Redox-responsive PAEFc-b-PDMAEMA amphiphilic block copolymer self-assembly micelles: Physicochemical properties and anticancer drug controlled release

Yuan Wang; Yan-Ling Luo; Feng Xu; Ya-Shao Chen; Wei Tang

Journal of Industrial and Engineering Chemistry, Vol.48, 66-78, April, 2017

DOI10.1016/j.jiec.2016.12.021 Export Citation

Redox-responsive PAEFc-b-PDMAEMA amphiphilic block copolymer self-assembly micelles: Physicochemical properties and anticancer drug controlled release

Yuan Wang, Yan-Ling Luo^†, Feng Xu^†, Ya-Shao Chen, and Wei Tang

Key Laboratory of Macromolecular Science of Shaanxi Province, School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi’an 710062, PR China

E-mail:,

Ferrocene-containing amphiphilic block copolymers, poly(2-acryloyloxyethyl ferrocenecarboxylate)-block-poly(2-(dimethylamino) ethyl methacrylate) (PAEFc-b-PDMAEMA), were synthesized via sequen-tial ATRP, and self-assembled into globular nanoscaled micelle aggregates. The copolymer micelles exhibited reversible redox on-off switch feature, which was mediated by using H2O2, KMnO4, NaClO and FeCl3 as a model of oxidants and ascorbic acid as a model of reductants. The micelle nanoparticles were used to load and deliver anticancer drug, 10-hydroxycamptothecine, finding that the encapsulated drug was rapidly delivered by selectively responding to redox environments in cancer cells. MTT assays were performed to uncover cytotoxicity of the developed copolymer micelles and potentiality used for cancer therapy.

Keywords:Biomaterials;Redox-response;Ferrocene-based block copolymers;Self-assembly;Drug release

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[Referenced By]

[1] Hu YW, Du YZ, Liu N, Liu X, Meng TT, Cheng BL, He JB, You J, Yuan H, Hu FQ, J. Control. Release, 206, 91 (2015)

[2] Xu YQ, Wang L, Li YK, Wang CQ, Carbohydr. Polym., 114, 27 (2014)

[3] Guo ST, Qiao Y, Wang WW, He HY, Deng LD, Xing JF, Xu JQ, Liang XJ, Dong AJ, J. Mater. Chem., 20, 6935 (2010)

[4] Mura S, Nicolas J, Couvreur P, Nat. Mater., 12(11), 991 (2013)

[5] Xu J, Ge ZS, Zhu ZY, Luo SZ, Liu HW, Liu SY, Macromolecules, 39(23), 8178 (2006)

[6] Wang JR, Sun XR, Mao WW, Sun WL, Tang JB, Sui MH, Shen YQ, Gu ZW, Adv. Mater., 25(27), 3670 (2013)

[7] Cheng R, Feng F, Meng F, Deng C, Feijen J, Zhong Z, J. Control. Release, 152, 2 (2011)

[8] Li J, Huo M, Wang J, Zhou J, Mohammad JM, Zhang Y, Zhu Q, Waddad AY, Zhang Q, Biomaterials, 33, 2310 (2012)

[9] Chen MJ, Gao CM, Lu SY, Chen YM, Liu MZ, RSC Adv., 6, 9164 (2016)

[10] Feng C, Shen Z, Yang D, Li YG, Hu JH, Lu GL, Huang XY, J. Polym. Sci. A: Polym. Chem., 47(17), 4346 (2009)

[11] Aljabali AA, Barclay JE, Butt JN, Lomonossoff GP, Evans DJ, J. Chem. Soc.-Dalton Trans., 39, 7569 (2010)

[12] Ren BY, Zhao DL, Liu SS, Liu XX, Tong Z, Macromolecules, 40(13), 4501 (2007)

[13] Ye Q, Wang H, Yu B, Zhou F, RSC Adv., 5, 60090 (2015)

