Thiomers: A new generation of mucoadhesive polymers

Advanced Drug Delivery Reviews

Volumn 57, Issue 11, 2005, Pages 1569-1582

  Bernkop Schnürch, Andreas ^a  

^a UNIVERSITY OF INNSBRUCK   (Austria)

Author keywords

Disulfide bonds; Mucoadhesion; Thiolated chitosan; Thiolated poly(acrylic acid); Thiolated polymers; Thiomers

Indexed keywords

ADHESIVES; AMINES; CARBOXYLIC ACIDS; CHEMICAL BONDS; OXIDATION; PROTEINS;

DISULFIDE BONDS; MUCOADHESION; THIOLATED CHITOSAN; THIOLATED POLY(ACRYLIC ACID); THIOLATED POLYMERS; THIOMERS;

ORGANIC POLYMERS;

ALGINIC ACID; AMIDINE; BOWMAN BIRK INHIBITOR; CARBOXYL GROUP; CARBOXYMETHYLCELLULOSE; CHITOSAN; CYSTEINE; DISULFIDE; ELASTATINAL; EYE DROPS; GELLAN; HOMOCYSTEINE; HUMAN GROWTH HORMONE; INSULIN; LOW MOLECULAR WEIGHT HEPARIN; MERCAPTAMINE; METHYLCELLULOSE; MUCIN; NANOPARTICLE; PEPSTATIN; POLYACRYLIC ACID; POLYCARBOPHIL; POLYMER; POLYMETHACRYLIC ACID; SALCATONIN; THIOBUTYLAMIDINE; THIOGLYCOLIC ACID; THIOL DERIVATIVE; UNCLASSIFIED DRUG;

ADHESION; BONE DISEASE; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPARATIVE STUDY; COVALENT BOND; CROSS LINKING; DISULFIDE BOND; DRUG DELIVERY SYSTEM; DRUG EFFECT; DRUG FORMULATION; ENTERIC COATED TABLET; GEL; GLUCOSE BLOOD LEVEL; HUMAN; LIQUID; MATRIX TABLET; MOLECULAR WEIGHT; MUCOSA; MUCUS; NONHUMAN; OXIDATION; PRIORITY JOURNAL; REVIEW; SYNTHESIS; TABLET MATRIX;

ANIMALS; DOSAGE FORMS; EXCIPIENTS; HUMANS; MUCOUS MEMBRANE; PHARMACEUTICAL PREPARATIONS; POLYMERS; SULFHYDRYL COMPOUNDS; TISSUE ADHESIVES;

EID: 26644452975     PISSN: 0169409X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.addr.2005.07.002     Document Type: Review

References (58)

