The characteristics, biodistribution and bioavailability of a chitosan-based nanoparticulate system for the oral delivery of heparin

Biomaterials

Volumn 30, Issue 34, 2009, Pages 6629-6637

  Chen, Mei Chin ^a   Wong, Hen Sheng ^b   Lin, Kun Ju ^c,d   Chen, Hsin Lung ^b   Wey, Shiaw Pyng ^c   Sonaje, Kiran ^b   Lin, Yu Hsin ^e   Chu, Che Yi ^b   Sung, Hsing Wen ^b  

^a NATIONAL CHENG KUNG UNIVERSITY   (Taiwan)

^b NATIONAL TSING HUA UNIVERSITY   (Taiwan)

^c CHANG GUNG UNIVERSITY   (Taiwan)

^d CHANG GUNG MEMORIAL HOSPITAL   (Taiwan)

^e CHINA MEDICAL UNIVERSITY   (Taiwan)

Author keywords

Anticoagulant; Drug delivery; Intestinal absorption; Paracellular pathway; Tight junction

Indexed keywords

ANTICOAGULANT; ANTICOAGULANT ACTIVITIES; BIODISTRIBUTIONS; BLOOD STREAMS; DRUG CARRIER; DRUG-LOADING EFFICIENCY; FREEFORMS; GASTROINTESTINAL TRACT; HEPARIN SOLUTIONS; INTERNAL ORGANS; INTERNAL STRUCTURE; INTESTINAL ABSORPTION; IONIC GELATION METHOD; MATRIX; MICRO-DOMAINS; NANOPARTICULATE SYSTEM; ORAL ADMINISTRATION; ORAL DELIVERY; PARACELLULAR PATHWAY; RAT MODEL; SMALL ANGLE X-RAY SCATTERING; SYSTEMIC CIRCULATION; TIGHT JUNCTION; TWO PHASE SYSTEMS;

ABSORPTION; BINDING SITES; BIOCHEMISTRY; CHITIN; CHITOSAN; COAGULATION; COMPUTERIZED TOMOGRAPHY; DRUG DELIVERY; GELATION; MULTIPHOTON PROCESSES; PH EFFECTS; SINGLE PHOTON EMISSION COMPUTED TOMOGRAPHY; TECHNETIUM;

POLYSACCHARIDES;

CHITOSAN; HEPARIN; NANOPARTICLE;

ACIDITY; ANIMAL EXPERIMENT; ANTICOAGULATION; ARTICLE; CONTROLLED STUDY; DRUG BIOAVAILABILITY; DRUG BLOOD LEVEL; DRUG DELIVERY SYSTEM; DRUG DISTRIBUTION; DRUG FORMULATION; DRUG RELEASE; DRUG STABILITY; HUMAN; HUMAN CELL; ISOTOPE LABELING; NONHUMAN; PRIORITY JOURNAL; RAT; SINGLE PHOTON EMISSION COMPUTER TOMOGRAPHY; X RAY CRYSTALLOGRAPHY;

ADMINISTRATION, ORAL; ANIMALS; ANTICOAGULANTS; BIOLOGICAL AVAILABILITY; CACO-2 CELLS; CHITOSAN; DRUG CARRIERS; HEPARIN; HUMANS; MICROSCOPY, ELECTRON, TRANSMISSION; NANOPARTICLES; RATS; RATS, SPRAGUE-DAWLEY; SCATTERING, RADIATION;

RATTUS;

EID: 70349784917     PISSN: 01429612     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.biomaterials.2009.08.030     Document Type: Article

References (41)

