NDLI: Synthesis of thermal and oxidation dual responsive polymers for reactive oxygen species (ROS)-triggered drug release

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Polymer Chemistry Vol -5

Polymer Chemistry Vol -4

Polymer Chemistry Vol -3

Polymer Chemistry Vol -2

Polymer Chemistry Vol -1

Synthesis of thermal and oxidation dual responsive polymers for reactive oxygen species (ROS)-triggered drug release

Content Provider	Royal Society of Chemistry (RSC)
Author	Ma, Lili Chen, Xuesi Zhuang, Xiuli Ding, Jianxun Xiao, Chunsheng Yang, Chenguang
Copyright Year	2015
Abstract	We demonstrated herein a kind of thermal and oxidation dual responsive polymer with a novel structure of alternating hydrophilic and hydrophobic segments in the backbone. The polymers were facilely synthesized by thiol–ene polymerization of poly(ethylene glycol) diacrylate (PEGDA) and 1,2-ethanedithiol (EDT) monomers. The resulting PEG-EDT copolymers exhibited a sharp and reversible thermal-induced phase transition in aqueous medium which was identified to be caused by the cooperativity of dehydration of PEG segments and the increased hydrophobic interaction between β-thioether ester segments in the backbone. Additionally, the cloud point temperatures of PEG-EDT copolymers were examined to be dependent on the molecular weight of PEG, polymer concentration, addition of NaCl and isotopic solvent. More importantly, the PEG-EDT copolymers were tested to be oxidation sensitive due to the presence of oxidizable thioether groups in the backbone. The collapsed polymers at elevated temperatures could be easily converted into completely water-soluble polymers by oxidative conversion of hydrophobic thioether groups into hydrophilic sulfoxide and sulfone groups. This oxidation-switchable water solubility inspired us to use this copolymer in design of the oxidation-triggered drug delivery system. Thus, a triblock copolymer mPEG-b-575EDT-b-mPEG was synthesized by a one-pot method. The resulting triblock copolymer could self-assemble into nanoparticles using thermal and oxidation dual responsive 575-EDT as the core and mPEG as the shell. As a consequence, the hydrophobic model drug (i.e., Nile Red) can be effectively encapsulated into the collapsed nanoparticle core at the body temperature while released by oxidation-triggered disruption of the nanoparticles. This tunable thermo-responsive behavior in combination with oxidation-triggerable thioether groups makes these PEG-EDT copolymers promising for reactive oxygen species (ROS) responsive drug delivery.
Starting Page	738
Ending Page	747
Page Count	10
File Format	HTM / HTML PDF
ISSN	17599954
Volume Number	6
Issue Number	5
Journal	Polymer Chemistry
DOI	10.1039/c4py01156b
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Thioether Ethylene glycol Reactive oxygen species Sulfone Nanoparticle Polymerization Polymer Drug delivery Hydrophobe Ester Cloud point Nile Sulfoxide Hydrophile Cooperativity Copolymer Dehydration reaction Solvent 1,2-Ethanedithiol Eastern Time Zone Phase transition
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Biochemistry Bioengineering Biomedical Engineering Polymers and Plastics

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