Block ionomer complexes of PEG-block-poly(4-vinylbenzylphosphonate) and cationic surfactants as highly stable, pH responsive drug delivery system

Journal of Controlled Release

Volumn 160, Issue 3, 2012, Pages 486-494

  Kamimura, Masao ^a,b   Kim, Jong Oh ^c   Kabanov, Alexander V ^b,d   Bronich, Tatiana K ^b,d   Nagasaki, Yukio ^a  

^a UNIVERSITY OF TSUKUBA   (Japan)

^b UNIVERSITY OF NEBRASKA MEDICAL CENTER   (United States)

^c Yeungnam University   (South Korea)

^d MOSCOW STATE UNIVERSITY   (Russian Federation)

Author keywords

Doxorubicin; Drug delivery; Micelle; PEG; Polyion complex; Surfactant assisted polymeric micelle

Indexed keywords

ACIDIC PH; ANTICANCER DRUG; AVERAGE SIZE; BLOCK IONOMERS; CANCER CELLS; CATIONIC DRUGS; CONFOCAL FLUORESCENCE MICROSCOPY; CYTOTOXIC EFFECTS; DOXORUBICIN; DRUG DELIVERY SYSTEM; EXTRACELLULAR PH; HIGH LOADINGS; HIGH STABILITY; MCF-7 BREAST CANCER CELLS; PH-RESPONSIVE; PHYSICOCHEMICAL PROPERTY; POLYION COMPLEX; POLYMERIC MICELLE; SELF-ASSEMBLED; SOLUTION BEHAVIOR;

BIOPHYSICS; CATIONIC SURFACTANTS; CELLS; CYTOTOXICITY; DRUG DELIVERY; FLUORESCENCE MICROSCOPY; IONIC STRENGTH; LOADING; MICELLES; POLYETHYLENE GLYCOLS;

DYES;

CATIONIC SURFACTANT; COPOLYMER; DOXORUBICIN; MACROGOL DERIVATIVE; POLY(ETHYLENE GLYCOL BLOCK 4 VINYLBENZYLPHOSPHONATE); SODIUM CHLORIDE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; AQUEOUS SOLUTION; ARTICLE; ATOMIC FORCE MICROSCOPY; CELL KILLING; CELL PH; CELL STRAIN MCF 7; CHEMICAL COMPOSITION; COMPLEX FORMATION; CONCENTRATION RESPONSE; CONFOCAL MICROSCOPY; CONTROLLED STUDY; CYTOTOXICITY; DRUG DELIVERY SYSTEM; DRUG DOSAGE FORM COMPARISON; DRUG RELEASE; DRUG STABILITY; DRUG TRANSPORT; ENDOSOME; EXTRACELLULAR SPACE; FLUORESCENCE MICROSCOPY; HUMAN; HUMAN CELL; HYDRODYNAMICS; INTRACELLULAR TRANSPORT; IONIC STRENGTH; LYSOSOME; MICELLE; PARTICLE SIZE; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; STOICHIOMETRY; ZETA POTENTIAL;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; CELL SURVIVAL; DOXORUBICIN; DRUG DELIVERY SYSTEMS; HUMANS; HYDROGEN-ION CONCENTRATION; PHOSPHONIC ACIDS; POLYETHYLENE GLYCOLS; POLYVINYLS; SURFACE-ACTIVE AGENTS;

EID: 84861976778     PISSN: 01683659     EISSN: 18734995     Source Type: Journal    
DOI: 10.1016/j.jconrel.2012.04.027     Document Type: Article

References (42)

