Sulfated glycosaminoglycan-based block copolymer: Preparation of biocompatible chondroitin sulfate-b-poly(lactic acid) micelles

Biomacromolecules

Volumn 15, Issue 7, 2014, Pages 2691-2700

  Fajardo, André R ^a,b,c   Guerry, Alexandre ^a   Britta, Elizandra A ^b   Nakamura, Celso V ^b   Muniz, Edvani C ^b   Borsali, Redouane ^a   Halila, Sami ^a  

^a UNIV GRENOBLE ALPES   (France)

^b STATE UNIVERSITY OF MARINGÁ   (Brazil)

^c FEDERAL UNIVERSITY OF PELOTAS   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

BIOCOMPATIBILITY; DRUG DELIVERY; MICELLES; NANOSYSTEMS;

ANTI-CANCER DRUG DELIVERY; DELIVERY NANOSYSTEMS; FUNCTIONALIZATIONS; GLYCOSAMINOGLYCANS; IN-VITRO ASSAYS; LOW-MOLECULAR WEIGHT; POLYMERIC DRUGS; SPHERICAL MICELLES;

BLOCK COPOLYMERS;

AZIDE; DERMATAN SULFATE; POLYLACTIC ACID; POLYMER; WATER; DRUG CARRIER; LACTIC ACID; MICELLE;

ANIMAL CELL; AQUEOUS SOLUTION; ARTICLE; BIODEGRADABILITY; CYTOTOXICITY; DRUG DELIVERY SYSTEM; DRUG SYNTHESIS; IN VITRO STUDY; LIGHT SCATTERING; MICELLE; MOLECULAR WEIGHT; MOUSE; NONHUMAN; PRIORITY JOURNAL; TRANSMISSION ELECTRON MICROSCOPY; ANALOGS AND DERIVATIVES; ANIMAL; CELL SURVIVAL; CHEMISTRY; CHLOROCEBUS AETHIOPS; CLICK CHEMISTRY; CONFORMATION; DRUG EFFECTS; PARTICLE SIZE; SYNTHESIS; VERO CELL LINE;

ANIMALS; CARBOHYDRATE CONFORMATION; CELL SURVIVAL; CERCOPITHECUS AETHIOPS; CLICK CHEMISTRY; DERMATAN SULFATE; DRUG CARRIERS; LACTIC ACID; MICE; MICELLES; PARTICLE SIZE; POLYMERS; VERO CELLS;

EID: 84904366500     PISSN: 15257797     EISSN: 15264602     Source Type: Journal    
DOI: 10.1021/bm5005355     Document Type: Article

References (60)