1. Baughman R.A., Kapoor S.C., Agarwal R.K., Kisicki J., Catella-Lawson F., and FitzGerald G.A. Oral delivery of anticoagulant doses of heparin. A randomized, double-blind, controlled study in humans. Circulation 98 (1998) 1610-1615
2. Lee Y., Nam J.H., Shin H.C., and Byun Y. Conjugation of low-molecular-weight heparin and deoxycholic acid for the development of a new oral anticoagulant agent. Circulation 104 (2001) 3116-3120
3. Jaques L.B. Heparins: anionic polyelectrolyte drugs. Pharmacol Rev 31 (1980) 100-166
4. Welt F.G., Woods T.C., and Edelman E.R. Oral heparin prevents neointimal hyperplasia after arterial injury: inhibitory potential depends on type of vascular injury. Circulation 104 (2001) 3121-3124
5. Hayashi M., Tomita M., and Awazu S. Transcellular and paracellular contribution to transport processes in the colorectal route. Adv Drug Deliv Rev 28 (1997) 191-204
6. Norris D.A., Puri N., and Sinko P.J. The effect of physical barriers and properties on the oral absorption of particulates. Adv Drug Deliv Rev 34 (1998) 135-154
7. Arbit E., Goldberg M., Gomez-Orellana I., and Majuru S. Oral heparin: status review. Thromb J 4 (2006) 6
8. Kim S.K., Lee D.Y., Kim C.Y., Nam J.H., Moon H.T., and Byun Y. A newly developed oral heparin derivative for deep vein thrombosis: non-human primate study. J Control Release 123 (2007) 155-163
9. Hoffart V., Lamprecht A., Maincent P., Lecompte T., Vigneron C., and Ubrich N. Oral bioavailability of a low molecular weight heparin using a polymeric delivery system. J Control Release 113 (2006) 38-42
10. Moon H.T., Lee Y.K., Han J.K., and Byun Y. A novel formulation for controlled release of heparin-DOCA conjugate dispersed as nanoparticles in polyurethane film. Biomaterials 22 (2001) 281-289
11. Lin Y.H., Sonaje K., Lin K.M., Juang J.H., Mi F.L., Yang H.W., et al. Multi-ion-crosslinked nanoparticles with pH-responsive characteristics for oral delivery of protein drugs. J Control Release 132 (2008) 141-149
12. Mi F.L., Wu Y.Y., Lin Y.H., Sonaje K., Ho Y.C., Chen C.T., et al. Oral delivery of peptide drugs using nanoparticles self-assembled by poly(gamma-glutamic acid) and a chitosan derivative functionalized by trimethylation. Bioconjug Chem 19 (2008) 1248-1255
13. Niederhofer A., and Müller B.W. A method for direct preparation of chitosan with low molecular weight from fungi. Eur J Pharm Biopharm 57 (2004) 101-105
14. Kubota N., Tatsumoto N., Sano T., and Toya K. A simple preparation of half N-acetylated chitosan highly soluble in water and aqueous organic solvents. Carbohydr Res 324 (2000) 268-274
15. Smith P.K., Mallia A.K., and Hermanson G.T. Colorimetric method for the assay of heparin content in immobilized heparin preparations. Anal Biochem 109 (1980) 466-473
16. Lin Y.H., Chung C.K., Chen C.T., Liang H.F., Chen S.C., and Sung H.W. Preparation of nanoparticles composed of chitosan/poly-gamma-glutamic acid and evaluation of their permeability through Caco-2 cells. Biomacromolecules 6 (2005) 1104-1112
17. Hsu W.L., Li Y.C., Chen H.L., Liou W., Jeng U.S., Lin H.K., et al. Thermally-induced order-order transition of DNA-cationic surfactant complexes. Langmuir 22 (2006) 7521-7527
18. Chen L., and Subirade M. Alginate-whey protein granular microspheres as oral delivery vehicles for bioactive compounds. Biomaterials 27 (2006) 4646-4654
19. Fallingborg J. Intraluminal pH of the human gastrointestinal tract. Dan Med Bull 46 (1999) 183-196
20. Ranaldi G., Marigliano I., Vespignani I., Perozzi G., and Sambuy Y. The effect of chitosan and other polycations on tight junction permeability in the human intestinal Caco-2 cell line (1). J Nutr Biochem 13 (2002) 157-167
21. Ho Y.P., Chen H.H., Leong K.W., and Wang T.H. Evaluating the intracellular stability and unpacking of DNA nanocomplexes by quantum dots-FRET. J Control Release 116 (2006) 83-89
