DOI QR코드

DOI QR Code

Controlled Ondansetron Release Based on Hydroxyethyl Starch Hydroxyethyl Methacrylate

  • Tahir, Muhammad Nazir (Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center & Center for Biotechnology Research in UBITA, Konkuk University) ;
  • Adnan, Ahmad (Department of Chemistry, GC University) ;
  • Cho, Eunae (Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center & Center for Biotechnology Research in UBITA, Konkuk University) ;
  • Jung, Seunho (Department of Bioscience and Biotechnology, Bio/Molecular Informatics Center & Center for Biotechnology Research in UBITA, Konkuk University)
  • Received : 2012.09.06
  • Accepted : 2012.09.13
  • Published : 2012.12.20

Abstract

Presented study describes the synthesis of photo cross-linkable and water soluble hydroxyethyl starch hydroxyethyl methacrylate (HESHEMA) samples with different degree of substitution (DS) by functionalization of hydroxyethyl starch (HES) with hydroxyethyl methacrylate (HEMA) or hydroxyethyl methacrylate carbonylimidazole (HEMACI) in DMSO using two different routes. It was revealed that the reaction time for HESHEMA synthesis can be reduced from 5 days to 24 h by conducting the reaction at $80^{\circ}C$ instead of at room temperature. Solubility of HESHEMA was found to be dependent on DS which in turn was dependent on ratio between HES and HEMA or HEMACI. HESHEMA samples with DS > 0.24 depicted insoluble in water, whereas the samples with DS < 0.05 did not form appreciable gel. HESHEMA samples with appropriate DS were converted into hydrogels by cross-linking polymer chains under UV radiations and resulting HESHEMA hydrogels showed swelling up to 1200%. Application of HESHEMA in controlled drug delivery was investigated by diffusion based encapsulation of Ondansetron, a serotonin 5-$HT_3$ receptor antagonist drug, mainly used for nausea and vomiting treatment.

