Cross-linked hyaluronic acid hydrogel films: New biomaterials for drug delivery

Journal of Controlled Release

Volumn 69, Issue 1, 2000, Pages 169-184

  Luo, Yi ^a   Kirker, Kelly R ^a   Prestwich, Glenn D ^a  

^a UNIVERSITY OF UTAH   (United States)

Author keywords

Biocompatible; Crosslinker; Drug release; Glycosaminoglycan; Poly(ethylene glycol)

Indexed keywords

BIOMATERIAL; CORTICOSTERONE; CORTISONE; DEXAMETHASONE; HYALURONIC ACID; HYDROCORTISONE; MACROGOL; METHYLPREDNISOLONE; PILOCARPINE; PREDNISONE;

ARTICLE; CHEMICAL MODIFICATION; CONTROLLED DRUG RELEASE; CROSS LINKING; DEGRADATION; DRUG DELIVERY SYSTEM; DRUG RELEASE; EVAPORATION; HYDROGEL; PHYSICAL CHEMISTRY; PRIORITY JOURNAL; SCANNING ELECTRON MICROSCOPY; SPECTROPHOTOMETRY;

ANTI-INFECTIVE AGENTS; ANTI-INFLAMMATORY AGENTS, NON-STEROIDAL; BIOCOMPATIBLE MATERIALS; CALORIMETRY; CARBOHYDRATE SEQUENCE; CROSS-LINKING REAGENTS; DRUG DELIVERY SYSTEMS; HYALURONIC ACID; HYALURONOGLUCOSAMINIDASE; HYDROGEL; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR SEQUENCE DATA; MOLECULAR WEIGHT; SPECTROPHOTOMETRY, ULTRAVIOLET;

EID: 0034601831     PISSN: 01683659     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0168-3659(00)00300-X     Document Type: Article

References (51)

