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Polymer Amphiphiles for Photoregulated Anticancer Drug Delivery.


ABSTRACT: We report the synthesis of amphiphilic polymers featuring lipophilic stearyl chains and hydrophilic poly(ethylene glycol) polymers that are connected through singlet oxygen-cleavable alkoxyanthracene linkers. These amphiphilic polymers assembled in water to form micelles with diameters of ?20 nm. Reaction of the alkoxyanthracene linkers with light and O2 cleaved the ether C-O bonds, resulting in formation of the corresponding 9,10-anthraquinone derivatives and concomitant disruption of the micelles. These micelles were loaded with the chemotherapeutic agent doxorubicin, which was efficiently released upon photo-oxidation. The drug-loaded reactive micelles were effective at killing cancer cells in vitro upon irradiation at 365 nm, functioning through both doxorubicin release and photodynamic mechanisms.

SUBMITTER: Brega V 

PROVIDER: S-EPMC6623983 | biostudies-literature | 2019 Jan

REPOSITORIES: biostudies-literature

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Polymer Amphiphiles for Photoregulated Anticancer Drug Delivery.

Brega Valentina V   Scaletti Federica F   Zhang Xianzhi X   Wang Li-Sheng LS   Li Prudence P   Xu Qiaobing Q   Rotello Vincent M VM   Thomas Samuel W SW  

ACS applied materials & interfaces 20190110 3


We report the synthesis of amphiphilic polymers featuring lipophilic stearyl chains and hydrophilic poly(ethylene glycol) polymers that are connected through singlet oxygen-cleavable alkoxyanthracene linkers. These amphiphilic polymers assembled in water to form micelles with diameters of ∼20 nm. Reaction of the alkoxyanthracene linkers with light and O<sub>2</sub> cleaved the ether C-O bonds, resulting in formation of the corresponding 9,10-anthraquinone derivatives and concomitant disruption o  ...[more]

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