1. Liu, J. Y.; Zhang, L. M. Carbohydr. Polym. 2007, 69, 196-201
2. Li, B. G.; Zhang, L. M. Carbohydr. Polym. 2008, 74, 390-395
3. Pramod, P. S.; Takamura, K.; Chaphekar, S.; Balasubramanian, N.; Jayakannan, M. Biomacromolecules 2012, 13, 3627-3640
4. Giacomelli, C.; Schmidt, V.; Aissou, K.; Borsali, R. Langmuir 2010, 26, 15734-15744
5. Lee, C. T.; Huang, C. P.; Lee, Y. D. Biomacromolecules 2006, 7, 1179-1186
6. Lepoittevin, B.; Elhiri, A.; Bech, L.; Belleney, J.; Baltaze, J. P.; Capron, I.; Planchot, V.; Roger, P. Carbohydr. Polym. 2011, 83, 1174-1179
7. Jeong, Y. I.; Kim, D. H.; Chung, C. W.; Yoo, J. J.; Choi, K. H.; Kim, C. H.; Ha, S. H.; Kang, D. H. Int. J. Nanomed. 2011, 6, 1415-1427
8. Sun, H. L.; Guo, B. N.; Li, X. Q.; Cheng, R.; Meng, F. H.; Liu, H. Y.; Zhong, Z. Y. Biomacromolecules 2010, 11, 848-854
9. Schatz, C.; Louguet, S.; Le Meins, J. F.; Lecommandoux, S. Angew. Chem., Int. Ed. 2009, 48, 2572-2575
10. Hernandez, O. S.; Soliman, G. M.; Winnik, F. M. Polymer 2007, 48, 921-930
11. Modolon, S. M.; Otsuka, I.; Fort, S.; Minatti, E.; Borsali, R.; Halila, S. Biomacromolecules 2012, 13, 1129-1135
12. van der Vlist, J.; Faber, M.; Loen, L.; Dijkman, T. J.; Asri, L.; Loos, K. Polymers 2012, 4, 674-690
13. Otsuka, I.; Fuchise, K.; Halila, S.; Fort, S.; Aissou, K.; Pignot-Paintrand, I.; Chen, Y. G.; Narumi, A.; Kakuchi, T.; Borsali, R. Langmuir 2010, 26, 2325-2332
14. Felici, M.; Marza-Perez, M.; Hatzakis, N. S.; Nolte, R. J. M.; Feiters, M. C. Chem.-Eur. J. 2008, 14, 9914-9920
15. Giacomelli, C.; Schmidt, V.; Putaux, J. L.; Narumi, A.; Kakuchi, T.; Borsali, R. Biomacromolecules 2009, 10, 449-453
16. Gauche, C.; Soldi, V.; Fort, S.; Borsali, R.; Halila, S. Carbohydr. Polym. 2013, 98, 1272-1280
17. Belbekhouche, S.; Desbrieres, J.; Hamaide, T.; Le Cerf, D.; Picton, L. Carbohydr. Polym. 2013, 95, 41-49
18. Belbekhouche, S.; Ali, G.; Dulong, V.; Picton, L.; Le Cerf, D. Carbohydr. Polym. 2011, 86, 304-312
19. Novoa-Carballal, R.; Pergushov, D. V.; Muller, A. H. E. Soft Matter 2013, 9, 4297-4303
20. Upadhyay, K. K.; Le Meins, J. F.; Misra, A.; Voisin, P.; Bouchaud, V.; Ibarboure, E.; Schatz, C.; Lecommandoux, S. Biomacromolecules 2009, 10, 2802-2808
21. Choi, K. Y.; Saravanakumar, G.; Park, J. H.; Park, K. Colloids Surf., B 2012, 99, 82-94
22. Liu, Z. H.; Jiao, Y. P.; Wang, Y. F.; Zhou, C. R.; Zhang, Z. Y. Adv. Drug Delivery Rev. 2008, 60, 650-1662
23. Raveendran, S.; Yoshida, Y.; Maekawa, T.; Kumar, S. Nanomed.: Nanotechnol., Biol. Med. 2013, 9, 605-626
24. Mikami, T.; Kitagawa, H. Biochim. Biophys. Acta, Gen. Subj. 2013, 1830, 4719-4733
25. Henke, C. A.; Roongta, U.; Mickelson, D. J.; Knutson, J. R.; McCarthy, J. B. J. Clin. Invest. 1996, 97, 2541-2552
26. Murai, T.; Sougawa, N.; Kawashima, H.; Yamaguchi, K.; Miyasaka, M. Immunol. Lett. 2004, 93, 163-170
27. Lin, Y. J.; Liu, Y. S.; Yeh, H. H.; Cheng, T. L.; Wang, L. F. Int. J. Nanomed. 2012, 7, 4169-4183
28. Lee, C. T.; Huang, C. P.; Lee, Y. D. Biomol. Eng. 2007, 24, 131-139
29. Liu, G. Y.; Chen, C. J.; Ji, J. Soft Matter 2012, 8, 8811-8821
30. Oh, J. K. Soft Matter 2011, 7, 5096-5108
31. Wasteson, A. Biochem. J. 1971, 122, 477-481
