performed with controlled polymer molecular weight and molecular weight distribution. The structures of the obtained monomer and copolymers were confirmed by NMR and FTIR. After deprotection under mild conditions, the amphiphilic block copolymer was self-assembled into micelles in aqueous solution. By oxidation of the free thiol groups in the PMTC segments, the micelles with the cross-linked core were formed, and the enhanced stability against disruptive conditions was demonstrated by dynamic light scattering (DLS) measurement in the presence of DMF. Doxorubicin (DOX) was loaded into the micelles as a model drug. The in vitro DOX release behaviors indicated that cross-linking of the micelle cores resulted in a slow drug release and this process was greatly accelerated by adding glutathione (GSH) solution with comparable concentrations to intracellular levels in tumor cells. The cross-linked micelles were demonstrated to be efficiently internalized into the cells. Faster intracellular DOX release was observed by confocal laser scanning microscopy (CLSM) in the GSH pretreated MCF-7 cells than in the unpretreated MCF-7 cells. In vitro MTT assay revealed that the cross-linked micelles were biocompatible with L929 cells and MCF-7 cells. As expected, DOX-loaded cross-linked micelles showed higher cellular proliferation inhibition towards glutathione pretreated MCF-7 cells than that towards the unpretreated ones at various GSH concentrations. These results indicated that the bioreducible core-cross-linked micelles can be used as drug carriers for intelligent drug delivery.
Starting Page	2403
Ending Page	2412
Page Count	10
File Format	HTM / HTML PDF
ISSN	17599954
Volume Number	3
Issue Number	9
Journal	Polymer Chemistry
DOI	10.1039/c2py20240a
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Ethylene glycol Thiol Chrysler LA engine MCF-7 Ring-opening polymerization Micelle Polymer Confocal microscopy Drug delivery MTT Doxorubicin MTT assay 1,3-Dioxane Dynamic light scattering Amphiphile Biocompatibility Nuclear magnetic resonance Copolymer Monomer Glutathione
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Biochemistry Bioengineering Biomedical Engineering Polymers and Plastics

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