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Zwitterionic light-responsive polymeric micelles for controlled drug delivery

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Abstract

Novel amphiphilic light-responsive block copolymer spiropyran-poly(2-methacryloyloxyethyl phosphorylcholine) (SP-PMPC) was reported and used as smart drug nanocarriers. SP-PMPC was easily synthesized via atom transfer radical polymerization (ATRP) of 2-methacryloyloxyethyl phosphorylcholine (MPC) using 2-bromo-2-methylpropanoate-ethyl-3′,3′-dimethyl-6-nitrospiro (2H-1-benzopyran-2,2′-indoline) (SP-Br) as initiator. SP-PMPC can self-assemble to micelles with relatively low critical micelle concentration (CMC) value (0.037 mg mL−1). Because of the reversible photochemical isomerization of hydrophobic spiropyran (SP) to hydrophilic merocyanine (MC), the self-assembly and disassembly of SP-PMPC micelles can be well controlled by an external light source, which was proved by ultraviolet-visible light (UV–vis) spectrometry, dynamic light scattering (DLS), and transmission electron microscopy (TEM). The hydrophobic anticancer drug doxorubicin (DOX) can be encapsulated into micelles. In vitro drug release studies showed that the release of DOX was accelerated in the presence of UV irradiation (λ = 365 nm) when compared to similar systems without UV irradiation treatment. The SP-PMPC micelles exhibited superior biocompatibility as measured by 3-(4,5-dimethyl-2-thiazolyl)-2,5-diphenyl-2-H-tetrazolium bromide (MTT) assay owing to the stealth phosphorylcholine outer shell. Moreover, the DOX-loaded SP-PMPC micelles under UV irradiation exhibited better anticancer activity than that of the nonirradiated ones.

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Acknowledgments

Financial support from the Special Social Commonweal Research Programs of the Scientific Institution of Ministry of Science and Technology (No.GY2012G-3) is gratefully acknowledged.

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Authors and Affiliations

  1. Shanghai Key Laboratory of Forensic Medicine, Institute of Forensic Science, Ministry of Justice, 1347 Guangfu West Road, Shanghai, 200062, People’s Republic of China

    Hanjian Shen, Min Zhou & Yan Shen

  2. Institute of Organic Chemistry, Johannes Gutenberg-University, Duesbergweg 10-14, 55099, Mainz, Germany

    Qian Zhang & Andreas Keller

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  1. Hanjian Shen
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  2. Min Zhou
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  4. Andreas Keller
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Correspondence to Hanjian Shen.

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Shen, H., Zhou, M., Zhang, Q. et al. Zwitterionic light-responsive polymeric micelles for controlled drug delivery. Colloid Polym Sci 293, 1685–1694 (2015). https://doi.org/10.1007/s00396-015-3550-7

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  • DOI: https://doi.org/10.1007/s00396-015-3550-7

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