Study of the Micellization Behavior of Different Order Amino Block Copolymers with Heparin

Pharmaceutical Research

Volumn 21, Issue 1, 2004, Pages 160-169

  Dufresne, Marie Hélène ^a   Leroux, Jean Christophe ^a  

^a UNIVERSITÉ DE MONTRÉAL   (Canada)

Author keywords

Atom transfer radical polymerization; Cationic copolymers; Heparin; Polyion complex micelles

Indexed keywords

AMINOETHYL METHACRYLATE; COPOLYMER; HEPARIN; MACROGOL; MONOMER; UNCLASSIFIED DRUG;

ARTICLE; ATOM TRANSFER RADICAL POLYMERIZATION; ATOMIC FORCE MICROSCOPY; DRUG SYNTHESIS; GEL PERMEATION CHROMATOGRAPHY; IONIC STRENGTH; LIGHT SCATTERING; MICELLE; MOLECULAR INTERACTION; MOLECULAR WEIGHT; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PH; PRIORITY JOURNAL;

AMINES; HEPARIN; HYDROGEN-ION CONCENTRATION; MAGNETIC RESONANCE SPECTROSCOPY; MICELLES; PARTICLE SIZE; POLYETHYLENE GLYCOLS; POLYMETHACRYLIC ACIDS;

EID: 1642579649     PISSN: 07248741     EISSN: None     Source Type: Journal    
DOI: 10.1023/B:PHAM.0000012164.60867.c6     Document Type: Article

References (31)

