Redox and pH Dual-Responsive Supramolecular Micelles with a Traditional Polymer Block and a Supramolecular Block for Drug Controlled Release

Abstract

Redox and pH dual‐responsive supramolecular micelles are prepared through a traditional polymer block and a supramolecular block to completely release the drugs. Ferrocene‐introduced and hydrophobic‐modified β‐cyclodextrin (β‐CD‐Fc‐Ace, where β‐CD, Fc, and Ace refer to β‐cyclodextrin, ferrocene, and acetal, respectively) is used to build the supramolecular block. Adamantane‐terminated poly(ethylene glycol) methyl ether (mPEG‐Ada) is the traditional polymer block. The average diameter of supramolecular micelles is ≈100 nm. Supramolecular micelles are able to control the release of the drugs in the cancer cells due to pH and redox microenvironments.

Polymeric Nanocarriers Based on Cyclodextrins for Drug Delivery: Host–Guest Interaction as Stimuli Responsive Linker

“…76 One hydroxyl group in β-CD was conjugated with Fc to a double head linker β-CD−Fc and the residue hydroxyls were modified with hydrophobic acetal (β-CD−Fc−Ace), while PEG was modified by Ada groups to PEG-Ada. 77 They can form supramolecular block copolymer β-CD−Fc−Ace/PEG− Ada, and further self-assembly to micelles with hydrophilic PEG segment and hydrophobic β-CD parts. The in the blood (pH ≈ 7.4).…”

“…In addition to redox responsive ability, redox and pH dual-responsive DDSs have also been prepared and investigated, considering the significance of pH changes in cells, tissues, and organisms . One hydroxyl group in β-CD was conjugated with Fc to a double head linker β-CD–Fc and the residue hydroxyls were modified with hydrophobic acetal (β-CD–Fc–Ace), while PEG was modified by Ada groups to PEG-Ada . They can form supramolecular block copolymer β-CD–Fc–Ace/PEG–Ada, and further self-assembly to micelles with hydrophilic PEG segment and hydrophobic β-CD parts.…”

Recent Trends in Metallopolymer Design: Redox‐Controlled Surfaces, Porous Membranes, and Switchable Optical Materials Using Ferrocene‐Containing Polymers

“…[87][88][89] Zhang and co-workers reported the controlled loading and release of an anticancer drug using pHand redox-r esponsive supramolecular micelles. [90] The dual-responsivem icelles were prepared by host-guest interactions of an adamantane-terminated poly(ethylene glycol)m ethyl ether (mPEG-Ada) andaferrocene-modified polymer by taking advantage of the complexation capabilities with b-cyclodextrin. In another study by Szillat et al,h ost-guesti nteractions were used to prepare well-defined, redox-switchable supramolecular graft polymers in aqueous solution.…”

“…While oxidizing the ferrocene to ferrocenium, decomplexation occurred, which was accompanied with structural changes of the telechelic or other metallopolymer architectures . Zhang and co‐workers reported the controlled loading and release of an anticancer drug using pH‐ and redox‐ responsive supramolecular micelles . The dual‐responsive micelles were prepared by host‐guest interactions of an adamantane‐terminated poly(ethylene glycol) methyl ether (mPEG‐Ada) and a ferrocene‐modified polymer by taking advantage of the complexation capabilities with β‐cyclodextrin.…”

Supramolecular Vesicles Prepared by Photodimerization of Coumarins in the Cavity of γ‐Cyclodextrin

“…Host‐guest interactions are a type of non‐covalent bonds that are able to be affected by the external environment, showing sensitive responses and even reversible responses . Therefore, stimuli‐responsive supramolecular vesicles have been reported for application in drug carriers, gene vectors, and nanocontainers, to date. Generally, the guest molecules have only one hydrophobic tail and the stability of supramolecular vesicles is not satisfactory .…”