Chitosan-N-Acetyl Cysteine Conjugates: In Vitro Evaluation of Permeation Enhancing and P-Glycoprotein Inhibiting Properties

REFERENCES

• Bernkop-Schnürch A., Kast C. E., Guggi D. Permeation enhancing polymers in oral delivery of hydrophilic macromolecules: thiomer/GSH systems. J. Control. Release 2003; 93: 95–103
   PubMed Web of Science ®Google Scholar
• Bernkop-Schnürch A., Hornof M., Guggi D. Thiolated chitosans. Eur. J. Pharm. Biopharm. 2004; 57: 9–17
   PubMed Web of Science ®Google Scholar
• Clausen A. E., Kast C. E., Bernkop-Schnürch A. The role of glutathione in the permeation enhancing effect of thiolated polymers. Pharm. Res. 2002; 19: 602–608
   PubMed Web of Science ®Google Scholar
• D'Emanuele A., Jevprasesphant R., Penny J., Attwood D. The use of a dendrimer-propranolol prodrug to bypass efflux transporters and enhance oral bioavailability (vol 95 pg 447 2004). J. Control. Release 2004; 96: 513–513
   Web of Science ®Google Scholar
• Decker T., Lohmannmatthes M. L. A Quick and simple method for the quantitation of lactate-dehydrogenase release in measurements of cellular cyto-toxicity and tumor necrosis factor (Tnf) activity. J. Immunol. Methods 1988; 115: 61–69
   PubMed Web of Science ®Google Scholar
• Demeule M., Brossard M., Turcotte S., Regina A., Jodoin J., Beliveau R. Diallyl disulfide, a chemopreventive agent in garlic, induces multidrug resistance-associated protein 2 expression. Biochem. Biophys. Res. Commun. 2004; 324: 937–945
   PubMed Web of Science ®Google Scholar
• Föger F., Schmitz T., Bernkop-Schnürch A. In vivo evaluation of an oral delivery system for P-gp substrates based on thiolated chitosan. Biomaterials 2006; 27: 4250–4255
   PubMed Web of Science ®Google Scholar
• Guggi D., Bernkop-Schnürch A. Improved paracellular uptake by the combination of different types of permeation enhancers. Int. J. Pharm. 2005; 288: 141–150
   PubMedGoogle Scholar
• Ho G. T., Moodie F. M., Satsangi J. Multidrug resistance 1 gene (P-glycoprotein 170): an important determinant in gastrointestinal disease?. Gut 2003; 52: 759–766
   PubMed Web of Science ®Google Scholar
• Hugger E. D., Novak B. L., Burton P. S., Audus K. L., Borchardt R. T. A comparison of commonly used polyethoxylated pharmaceutical excipients on their ability to inhibit P-glycoprotein activity in vitro. J. Pharm. Sci. 2002; 91: 1991–2002
   PubMed Web of Science ®Google Scholar
• Imam M. E., Hornof M., Valenta C., Reznicek G., Bernkop-Schnürch A. Evidence for the interpenetration of mucoadhesive polymers into the mucus gel layer. S. T. P. Pharma Sci. 2003; 13: 171–176
   Web of Science ®Google Scholar
• Kabanov A. V., Batrakova E. V., Alakhov V. Y. Pluronic block copolymers for overcoming drug resistance in cancer. Adv. Drug Deliv. Rev. 2002; 54: 759–779
   PubMed Web of Science ®Google Scholar
• Legrand C., Bour J. M., Jacob C., Capiaoumont J., Martial A., Marc A., Wudtke M., Kretzmer G., Demangel C., Duval D. Lactate dehydrogenase (LDH) activity of the cultured eukaryotic cells as marker of the number of dead cells in the medium [corrected]. J. Biotechnol. 1992; 25: 231–243
   PubMed Web of Science ®Google Scholar
• Liu R., Sharom F. J. Site-directed fluorescence labeling of P-glycoprotein on cysteine residues in the nucleotide binding domains. Biochemistry 1996; 35: 11865–11873
   PubMed Web of Science ®Google Scholar
• Loo T. W., Clarke D. M. Drug-stimulated ATPase activity of human P-glycoprotein is blocked by disulfide cross-linking between the nucleotide-binding sites. J. Biol. Chem. 2000; 275: 19435–19438
   PubMed Web of Science ®Google Scholar
• Loo T. W., Clarke D. M. Blockage of drug resistance in vitro by disulfiram, a drug used to treat alcoholism. J. Natl. Cancer Inst. 2000; 92: 898–902
   PubMed Web of Science ®Google Scholar
• Loo T. W., Bartlett M. C., Clarke D. M. Substrate-induced conformational, changes in the transmembrane segments of human P-glycoprotein-Direct evidence for the substrate-induced fit mechanism for drug binding. J. Biol. Chem. 2003; 278: 13603–13606
   PubMed Web of Science ®Google Scholar
• Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J. Immunol. Methods 1983; 65: 55–63
   PubMed Web of Science ®Google Scholar
• Ohkubo R., Tomita M., Hotta Y., Nagira M., Hayashi M. Comparative study of flux of FITC-labeled Dextran 4000 on normal (iso)- and hyper-osmolarity in basal side in caco-2 cell monolayers. Drug Metab. Pharmacokinet. 2003; 18: 404–408
   PubMedGoogle Scholar
• Regev R., Assaraf Y. G., Eytan G. D. Membrane fluidization by ether, other anesthetics, and certain agents abolishes P-glycoprotein ATPase activity and modulates efflux from multidrug-resistant cells. Eur. J. Biochem. 1999; 259: 18–24
   PubMedGoogle Scholar
• Schmitz T., Grabovac V., Palmberger T. F., Hoffer M. H., Bernkop-Schnürch A. Synthesis and characterization of a chitosan-N-acetyl cysteine conjugate. Int. J. Pharm. 2008; 347: 79–85
   PubMed Web of Science ®Google Scholar
• Tomita M., Hotta Y., Ohkubo R., Awazu S. Polarized transport was observed not in hydrophilic compounds but in dextran in Caco-2 cell monolayers. Biol. Pharm. Bull. 1999; 22: 330–331
   PubMed Web of Science ®Google Scholar
• Varma M. V. S., Ashokraj Y., Dey C. S., Panchagnula R. P-glycoprotein inhibitors and their screening: a perspective from bioavailability enhancement. Pharmacol. Res. 2003; 48: 347–359
   PubMed Web of Science ®Google Scholar
• Werle M., Hoffer M. Glutathione and thiolated chitosan inhibit multidrug resistance P-glycoprotein activity in excised small intestine. J. Control. Release 2005; 111: 41–46
   PubMed Web of Science ®Google Scholar
• Zhou X. H., Po A. L. W. Peptide and protein drugs.1. Therapeutic applications, absorption and parenteral administration. Int. J. Pharm. 1991; 75: 97–115
   Web of Science ®Google Scholar