One-Pot Synthesis of pH/Redox Responsive Polymeric Prodrug and Fabrication of Shell Cross-Linked Prodrug Micelles for Antitumor Drug Transportation

Bioconjugate Chemistry
Lei LiPeihong Ni

Abstract

Shell cross-linked (SCL) polymeric prodrug micelles have the advantages of good blood circulation stability and high drug content. Herein, we report on a new kind of pH/redox responsive dynamic covalent SCL micelle, which was fabricated by self-assembly of a multifunctional polymeric prodrug. At first, a macroinitiator PBYP- ss- iBuBr was prepared via ring-opening polymerization (ROP), wherein PBYP represents poly[2-(but-3-yn-1-yloxy)-2-oxo-1,3,2-dioxaphospholane]. Subsequently, PBYP- hyd-DOX- ss-P(DMAEMA- co-FBEMA) prodrug was synthesized by a one-pot method with a combination of atom transfer radical polymerization (ATRP) and a Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction using a doxorubicin (DOX) derivative containing an azide group to react with the alkynyl group of the side chain in the PBYP block, while DMAEMA and FBEMA are the abbriviations of N, N-(2-dimethylamino)ethyl methacrylate and 2-(4-formylbenzoyloxy)ethyl methacrylate, respectively. The chemical structures of the polymer precursors and the prodrugs have been fully characterized. The SCL prodrug micelles were obtained by self-assembly of the prodrug and adding cross-linker dithiol bis(propanoic dihydrazide) (DTP). Compared with the shell un-cross-...Continue Reading

References

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May 28, 2017·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Yue SunPeihong Ni
Apr 21, 2017·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Tingting ZhouPeng Liu

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Citations

Dec 2, 2020·Materials Science & Engineering. C, Materials for Biological Applications·Jianhong LiaoQun Wang
Feb 23, 2021·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Peng-Hao Hsu, Adah Almutairi
Apr 28, 2021·Journal of Controlled Release : Official Journal of the Controlled Release Society·Jinlei PengHua Wei
Jul 30, 2021·Advanced Science·Yuezhou ZhangWei Huang
Jan 19, 2021·ACS Biomaterials Science & Engineering·Hongping LiPeihong Ni

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