Preparation and characterization of biodegradable poly(sebacic anhydride) chain extended by glycol as drug carrier
Yanqin Liang
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
Tianjin Key Laboratory on Technologies Enabling Development of Clinical Therapeutics and Diagnostics (Theranostics), School of Pharmacy, Tianjin Medical University, Tianjin 300070, China
Search for more papers by this authorLi Xiao
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
Search for more papers by this authorYinglei Zhai
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
Search for more papers by this authorChaopeng Xie
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
Search for more papers by this authorCorresponding Author
Liandong Deng
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China===Search for more papers by this authorAnjie Dong
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
Search for more papers by this authorYanqin Liang
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
Tianjin Key Laboratory on Technologies Enabling Development of Clinical Therapeutics and Diagnostics (Theranostics), School of Pharmacy, Tianjin Medical University, Tianjin 300070, China
Search for more papers by this authorLi Xiao
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
Search for more papers by this authorYinglei Zhai
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
Search for more papers by this authorChaopeng Xie
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
Search for more papers by this authorCorresponding Author
Liandong Deng
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China===Search for more papers by this authorAnjie Dong
School of Chemical Engineering and Technology, Tianjin University, Tianjin 300072, China
Search for more papers by this authorAbstract
Glycol modified poly(sebacic anhydride) (PSA), a biodegradable poly(ester anhydride) copolymer, was prepared by melt bulk reaction of PSA and glycol. The structure of PSAG was characterized by FTIR, 1H NMR, and GPC. The results indicate the formation of ester bonds along the polyanhydride backbone. The thermal properties and crystallinity changes of the polyanhydrides were investigated using DSC and XRD. In vitro degradation experiments show that the degradation rate of PSAG is slower than that of PSA because of the introduction of the glycol. Using dexamethasone as a model drug, the in vitro release rate of a drug from PSAG discs was shown to be slower than that from PSA discs, and no initial burst releases were observed for 13 days. PSAG is therefore a promising candidate, which control the release of an incorporated drug over a sustained period of time. © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013
References
- 1 Cotton, N. J.; Egan, M. J.; Brunelle, J. E. J. Biomed. Mater. Res. A 2008, 85, 195.
- 2 Boateng, J. S.; Matthews, K. H.; Stevens, H.N. E.; Eccleston, G. M. J. Pharm. Sci. 2008, 97, 2892.
- 3 Madsen, J.; Armes, S. P.; Bertal, K.; Lomas, H.; MacNeil, S.; Lewis, A. L. Biomacromolecules 2008, 9, 2265.
- 4 Umare, S. S.; Chandure, A. S.; Pandey, R. A. Polym. Degrad. Stab. 2007, 92, 464.
- 5 Lee, J. W.; Hyun, H.; Cho, J. S.; Kim, M. S.; Khang, G.; Lee, H. B. Tissue Eng. Regen. Med. 2007, 4, 399.
- 6 Jain, J. P.; Modi, S.; Domb, A. J.; Kumar, N. J. Control Release 2005, 103, 541.
- 7 Akagi, T.; Wang, X.; Uto, T.; Baba, M.; Akashi, M. Biomaterials 2007, 28, 3427.
- 8 Kunioka, M. Macromol. Biosci. 2004, 4, 324.
- 9 Schacht, E.; Toncheva, V.; Vandertaelen, K.; Heller, J. J. Control Release 2006, 116, 219.
- 10 Wang, C.; Ge, Q.; Ting, D.; Nguyen, D.; Shen, H. R.; Chen, J. Z.; Eisen, H. N.; Heller, J.; Langer, R.; Putnam, D. Nat. Mater. 2004, 3, 190.
- 11 Nair, L. S.; Lee, D. A.; Bender, J. D.; Barrett, E. W.; Greish, Y. E.; Brown, P. W.; Allcock, H. R.; Laurencin, C. T. J. Biomed. Mater. Res. A 2006, 76, 206.
- 12 Singh, A.; Krogman, N. R.; Sethuraman, S.; Nair, L. S.; Sturgeon, J. L.; Brown, P. W.; Laurencin, C. T.; Allcock, H. R. Biomacromolecules 2006, 7, 914.
