Self-assembly and paclitaxel loading capacity of cellulose-graft- poly(lactide) nanomicelles

Journal of Agricultural and Food Chemistry

Volumn 60, Issue 15, 2012, Pages 3900-3908

  Guo, Yanzhu ^a   Wang, Xiaohui ^a   Shu, Xuancai ^a   Shen, Zuguang ^a   Sun, Run Cang ^a,b  

^a SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

^b BEIJING FORESTRY UNIVERSITY   (China)

Author keywords

biodegradable; cellulose; L lactide; nanomicelle, PTX

Indexed keywords

ANTITUMOR DRUGS; BIODEGRADABLE; DRUG ENCAPSULATION EFFICIENCY; FLUORESCENCE PROBES; L-LACTIDE; LOADING CAPACITIES; MOLECULAR FACTORS; NANOMICELLE, PTX; NANOMICELLES; PACLITAXEL; POLY LACTIDE; SELF-ASSEMBLE; SELF-ASSEMBLY BEHAVIORS; XRD;

CELLULOSE; GRAFT COPOLYMERS; GRAFTING (CHEMICAL); IONIC LIQUIDS; SELF ASSEMBLY;

LOADING;

ANTINEOPLASTIC AGENT; CELLULOSE; DRUG CARRIER; PACLITAXEL; POLYMER;

ARTICLE; CHEMISTRY; INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PARTICLE SIZE; SOLUBILITY;

ANTINEOPLASTIC AGENTS; CELLULOSE; DRUG CARRIERS; MAGNETIC RESONANCE SPECTROSCOPY; PACLITAXEL; PARTICLE SIZE; POLYMERS; SOLUBILITY; SPECTROSCOPY, FOURIER TRANSFORM INFRARED;

EID: 84859910612     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf3001873     Document Type: Article

References (47)

