Thiolated chitosan: Development and in vitro evaluation of an oral delivery system for acyclovir

International Journal of Pharmaceutics

Volumn 348, Issue 1-2, 2008, Pages 54-60

  Palmberger, Thomas F ^a   Hombach, Juliane ^a   Bernkop Schnürch, Andreas ^a  

^a UNIVERSITY OF INNSBRUCK   (Austria)

Author keywords

Acyclovir; Chitosan; Drug release; P glycoprotein; Thiolated polymer

Indexed keywords

4 THIOBUTYLAMIDINE; ACICLOVIR; CHITOSAN; GLYCOPROTEIN P; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; DRUG DELIVERY SYSTEM; DRUG INHIBITION; DRUG RELEASE; DRUG TRANSPORT; IN VITRO STUDY; INTESTINE MUCOSA; MOLECULAR WEIGHT; NONHUMAN; PRIORITY JOURNAL; RAT;

ACYCLOVIR; ADJUVANTS, PHARMACEUTIC; ADMINISTRATION, ORAL; ANIMALS; CACO-2 CELLS; CHITIN; CIMETIDINE; DRUG DELIVERY SYSTEMS; DRUG EVALUATION, PRECLINICAL; ELECTRIC IMPEDANCE; GLUTATHIONE; HUMANS; INTESTINAL ABSORPTION; INTESTINAL MUCOSA; INTESTINE, SMALL; P-GLYCOPROTEIN; PROPRANOLOL; RATS; TABLETS; VERAPAMIL;

EID: 37249044611     PISSN: 03785173     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ijpharm.2007.07.004     Document Type: Article

References (35)

