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Cyclodextrin-Activated Porphyrin Photosensitization for Boosting Self-Cleavable Drug Release

Mian Tang, Yanqiu Song, Yilin Lu, Ying‐Ming Zhang, Zhilin Yu, Xiufang Xu, Yu Liu

2022Journal of Medicinal Chemistry31 citationsDOI

Abstract

Supramolecular prodrugs that combine the merits of stimuli-responsiveness and targeting ability in a controllable manner have shown appealing prospects in disease diagnostics and therapeutics. Herein, we report that a new theranostic agent with the host–guest-binding-activated photosensitization has been fabricated by a binary supramolecular assembly consisting of the permethyl-β-cyclodextrin-grafted hyaluronic acid and a combretastatin A-4-appended porphyrin derivative. Illuminated by a red-light source, the production efficiency of singlet oxygen (1O2) pronouncedly increases by ∼60-fold once the porphyrin core is encapsulated by cyclodextrins. Consequently, the cell-selective fluorescence emission is dramatically enhanced, the microtubule-targeted drug is rapidly and completely released, and the 1O2-involved combinational treatment is simultaneously achieved both in vitro and in vivo. To be envisaged, this complexation-boosted light-activatable photosensitizing prodrug delivery system with improved photophysical performance and remarkable phototheranostic outcomes will make a significant contribution to the creation of more advanced stimulus-based biomaterials.

Topics & Concepts

ChemistryPorphyrinCyclodextrinBoosting (machine learning)DrugPharmacologyCombinatorial chemistryStereochemistryPhotochemistryBiochemistryComputer scienceMedicineMachine learningNanoplatforms for cancer theranosticsPorphyrin and Phthalocyanine ChemistryPhotodynamic Therapy Research Studies
Cyclodextrin-Activated Porphyrin Photosensitization for Boosting Self-Cleavable Drug Release | Litcius