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Smart supramolecular vesicles based on glutathione-reactive pillar[6]arene and acid-labile prodrug: Dual drug loading and sequential release

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Abstract Glutathione thiol-reactive pillar[6]arene (TWP6) is designed and synthesized as the first example of reducing agent-reactive host molecule. TWP6 shows high affinity binding towards suitable anti-tumor drugs and guests. Doxorubicin-based… Click to show full abstract

Abstract Glutathione thiol-reactive pillar[6]arene (TWP6) is designed and synthesized as the first example of reducing agent-reactive host molecule. TWP6 shows high affinity binding towards suitable anti-tumor drugs and guests. Doxorubicin-based acid-labile prodrugs and TWP6 are used to construct supramolecular vesicles, which are also loaded with camptothecin. The supramolecular vesicles loaded with two drugs demonstrate glutathione- and acid-responsive drug release as well as sequential release to both stimuli types. Supramolecular vesicles show combination therapeutic effect towards tumor cells in vitro.

Keywords: reactive pillar; sequential release; pillar arene; acid labile; release; supramolecular vesicles

Journal Title: Chinese Chemical Letters
Year Published: 2021

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