Layer-by-layer assembly of poly(l-glutamic acid)/chitosan microcapsules for high loading and sustained release of 5-fluorouracil

European Journal of Pharmaceutics and Biopharmaceutics

Volumn 78, Issue 3, 2011, Pages 336-345

  Yan, Shifeng ^a   Zhu, Jie ^a   Wang, Zhichun ^a   Yin, Jingbo ^a   Zheng, Yanzhen ^a   Chen, Xuesi ^b  

^a SHANGHAI UNIVERSITY   (China)

^b CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY   (China)

Author keywords

5 Fluorouracil; Chitosan; Drug delivery systems; Layer by layer self assembly; Poly(l glutamic acid)

Indexed keywords

CHITOSAN; FLUOROURACIL; POLYGLUTAMIC ACID;

ARTICLE; BIODEGRADABILITY; CELL ASSAY; CELL VIABILITY; CONTROLLED STUDY; CYTOTOXICITY; DRUG DELIVERY SYSTEM; HYDROGEN BOND; IN VITRO STUDY; LOADING DRUG DOSE; MICROCAPSULE; NONHUMAN; SUSTAINED DRUG RELEASE;

ANIMALS; ANTIMETABOLITES, ANTINEOPLASTIC; CAPSULES; CELL SURVIVAL; CHITOSAN; DELAYED-ACTION PREPARATIONS; DRUG CARRIERS; DRUG COMPOUNDING; DRUG DELIVERY SYSTEMS; EXCIPIENTS; FIBROBLASTS; FLUOROURACIL; GLUTAMIC ACID; MICE; PHARMACOKINETICS; SOLUBILITY;

EID: 79960574230     PISSN: 09396411     EISSN: 18733441     Source Type: Journal    
DOI: 10.1016/j.ejpb.2010.12.031     Document Type: Article

References (53)

