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Supramolecular free radicals: near-infrared organic materials with enhanced photothermal conversion.

ABSTRACT: A novel kind of supramolecular free radical with significantly improved free radical yield and enhanced near-infrared (NIR) photothermal conversion has been fabricated. Perylene diimide (PDI) can undergo chemical reduction to generate PDI radical anions. Cucurbit[7]uril (CB[7]), a bulky hydrophilic head, was utilized to encapsulate the two end groups of the PDI derivative via host-guest interactions, thus hindering its aggregation and suppressing the dimerization and quenching of PDI radical anions in aqueous solution. Due to the increased concentration of radical anions and their absorption above 800 nm, the efficiency of NIR photothermal conversion was significantly improved. Compared with free radicals fabricated by covalent chemistry, the supramolecular free radicals established here could provide a facile approach for the promoted formation of aromatic free radicals, thus opening up a new strategy for the design of NIR photothermal materials with enhanced photothermal conversion.

SUBMITTER: Jiao Y

PROVIDER: S-EPMC5707502 | biostudies-literature | 2015 Jul

REPOSITORIES: biostudies-literature

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Supramolecular free radicals: near-infrared organic materials with enhanced photothermal conversion.

Jiao Yang Y Liu Kai K Wang Guangtong G Wang Yapei Y Zhang Xi X

Chemical science 20150420 7

A novel kind of supramolecular free radical with significantly improved free radical yield and enhanced near-infrared (NIR) photothermal conversion has been fabricated. Perylene diimide (PDI) can undergo chemical reduction to generate PDI radical anions. Cucurbit[7]uril (CB[7]), a bulky hydrophilic head, was utilized to encapsulate the two end groups of the PDI derivative <i>via</i> host-guest interactions, thus hindering its aggregation and suppressing the dimerization and quenching of PDI radi ...[more]

PMID: 29218167

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Project description:BackgroundAlthough lower temperature (< 45 °C) photothermal therapy (LPTT) have attracted enormous attention in cancer therapy, the therapeutic effect is still unsatisfying when applying LPTT alone. Therefore, combining with other therapies is urgently needed to improve the therapeutic effect of LPTT. Recently reported oxygen-irrelevant free radicals based thermodynamic therapy (TDT) exhibit promising potential for hypoxic tumor treatment. However, overexpression of glutathione (GSH) in cancer cells would potently scavenge the free radicals before their arrival to the specific site and dramatically diminish the therapeutic efficacy.Methods and resultsIn this work, a core-shell nanoplatform with an appropriate size composed of arginine-glycine-aspartate (RGD) functioned polydopamine (PDA) as a shell and a triphenylphosphonium (TPP) modified hollow mesoporous manganese dioxide (H-mMnO2) as a core was designed and fabricated for the first time. This nanostructure endows a size-controllable hollow cavity mMnO2 and thickness-tunable PDA layers, which effectively prevented the pre-matured release of encapsulated azo initiator 2,2'-azobis[2-(2-imidazolin-2-yl) propane] dihydrochloride (AIBI) and revealed pH/NIR dual-responsive release performance. With the mitochondria-targeting ability of TPP, the smart nanocomposites (AIBI@H-mMnO2-TPP@PDA-RGD, AHTPR) could efficiently induce mitochondrial associated apoptosis in cancer cells at relatively low temperatures (< 45 °C) via selectively releasing oxygen-irrelevant free radicals in mitochondria and facilitating the depletion of intracellular GSH, exhibiting the advantages of mitochondria-targeted LPTT/TDT. More importantly, remarkable inhibition of tumor growth was observed in a subcutaneous xenograft model of osteosarcoma (OS) with negligible side effects.ConclusionsThe synergistic therapy efficacy was confirmed by effectively inducing cancer cell death in vitro and completely eradicating the tumors in vivo. Additionally, the excellent biosafety and biocompatibility of the nanoplatforms were confirmed both in vitro and in vivo. Taken together, the current study provides a novel paradigm toward oxygen-independent free-radical-based cancer therapy, especially for the treatment of hypoxic solid tumors.

Dataset Information

Supramolecular free radicals: near-infrared organic materials with enhanced photothermal conversion.

Publications

Supramolecular free radicals: near-infrared organic materials with enhanced photothermal conversion.

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