1. Hu, F. Q.; Liu, L. N.; Du, Y. Z.; Yuan, H. Synthesis and antitumor activity of doxorubicin conjugated stearic acid- g -chitosan oligosaccharide polymeric micelles Biomaterials 2009, 30, 6955-6963
2. Yuan, H.; Lu, L. J.; Du, Y. Z.; Hu, F. Q. Stearic acid- g -chitosan polymeric micelle for oral drug delivery: in vitro transport and in vivo absorption Mol. Pharmaceutics 2010, 8, 225-238
3. Yao, Z.; Zhang, C.; Ping, Q.; Yu, L. A series of novel chitosan derivatives: synthesis, characterization and micellar solubilization of paclitaxel Carbohydr. Polym. 2007, 68, 781-792
4. Wang, H.; Zhao, Y.; Wu, Y.; Hu, Y. L.; Nan, K.; Nie, G.; Chen, H. Enhanced anti-tumor efficacy by co-delivery of doxorubicin and paclitaxel with amphiphilic methoxy PEG-PLGA copolymer nanoparticles Biomaterials 2011, 32, 8281-8290
5. Song, N.; Liu, W.; Tu, Q.; Liu, R.; Zhang, Y.; Wang, J. Preparation and in vitro properties of redox-responsive polymeric nanoparticles for paclitaxel delivery Colloid Surf. B 2011, 87, 454-463
6. Zhang, Y.; Huo, M.; Zhou, J.; Yu, D.; Wu, Y. Potential of amphiphilically modified low molecular weight chitosan as a novel carrier for hydrophobic anticancer drug: synthesis, characterization, micellization and cytotoxicity evaluation Carbohydr. Polym. 2009, 77, 231-238
7. Hu, F. Q.; Ren, G. F.; Yuan, H.; Du, Y. Z.; Zeng, S. Shell cross-linked stearic acid grafted chitosan oligosaccharide self-aggregated micelles for controlled release of paclitaxel Colloid Surf. B 2006, 50, 97-103
8. Topp, M. D. C.; Dijkstra, P. J.; Talsma, H.; Feijen, J. Thermosensitive micelle-forming block copolymers of poly(ethylene glycol) and poly(N -isopropylacrylamide) Macromolecules 1997, 30, 8518-8520
9. Benahmed, A.; Ranger, M.; Leroux, J. C. Novel polymeric micelles based on the amphiphilic diblock copolymer poly(N -vinyl-2-pyrrolidone)- block -poly(d, l -lactide) Pharm. Res. 2001, 18, 323-328
10. Saito, R.; Okamura, S. I.; Ishizu, K. Synthesis of poly(vinyl alcohol) core-polystyrene shell type microspheres Polymer 1995, 36, 4515-4520
11. Calderara, F.; Riess, G. Characterization of polystyrene- block -poly(4-vinyl-pyridine) block copolymer micelles in toluene solution Macromol. Chem. Phys. 1996, 197, 2115-2132
12. Yasugi, K.; Nagasaki, Y.; Kato, M.; Kataoka, K. Preparation and characterization of polymer micelles from poly(ethylene glycol)-poly(d, l -lactide) block copolymers as potential drug carrier J. Controlled Release 1999, 62, 89-100
13. Park, E. K.; Kim, S. Y.; Lee, S. B.; Lee, Y. M. Folate-conjugated methoxy poly(ethylene glycol)/poly(μ-caprolactone) amphiphilic block copolymeric micelles for tumor-targeted drug delivery J. Controlled Release 2005, 109, 158-168
14. Akagi, T.; Kaneko, T.; Kida, T.; Akashi, M. Preparation and characterization of biodegradable nanoparticles based on poly(γ-glutamic acid) with l -phenylalanine as a protein carrier J. Controlled Release 2005, 108, 226-236
15. Chen, W.; Chen, H.; Hu, J.; Yang, W.; Wang, C. Synthesis and characterization of polyion complex micelles between poly(ethylene glycol)- grafted poly(aspartic acid) and cetyltrimethyl ammonium bromide Colloid Surf. A 2006, 278, 60-66
16. Eccleston, M. E.; Williams, S. L.; Yue, Z.; Chen, R.; Lee, C. K.; Anikina, E.; Pawlyn, C.; Barrand, M. A.; Slater, N. K. H. Design and in-vitro testing of effective poly(l -lysine iso-phthalamide) based drug targeting systems for solid tumours Food Bioprod. Process. 2005, 83, 141-146
17. Brown, M. D.; Schätzlein, A.; Brownlie, A.; Jack, V.; Wang, W.; Tetley, L.; Gray, A. I.; Uchegbu, I. F. Preliminary characterization of novel amino acid based polymeric vesicles as gene and drug delivery agents Bioconjugate Chem. 2000, 11, 880-891
18. Liu, Z.; Jiao, Y.; Wang, Y.; Zhou, C.; Zhang, Z. Polysaccharides-based nanoparticles as drug delivery systems Adv. Drug Deliv. Rev. 2008, 60, 1650-1662
19. Aouada, F. A.; De Moura, M. R.; Orts, W. J.; Mattoso, L. H. C. Preparation and characterization of novel micro- and nanocomposite hydrogels containing cellulosic fibrils J. Agric. Food Chem. 2011, 59, 9433-9442
20. Murray, B. S.; Durga, K.; De Groot, P. W. N.; Kakoulli, A.; Stoyanov, S. D. Preparation and characterization of the foam-stabilizing properties of cellulose-ethyl cellulose complexes for use in foods J. Agric. Food Chem. 2011, 59, 13277-13288
21. Gupta, K. C.; Khandekar, K. Temperature-responsive cellulose by ceric(IV) ion-initiated graft copolymerization of N -isopropylacrylamide Biomacromolecules 2003, 4, 758-765
22. Meng, T.; Gao, X.; Zhang, J.; Yuan, J.; Zhang, Y.; He, J. Graft copolymers prepared by atom transfer radical polymerization (ATRP) from cellulose Polymer 2009, 50, 447-454
23. Shen, D.; Huang, Y. The synthesis of CDA- g -PMMA copolymers through atom transfer radical polymerization Polymer 2004, 45, 7091-7097