- 13 Peng, D. M.; Huang, K. L.; Liu, Y. F.; Liu, S. Q. Int. J. Pharm. 2007, 342, 82.
- 14 Göpferich, A.; Tessmar, J. Adv. Drug. Deliv. Rev. 2002, 54, 911.
- 15 Martina, M.; Hutmacher, D. W. Polym. Int. 2007, 56, 145.
- 16 Silva, G. A.; Ducheyne, P.; Reis, R. L. J. Tissue Eng. Regen. Med. 2007, 1, 4.
- 17 Rosen, H. B.; Chang, J.; Wnek, G. E.; Linhardt, R. J.; Langer, R. Biomaterials 1983, 4, 131.
- 18 Tamada, J.; Langer, R. J. Biomater. Sci. Polym. Ed. 1992, 3, 315.
- 19 Nagata, M.; Loka, E. React. Funct. Polym. 2005, 63, 163.
- 20 Quick, D. J.; Macdonald, K. K.; Anseth, K. S. J. Control Release 2004, 97, 333.
- 21 Hiremath, J. G.; Devi, V. K.; Devi, K.; Domb, A. J. J. Appl. Polym. Sci. 2008, 107, 2745.
- 22 Schmeltzer, R. C.; Uhrich, K. E. J. Bioact. Compat. Polym. 2006, 21, 123.
- 23 Pfeifer, B. A.; Burdick, J. A.; Langer, R. Biomaterials 2005, 26, 117.
- 24 Yang, J.; Cai, Z.; Xian, D.; Wang, Z. Chem. J. Chin. Univ. Chin. 2008, 29, 1021.
- 25 Fiegel, J.; Fu, H.; Hanes, J. J. Control Release 2004, 96, 411.
- 26 Wang, Z.; Yang, J.; Gao, Z. Chem. J. Chin. Univ. Chin. 2007, 28, 987.
- 27 Zhang, Z. Q.; Su, X. M.; He, H. P.; Qu, F. Q. J. Polym. Sci. A: Polym. Chem. 2004, 42, 4311.
- 28 Anastasiou, T. J.; Uhrich, K. E. J. Polym. Sci. A: Polym. Chem. 2003, 41, 3667.
- 29 Furtado, S.; Abramson, D.; Burrill, R.; Olivier, G.; Gourd, C.; Bubbers, E.; Mathiowitz, E. Int. J. Pharm. 2008, 347, 149.
- 30 Jaszcz, K. Macromol. Symp. 2007, 254, 109.
- 31 Shelke, N. B.; Aminabhavi, T. M. Int. J. Pharm. 2007, 345, 51.
- 32 Cristescu, R.; Cojanu, C.; Popescu, A.; Grigorescu, S.; Nastase, C.; Nastase, F.; Doraiswamy, A.; Narayan, R. J.; Stamatin, I.; Mihailescu, I. N.; Chrisey, D. B. Appl. Surf. Sci. 2007, 254, 1169.
- 33 Zhang, N.; Guo, S. R. J. Polym. Sci. A: Polym. Chem. 2006, 44, 1271.
- 34 Krasko, M. Y.; Shikanov, A.; Ezra, A.; Domb, A. J. J. Polym. Sci. A: Polym. Chem. 2003, 41, 1059.
- 35 Fu, J.; Li, X.; Ng, D.K. P.; Wu, C. Langmuir 2002, 18, 3843.
- 36 Wu, C.; Fu, J.; Zhao, Y. Macromolecules 2000, 33, 9040.
- 37 Dang, W. B.; Daviau, T.; Brem, H. Pharm. Res. 1996, 13, 683.
- 38 Chan, C. K.; Chu, I. M. Biomaterials 2003, 24, 47.
- 39 Santos, C. A.; Freedman, B. D.; Leach, K. J.; Press, D. L.; Scarpulla, M.A. J. Control Release 1999, 60, 11.
- 40 Jain, J. P.; Modi, S.; Kumar, N. J. Biomed. Mater. Res. A 2008, 84, 740.