1. J.J. Sahlin, and N.A. Peppas Enhanced hydrogel adhesion by polymer interdiffusion: use of linear poly(ethylene glycol) as an adhesion promoter J. Biomater. Sci., Polym. Ed. 8 1997 421 436
2. J.D. Smart, I.W. Kellaway, and H.E.C. Worthington An in-vitro investigation of mucosa-adhesive materials for use in controlled drug delivery J. Pharm. Pharmacol. 36 1984 295 299
3. W.J. Bologna, H.L. Levine, Ph. Cartier, D. de Ziegler, Extended release buccal bioadhesive tablets, WO00/10536 (1998).
4. B. Naisbett, and J. Woodley The potential use of tomato lectin for oral drug delivery. Lectin binding to rat small intestine in vitro Int. J. Pharm. 107 1994 223 230
5. A. Bernkop-Schnürch, F. Gabor, M.P. Szostak, and W. Lubitz An adhesive drug delivery system based on K99-fimbriae Eur. J. Pharm. Sci. 3 1995 293 299
6. R. Khosla, and S.S. Davis The effect of polycarbophil on the gastric emptying of pellets J. Pharm. Pharmacol. 39 1987 47 49
7. C.-M. Lehr Bioadhesion Technologies for the delivery of peptide and protein drugs to the gastrointestinal tract Crit. Rev. Ther. Drug 11 1994 119 160
8. A. Bernkop-Schnürch, V. Schwarz, and S. Steininger Polymers with thiol groups: a new generation of mucoadhesive polymers? Pharm. Res. 16 1999 876 881
9. V.M. Leitner, G.F. Walker, and A. Bernkop-Schnürch Thiolated polymers: evidence for the formation of disulphide bonds with mucus glycoproteins Eur. J. Pharm. Biopharm. 56 2003 207 214
10. A. Bernkop-Schnürch, U.M. Brandt, and A.E. Clausen Synthesis and in vitro evaluation of chitosan-cysteine conjugates Sci. Pharm. 67 1999 196 208
11. A. Bernkop-Schnürch, and T.E. Hopf Synthesis and in vitro evaluation of chitosan-thioglycolic acid conjugates Sci. Pharm. 69 2001 109 118
12. C.E. Kast, and A. Bernkop-Schnürch Thiolated polymers-thiomers: development and in vitro evaluation of chitosan-thioglycolic acid conjugates Biomaterials 22 2001 2345 2352
13. A. Bernkop-Schnürch, M. Hornof, and T. Zoidl Thiolated polymers-thiomers: synthesis and in vitro evaluation of chitosan-2-iminothiolane conjugates Int. J. Pharm. 260 2003 229 237
14. M. Roldo, M. Hornof, P. Caliceti, and A. Bernkop-Schnürch Mucoadhesive thiolated chitosans as platforms for oral controlled drug delivery: synthesis and in vitro evaluation Eur. J. Pharm. Biopharm. 57 2004 115 121
15. A. Bernkop-Schnürch, C.E. Kast, and M.F. Richter Improvement in the mucoadhesive properties of alginate by the covalent attachment of cysteine J. Control. Release 71 2001 277 285
16. A. Bernkop-Schnürch, and S. Steininger Synthesis and characterisation of mucoadhesive thiolated polymers Int. J. Pharm. 194 2000 239 247
17. A. Bernkop-Schnürch, S. Scholler, and R.G. Biebel Development of controlled drug release systems based on polymer-cysteine conjugates J. Control. Release 66 2000 39 48
18. A. Bernkop-Schnürch, A.E. Clausen, and M. Hnatyszyn Thiolated polymers: synthesis and in vitro evaluation of polymer-cysteamine conjugates Int. J. Pharm. 226 2001 185 194
19. A. Krauland, V.M. Leitner, and A. Bernkop-Schnürch Improvement in the in situ gelling properties of deacetylated gellan gum by the immobilization of thiol groups J. Pharm. Sci. 92 2003 1234 1241
20. A. Bernkop-Schnürch, V. König, V. Leitner, A. Krauland, and I. Brodnik The preparation and characterisation of mucoadhesive thiolated poly(methacrylic acid)-starch compositions Eur. J. Pharm. Biopharm. 57 2004 219 224
21. A. Bernkop-Schnürch, V. Leitner, and V. Moser Synthesis and in vitro characterisation of a poly(acrylic acid)-homocysteine conjugate Drug Dev. Ind. Pharm. 30 2004 1 8
22. A.F. Habeeb A sensitive method for localization of disulfide containing peptides in column effluents Anal. Biochem. 56 1973 60 65
23. A. Bernkop-Schnürch Mucoadhesive polymers Severian Dumitriu Polymeric Biomaterials 2nd edition 2002 Marcel Dekker New York
24. H.J. Roth K. Eger R. Troschütz Pharmazeutische Chemie II: Arzneistoffanalyse 3rd ed. 1990 Thieme Verlag Stuttgart Germany 188 192
25. A. Bernkop-Schnürch, and B. Gilge Anionic mucoadhesive polymers as auxiliary agents for the peroral administration of (poly)peptide drugs: influence of the gastric fluid Drug Dev. Ind. Pharm. 26 2000 107 113
26. M.E. Imam, M. Hornof, C. Valenta, and A. Bernkop-Schnürch Evidence for the interpenetration of mucoadhesive polymers into the mucus gel layer STP Pharma 13 2003 171 176
27. M.D. Hornof, C.E. Kast, and A. Bernkop-Schnürch In vitro evaluation of the viscoelastic behavior of chitosan-thioglycolic acid conjugates Eur. J. Pharm. Biopharm. 55 2003 185 190
28. M.K. Marschütz, and A. Bernkop-Schnürch Thiolated polymers: advance in mucoadhesion by use of in-situ crosslinking poly(acrylic acid)-cysteine conjugates Eur. J. Pharm. Sci. 15 2002 387 394
29. A. Krauland, and A. Bernkop-Schnürch Thiomers: development and in vitro evaluation of an oral microparticulate peptide delivery system Eur. J. Pharm. Biopharm. 57 2004 181 187
30. V.M. Leitner, M.K. Marschütz, and A. Bernkop-Schnürch Mucoadhesive and cohesive properties of poly(acrylic acid)-cysteine conjugates with regard to their molecular mass Eur. J. Pharm. Sci. 18 2003 89 96