22. Horisawa E., Kubota K., Tuboi I., Sato K., Yamamoto H., Takeuchi H., et al. Sizedependency of dl-lactide/glycolide copolymer particulates for intra-articular delivery system on phagocytosis in rat synovium. Pharm Res 19 (2002) 132-139
23. Ma Z., and Lim L.Y. Uptake of chitosan and associated insulin in Caco-2 cell monolayers: a comparison between chitosan molecules and chitosan nanoparticles. Pharm Res 20 (2003) 1812-1819
24. Despotis G.J., Levine V., Joist J.H., Joiner-Maier D., and Spitznagel E. Antithrombin III during cardiac surgery: effect on response of activated clotting time to heparin and relationship to markers of hemostatic activation. Anesth Analg 85 (1997) 498-506
25. Williams P.E., and Harding S.M. The absolute bioavailability of oral cefuroxime axetil in male and female volunteers after fasting and after food. J Antimicrob Chemother 13 (1984) 191-196
26. Banerjee T., Singh A.K., Sharma R.K., and Maitra A.N. Labeling efficiency and biodistribution of Technetium-99m labeled nanoparticles: interference by colloidal tin oxide particles. Int J Pharm 289 (2005) 189-195
27. Lin K.J., Liao C.H., Hsiao I.T., Yen T.C., Chen T.C., Jan Y.Y., et al. Improved hepatocyte function of future liver remnant of cirrhotic rats after portal vein ligation: a bonus other than volume shifting. Surgery 145 (2009) 202-211
28. Lin Y.H., Liang H.F., Chung C.K., Chen M.C., and Sung H.W. Physically crosslinked alginate/N,O-carboxymethyl chitosan hydrogels with calcium for oral delivery of protein drugs. Biomaterials 26 (2005) 2105-2113
29. Thanou M., Verhoef J.C., and Junginger H.E. Oral drug absorption enhancement by chitosan and its derivatives. Adv Drug Deliv Rev 52 (2001) 117-126
30. Sonaje K., Lin Y.H., Juang J.H., Wey S.P., Chen C.T., and Sung H.W. In vivo evaluation of safety and efficacy of self-assembled nanoparticles for oral insulin delivery. Biomaterials 30 (2009) 2329-2339
31. Lin Y.H., Chen C.T., Liang H.F., Kulkarni Anandrao R., Lee P.W., Chen C.H., et al. Novel nanoparticles for oral insulin delivery via the paracellular pathway. Nanotechnology 18 (2007) 105102
32. Kubota N. Molecular weight dependence of the properties of chitosan and chitosan hydrogel for use in sustained-release drug. Bull Chem Soc Jpn 66 (1993) 1807-1812
33. Ahlin P., Kristl J., Kristl A., and Vrecer F. Investigation of polymeric nanoparticles as carriers of enalaprilat for oral administration. Int J Pharm 239 (2002) 113-120
34. Hu Y., Jiang X., Ding Y., Ge H., Yuan Y., and Yang C. Synthesis and characterization of chitosan-poly(acrylic acid) nanoparticles. Biomaterials 23 (2002) 3193-3201
35. Wang H.M., Loganathan D., and Linhardt R.J. Determination of the pKa of glucuronic acid and the carboxy groups of heparin by 13C-nuclear-magnetic-resonance spectroscopy. Biochem J 278 (1991) 689-695
36. Casu B., and Gennaro U. A conductimetric method for the determination of sulphate and carboxyl groups in heparin and other mucopolysaccharides. Carbohydr Res 39 (1975) 168-176
37. Roe R.J. Methods of X-ray and neutron scattering in polymer science (2000), Oxford University Press, New York [Chapter 5]
38. Ballard S.T., Hunter J.H., and Taylor A.E. Regulation of tight-junction permeability during nutrient absorption across the intestinal epithelium. Annu Rev Nutr 15 (1995) 35-55
39. Chuang Y.J., Swanson R., Raja S.M., and Olson S.T. Heparin enhances the specificity of antithrombin for thrombin and factor Xa independent of the reactive center loop sequence. Evidence for an exosite determinant of factor Xa specificity in heparin-activated antithrombin. J Biol Chem 276 (2001) 14961-14971
40. Kim S.K., Vaishali B., Lee E., Lee S., Lee Y.K., Kumar T.S., et al. Oral delivery of chemical conjugates of heparin and deoxycholic acid in aqueous formulation. Thromb Res 117 (2006) 419-427
41. Jiao Y., Ubrich N., Marchand-Arvier M., Vigneron C., Hoffman M., Lecompte T., et al. In vitro and in vivo evaluation of oral heparin-loaded polymeric nanoparticles in rabbits. Circulation 105 (2002) 230-235