1. E. Windsor and G. E. Cronheim. Gastro-intestinal absorption of heparin and synthetic heparinoids. Nature 190:263-264 (1961).
2. R. H. Engel and S. J. Riggi. Effect of sulfated and sulfonated surfactants on the intestinal absorption of heparin. Proc. Soc. Exp. Biol. Med. 130:879-884 (1969).
3. Y-K. Lee, J. H. Nam, H-C. Shin, and Y. Byun. Coagulation of low-molecular-weight heparin and deoxycholic acid for the development of a new oral anticoagulant agent. Circulation. 104: 3116-3120 (2001).
4. N. Sakuragawa, K. Takahashi, M. Ueno, and I. Horikoshi. Oral administration of heparin. Acta Med. Biol. 29:33-37 (1981).
5. R. A. Baughman, S. C. Kapoor, R. K. Agarwal, J. Kisicki, F. Catella-Lawson, and G. A. FitzGerald. Oral delivery of anticoagulant doses of heparin. A randomized, double-blind, controlled study in humans. Circulation. 98:1610-1615 (1998).
6. Y. Jiao, N. Ubrich, V. Hoffart, M. Marchand-Arvier, C. Vigneron, M. Hoffman, and P. Maincent. Anticoagulant activity of heparin following oral administration of heparin-loaded microparticles in rabbits. J. Pharm. Sci. 91:760-768 (2002).
7. Y. Jiao, N. Ubrich, M. Marchand-Arvier, C. Vigneron, M. Hoffman, T. Lecompte, and P. Maincent. In vitro and in vivo evaluation of oral heparin-loaded polymeric nanoparticles in rabbits. Circulation. 105:230-235 (2002).
8. K. Kataoka, A. Harada, and Y. Nagasaki. Block copolymer micelles for drug delivery: design, characterization and biological significance. Adv. Drug Deliv. Rev. 47:113-131 (2001).
9. A. V. Kabanov, T. K. Bronich, V. A. Kabanov, K. Yu, and A. Eisenberg. Soluble stoichiometric complexes from poly(N-ethyl-4-vinylpyridinium) cations and poly(ethylene oxide)-block-polymethacrylate anions. Macromolecules 29:6797-6802 (1996).
10. A. Harada, H. Togawa, and K. Kataoka. Physicochemical properties and nuclease resistance of antisense-oligonucleotides entrapped in the core of polyion complex micelles composed of poly(ethylene glycol)-poly(L-lysine) block copolymers. Eur. J. Pharm. Sci. 13:35-42 (2001).
11. K. Kataoka, H. Togawa, A. Harada, K. Yasugi, T. Matsumoto, and S. Katayose. Spontaneous formation of polyion complexe micelles with narrow distribution from antisense oligonucleotide and cationic block copolymer in physiological saline. Macromolecules 29:8556-8557 (1996).
12. Y. Kakizawa and K. Kataoka. Block copolymer micelles for delivery of gene and related compounds. Adv. Drug Deliv. Rev. 54:203-222 (2002).
13. A. Harada and K. Kataoka. Novel polyion complex micelles entrapping enzyme molecules in the core: preparation of narrowly-distributed micelles from lysosyme and poly(ethylene glycol)-poly(aspartic acid) block copolymer in aqueous medium. Macromolecules 31:288-294 (1998).
14. O. Boussif, F. Lezoualc'h, M. A. Zanta, M. D. Mergny, D. Scherman, B. Demeneix, and J-P. Behr. A versatile vector for gene and oligonucleotide transfer into cells in culture and in vivo: polyethylenimine. Proc. Natl. Acad. Sci. U. S. A. 92:7297-7301 (1995).
15. J. F. Kukowska-Latallo, A. U. Bielinska, J. Johnson, R. Spindler, D. A. Tomalia, and J. R. Baker, Jr. Efficient transfer of genetic material into mammalian cells using starburst polyamidoamine dendrimers. Proc. Natl. Acad. Sci. U. S. A. 93:4897-4902 (1996).
16. U. Rungsardthong, M. Deshpande, L. Bailey, M. Vamvakaki, S. P. Armes, M. C. Garnett, and S. Stolnik. Copolymers of amine methacrylate with poly(ethylene glycol) as vectors for gene therapy. J. Controlled Release 73:359-380 (2001).
17. K. A. Davis and K. Matyjaszewski. ABC triblock copolymers prepared using atom transfer radical polymerization techniques. Macromolecules 34:2101-2107 (2001).
18. S. Angot, D. Taton, and Y. Gnanou. Amphiphilic stars and dendrimer-like architectures based on poly(ethylene oxide) and polystyrene. Macromolecules 33:5418-5426 (2000).
19. V. Coessens and K. Matyjaszewski. Synthesis of polymers with amino end groups by atom transfer radical polymerization. J. Macromol. Sci. Pure Appl. Chem. A36:811-826 (1999).
20. K. Matyjaszewski. Mechanistic and synthetic aspects of atom transfer radical polymerization. J. Macromol. Sci. Pure Appl. Chem. A34:1785-1801 (1997).
21. V. Coessens, T. Pintauer, and K. Matyjaszewski. Functional polymers by atom transfer radical polymerization. Prog. Polym. Sci. 26:337-377 (2001).
22. M. Ranger, M-C. Jones, M-A. Yessine, and J-C. Leroux. From well-defined diblock copolymers prepared by a versatile atom transfer radical polymerization method to supramolecular assemblies. J. Polym. Sci. A: Polym. Chem. 39: 3861-3874 (2001).
23. A. S. Lee, A. P. Gast, V. Bütün, and S. P. Armes. Characterizing the structure of pH dependent polyelectrolyte block copolymer micelles. Macromolecules 32:4302-4310 (1999).
24. K. Matyjaszewski, B. Göbelt, H-J. Paik, and C. P. Horwitz. Tridendate nitrogen-based ligands in Cu-based ATRP: a structure-activity study. Macromolecules 34:430-440 (2001).
25. a) The potentiometric behavior of isotactic and atactic poly(2-dimethylaminoethyl methacrylate) in water/ethanol solutions. Makromol. Chem. 186:111-121 (1985).
26. 13C-nuclear-magnetic-resonance spectroscopy. Biochem. J. 278: 689-695 (1991).
27. A. Harada and K. Kataoka. Formation of stable and monodispersive polyion complex micelles in aqueous medium from poly(L-lysine) and poly(ethylene glycol)-poly(aspartic acid) block copolymer. J. Macromol. Sci. Pure Appl. Chem. A34:2119-2133 (1997).
28. A. S. Lee, V. Bütün, M. Vamvakaki, S. P. Armes, J. A. Pople, and A. P. Gast. Structure of pH-dependent block copolymer micelles: charge and ionic strength dependence. Macromolecules 35:8540-8551 (2002).
29. S. V. Vinogradov, T. K. Bronich, and A. V. Kabanov. Self-assembly of polyamine-poly(ethylene glycol) copolymers with phosphorothioate oligonucleotides. Bioconjug. Chem. 9:805-812 (1998).
30. T. W. Randolph. Phase separation of excipients during lyophilization: effects on protein stability. J. Pharm. Sci. 86:1198-1203 (1997).
31. N. J. Jain, V. K. Aswal, P. S. Goyal, and P. Bahadur. Salt induced micellization and micelle structures of PEO/PPO/PEO block copolymers in aqueous solution. Colloids Surf. A: Physicochem. Eng. Asp. 173:85-94 (2000).