[14] Kumar TN, Sivabalan S, Chandrasekaran N, Phani KLN, J. Mater. Chem. B, 2, 6081 (2014)

[15] Rawlinson LAB, O’Gara JP, Jones DS, Brayden DJ, J. Med. Microbiol., 60, 968 (2011)

[16] Flebus L, Lombart F, Sevrin C, Defraigne JO, Peters P, Parhamifar L, Molin DGM, Grandfils C, Int. J. Pharm., 478, 278 (2015)

[17] Yan Q, Yuan JY, Zhang FB, Sui XF, Xie XM, Yin YW, Wang SF, Wei Y, Biomacromolecules, 10(8), 2033 (2009)

[18] Obata M, Kobori T, Hirohara S, Tanihara M, J. Polym. Sci. A: Polym. Chem., 6, 1793 (2015)

[19] Cheng GL, Boker AA, Zhang MF, Krausch G, Muller AHE, Macromolecules, 34(20), 6883 (2001)

[20] Yang D, Tong L, Li YJ, Hu JH, Zhang S, Huang XY, Polymer, 51(8), 1752 (2010)

[21] Li K, Zhang J, Kang S, Shi H, Zhou H, Acta Polym. Sin., 2, 236 (2015)

[22] Zhai SJ, Shang J, Yang D, Wang SY, Hu JH, Lu GL, Huang XY, J. Polym. Sci. A: Polym. Chem., 50(4), 811 (2012)

[23] Staff RH, Gallei M, Mazurowski M, Rehahn M, diger Berger R, Landfester K, Crespy D, ACS Nano, 6, 9042 (2012)

[24] Fu DJ, Jin Y, Xie MQ, Ye YJ, Qin DD, Lou KY, Chen YZ, Gao F, Chin. Chem. Lett., 25, 1435 (2014)

[25] Liu LC, Rui LL, Gao Y, Zhang WA, J. Polym. Sci. A: Polym. Chem., 6, 1817 (2015)

[26] Prasad P, Gordijo CR, Abbasi AZ, Maeda A, Ip A, Rauth AM, DaCosta RS, Wu XY, ACS Nano, 8, 3202 (2014)

[27] Chakraborty C, Bera MK, Rana U, Malik S, Chem. Commun., 51, 13123 (2015)

[28] Hsu TS, Hsu LA, Chang CJ, Sun CF, Ko YL, Kuo CT, Chiang CW, Lee YS, Thromb. Res., 102, 387 (2001)

[29] Kocha T, Yamaguchi M, Ohtaki H, Fukuda T, Aoyagi T, Biochim. Biophys. Acta, 1337, 319 (1997)

[30] Huang QZ, Zhuo LH, Guo YC, Carbohydr. Polym., 72, 500 (2008)

[31] Tian F, Liu Y, Hu K, Zhao BY, Carbohydr. Polym., 57, 31 (2004)

[32] Wu G, Chen SC, Liu CL, Wang YZ, ACS Nano, 9, 4649 (2015)

[33] Ghimire G, Yi Y, Derylo MA, Baker LA, Ito T, Langmuir, 31(44), 12307 (2015)

[34] Palomera N, Vera JL, Melendez E, Ramirez-Vick JE, Tomar MS, Arya SK, Singh SP, J. Electroanal. Chem., 658(1-2), 33 (2011)

[35] Fushimi T, Oda A, Ohkita H, Ito S, Thin Solid Films, 484(1-2), 318 (2005)

[36] Bruna S, Martinez-Montero I, Gonzalez-Vadillo AM, Martin-Fernandez C, Montero-Campillo MM, Mo O, Cuadrado I, Macromolecules, 48(19), 6955 (2015)

[37] Chang YY, Xie SB, Chai YQ, Yuan YL, Yuan R, Chem. Commun., 51, 7657 (2015)

[38] Zhang Q, Ying CY, Yu KN, Gu DH, Xiao HH, Wu JY, J. Jiaxing Univ., 22, 51 (2010)