1. O. Garcia, M.D. Blanco, J.A. Martin, and J.M. Teijon 5-Fluorouracil trapping in poly(2-hydroxyethyl methacrylate-co-acrylamide) hydrogels: in vitro drug delivery studies Eur. Polym. J. 36 2000 111 122
2. R. Muzzalupo, F.P. Nicoletta, S. Trombino, R. Cassano, F. Iemma, and N. Picci A new crown ether as vesicular carrier for 5-fluoruracil: synthesis, characterization and drug delivery evaluation Colloids Surf. B 58 2007 197 202 (Pubitemid 46921457)
3. B. Singh, and N. Chauhan Preliminary evaluation of molecular imprinting of 5-fluorouracil within hydrogels for use as drug delivery systems Acta Biomater. 4 2008 1244 1254
4. M. Hussain, G. Beale, M. Hughes, and S. Akhtar Co-delivery of an antisense oligonucleotide and 5-fluorouracil using sustained release poly(lactide-co-glycolide) microsphere formulations for potential combination therapy in cancer Int. J. Pharm. 234 2002 129 138 (Pubitemid 34142618)
5. H. Zhang, S.M. Mardyani, W.C. Chan, and E. Kumacheva Design of biocompatible chitosan microgel for targeted pH-mediated intracellular release of cancer therapeutics Biomacromolecules 7 2007 1568 1572 (Pubitemid 43811214)
6. Z.S. Zhang, Q.B. Zhang, J. Wang, X.L. Shi, J.J. Zhang, and H.F. Song Synthesis and drug release in vitro of porphyran carrying 5-fluorouracil Carbohyd. Polym. 79 2010 628 632
7. V.R. Babu, M. Sairam, K.M. Hosamani, and T.M. Aminabhavi Development of 5-fluorouracil loaded poly(acrylamide-co-methylmethacrylate) novel core-shell microspheres: in vitro release studies Int. J. Pharm. 325 2006 55 62 (Pubitemid 44573693)
8. C.L. Lo, K.M. Lin, and G.H. Hsiue Preparation and characterization of intelligent core-shell nanoparticles based on poly(d,l-lactide)-g-poly(N- isopropyl acrylamide-co-methacrylic acid) J. Control. Release 104 2005 477 488
9. A. Lamprecht, H. Yamamoto, H. Takeuchi, and Y. Kawashima Microsphere design for the colonic delivery of 5-fluorouracil J. Control. Release 90 2003 313 322 (Pubitemid 36859963)
10. C. Zhang, Y. Cheng, G.W. Qu, X.L. Wu, Y. Ding, Z.H. Cheng, L.L. Yu, and Q.N. Ping Preparation and characterization of galactosylated chitosan coated BSA microspheres containing 5-fluorouracil Carbohyd. Polym. 72 2008 390 397 (Pubitemid 351288880)
11. E. Donath, G.B. Sukhorukov, F. Caruso, S.A. Davis, and H. Möhwald Novel hollow polymer shells by colloid-templated assembly of polyelectrolytes Angew Chem. Int. Ed. 37 1998 2201 2205
12. F. Caruso, R.A. Caruso, and H. Möhwald Nanoengineering of inorganic and hybrid hollow spheres by colloidal templating Science 282 1998 1111 1114 (Pubitemid 28516238)
13. A.P. Johnston, C. Cortez, A.S. Angelatos, and F. Caruso Layer-by-layer engineered capsules and their applications Curr. Opin. Colloid Interface Sci. 11 2006 203 209 (Pubitemid 44738642)
14. Z.W. Mao, L. Ma, C.Y. Gao, and J.C. Shen Preformed microcapsules for loading and sustained release of ciprofloxacin hydrochloride J. Control. Release 104 2005 193 202 (Pubitemid 40615246)
15. C.Y. Gao, X.Y. Liu, J.C. Shen, and H. Möhwald Spontaneous deposition of horseradish peroxidase into polyelectrolyte multilayer capsules to improve its activity and stability Chem. Commun. 17 2002 1928 1929 (Pubitemid 36139011)
16. C.Y. Gao, E. Donath, H. Möhwald, and J.C. Shen Spontaneous deposition of water-soluble substances into microcapsules: phenomenon, mechanism, and application Angew. Chem. Int. Ed. 41 2002 3789 3793 (Pubitemid 35278001)
17. F. Caruso, H. Lichtenfeld, M. Giersig, and H. Möhwald Electrostatic self-assembly of silica nanoparticle-polyelectrolyte multilayers on polystyrene latex particles J. Am. Chem. Soc. 120 1998 8523 8524 (Pubitemid 28420479)