1. E.V. Batrakova, T.K. Bronich, J.A. Vetro, A.V. Kabanov, Polymer micelles as drug carriers, Nanoparticulates as Drug Carriers, Imperial College Press, London, 2006, pp. 57-93.
2. K. Kataoka, A. Harada, Y. Nagasaki, Block copolymer micelles for drug delivery: design, characterization and biological significance, Adv. Drug Deliv. Rev. 47 (2001) 113-131. (Pubitemid 32209236)
3. A. Lavasanifar, J. Samuel, G.S. Kwon, Poly(ethylene oxide)-block-poly(L- amino acid) micelles for drug delivery, Adv. Drug Deliv. Rev. 54 (2002) 169-190. (Pubitemid 34230440)
4. G. Riess, Micellization of block copolymers, Prog. Polym. Sci. 28 (2003) 1107-1170.
5. A. Harada, K. Kataoka, Formation of polyion complex micelles in an aqueous milieu from a pair of oppositely-charged block copolymers with poly(ethylene glycol) segments, Macromolecules 28 (1996) 5294-5299.
6. A. Harada, K. Kataoka, Chain length recognition: core-shell supramolecular assembly from oppositely charged block copolymers, Science 283 (1999) 65-67. (Pubitemid 29044846)
7. A. Harada, K. Kataoka, Supramolecular assemblies of block copolymers in aqueousmedia as nanocontainers relevant to biological applications, Prog. Polym. Sci. 31 (2006) 949-982. (Pubitemid 44738012)
8. A.V. Kabanov, T.K. Bronich, V.A. Kabanov, K. Yu, A. Eisenberg, Soluble stoichiometric complexes from poly(N-ethyl-4-vinylpyridinium) cations and poly(ethylene oxide)-block-polymethacrylate anions, Macromolecules 29 (1996) 6797-6802. (Pubitemid 126536654)
9. T.K. Bronich, A.V. Kabanov, V.A. Kabanov, K. Yu, A. Eisenberg, Soluble complexes from poly(ethylene oxide)-block-polymethacrylate anions and N-alkylpyridinium cations, Macromolecules 30 (1997) 3519-3525. (Pubitemid 127569542)
10. M.L. Adams, A. Lavasanifar, G.S. Kwon, Amphiphilic block copolymers for drug delivery, J. Pharm. Sci. 92 (2003) 1343-1355. (Pubitemid 36792748)
11. N. Rapoport, Physical stimuli-responsive polymeric micelles for anti-cancer drug delivery, Prog. Polym. Sci. 32 (2007) 962-990. (Pubitemid 47198285)
12. Y. Bae, K. Kataoka, Intelligent polymeric micelles from functional poly(ethylene glycol)-poly(amino acid) block copolymers, Adv. Drug Deliv. Rev. 61 (2009) 768-784.
13. J.H. Park, G. Saravanakumar, K. Kim, I.C. Kwon, Targeted delivery of low molecular drugs using chitosan and its derivatives, Adv. Drug Deliv. Rev. 62 (2010) 28-41.
14. E.V. Batrakova, S. Li, A.D. Reynolds, R.L. Mosley, T.K. Bronich, A.V. Kabanov, H.E. Gendelman, A macrophage-nanozyme delivery system for Parkinson's disease, Bioconjug. Chem. 18 (2007) 1498-1506. (Pubitemid 47464057)
15. Y. Lee, S. Fukushima, Y. Bae, S. Hiki, T. Ishii, K. Kataoka, A protein nanocarrier from charge-conversion polymer in response to endosomal pH, J. Am. Chem. Soc. 129 (2007) 5362-5363. (Pubitemid 46697615)
16. A.V. Kabanov, S.V. Vinogradov, Y.G. Suzdaltseva, V.Y. Alakhov, Water-soluble block polycations for oligonucleotide delivery, Bioconjug. Chem. 6 (1995) 639-643.
17. Y. Kakizawa, K. Kataoka, Block copolymer micelles for delivery of gene and related compounds, Adv. Drug Deliv. Rev. 54 (2002) 203-222. (Pubitemid 34230442)
18. H.-K. Nguyen, P. Lemieux, S. Vinogradov, C.L. Gebhart, N. Guérin, G. Paradis, T.K. Bronich, V.Y. Kabanov, A.V. Kabanov, evaluation of polyether-polyethyleneimine graft copolymers as gene transfer agents, Gene Ther. 7 (2000) 126-138. (Pubitemid 30088959)
19. N. Nishiyama, K. Kataoka, Current state, achievements, and future prospects of polymeric micelles as nanocarriers for drug and gene delivery, Pharm. Therap. 112 (2006) 630-648. (Pubitemid 44592613)
20. W.J. Kim, S.W. Kim, Efficient siRNA delivery with non-viral polymeric vehicles, Pharm. Res. 26 (2009) 657-666.
21. A. Tamura, Y. Nagasaki, Smart siRNA delivery systems based on polymeric nanoassemblies and nanoparticles, Nanomedicine 5 (2010) 1089-1102.
22. M. Ji, L. Jin, J. Guo, W. Yang, C. Wang, S. Fu, Formation of luminescent nanocomposite assemblies via electrostatic interaction, J. Colloid Interface Sci. 318 (2008) 487-495. (Pubitemid 350299356)
23. K. Shiraishi, K. Kawano, Y. Maitani, M. Yokoyama, Polyion complex micelle MRI contrast agents from poly(ethylene glycol)-b-poly(L-lysine) block copolymers having Gd-DOTA; preparations and their control of T1-relaxivities and blood circulation characteristics, J. Control. Release 148 (2010) 160-167.
