Polímeros: Ciência e Tecnologia
https://revistapolimeros.org.br/article/doi/10.1590/S0104-14282000000300012
Polímeros: Ciência e Tecnologia
Short Communication

Preparation and Structural Characterization of O-Acetyl Agarose with Low Degree of Substitution

Garcia, Rosangela B.; Vidal, Rosangela R. L.; Rinaudo, Marguerite

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Abstract

Among the biodegradable polymers, the polysaccharides have been found to be promising carriers for bioactive molecules. From a general standpoint, they present several reactive groups, such as hydroxyl, carboxyl and amine, that can be modified in a number of ways, giving rise to suitable devices for controlled release. In this paper, agarose was submitted to O-acetylation reactions under heterogeneous conditions, using acetic anhydride and pyridine, aiming to observe the effect of acetyl groups on the agarose properties. The products were characterized by Infrared and 1H NMR spectroscopies. In the range of average acetylation degrees (DA) 0.07-0.48, the polymers presented partial solubility in boiling water and in common organic solvents. The 1H NMR spectra presented evidences of non-homogeneous acetyl group distribution along the chains, as concluded from the solubility of only one of the fractions with DA

Keywords

Agarose, o-acetyl agarose, acetylation

References



1. Araki, C. - Proc. Int. Seaweed Symp., 5, p.3 (1966).

2. Meer, W. - "Agar", in: Handbook of Water-Soluble Gums and Resins, cap.7, Davidson, R.L. (ed.), McGraw Hill Inc., New York (1980).

3. Andrade, C. T. & Garcia, R. B. - "Agarose (Overview)", in: The Polymeric Materials Encyclopedia, p. 137, Salamone, J.C. (ed.), CRC Press Inc., Boca Raton (1996).

4. Kydonieus, A. G. - "Fundamental Concepts of Controlled Release", in: Controlled Release Technologies: Methods, Theory, and Applications, vol.1, p.1, Kydonieus, F. (ed.), CRC Press Inc., Boca Raton (1980).

5. Ferruti, P. & Tanzi, M. C., "New Polymeric and Oligomeric Matrices as Drug Carriers" in: CRC Critical Reviews in Therapeutics, vol.2, p.175, CRC Press Inc., Boca Raton (1986).

6. Zhu, K.J.; Hendren, R.W.; Jensen, K. & Putt, C.G. - Macromolecules, 24, p.1736 (1991).

7. Nathan, A.; Bolikal, D.; Vyavahane, N.; Zalipsky, S. & Koln, J. - Macromolecules, 25, p.4476 (1992).

8. Niekraszewicz, A. - Int. Polym. Sci. Technol., 21(3), p.90 (1994).

9. Storey, R.F. & Hickey, T.P. - Polymer, 35(4), p.830 (1994).

10. Abe, H.; Doi, Y. & Kumagai, Y., Macromolecules, 27, p.6012 (1994).

11. Löfgen, A.; Albertsson, A.-C.; Dubois, Ph.; Jérôme, R. & Teyssié, Ph. - Macromolecules, 27, p.5556 (1994).

12. Hayashi, T.; Nakanishi, E.; Iizuka, Y.; Oya, M. & Iwatsuki, M. - Eur. Polym. J., 30(9), p.1065 (1994).

13. Degêe, Ph.; Dubois, Ph.; Jérôme, R. & Teyssié, Ph. - J. Polym. Sci.: part A, 31, p.275 (1993).

14. Kemnitzer, J. E.; McCarthy, S. P. & Gross, R. A. - Macromolecules, 25, p.5927 (1992).

15. Kanesawa, Y.; Tanahashi, N. & Saito, Y. - Polymer Degradation and Stability, 45, p.179 (1994).

16. Maulding, H. V. - J. Controlled Release, 6, p.167 (1987).

17. Oliveira, A. G.; Scarpa, M. V.; Bueno, J. H. F.& Evangelista, R. C. - Rev. Ciênc. Farm.,14, p.37 (1992).

18. Remuñán-Lopez, C.; Lorenzo,M. L.; Portero, A.; Vila Jato, J. L. & Alonso, M. J. - "Site-specific drug delivery using chitosan microparticles", in: Proceedings of the 7th International Conference on Chitin Chitosan and Euchis'97, p.600, Lyon - France, set (1997).

19. van Dijk-Wolthuis, W. N. E.; Hoogeboom, J. A. M.; van Steenbergen, M. J.; Tsang, S. K. Y. & Hennink, W. E. - Macromolecules, 30, p.4639 (1997).

20. McGee, J. P.; Singh, M.; Li, X.-M.; Qiu, H. & O'Hagan, D. T. - J. Microencapsulation, 14(2), p.197 (1997).

21. Quintanar-Guerrero, D.; Allémann, E.; Fessi, H. & Doelker, E. - Drug Dev. Ind. Pharm., 24(12), p.1113 (1998).

22. Mandal, T. K. - Drug Dev. Ind. Pharm., 24(7), p.623 (1998).

23. Giunchedi, P.; Genta, I.; Conti, B.; Muzzarelli, R. A. A. & Conte, U. - Biomaterials, 19, p.157 (1998).

24. Genta, I.; Costantini, M.; Asti, A.; Conti, B. & Montarani, L. - Carbohydr. Polym., 36, p.81 (1998).

25. Lee, S. C.; Oh, J. T.; Jang, M. H. & Chung, S. I. - J. Controlled Release, 59, p. 123 (1999).

26. Andreo Filho, N. & Oliveira, A.G. - Infarma, 9(1/5), p.18 (1999).

27. Cruaud, O.; Benita, S.; Benoit, J. P. - Int. J. Pharm., 177, p.247 (1999).

28. Dumitriu, S. - "Polymeric Biomaterials", Marcel Dekker Inc., New York (1994).

29. Goldberg, E. P.; Longo, W. & Iwata, H., "Hydrophilic Albumin and Dextran Ion Exchange Microspheres for Localized Chemotherapy", in: Microsphere Drug Delivery, Elsevier, Amsterdam (1984).

30. Lahaye, M.; Revol J. F.; Rochas C.; Mc Lachlan J. & Yaphe W. - Bot. Mar., 31, p.491 (1988).

31. Rochas, C.; Lahaye, M. & Yaphe, W. - Bot Mar., 29, p.335 (1986).

32. Kamide, K.; Okajima, K. & Saito, M. - Polym. J., 13, p.115 (1981).

33. Kamide, K. & Okajima, K. - Polym . J., 13, p.127 (1981).

34. Method ASTM D871-72 - American Society for Testing and Materials, part 21 (1975).

35. Tanford, C. - "Physical Chemistry of Macromolecules", John Wiley & Sons, New York, 1961.



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