mz5b00525_si_001.pdf (1.22 MB)
Redox-Responsive Amphiphilic Macromolecular [2]Pseudorotaxane Constructed from a Water-Soluble Pillar[5]arene and a Paraquat-Containing Homopolymer
journal contribution
posted on 2015-09-15, 00:00 authored by Xiaodong Chi, Guocan Yu, Xiaofan Ji, Yang Li, Guping Tang, Feihe HuangHere we report a redox-responsive
host–guest complex between
a new water-soluble pillar[5]arene (WP5) and a paraquat
derivative. Compared with the neutral form of the paraquat derivative
that binds WP5 weakly, its dication form binds WP5 much more strongly. Furthermore, we utilize this new water-soluble
redox-responsive molecular recognition motif to construct the first
pillararene-based amphiphilic macromolecular [2]pseudorotaxane, which
self-assembles into redox-responsive polymeric vesicles in water.
Such pillararene-based supramolecular vesicles were further used to
construct a drug delivery system to encapsulate and controlled release
DOX·HCl, an anticancer drug. The uptake of these DOX·HCl-loaded
supramolecular vesicles by cancer cells was studied with confocal
laser scanning microscopy. Meanwhile, DOX·HCl-loaded supramolecular
vesicles showed anticancer activity in vitro comparable to free DOX·HCl
under the examined conditions.