31. D. Guggi, M.K. Marschütz, and A. Bernkop-Schnürch Matrix tablets based on thiolated poly(acrylic acid): pH-dependent variation in disintegration and mucoadhesion Int. J. Pharm. 274 2004 97 105
32. A. Bernkop-Schnürch, D. Guggi, and Y. Pinter Thiolated chitosans: development and in vivo evaluation of a mucoadhesive permeation enhancing oral drug delivery system J. Control. Release 94 2004 177 186
33. A.J. Coupe, S.S. Davis, and I.R. Wilding Variation in gastrointestinal transit of pharmaceutical dosage forms in healthy subjects Pharm. Res. 8 1991 360 364
34. J.A. Ko, H.J. Park, Y.S. Park, S.J. Hwang, and J.B. Park Chitosan microparticle preparation for controlled drug release by response surface methodology J. Microencapsul 20 2003 791 797
35. G. Fundueanu, C. Nastruzzi, A. Carpov, J. Desbrieres, and M. Rinaudo Physico-chemical characterization of Ca-alginate microparticles produced with different methods Biomaterials 20 1999 1427 1435
36. A. Bernkop-Schnürch, C. Egger, I.M. Elhassan, and A. Krauland Preparation and in vitro characterization of poly(acrylic acid)-cysteine mircoparticles J. Control. Release 93 2003 29 38
37. A.E. Clausen, and A. Bernkop-Schnürch Development and in vitro evaluation of a peptide drug delivery system based on thiolated polycarbophil Pharm. Ind. 63 2001 312 317
38. D. Guggi, A.H. Krauland, and A. Bernkop-Schnürch Systemic peptide delivery via the stomach: in vivo evaluation of an oral dosage form for salmon calcitonin J. Control. Release 92 2003 125 135
39. A. Bernkop-Schnürch, J. Telsnig, and M. Hornof Development and in vitro evaluation of a mucoadhesive oral delivery system for antisense oligonucleotides Sci. Pharm. 71 2003 165 177
40. C.E. Kast, C. Valenta, M. Leopold, and A. Bernkop-Schnürch Design and in vitro evaluation of a novel bioadhesive vaginal drug delivery system for clotrimazole J. Control. Release 81 2002 347 354
41. M.D. Hornof, W. Weyenberg, A. Ludwig, and A. Bernkop-Schnürch A mucoadhesive ocular insert: development and in vivo evaluation in humans J. Control. Release 89 2003 419 428
42. A. Bernkop-Schnürch, M.D. Hornof, C.E. Kast, and N. Langoth Thiolated polymers: stability of thiol moieties under different storage conditions Sci. Pharm. 70 2002 331 339
43. M. Hornof, In vitro and in vivo evaluation of novel polymeric excipients in the ophthalmic field, Thesis, University of Vienna, 2003.
44. P. Argüeso, and I.K. Gipson Epithelial mucins on the ocular surface: structure, biosynthesis and function Exp. Eye Res. 2001 281 289
45. C.E. Kast, D. Guggi, N. Langoth, and A. Bernkop-Schnürch Development and in vivo evaluation of an oral delivery system for low molecular weight heparin based on thiolated polycarbophil Pharm. Res. 20 2003 931 936
46. M.K. Marschütz, P. Caliceti, and A. Bernkop-Schnürch Design and in vivo evaluation of an oral delivery system for insulin Pharm. Res. 17 2000 1468 1474
47. P. Caliceti, S. Salmaso, G. Walker, and A. Bernkop-Schnürch Development and in vivo evaluation of an oral insulin-PEG delivery system Eur. J. Pharm. Sci. 22 2004 315 323
48. Y.-H. Lee, and P.J. Sinko Oral delivery of salmon calcitonin Adv. Drug Deliv. Rev. 42 2000 225 238
49. M. Torres-Lugo, and N.A. Peppas Transmucosal delivery systems for calcitonin: a review Biomaterials 21 2000 1191 1196
50. D. Guggi, and A. Bernkop-Schnürch In vitro evaluation of polymeric excipients protecting calcitonin against degradation by intestinal serine proteases Int. J. Pharm. 252 2003 187 196
51. A. Bernkop-Schnürch, and A. Scerbe-Saiko Synthesis and in vitro evaluation of chitosan-EDTA-protease-inhibitor conjugates which might be useful in oral delivery of peptides and proteins Pharm. Res. 15 1998 263 269
52. A. Bernkop-Schnürch Chitosan and its derivatives: potential excipients for peroral peptide delivery systems Int. J. Pharm. 194 2000 1 13
53. D. Guggi, C.E. Kast, and A. Bernkop-Schnürch In vivo evaluation of an oral salmon calcitonin-delivery system based on a thiolated chitosan carrier matrix Pharm. Res. 20 2003 1989 1994
54. V. Leitner, D. Guggi, and A. Bernkop-Schnürch Thiomers in non-invasive peptide delivery: in vitro and in vivo characterisation of a polycarbophil-cysteine/glutathione gel formulation for hGH J. Pharm. Sci. 93 2004 1682 1691
55. V.M. Leitner, D. Guggi, and A. Bernkop-Schnürch Design and in vivo evaluation of a nasal delivery system for hGH 5th Central European Symposium on Pharmaceutical Technology and Biotechnology 2003 Faculty of Pharmacy Ljubljana, Slovenia
56. C. Baudoin Side effects of antiglaucomatous drugs on the ocular surface Curr. Opin. Ophthalmol. 7 1996 80 86
57. A. Topalkara, C. Gürtler, D.S. Arici, and M.K. Arici Adverse effects of topical antiglaucoma drugs on the ocular surface Clin. Exp. Ophthalmol. 28 2000 113 117
58. J. Weidener Mucoadhesive ocular inserts as an improved delivery vehicle for ophthalmic indications Drug Discov. Today 8 2003 906 907