18. L. Dahne, S. Leporatti, E. Donath, and H. Möhwald Fabrication of micro reaction cage with tailored properties J. Am. Chem. Soc. 123 2001 5431 5436 (Pubitemid 32888511)
19. R. Georgieva, S. Moya, M. Hin, R. Mitlöhner, E. Donath, H. Kiesewetter, H. Möhwald, and H. Bäumler Permeation of macromolecules into polyelectrolyte microcapsules Biomacromolecules 3 2002 517 524 (Pubitemid 34567455)
20. Y.J. Wang, and F. Caruso Template synthesis of stimuli-responsive nanoporous polymer-based spheres via sequential assembly Chem. Mater. 18 2006 4089 4100 (Pubitemid 44366524)
21. C. Schüler, and F. Caruso Decomposable hollow biopolymer-based capsules Biomacromolecules 2 2001 921 926 (Pubitemid 32894650)
22. X.P. Qiu, S. Leporatti, E. Donath, and H. Möhwald Studies on the drug release properties of polysaccharide multilayers encapsulated ibuprofen microparticles Langmuir 17 2001 5375 5380 (Pubitemid 35330846)
23. X. Tao, X.J. Sun, J.M. Su, J.F. Chen, and W. Roa Natural microshells of alginate chitosan: unexpected stability and permeability Polymer 47 2006 6167 6171 (Pubitemid 44093641)
24. C. Li Poly(l-glutamic acid)-anticancer drug conjugates Adv. Drug Deliv. Rev. 54 2002 695 713 (Pubitemid 35247523)
25. K.A. Janes, P. Calvo, and M.J. Alonso Polysaccharide colloidal particles as delivery systems for macromolecules Adv. Drug Deliv. Rev. 47 2001 83 97 (Pubitemid 32209234)
26. C. Schatz, A. Domard, C. Viton, C. Pichot, and T. Delair Versatile and efficient formation of colloids of biopolymer-based polyelectrolyte complexes Biomacromolecules 5 2004 1882 1892 (Pubitemid 39335229)
27. K. Luo, J.B. Yin, Z.J. Song, L. Cui, B. Cao, and X.S. Chen Biodegradable interpolyelectrolyte complexes based on methoxy poly(ethylene glycol)-b-poly(α,l-glutamic acid) and chitosan Biomacromolecules 9 2008 2653 2661
28. Z.J. Song, J.B. Yin, K. Luo, Y.Z. Zheng, Y. Yang, Q. Li, S.F. Yan, and X.S. Chen Layer-by-layer buildup of poly(l-glutamic acid)/chitosan film for biologically active coating Macromol. Biosci. 9 2009 268 278
29. Z.Z. Dai, J.B. Yin, S.F. Yan, T. Cao, J. Ma, and X.S. Chen Polyelectrolyte complexes based on chitosan and poly(l-glutamic acid) Polym. Int. 56 2007 1122 1127 (Pubitemid 47208809)
30. P. Dahlsten, P. Próchniak, M. Kosmulski, and J.B. Rosenholm Electrokinetic behavior of melamine-formaldehyde latex particles at moderate electrolyte concentration J. Colloid Interf. Sci. 339 2009 409 415
31. S.Q. Ye, C.Y. Wang, X.X. Liu, Z. Tong, B.Y. Ren, and F. Zeng New loading process and release properties of insulin from polysaccharide microcapsules fabricated through layer-by-layer assembly J. Control. Release 112 2006 79 87
32. L.H. Huang, X.L. Zhuang, J. Hu, L. Lang, P.B. Zhang, Y. Wang, X.S. Chen, Y. Wei, and X.B. Jing Synthesis of biodegradable and electroactive multiblock polylactide and aniline pentamer copolymer for tissue engineering applications Biomacromolecules 9 2008 850 858 (Pubitemid 351560475)
33. F. Caruso, W. Yang, D. Trau, and R. Renneberg Microencapsulation of uncharged low molecular weight organic materials by polyelectrolyte multilayer self-assembly Langmuir 16 2000 8932 8936 (Pubitemid 32022822)
34. C.Y. Gao, S. Moya, H. Lichtenfeld, A. Casoli, H. Fiedler, E. Donath, and H. Möhwald The decomposition process of melamine formaldehyde cores: the key step in the fabrication of ultrathin polyelectrolyte multilayer capsules Macromol. Mater. Eng. 286 2001 355 361
35. Y.H. Lin, C.K. Chung, C.T. Chen, H.F. Liang, S.C. Chen, and H.W. Sung Preparation of nanoparticles composed of chitosan/poly-γ-glutamic acid and evaluation of their permeability through caco-2 cells Biomacromolecules 6 2005 1104 1112