32. Yu, F.; Wolff, J. J.; Amster, I. J.; Prestegard, J. H. J. Am. Chem. Soc. 2007, 129, 13288-13297
33. Dal Bo, A. G.; Soldi, V.; Giacomelli, F. C.; Travelet, C.; Jean, B.; Pignot-Paintrand, I.; Borsali, R.; Fort, S. Langmuir 2012, 28, 1418-1426
34. Rostovtsev, V. V.; Green, L. G.; Fokin, V. V.; Sharpless, K. B. Angew. Chem., Int. Ed. 2002, 41, 2596-2602
35. Tornoe, C. W.; Christensen, C.; Meldal, M. J. Org. Chem. 2002, 67, 3057-3064
36. Adebowale, A. O.; Cox, D. S.; Liang, Z.; Eddington, N. D. J. Am. Nutraceut. Ass. 2000, 3, 7-12
37. Cho, S. Y.; Sim, J. S.; Jeong, C. S.; Chang, S. Y.; Choi, D. W.; Toida, T.; Kim, Y. S. Biol. Pharm. Bull. 2004, 27, 47-51
38. Sugahara, K.; Tanaka, Y.; Yamada, S. Glycoconjugate J. 1996, 13, 609-619
39. Sugahara, K.; Tanaka, Y.; Yamada, S.; Seno, N.; Kitagawa, H.; Haslam, S. M.; Morris, H. R.; Dell, A. J. Biol. Chem. 1996, 271, 26745-26754
40. Guerry, A.; Bernard, J.; Samain, E.; Fleury, E.; Cottaz, S.; Halila, S. Bioconjugate Chem. 2013, 24, 5-12
41. Yamaguchi, K.; Tamaki, H.; Fukui, S. Glycoconjugate J. 2006, 23, 513-523
42. Saitoh, H.; Takagaki, K.; Majima, M.; Nakamura, T.; Matsuki, A.; Kasai, M.; Narita, H.; Endo, M. J. Biol. Chem. 1995, 270, 3741-3747
43. Witczak, Z. J.; Bielski, R. Click Chemistry in Glycoscience: New Developments and Strategies; Wiley: Hoboken, NJ, 2013.
44. Bakkour, Y.; Darcos, V.; Li, S. M.; Coudane, J. Polym. Chem. 2012, 3, 2006-2010
45. Guillerm, B.; Monge, S.; Lapinte, V.; Robin, J. J. J. Polym. Sci., Part A-1: Polym. Chem. 2013, 51, 1118-1128
46. Nakahara, Y.; Kida, T.; Nakatsuji, Y.; Akashi, M. Langmuir 2005, 21, 6688-6695
47. Topel, O.; Cakir, B. A.; Budama, L.; Hoda, N. J. Mol. Liq. 2013, 177, 40-43
48. Guo, Y.; Wang, X.; Shu, X.; Shen, Z.; Sun, R.-G. J. Agric. Food Chem. 2012, 60, 3900-3908
49. Wang, Y.-C.; Tang, L.-Y.; Sun, T.-M.; Li, C.-H.; Xiong, M.-H.; Wang, J. Biomacromolecules 2008, 9, 388-395
50. Astafieva, I.; Zhong, X. F.; Eisenberg, A. Macromolecules 1993, 26, 7339-7352
51. Schärtl, W. Light Scattering from Polymer Solutions and Nanoparticles Dispersions; Springer Laboratory: Germany, 2007.
52. Riley, T.; Govender, T.; Stolnik, S.; Xiong, C. D.; Garnett, M. C.; Illum, L.; Davis, S. S. Colloids Surf., B 1999, 16, 147-159
53. Riley, T.; Stolnik, S.; Heald, C. R.; Xiong, C. D.; Garnett, M. C.; Illum, L.; Davis, S. S.; Purkiss, S. C.; Barlow, R. J.; Gellert, P. R. Langmuir 2001, 17, 3168-3174
54. Patterson, J. P.; Robin, M. P.; Chassenieux, C.; Colombani, O.; O'Reilly, R. K. Chem. Soc. Rev. 2014, 43, 2412-2425
55. Niu, A.; Liaw, D. J.; Sang, H. C.; Wu, C. Macromolecules 2000, 33, 3492-3494
56. Thunemann, A. F.; Muller, M.; Dautzenberg, H.; Joanny, J. F. O.; Lowen, H. In Polyelectrolytes with Defined Molecular Architecture II; Schmidt, M., Ed.; Springer: New York, 2004; Vol. 166, pp 113-171.
57. Gowda, D. C. Adv. Pharmacol. 2003, 53, 375-400
58. Uyama, T.; Ishida, M.; Izumikawa, T.; Trybala, E.; Tufaro, F.; Bergstrom, T.; Sugahara, K.; Kitagawa, H. J. Biol. Chem. 2006, 281, 38668-38674
59. Bergefall, K.; Trybala, E.; Johansson, M.; Uyama, T.; Naito, S.; Yamada, S.; Kitagawa, H.; Sugahara, K.; Bergstrom, T. J. Biol. Chem. 2005, 280, 32193-32199
60. Conovaloff, A.; Panitch, A. J. Neural Eng. 2011, 8, 056003