Synthesis of a novel PEG-block-poly(aspartic acid-stat-phenylalanine) copolymer shows potential for formation of a micellar drug carrier

International Journal of Pharmaceutics

Volumn 297, Issue 1-2, 2005, Pages 242-253

  Prompruk, K ^a   Govender, T ^b   Zhang, S ^c   Xiong, C D ^c   Stolnik, S ^a  

^a UNIVERSITY OF NOTTINGHAM   (United Kingdom)

^b UNIVERSITY OF KWAZULU NATAL   (South Africa)

^c CHENGDU INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

Block copolymers; Drug delivery; Drug polymer interactions; Polyionic micelles

Indexed keywords

ASPARTIC ACID DERIVATIVE; COPOLYMER; DIMINAZENE ACETURATE; DRUG CARRIER; MACROGOL DERIVATIVE; POLY(ETHYLENE GLYCOL) BLOCK POLY(ASPARTIC ACID STAT PHENYLALANINE); UNCLASSIFIED DRUG;

ARTICLE; DRUG DELIVERY SYSTEM; DRUG DISTRIBUTION; DRUG RELEASE; INTERMETHOD COMPARISON; MICELLE; PARTICLE SIZE; PH MEASUREMENT; PRIORITY JOURNAL;

CHEMISTRY, PHYSICAL; DELAYED-ACTION PREPARATIONS; DIMINAZENE; DRUG CARRIERS; DRUG DELIVERY SYSTEMS; INDICATORS AND REAGENTS; MICELLES; MICROSCOPY, ELECTRON, TRANSMISSION; PARTICLE SIZE; PHENYLALANINE; POLYETHYLENE GLYCOLS; SCATTERING, RADIATION;

EID: 19344369608     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2005.02.025     Document Type: Article

References (28)