36. S.Q. Ye, C.Y. Wang, X.X. Liu, and Z. Tong Multilayer nanocapsules of polysaccharide chitosan and alginate through layer-by-layer assembly directly on PS nanoparticles for release J. Biomater. Sci. Polym. E 16 2005 909 923 (Pubitemid 40974001)
37. L.L. Huang, W.P. Sui, Y.X. Wang, and Q. Jiao Preparation of chitosan/chondroitin sulfate complex microcapsules and application in controlled release of 5-fluorouracil Carbohyd. Polym. 80 2010 168 173
38. M.E. Mathew, J.C. Mohan, K. Manzoor, S.V. Nair, H. Tamura, and R. Jayakumar Folate conjugated carboxymethyl chitosan-manganese doped zinc sulphide nanoparticles for targeted drug delivery and imaging of cancer cells Carbohyd. Polym. 80 2010 442 448
39. Y.M. Hao, F.L. Zhao, N. Li, Y.H. Yang, and K.A. Li Studies on a high encapsulation of colchicine by a noisome system Int. J. Pharm. 244 2002 73 80 (Pubitemid 35245447)
40. F. Peral, and D. Troitiño Hydrogen-bonded dimers in self-association of 5-substituted uracil derivatives and hetero-association with l-cysteine. A density functional theory study J. Mol. Struct. - Theochem. 944 2010 1 11
41. 2Al layered double hydroxides containing 5-fluorouracil J. Solid State Chem. 178 2005 736 741 (Pubitemid 40576139)
42. G. Ibarz, L. Dähne, E. Donath, and H. Möhwald Smart micro- and nanocontainers for storage, transport, and release Adv. Mater. 13 2001 1324 1327 (Pubitemid 32863932)
43. V. Kozlovskaya, E. Kharlampieva, M.L. Mansfield, and S.A. Sukhishvili Poly(methacrylic acid) hydrogel films and capsules: response to pH and ionic strength, and encapsulation of macromolecules Chem. Mater. 18 2006 328 336 (Pubitemid 43293302)
44. G. Ibarz, L. Dähne, E. Donath, and H. Möhwald Controlled permeability of polyelectrolyte capsules via defined annealing Chem. Mater. 14 2002 4059 4062
45. C.Y. Yu, X.C. Zhang, F.Z. Zhoua, X.Z. Zhang, S.X. Cheng, and R.X. Zhuo Sustained release of antineoplastic drugs from chitosan-reinforced alginate microparticle drug delivery systems Int. J. Pharm. 357 2008 15 21
46. M.L. Vuebaa, L.A. Carvalhob, F. Veigaa, J.J. Sousaa, and M.E. Pinaa Influence of cellulose ether polymers on ketoprofen release from hydrophilic matrix tablets Eur. J. Pharm. Biopharm. 58 2004 51 59
47. J. Dredán, R. Zelkó, I. Antal, E. Bihari, and I. Rácz Effect of chemical properties on drug release from hydrophobic matrices Int. J. Pharm. 160 1998 257 260 (Pubitemid 28083099)
48. A. Sood, and R. Panchagnula Drug release evaluation of diltiazem CR preparations Int. J. Pharm. 175 1998 95 107 (Pubitemid 28487019)
49. P.L. Ritger, and N.A. Peppas A simple equation for description of solute release I. Fickian and non-Fickian release from non-swellable devices in the form of slabs, spheres, cylinders or discs J. Control. Release 5 1987 23 36 (Pubitemid 17106643)
50. G. Schliecker, C. Schmidt, S. Fuchs, A. Ehinger, J. Sandow, and T. Kissel In vitro and in vivo correlation of buserelin release from biodegradable implants using statistical moment analysis J. Control. Release 94 2004 25 37 (Pubitemid 37542375)
51. N. Celebi, N. Erden, and A. Tfirkyilmaz The preparation and evaluation of salbutamol sulphate containing poly(lactic acid-co-glycolic acid) microspheres with factorial design-based studies Int. J. Pharm. 136 1996 89 100 (Pubitemid 26200742)
52. A. Pardakhty, J. Varshosaz, and A. Rouholamini In vitro study of polyoxyethylene alkyl ether niosomes for delivery of insulin Int. J. Pharm. 328 2007 130 141 (Pubitemid 44895483)
53. Y.D. Han, H.Y. Tian, P. He, X.S. Chen, and X.B. Jing Insulin nanoparticle preparation and encapsulation into poly(lactic-co-glycolic acid) microspheres by using an anhydrous system Int. J. Pharm. 378 2009 159 166