1. Laurent T.C., Laurent U.B.G., Fraser J.R.E. Functions of hyaluronan. Ann. Rheum. Dis. 54:1995;429-432.
2. Fraser J.R.E., Laurent T.C., Laurent U.B.G. Hyaluronan: its nature, distribution, functions and turnover. J. Intern. Med. 242:1997;27-33.
3. Dowthwaite G.P., Edwards J.C.W., Pitsillides A.A. An essential role for the interaction between hyaluronan and hyaluronan binding proteins during joint development. J. Histochem. Cytochem. 46:1998;641-651.
4. Hardwick C., Hoare K., Owens R., Hohn H.P., Hook M., Moore D., et al. Molecular cloning of a novel hyaluronan receptor that mediates tumor cell motility. J. Cell Biol. 117:1992;1343-1350.
5. Collis L., Hall C., Lange L., Ziebell M.R., Prestwich G.D., Turley E.A., et al. Rapid hyaluronan uptake is associated with enhanced motility: implications for an intracellular mode of action. FEBS Lett. 440:1998;444-449.
6. Cheung W.F., Cruz T.F., Turley E.A. Receptor for hyaluronan-mediated motility (RHAMM), a hyaladherin that regulates cell responses to growth factors. Biochem. Soc. Trans. 27:1999;135-142.
7. Toole B.P. Hyaluronan in morphogenesis. J. Intern. Med. 242:1997;35-40.
8. Gerdin B., Hallgren R. Dynamic role of hyaluronan (HYA) in connective tissue activation and inflammation. J. Intern. Med. 242:1997;49-55.
9. Saettone M.F., Monti D., Torracca M.T., Chetoni P. Mucoadhesive ophthalmic vehicles: evaluation of polymeric low-viscosity formulations. J. Ocular Pharm. 10:1994;83-92.
10. Moore A.R., Willoughby D.A. Hyaluronan as a drug delivery system for diclofenac: a hypothesis for mode of action. Int. J. Tissue React. 17:1995;153-156.
11. Morimoto K., Yamaguchi H., Iwakura Y., Morisaka K., Ohashi Y., Nakai Y., et al. Effects of viscous hyaluronate-sodium solutions on the nasal absorption of vasopressin and an analogue. Pharm. Res. 8:1991;471-474.
12. Miller J.A., Ferguson R.L., Powers D.L., Burns J.W., Shalaby S.W. Efficacy of hyaluronic acid/nonsteroidal anti-inflammatory drug systems in preventing postsurgical tendon adhesions. J. Biomed. Mater. Res. (Appl. Biomater.). 38:1997;25-33.
13. Gowland G., Moore A.R., Willis D., Willoughby D.A. Marked enhanced efficacy of cyclosporin when combined with hyaluronic acid. Evidence from two T cell-mediated models. Clin. Drug Invest. 11:1996;245-250.
14. Balazs E.A., Denlinger J.L. Clinical uses of hyaluronan. Evered D., Whelan J. The Biology of Hyaluronan. 1989;265-280 Wiley, Chichester.
15. Davidson J.M., Nanney L.B., Broadley K.N., Whitsett J.S., Aquino A.M. Hyaluronate derivatives and their application to wound healing: preliminary observations. Clin. Mater. 8:1991;171-177.
16. Juhlin L. Hyaluronan in skin. J. Intern. Med. 242:1997;61-66.
17. Prestwich G.D., Vercruysse K.P. Therapeutic applications of hyaluronic acid and hyaluronan derivatives. Pharm. Sci. Technol. Today. 1:1998;42-43.
18. Vercruysse K.P., Prestwich G.D. Hyaluronate derivatives in drug delivery. Crit. Rev. Ther. Carrier Syst. 15:1998;513-555.
19. Prestwich G.D., Marecak D.M., Marecek J.F., Vercruysse K.P., Ziebell M.R. Chemical modification of hyaluronic acid for drug delivery, biomaterials, and biochemical probes. Laurent T.C. The Chemistry, Biology, and Medical Applications of Hyaluronan and its Derivatives. 1998;43-65 Portland Press, London.
20. Burns J.W., Burgess L., Skinner K., Rose R., Colt M.J., Diamond M.P., et al. A hyaluronate based gel for the prevention of postsurgical adhesions: evaluation in two animal species. Fertil. Steril. 66:1996;814-821.
21. Rehakova M., Bakos D., Vizarova K., Soldan M., Jurickova M. Properties of collagen and hyaluronic acid composite materials and their modification by chemical crosslinking. J. Biomed. Mater. Res. 30:1996;369-372.
22. Bakos D., Soldan M., Vanis M. Hydroxyapatite-collagen-hyaluronic acid composite as bone defects filler. Advances in Medical Physics, Biophysics and Biomaterials. 1997;54-56 Stara Lesna, Slovak Republic.
23. Prestwich G.D., Marecak D.M., Marecek J.F., Vercruysse K.P., Ziebell M.R. Controlled chemical modification of hyaluronic acid: synthesis, applications, and biodegradation of hydrazide derivatives. J. Control. Release. 53:1998;93-103.
24. Prestwich G.D., Luo Y., Ziebell M.R., Vercruysse K.P., Kirker K.R., MacMaster J.S. Chemically-modified hyaluronan: new biomaterials and probes for cell biology. Abatangelo G. New Frontiers in Medical Sciences: Redefining Hyaluronan. 2000;Portland Press, London. In press.
25. Gustafson S. Hyaluronan in drug delivery. Laurent T.C., Balazs E.A. The Chemistry, Biology, and Medical Applications of Hyaluronan and its Derivatives. 1997;291-304 Portland Press, UK.