1. Artursson P., and Karlsson J. Correlation between oral drug absorption in humans and apparent drug permeability coefficients in human intestinal epithelial (Caco-2) cells. Biochem. Biophys. Res. Commun. 175 (1991) 880-885
2. Artursson P., Ungell A.L., and Lofroth J.E. Selective paracellular permeability in 2 models of intestinal-absorption-cultured monolayers of human intestinal epithelial-cells and rat intestinal segments. Pharm. Res. 10 (1993) 1123-1129
3. Asano T., Ishihara K., Morota T., Takeda S., and Aburada M. Permeability of the flavonoids liquiritigenin and its glycosides in licorice roots and davidigenin, a hydrogenated metabolite of liquiritigenin, using human intestinal cell line Caco-2. J. Ethnopharmacol. 89 (2003) 285-289
4. Bernkop-Schnürch A., and Grabovac V. Polymeric efflux pump inhibitors in oral drug delivery. Am. J. Drug Deliv. 4 (2006) 263-272
5. Bernkop-Schnürch A., Guggi D., and Pinter Y. Thiolated chitosans: development and in vitro evaluation of a mucoadhesive, permeation enhancing oral drug delivery system. J. Control. Release 94 (2004) 177-186
6. Bernkop-Schnürch A., Hornof M., and Guggi D. Thiolated chitosans. Eur. J. Pharm. Biopharm. 57 (2004) 9-17
7. Bernkop-Schnürch A., Hornof M., and Zoidl T. Thiolated polymers-thiomers: synthesis and in vitro evaluation of chitosan-2-iminothiolane conjugates. Int. J. Pharm. 260 (2003) 229-237
8. Caramella C., Bonferoni M.C., Rossi S., and Ferrari F. Rheological and tensile tests for the assessment of polymer-mucin interactions. Eur. J. Pharm. Biopharm. 40 (1994) 213-217
9. Cascorbi I. Role of pharmacogenetics of ATP-binding cassette transporters in the pharmacokinetics of drugs. Pharmacol. Ther. 112 (2006) 457-473
10. Chiou W.L., and Barve A. Linear correlation of the fraction of oral dose absorbed of 64 drugs between humans and rats. Pharm. Res. 15 (1998) 1792-1795
11. Clausen A.E., Kast C.E., and Bernkop-Schnürch A. The role of glutathione in the permeation enhancing effect of thiolated polymers. Pharm. Res. 19 (2002) 602-608
12. Corti G., Maestrelli F., Cirri M., Zerrouk N., and Mura P. Development and evaluation of an in vitro method for prediction of human drug absorption. II. Demonstration of the method suitability. Eur. J. Pharm. Sci. 27 (2006) 354-362
13. De Vrueh R.L., Smith P.L., and Lee C.P. Transport of l-valine-acyclovir via the oligopeptide transporter in the human intestinal cell line Caco-2. J. Pharmacol. Exp. Ther. 286 (1998) 1166-1170
14. Ellman G.L. A colorimetric method for determining low concentrations of mercaptans. Arch. Biochem. Biophys. 74 (1958) 443-450
15. Föger F., Hoyer H., Kafedjiiski K., Thaurer M., and Bernkop-Schnürch A. In vivo comparison of various polymeric and low molecular mass inhibitors of intestinal P-glycoprotein. Biomaterials 27 (2006) 5855-5860
16. Ganapathy M.E., Huang W., Wang H., Ganapathy V., and Leibach F.H. Valacyclovir: a substrate for the intestinal and renal peptide transporters PEPT1 and PEPT2. Biochem. Biophys. Res. Commun. 246 (1998) 470-475
17. Grabovac, V., 2006. Polymeric Excipients: Strategies and Achievements in Non-Invasive Drug Delivery. PhD Thesis. Leopold-Franzens-Universität Innsbruck, Austria.
18. Gres M.C., Julian B., Bourrie M., Meunier V., Roques C., Berger M., Boulenc X., Berger Y., and Fabre G. Correlation between oral drug absorption in humans, and apparent drug permeability in TC-7 cells, a human epithelial intestinal cell line: comparison with the parental Caco-2 cell line. Pharm. Res. 15 (1998) 726-733
19. Han H.K., de Vrueh R.L.A., Rhie J.K., Covitz K.M.Y., Smith P.L., Lee C.P., Oh D.M., Sadee W., and Amidon G.L. 5′-Amino acid esters of antiviral nucleosides, acyclovir, and AZT are absorbed by the intestinal PEPT1 peptide transporter. Pharm. Res. 15 (1998) 1154-1159
20. Hunter J., Hirst B.H., and Simmons N.L. Drug absorption limited by P-glycoprotein-mediated secretory drug transport in human intestinal epithelial Caco-2 cell layers. Pharm. Res. 10 (1993) 743-749
21. Iqbal T., Karyekar C.S., Kinjo M., Ngan G.C., and Dowling T.C. Validation of a simplified method for determination of cimetidine in human plasma and urine by liquid chromatography with ultraviolet detection. J. Chromatogr. B: Analyt. Technol. Biomed. Life Sci. 799 (2004) 337-341
22. Kleymann G. Novel agents and strategies to treat herpes simplex virus infections. Expert. Opin. Invest. Drugs 12 (2003) 165-183
23. Leitner V.M., Marschütz M.K., and Bernkop-Schnürch A. Mucoadhesive and cohesive properties of poly(acrylic acid)-cysteine conjugates with regard to their molecular mass. Eur. J. Pharm. Sci. 18 (2003) 89-96
24. Lo Y.L., and Huang J.D. Effects of sodium deoxycholate and sodium caprate on the transport of epirubicin in human intestinal epithelial Caco-2 cell layers and everted gut sacs of rats. Biochem. Pharmacol. 59 (2000) 665-672
25. Mao S., Shuai X., Unger F., Simon M., Bi D., and Kissel T. The depolymerization of chitosan: effects on physicochemical and biological properties. Int. J. Pharm. 281 (2004) 45-54
26. Markowska M., Oberle R., Juzwin S., Hsu C.P., Gryszkiewicz M., and Streeter A.J. Optimizing Caco-2 cell monolayers to increase throughput in drug intestinal absorption analysis. J. Pharmacol. Toxicol. Methods 46 (2001) 51-55
27. Panchagnula R., Bansal T., Varma M.V.S., and Kaul C.L. Reversed-phase liquid chromatography with ultraviolet detection for simultaneous quantitation of indinavir and propranolol from ex-vivo rat intestinal permeability studies. J. Chromatogr. B: Analyt. Technol. Biomed. Life Sci. 806 (2004) 277-282
28. Salama N.N., Scott K.R., and Eddington N.D. DM27, an enaminone, modifies the in vitro transport of antiviral therapeutic agents. Biopharm. Drug Dispos. 25 (2004) 227-236
29. Schipper N.G., Varum K.M., and Artursson P. Chitosans as absorption enhancers for poorly absorbable drugs. Influence of molecular weight and degree of acetylation on drug transport across human intestinal epithelial (Caco-2) cells. Pharm. Res. 13 (1996) 1686-1692
30. Schmitz T., Bravo-Osuna I., Vauthier C., Ponchel G., Loretz B., and Bernkop-Schnürch A. Development and in vitro evaluation of a thiomer-based nanoparticulate gene delivery system. Biomaterials 28 (2007) 524-531
31. Valenzuela B., Nacher A., Ruiz-Carretero P., Martin-Villodre A., Lopez-Carballo G., and Barettino D. Profile of P-glycoprotein distribution in the rat and its possible influence on the salbutamol intestinal absorption process. J. Pharm. Sci. 93 (2004) 1641-1648
32. Werle M., and Hoffer M. Glutathione and thiolated chitosan inhibit multidrug resistance P-glycoprotein activity in excised small intestine. J. Control. Release 111 (2006) 41-46
33. Yamashita S., Furubayashi T., Kataoka M., Sakane T., Sezaki H., and Tokuda H. Optimized conditions for prediction of intestinal drug permeability using Caco-2 cells. Eur. J. Pharm. Sci. 10 (2000) 195-204
34. Yang Z.G., Meng H., Zhang X., Li X.D., Lv W.L., and Zhang Q. Effect of quercetin on the acyclovir intestinal absorption. Beijing Da Xue Xue Bao 36 (2004) 309-312
35. Žakelj S., Legen I., Veber M., and Kristl A. The influence of buffer composition on tissue integrity during permeability experiments "in vitro". Int. J. Pharm. 272 (2004) 173-180