Abstract
Methoxy poly(ethylene oxide)-b-poly(ethyl cyanoacrylate) (mPEG-b-PECA), amphiphilic block copolymer, was synthesized via oxyanion-initiated polymerization with a sodium alcoholate-terminated monomethoxy poly(ethylene glycol) as the macroinitiator. mPEG-b-PECA was characterized by GPC, 1H-NMR and FTIR. The results indicate that the structure of mPEG-b-PECA is well controlled with narrow molecular weight distribution. The dexamethasone (DXM)-loaded mPEG-b-PECA nanoparticles (NPs) were prepared by the nanoprecipitation technique and characterized by LPSA, 1H-NMR and TEM. The DXM-loaded mPEG-b-PECA NPs are of spherical shape with the size of less than 100 nm. The drug-loaded amount (DL) and encapsulation efficiency (EE) of DXM-loaded NPs were investigated by HPLC. The results show that DXM can be effectively incorporated into mPEG-b-PECA NPs, which provides a potential delivery system for DXM and other hydrophobic drugs.
References
Auguste D T, Armes S P, Brzezinska K R, et al. pH triggered release of protective poly(ethylene glycol)-b-polycation copolymers from liposomes. Biomaterials, 2006, 27: 2599–2608
Li X, Wu Q, Lu M, et al. Novel hepatoma-targeting micelles based on chemoenzymatic synthesis and self-assembly of galactose-functionalized ribavirin-containing amphiphilic random copolymer. J Polym Sci Part A: Polym Chem, 2008, 46: 2734–2744
Deng L D, Li A G, Yao C M, et al. Methoxy poly(ethylene glycol)-b-poly(L-lactic acid) copolymer nanoparticles as delivery vehicles for paclitaxel. J Appl Polym Sci, 2005, 98: 2116–2122
Achilleos D S, Georgiou T K, Patrickios C S. Amphiphilic model conetworks based on cross-Linked star copolymers of benzyl methacrylate and 2-(dimethylamino)ethyl methacrylate: synthesis, characterization, and DNA adsorption studies. Biomacromolecules, 2006, 7: 3396–3405
Jiang X, Vogel E B, Smith III M R, et al. Amphiphilic PEG/alkylgrafted comb polylactides. J Polym Sci Part A: Polym Chem, 2007, 45: 5227–5236
Stefani M, Coudane J, Vert M. In vitro ageing and degradation of PEG-PLA diblock copolymer-based nanoparticles. Polym Degrad Stab, 2006, 91: 2554–2559
Zhang Y, Gu W, Xu H, et al Facile fabrication of hybrid nanoparticles surface grafted with multi-responsive polymer brushes via block copolymer micellization and self-catalyzed core gelation. J Polym Sci Part A: Polym Chem, 2008, 46: 2379–2389
Zou T, Li S L, Zhang X Z, et al. Synthesis and characterization of a biodegradable amphiphilic copolymer based on branched poly (-caprolactone) and poly(ethylene glycol). J Polym Sci Part A: Polym Chem, 2007, 45: 5256–5265
Li Y, Ogris M, Wagner E, et al. Nanoparticles bearing polyethyleneglycol-coupled transferrin as gene carriers: preparation and in vitro evaluation. Int J Pharm, 2003, 259: 93–101
Fresta M, Fontana G, Bucolo C, et al. Ocular tolerability and in vivo bioavailability of poly(ethylene glycol) (PEG)-coated polyethyl-2-cyanoacrylate nanosphere-encapsulated acyclovir. J Pharm Sci, 2001, 90: 288–297
Stella B, Arpicco S, Peracchia M T, et al. Design of folic acid-conjugated nanoparticles for drug targeting. J Pharm Sci, 2000, 89: 1452–1464
Peracchia M T, Vauthier C, Puisieux F, et al. Development of sterically stabilized poly(isobutyl 2-cyanoacrylate) nanoparticles by chemical coupling of poly(ethylene glycol). J Biomed Mater Res, 1997, 34: 317–326
Deng L D, Yao C M, Li A G, et al. Preparation and characterization of poly{[alpha-maleic anhydride-omega-methoxypoly-poly(ethylene glycol)]-co-(ethyl cyanoacrylate)} copolymer nanoparticles. Polym Int, 2005, 54: 1007–1013
Calvo P, Gouritin B, Brigger I, et al. PEGylated polycyanoacrylate nanoparticles as vector for drug delivery in prion diseases. J Neurosci Meth, 2001, 111: 151–155
Penczek S, Cypryk M, Duda A, et al. Living ring-opening polymerizations of heterocyclic monomers. Prog Polym Sci, 2007, 32: 247–282
Baskaran D, Muller A. H. E. Anionic vinyl polymerization-50 years after Michael Szwarc. Prog Polym Sci, 2007, 32: 173–219
Zhou Y H, Bei F L, Ji H Y, et al. Property and quantum chemical investigation of poly(ethyl-á-cyanoacrylate). J Mol Struct, 2005, 737: 117–123
Choi Y K, Bae Y H, Kim S W. Block Copolymer nanoparticles of ethylene oxide and isobutyl cyanoacrylate. Macromolecules, 1995, 28: 8419–8421
Nagasaki Y, Okada T, Scholz C, et al. The reactive polymeric micelle based on an aldehyde-ended poly(ethylene glycol)/poly(lactide) block copolymer. Macromolecules, 1998, 31: 1473–1479
de Paz Banez M V, Robinson K L, Vamvakaki M, et al. Synthesis of novel cationic polymeric surfactants. Polymer, 2000, 41: 8501–8511
Q. Zhao, Ni P H Synthesis of well-defined and near narrow-distribution diblock copolymers comprising PMMA and PDMAEMA via oxyanion-initiated polymerization. Polymer, 2005, 46: 3141–3148
Govender T, Stolnik S, Garnett M C, et al. PLGA nanoparticles prepared by nanoprecipitation: drug loading and release studies of a water soluble drug. J Control Release, 1999, 57: 171–185
Dong Y C, Feng S S. poly(ethylene glycol)-poly(lactide) (MPEGPLA) nanoparticles for controlled delivery of anticancer drugs. Biomaterials, 2004, 25: 2843–2849
Cheng J J, Teply B, Jeong S, et al. Magnetically responsive polymeric microparticles for oral delivery of protein drugs. Pharm Res, 2006, 23: 557–564
Butun V, Wang X S, de PazBanez M V, et al. Synthesis of shell cross-linked micelles at high Solids in aqueous media. Macromolecules, 2000, 33: 1–3
Xiong X Y, Li Y P, Li Z L,et al. Vesicles from Pluronic/poly(lactic acid) block copolymers as new carriers for oral insulin delivery. J Control Release, 2007, 120: 11–17
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Supported by the Key Project of Tianjin Municipal Natural Science Foundation (Grant No. 08JCZDJC17200), Tianjin Municipal Natural Science Foundation (Grant No. 08JCYBJC01800), and National Natural Science Foundation of China (Grant No. 30672554)
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Zhai, Y., Deng, L., Lin, X. et al. Methoxy poly(ethylene glycol)-b-poly(ethyl cyanoacrylate) copolymer nanoparticles as delivery vehicles for dexamethasone. Chin. Sci. Bull. 54, 2918–2924 (2009). https://doi.org/10.1007/s11434-009-0246-8
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DOI: https://doi.org/10.1007/s11434-009-0246-8