26. DeIaco P.A., Stefanetti M., Pressato D., Piana S., Dona M., Pavesio A., et al. A novel hyaluronan-based gel in laparoscopic adhesion prevention: preclinical evaluation in an animal model. Fertil. Steril. 69:1998;318-323.
27. Hunt J.A., Joshi H.N., Stella V.J., Topp E.M. Diffusion and drug release in polymer films prepared from ester derivatives of hyaluronic acid. J. Control. Release. 12:1990;159-169.
28. Benedetti L., Cortivo R., Berti T., Berti A., Pea F., Mazzo M., et al. Biocompatibility and biodegradation of different hyaluronan derivatives (HYAFF) implanted in rats. Biomaterials. 14:1993;1154-1160.
29. Aigner J., Tegeler J., Hutzler P., Campoccia D., Pavesio A., Hammer C., et al. Cartilage tissue engineering with novel nonwoven structured biomaterial based on hyaluronic acid benzyl ester. J. Biomed. Mater. Res. 42:1998;172-181.
30. Yui N., Okano T., Sakurai Y. Inflammation responsive degradation of crosslinked hyaluronic acid gels. J. Control. Release. 22:1992;105-116.
31. Tomihata K., Ikada Y. Preparation of cross-linked hyaluronic acid films of low water content. Biomaterials. 18:1997;189-195.
32. Pouyani T., Prestwich G. Functionalized derivatives of hyaluronic acid oligosaccharides: drug carriers and novel biomaterials. Bioconjug. Chem. 5:1994;339-347.
33. Pouyani T., Harbison G., Prestwich G. Novel hydrogels of hyaluronic acid: synthesis, surface morphology, and solid-state NMR. J. Am. Chem. Soc. 116:1994;7515-7522.
34. Vercruysse K.P., Marecak D.M., Marecek J.F., Prestwich G.D. Synthesis and in vitro degradation of new polyvalent hydrazide cross-linked hydrogels of hyaluronic acid. Bioconjug. Chem. 8:1997;686-694.
35. Wichterle O., Chromecek R. Polymerization of ethylene glycol monomethylacrylate in the presence of solvents. J. Polym. Sci.: Part C. 16:1969;4677-4686.
36. Kim S.-W., Bae Y.H., Okano T. Hydrogel: swelling, drug loading and release. Pharm. Res. 9:1992;283-290.
37. Laurent T.C., Hellsing K., Gelotte B. Cross-linked gels of hyaluronic acid. Acta Chem. Scand. 18:1964;274-275.
38. Larsen N.E., Leshchiner E.A., Parent E.G., Balazs E.A. Hylan and hylan derivatives in drug delivery. Gebelein C.G. Cosmetic and Pharmaceutical Applications of Polymers. 1991;147-157 Plenum Press, New York.
39. Shah C.B., Barnett S.M. Hyaluronic acid gels. ACS Symp. Ser. 480:1991;116-308.
40. Kuo J.-W., Swann D.A., Prestwich G.D. Chemical modification of hyaluronic acid by carbodiimides. Bioconjug. Chem. 2:1991;232-241.
41. Kelly R.M., Meyer J.D., Matsuura J.E., Shefter E., Hart M.J., Malone D.J., et al. In vitro release kinetics of gentamycin from a sodium hyaluronate gel delivery system suitable for the treatment of peripheral vestibular disease. Drug Dev. Ind. Pharm. 25:1999;15-20.
42. Saettone M.F., Giannaccini B., Chetoni P., Torracca M.T., Monti D. Evaluation of high- and low-molecular-weight fractions of sodium hyaluronate and an ionic complex as adjuvants for topical ophthalmic vehicles containing pilocarpine. Int. J. Pharm. 72:1991;131-139.
43. Illum L., Farraj N.F., Fisher A.N., Gill I., Miglietta M., Benedetti L.M., et al. Hyaluronic acid ester microspheres as a nasal delivery system for insulin. J. Control. Release. 29:1994;133-141.
44. Rochira M., Miglietta M.R., Richardson J.L., Ferrari L., Beccaro M., Benedetti L., et al. Novel vaginal delivery systems for calcitonin. 2. Preparation and characterization of HYAFF(R) microspheres containing calcitonin. Int. J. Pharm. 144:1996;19-26.
45. Prisell P.T., Camber O., Hiselius J., Norstedt G. Evaluation of hyaluronan as a vehicle for peptide growth factors. Int. J. Pharm. 85:1992;51-56.
46. Zhong S.P., Campoccia D., Doherty P.J., Williams R.L., Benedetti L., Williams D.F., et al. Biodegradation of hyaluronic acid derivatives by hyaluronidase. Biomaterials. 15:1994;359-365.
47. Wang C., Stewart R.J., Kopecek J. Hybrid hydrogels assembled from synthetic polymers and coiled-coil protein domains. Nature. 397:1999;417-420.
48. Papini D., Stella V.J., Topp E.M. Diffusion of macromolecules in membranes of hyaluronic acid esters. J. Control. Release. 27:1993;47-57.
49. Ford J.L., Timmins P. Pharmaceutical Thermal Analysis: Techniques and Applications. 1989;Ellis Horwood, Chichester.
50. Benedetti L.M., Topp E.M., Stella V.J. Microspheres of hyaluronic acid esters - fabrication methods and in vitro hydrocortisone release. J. Control. Release. 13:1990;33-41.
51. Leo A., Hansch C., Elkins D. Partition coefficients and their uses. Chem. Rev. 71:1971;525-616.