1. C. Allen, J. Han, Y. Yu, D. Maysinger, and A. Eisenberg Polycaprolactone-b-poly (ethylene oxide) copolymer micelles as a delivery vehicle for dihydrotestosterone J. Control. Release 63 2000 275 286
2. S. Cheon Lee, C. Kim, I. Chan, H. Kwon, S. Chung, and Y. Jeong Polymeric micelles of poly(2-ethyl-2-oxazoline)-block-poly(caprolactone) copolymer as a carrier for paclitaxel J. Control. Release 89 2003 437 447
3. T. Ehtezazi, T. Govender, and S. Stolnik Hydrogen bonding and electrostatic interaction contributions to the interaction of a cationic drug with polyaspartic acid Pharm. Res. 17 2000 871 878
4. T. Govender, S. Stolnik, C. Xiong, S. Zhang, L. Illum, and S.S. Davis Drug-polyionic block copolymer interactions for micelle formation: physicochemical characterization J. Control. Release 75 2001 249 258
5. S.A. Hagan, A.G.A. Coombes, M.C. Garnett, S.E. Dunn, M.C. Davis, L. Illum, S.S. Davis, S.E. Harding, S.S. Purkiss, and P.R. Gellert Polylactide-poly(ethylene glycol) copolymers as drug delivery systems. Part 1: characterization of water dispersible micelle-forming systems Langmuir 12 1996 2153 2161
6. A. Harada, and K. Kataoka Novel polyion complex micelles entrapping enzyme molecules in the core: preparation of narrowly-distributed micelles from lysozyme and poly(ethylene glycol)-poly(aspartic acid) block copolymer in aqueous medium Macromolecules 31 1998 288 294
7. Y.I. Jeong, J.W. Nah, H.C. Lee, S.H. Kim, and C.S. Cho Adriamycin release from flower-type polymeric micelle based on star-block copolymer composed of poly(gamma-benzyl l-glutamate) as the hydrophobic part and poly(ethylene oxide) as the hydrophilic part Int. J. Pharm. 188 1999 49 58
8. Y. Kakizawa, and K. Kataoka Block copolymer micelles for delivery of gene and related compounds Adv. Drug Deliv. Rev. 54 2002 203 222
9. K. Kataoka Design of nanoscopic vehicles for drug targeting based on micellisation of amphiphillic block copolymers Pure Appl. Chem. A31 1994 759 1769
10. K. Kataoka, M. Yokoyama, T. Okano, Y. Sakurai, S. Fukushima, K. Okamoto, and G. Kwon Doxorubicin-loaded poly(ethylene glycol)-poly(beta-benzyl-l- aspartate) copolymer micelles: their pharmaceutical characteristics and biological significance J. Control. Release 64 2000 143 153
11. K. Kugo, A. Ohji, T. Uno, and J. Nishino Synthesis and conformations of A-B-A tri-block copolymers with hydrophobic poly(β-benzyl l-glutamate) and hydrophilic poly(ethylene oxide) Polym. J. 9 1987 375 381
12. G. Kwon, M. Naito, K. Kataoka, M. Yokoyaka, Y. Sakurai, and T. Okano Block copolymer micelles as vehicles for hydrophobic drugs Colloids Surf. B Biointerfaces 2 1994 429 434
13. S.B. La, T. Okano, and K. Kataoka Preparation and characterization of the micelle-forming polymeric drug indomethacin-incorporated poly(ethylene oxide)-poly(beta-benzyl l-aspartate) block copolymer micelles J. Pharm. Sci. 85 1996 85 90
14. E.S. Lee, H.J. Shin, K. Na, and Y.H. Bae Poly (l-histidine)-PEG block coploymer micelles and pH induced destabilization J. Control. Release 90 2003 363 374
15. I. Oh, K. Lee, H.Y. Kwon, Y.B. Lee, S.C. Shin, C.S. Cho, and C.K. Kim Release of adriamycin from poly(gamma-benzyl-l-glutamate)/poly(ethyleneoxide) nanoparticles Int. J. Pharm. 181 1999 107 115
16. T. Riley, S. Stolnik, C.R. Heald, C.D. Xiong, M.C. Garnett, L. Illum, S.S. Davis, S.C. Purkiss, R.J. Barlow, and P.R. Gellert Physicochemical evaluation of nanoparticles assembled from poly(lactic acid)-poly(ethylene oxide) (PLA-PEG) block copolymers as drug delivery vehicles Langmuir 17 2001 3168 3174
17. I. Shin, Y. Lee, C. Cho, and Y. Sung Methoxy poly(ethylene glycol)/epsilon-caprolactone amphiphilic block copolymeric micelle containing indomethacin. Part I: preparation and characterization J. Control. Release 51 1998 1 11
18. X. Shuai, H. Ai, N. Nasongkla, S. Kim, and J. Gao Micellar carriers based on block copolymers of poly(capralactone) and poly(ethylene glycol) for doxorubicin delivery J. Control. Release 98 2004 415 426
19. S. Stolnik, L. Illum, and S.S. Davis Long circulating microparticulate drug carriers Adv. Drug Deliv. Rev. 16 1995 195 214
20. S. Tanodekaew, R. Pannu, D. Heatley, D. Attwood, and C. Booth Association and surface properties of diblock copolymers of ethylene oxide and dl-lactide in aqueous solution Macromol. Chem. Phys. 198 1997 927 944
21. A.F. Thunemann, J. Beyermann, and H. Kukula Poly(ethylene oxide)-b-poly(l-lysine complexes with retinoic acid Macromolecules 1 2000 5906 5911
22. M. Yokoyama Novel passive targetable drug delivery with polymeric micelles T. Okano Biorelated Polymers and Gels: Controlled Release and Applications in Biomedical Engineering 1998 Academic Press Boston 193 229
23. M. Yokoyama, G.S. Kwon, T. Okano, Y. Sakurai, T. Seto, and K. Kataoka Preparation of micelle-forming polymer-drug conjugates Bioconjugate Chem. 3 1992 295 301
24. M. Yokoyama, T. Sukiyama, T. Okano, Y. Sakurai, M. Naito, and K. Kataoka Analysis of micelle formation of an adriamycin-conjugated poly(ethylene glycol) poly(aspartic acid) block-copolymer by gel-permeation chromatography Pharm. Res. 10 1993 895 899
25. M.O.T. Yokoyama, Y. Sakurai, S. Suwa, and K. Kataoka Introduction of cisplatin into polymeric micelle J. Control. Release 39 1996 351 356
26. B.G. Yu, T. Okano, K. Kataoka, and G. Kwon Polymeric micelles for drug delivery: solubilization and haemolytic activity of amphotericin B J. Control. Release 53 1998 131 136
27. M. Yuan, and X. Deng Synthesis and characterization of poly(ethyleneglycol)-block-poly(amino acid) copolymer Eur. Polym. J. 37 2000 1907 1912
28. Yuan, M., Xiong, C., Deng, C., 1998. China Patent 98124012.