Keywords

References

  1. Manning, M. C.; Patel, K.; Borchardt, R. T. Pharm. Res. 1989, 6(11), 903. https://doi.org/10.1023/A:1015929109894
  2. van Dijk-Wolthuis, W. N. E.; Hoogeboom, J. A. M.; van Steenbergen, M. J.; Tsang, S. K. Y.; Hennink, W. E. Macromolecules 1997, 30(16), 4639. https://doi.org/10.1021/ma9704018
  3. Kim, S.-H.; Won, C.-Y.; Chu, C.-C. J. Biomed. Mater. Res. 1999, 46(2), 160. https://doi.org/10.1002/(SICI)1097-4636(199908)46:2<160::AID-JBM4>3.0.CO;2-P
  4. Harling, S.; Schwoerer, A.; Scheibe, K.; Daniels, R.; Menzel, H. J. Microencapsulation 2010, 27(5), 400. https://doi.org/10.3109/02652040903367301
  5. Lawin, P.; Zander, J.; Weidler, B. Hydroxyethylstaerke - Eine Aktuelle Uebersicht; George Thieme Verlag
  6. Kulicke, W.-M.; Roessner, D.; Kull, W. Starch - Starke 1993, 45(12), 445. https://doi.org/10.1002/star.19930451210
  7. Mischnick, P.; Momcilovic, D. Adv. Carbohyd. Chem. Biochem. 2010, 64, 117. https://doi.org/10.1016/S0065-2318(10)64004-8
  8. Fitzpatrick, F.; Schagerlöf, H.; Andersson, T.; Richardson, S.; Tjerneld, F.; Wahlund, K.-G.; Wittgren, B. Biomacromolecules 2006, 7(10), 2909. https://doi.org/10.1021/bm060281o
  9. Hennink, W. E.; van Nostrum, C. F. Adv. Drug Delivery Rev. 2002, 54(1), 13. https://doi.org/10.1016/S0169-409X(01)00240-X
  10. Peter, G. Carbohyd. Polym. 1988, 8(3), 161. https://doi.org/10.1016/0144-8617(88)90001-X
  11. Hassan, C. M.; Peppas, N. A. Macromolecules 2000, 33(7), 2472. https://doi.org/10.1021/ma9907587
  12. Sperinde, J. J.; Griffith, L. G. Macromolecules 2000, 33(15), 5476. https://doi.org/10.1021/ma000459d
  13. Peppas, N. A.; Berner, R. E., Jr. Biomaterials 1980, 1(3), 158. https://doi.org/10.1016/0142-9612(80)90039-3
  14. Dai, W. S.; Barbari, T. A. J. Membr. Sci. 1999, 156(1), 67. https://doi.org/10.1016/S0376-7388(98)00330-5
  15. Gehrke, S. H.; Uhden, L. H.; McBride, J. F. J. Controlled Release 1998, 55(1), 21. https://doi.org/10.1016/S0168-3659(98)00019-4
  16. de Nooy, A. E. J.; Masci, G.; Crescenzi, V. Macromolecules 1999, 32(4), 1318. https://doi.org/10.1021/ma9815455
  17. Wichterle, O.; Lim, D. Nature 1960, 185(4706), 117. https://doi.org/10.1038/185117a0
  18. Giammona, G.; Pitarresi, G.; Cavallaro, G.; Spadaro, G. J. Biomater. Sci. Polym. Ed. 1999, 10(9), 969. https://doi.org/10.1163/156856299X00568
  19. Kofinas, P.; Athanassiou, V.; Merrill, E. W. Biomaterials 1996, 17(15), 1547. https://doi.org/10.1016/0142-9612(96)89781-X
  20. Jabbari, E.; Nozari, S. Eur. Polym. J. 2000, 36(12), 2685. https://doi.org/10.1016/S0014-3057(00)00044-6
  21. Tomic , S. L.; Micic , M. M.; Filipovic , J. M.; Suljovrujic , E. H. Radiat. Phys. Chem. 2007, 76(5), 801. https://doi.org/10.1016/j.radphyschem.2006.05.013
  22. Chu, L. F.; Liang, D.-Y.; Li, X.; Sahbaie, P.; D'Arcy, N.; Liao, G.; Peltz, G.; David Clark, J. Pharm. Genomics 2009, 19(3), 193. https://doi.org/10.1097/FPC.0b013e328322e73d
  23. Sellers, E. M.; Toneatto, T.; Romach, M. K.; Somer, G. R.; Sobell, L. C.; Sobell, M. B. Alcohol. Clin. Exp. Res. 1994, 18(4), 879. https://doi.org/10.1111/j.1530-0277.1994.tb00054.x
  24. Generali, J.; Cada, D. Hospital Pharmacy 2009, 44(8), 670. https://doi.org/10.1310/hpj4408-670
  25. Peng, T.; Yao, K. D.; Yuan, C.; Goosen, M. F. A. J. Polym. Sci. A: Polym. Chem. 1994, 32(3), 591.
  26. Schwoerer, A. D. A.; Harling, S.; Scheibe, K.; Menzel, H.; Daniels, R. Eur. J. Pharm. Biopharm. 2009, 73(3), 351. https://doi.org/10.1016/j.ejpb.2009.08.003
  27. Flory, P. J.; Rehner, J. J. J. Chem. Phys. 1943, 11(11), 512. https://doi.org/10.1063/1.1723791
  28. Almeida, J. F.; Ferreira, P.; Lopes, A.; Gil, M. H. Int. J. Biol. Macromol. 2011, 49(5), 948. https://doi.org/10.1016/j.ijbiomac.2011.08.010
  29. Wohl-Bruhn, S.; Bertz, A.; Harling, S.; Menzel, H.; Bunjes, H. Eur. J. Pharm. Biopharm. 2012, 81(3), 573. https://doi.org/10.1016/j.ejpb.2012.04.017

Cited by

  1. Temperature-responsive Hydrogels Synthesized from Photo-Polymerizable Poloxamer Macromers for Topical Skin Moisturizing vol.37, pp.8, 2016, https://doi.org/10.1002/bkcs.10865