24. Sui, X.; Yuan, J.; Zhou, M.; Zhang, J.; Yang, H.; Yuan, W.; Wei, Y.; Pan, C. Synthesis of cellulose- graft -poly(N, N -dimethylamino-2-ethyl methacrylate) copolymers via homogeneous ATRP and their aggregates in aqueous media Biomacromolecules 2008, 9, 2615-2620
25. Teramoto, Y.; Nishio, Y. Biodegradable cellulose diacetate- graft -poly(l -lactide)s: thermal treatment effect on the development of supramolecular structures Biomacromolecules 2003, 5, 397-406
26. Jiang, C.; Wang, X.; Sun, P.; Yang, C. Synthesis and solution behavior of poly(μ-caprolactone) grafted hydroxyethyl cellulose copolymers Int. J. Biol. Macromol. 2011, 48, 210-214
27. Zhu, J.; Wang, W. T.; Wang, X. L.; Li, B.; Wang, Y. Z. Green synthesis of a novel biodegradable copolymer base on cellulose and poly(p -dioxanone) in ionic liquid Carbohydr. Polym. 2009, 76, 139-144
28. Teramoto, Y.; Nishio, Y. Cellulose diacetate- graft -poly(lactic acid)s: synthesis of wide-ranging compositions and their thermal and mechanical properties Polymer 2003, 44, 2701-2709
29. Yuan, W.; Yuan, J.; Zhang, F.; Xie, X. Syntheses, characterization, and in vitro degradation of ethyl cellulose- graft -poly(μ-caprolactone)- block -poly(l -lactide) copolymers by sequential ring-opening polymerization Biomacromolecules 2007, 8, 1101-1108
30. Chen, D.; Sun, B. New tissue engineering material copolymers of derivatives of cellulose and lactide: their synthesis and characterization Mater. Sci. Eng., C 2000, 11, 57-60
31. Buchanan, C. M.; Dorschel, D.; Gardner, R. M.; Komarek, R. J.; Matosky, A. J.; White, A. W.; Wood, M. D. The influence of degree of substitution on blend miscibility and biodegradation of cellulose acetate blends J. Polym. Environ. 1996, 4, 179-195
32. Yan, C.; Zhang, J.; Lv, Y.; Yu, J.; Wu, J.; Zhang, J.; He, J. Thermoplastic cellulose- graft -poly(l -lactide) copolymers homogeneously synthesized in an ionic liquid with 4-dimethylaminopyridine catalyst Biomacromolecules 2009, 10, 2013-2018
33. Hao, Y.; Peng, J.; Li, J.; Zhai, M.; Wei, G. An ionic liquid as reaction media for radiation-induced grafting of thermosensitive poly(N -isopropylacrylamide) onto microcrystalline cellulose Carbohydr. Polym. 2009, 77, 779-784
34. Xu, Q.; Kennedy, J. F.; Liu, L. An ionic liquid as reaction media in the ring opening graft polymerization of μ-caprolactone onto starch granules Carbohydr. Polym. 2008, 72, 113-121
35. Heinze, T.; Schwikal, K.; Barthel, S. Ionic liquids as reaction medium in cellulose functionalization Macromol. Biosci. 2005, 5, 520-525
36. Zhang, H.; Wu, J.; Zhang, J.; He, J. 1-Allyl-3-methylimidazolium chloride room temperature ionic liquid: a new and powerful nonderivatizing solvent for cellulose Macromolecules 2005, 38, 8272-8277
37. Dong, H.; Xu, Q.; Li, Y.; Mo, S.; Cai, S.; Liu, L. The synthesis of biodegradable graft copolymer cellulose- graft -poly(l -lactide) and the study of its controlled drug release Colloid Surf. B 2008, 66, 26-33
38. Wang, F.; Zhang, D.; Zhang, Q.; Chen, Y.; Zheng, D.; Hao, L.; Duan, C.; Jia, L.; Liu, G.; Liu, Y. Synergistic effect of folate-mediated targeting and verapamil-mediated P-gp inhibition with paclitaxel-polymer micelles to overcome multi-drug resistance Biomaterials 2011, 32, 9444-9456
39. Wang, Y. S.; Jiang, Q.; Li, R. S.; Liu, L. L.; Zhang, Q. Q.; Wang, Y. M.; Zhao, J. Self-assembled nanoparticles of cholesterol-modified O -carboxymethyl chitosan as a novel carrier for paclitaxel Nanotechnology 2008, 19, 145101
40. Pinkert, A.; Marsh, K. N.; Pang, S.; Staiger, M. P. Ionic liquids and their interaction with cellulose Chem. Rev. 2009, 109, 6712-6728
41. Qiu, L.; Bae, Y. Polymer architecture and drug delivery Pharm. Res. 2006, 23, 1-30
42. Zhu, J.; Dong, X. T.; Wang, X. L.; Wang, Y. Z. Preparation and properties of a novel biodegradable ethyl cellulose grafting copolymer with poly(p -dioxanone) side-chains Carbohydr. Polym. 2010, 80, 350-359
43. Cao, Y.; Tan, H. Structural characterization of cellulose with enzymatic treatment J. Mol. Struct. 2004, 705, 189-193
44. Gaucher, G.; Dufresne, M.-H.; Sant, V. P.; Kang, N.; Maysinger, D.; Leroux, J. C. Block copolymer micelles: preparation, characterization and application in drug delivery J. Controlled Release 2005, 109, 169-188
45. Mo, R.; Jin, X.; Li, N.; Ju, C.; Sun, M.; Zhang, C.; Ping, Q. The mechanism of enhancement on oral absorption of paclitaxel by N -octyl- O -sulfate chitosan micelles Biomaterials 2011, 32, 4609-4620
46. Lee, J.; Lee, S. C.; Acharya, G.; Chang, C.-J.; Park, K. Hydrotropic solubilization of paclitaxel: analysis of chemical structures for hydrotropic property Pharm. Res. 2003, 20, 1022-1030
47. Shan, L.; Cui, S.; Du, C.; Wan, S.; Qian, Z.; Achilefu, S.; Gu, Y. A paclitaxel-conjugated adenovirus vector for targeted drug delivery for tumor therapy Biomaterials 2012, 33, 146-162