24. Y. Matsumura, H. Maeda, A new concept for macromolecular therapeutics in cancer chemotherapy: mechanism of tumoritropic accumulation of proteins and the antitumor agent smancs, Cancer Res. 46 (1986) 6387-6392. (Pubitemid 17221789)
25. H. Maeda, J. Wu, T. Sawa, Y. Matsumura, K. Hori, Tumor vascular permeability and the EPR effect in macromolecular therapeutics: a review, J. Control. Release 65 (2000) 271-284. (Pubitemid 30122932)
26. H. Maeda, Tumor-Selective Delivery of Macromolecular Drugs via the EPR Effect: Background and Future Prospects, Bioconjug. Chem. 21 (2010) 797-802.
27. S. Zhou, H. Hu, C. Burger, B. Chu, Phase structural transitions of polyelectrolyte-surfactant complexes between poly(vinylamine hydrochloride) and oppositely charged sodium alkyl sulfate, Macromolecules 34 (2001) 1772-1778. (Pubitemid 34216553)
28. S. Holappa, T. Andersson, L. Kantonen, P. Plattner, H. Tenhu, Soluble polyelectrolyte complexes composed of poly(ethylene oxide)-block-poly(sodium methacrylate) and poly(methacryloyloxyethyl trimethylammonium chloride), Polymer 44 (2003) 7907-7916.
29. I.K. Voets, S. Burgh, B. Farago, R. Fokkink, D. Kovacevic, T. Hellweg, A. Keizer, M.A.C. Stuart, Electrostatically driven coassembly of a diblock copolymer and an oppositely charged homopolymer in aqueous solutions, Macromolecules 40 (2007) 8476-8482. (Pubitemid 350150565)
30. T. Matsuda, M. Annaka, Salt effect on complex formation of neutral/polyelectrolyte block copolymers and oppositely charged surfactants, Langmuir 24 (2008) 5707-5713.
31. D.C. Gonzalez, E.N. Savariar, S. Thayumanavan, Fluorescence patterns from supramolecular polymer assembly and disassembly for sensing metallo- and nonmetalloproteins, J. Am. Chem. Soc. 131 (2009) 7708-7716.
32. B.P. Bastakoti, S. Guragain, A. Yoneda, Y. Yokoyama, S. Yusa, K. Nakashima, Micelle formation of poly(ethylene oxide-b-sodium 2-(acrylamido)-2-methyl-1-propane sulfonate-b-styrene) and its interaction with dodecyl trimethyl ammonium chloride and dibucaine, Polym. Chem. 1 (2010) 347-353.
33. M. Monteserin, H.D. Burrows, R. Mallavia, R.E. Di Paolo, A.L. Mac-anita, M.J. Tapia, How to change the aggregation in the DNA/surfactant/cationic conjugated poly-electrolyte system through the order of component addition: anionic versus neutral surfactants, Langmuir 26 (2010) 11705-11714.
34. P. Han, N. Ma, H. Ren, H. Xu, Z. Li, Z. Wang, X. Zhang, Oxidation-responsive micelles based on a selenium-containing polymeric superamphiphile, Langmuir 26 (2010) 14414-14418.
35. T.K. Bronich, A. Nehls, A. Eisenberg, V.A. Kabanov, A.V. Kabanov, Novel drug delivery systems based on the complexes of block ionomers and surfactants of opposite charge, Colloids Surf. B Biointerfaces 16 (1999) 243-251. (Pubitemid 29486811)
36. S.V. Solomatin, T.K. Bronich, T.W. Bargar, A. Eisenberg, V.A. Kabanov, A.V. Kabanov, Environmentally responsive nanoparticles from block ionomer complexes: effects of pH and ionic strength, Langmuir 19 (2003) 8069-8076.
37. J. Wang, S.K. Varshney, R. Jerome, P. Teyssie, Synthesis of AB(BA), ABA and BAB block copolymers of tert-butyl methacrylate (A) and ethylene oxide (B), J. Polym. Sci. A Polym. Chem. 30 (1992) 2251-2261.
38. N.V. Nukolova, Z. Yang, J.O. Kim, A.V. Kabanov, T.K. Bornich, Polyelectrolyte nanogels decorated with monoclonal antibody for targeted drug delivery, React. Funct. Polym. 71 (2011) 315-323.
39. M. Kamimura, N. Kanayama, K. Tokuzen, K. Soga, Y. Nagasaki, Near-infrared (1550nm) in vivo bioimaging based on rare-earth doped ceramic nanophosphors modified with PEG-b-poly(4-vinylbenzylphosphonate), Nanoscale 3 (2011) 3705-3713.
40. K.P. Ananthapadmanabhan, E.D. Goddard, N.J. Turro, P.L. Kuo, Fluorescence probes for critical micelle concentration, Langmuir 1 (1985) 352-355. (Pubitemid 15508305)
41. G.B. Ray, I. Chakraborty, S.P. Moulik, Pyrene absorption can be a convenient method for probing critical micellar concentration (cmc) and indexing micellar polarity, J. Colloid Interface Sci. 294 (2006) 248-254. (Pubitemid 41711688)
42. T.K. Bronich, T. Cherry, S.V. Vinogradov, A. Eisenberg, V.A. Kabanov, A.V. Kabanov, Self-assembly in mixtures of poly(ethylene oxide)-graft- poly(ethyleneimine) and alkyl sulfates, Langmuir 14 (1998) 6101-6106. (Pubitemid 128612934)