Enhancement of Paracellular Transport of Heparin Disaccharide Across Caco-2 Cell Monolayers
![]() ![]() |
Kim, Yeong-Shik
(National Products Research Institute, Seoul National University)
Cho, So-Yean (National Products Research Institute, Seoul National University) Kim, Jong-Sik (National Products Research Institute, Seoul National University) Li, Hong (College of Pharmacy, Seoul National University) Shim, Chang-Koo (College of Pharmacy, Seoul National University) Linhardt, Robert-J. (Division of Medicinal and Natural Products Chemistry, Department of Chemistry and Department of Chemical and Biochemical Engineering, University of lowa.) |
1 |
Palmi, M., Youmbi, G. T., Fusi, F., Sgaragli, G. P., Dixon, H. B. F., Frosini, M., and Tipton, K. F., Potentiation of mitochondrial |
2 | Walsh, S. V., Hopkins, A. M., and Nusrat, A., Modulation of tight junction structure and function by cytokines. Adv. Drug Deliv. Rev., 41 ,303-313 (2000) DOI ScienceOn |
3 | Brayden, D., Creed, E., O'Connell, A., Leipold, H., Agarwal, R., and Leone-Bay, A., Heparin absorption across the intestine: effects of sodium N-[8-(2-hydroxybenzoyl)amino]caprylate in rat in situ intestinal instillations and in Caco-2 monolayers. Pharm. Res., 14, 1772-1779 (1997) DOI ScienceOn |
4 | Fasano, A. and Uzzau, S., Modulation of intestinal tight junctions by Zonula occludens toxin permits enteral administration of insulin and other macromolecules in an animal model. J. Clin. lnvest., 99, 1158-1164 (1997) DOI ScienceOn |
5 | Harenberg, J. and Casu, B., Nonanticoagulant actions of glycosaminoglycans, Plenum Press, New York (1996) |
6 | Hopkins, A. M., Li, D., Mrsny, R. J., Walsh, S. V., and Nusrat, A., Modulation of tight junction function by G protein-coupled events. Adv. Drug Deliv. Rev., 41, 329-340 (2000) DOI ScienceOn |
7 | Rivera, T. M., Leone-Bay, A., Paton, D. R., Leipold, H. R., and Baughman, R. A., Oral delivery of heparin in combination with sodium N-[8-(2-hydroxybenzoyl) amino]caprylate: pharmacological considerations. Pharm. Res., 14, 1830-1834 (1997) DOI ScienceOn |
8 | Leone-Bay, A., Paton, D. R., Freeman, J., Lercara, C., O'Toole, D., Gschneidner, D., Wang, E, Harris, E., Rosado, C., Rivera, T., DeVincent, A., Tai, M., Mercogliano, F., Agarwal, R., Leipold, H., and Baughman, R.A, Synthesis and evaluation of compounds that facilitate the gastrointestinal absorption of heparin. J Med. Chem., 41, 1163-1171 (1998) DOI ScienceOn |
9 | Madara, J. L., Increases in guinea pig small intestinal transepithelial resistance induced by osmotic loads are accompanied by rapid alterations in absorptive-cell tight-junction structure. J. Cell. Biol., 97, 125-136 (1983) DOI PUBMED ScienceOn |
10 | Madara, J. L., Barenberg, D., and Carlson, S., Effects of cytochalasin D on occluding junctions of intestinal absorptive cells: further evidence that the cytoskeleton may influence paracellular permeability and junctional charge selectivity. J. Cell. Biol., 102, 2125-2136 (1986) DOI ScienceOn |
11 | Fasano, A., Novel approaches for oral delivery of macromolecules. J. Pharm. Sci., 87, 1351-1356 (1998) DOI PUBMED |
12 | Sakai, M., Imai, T., Ohtake, H., Azuma, H., and Otagiri, M., Simultaneous use of sodium deoxycholate and dipotassium glycyrrhizinate enhances the cellular transport of poorly absorbed compounds across Caco-2 cell monolayers. J. Pharm. Pharmacol., 51, 27-33 (1999) DOI ScienceOn |
13 | Pillion, D. J., Amsden, J. A., Kensil, C. R., and Recchia, J., Structure-function relationship among Quillaja saponins serving as excipients for nasal and ocuar delivery of insulin. J. Pharm. Sci., 85, 518-524 (1996) DOI ScienceOn |
14 | Hershkoviz, R., Schor, H., Ariel, A., Hecht, I., Cohen, I.R, Lider O., and Cahalon, L., Disaccharides generated from heparan sulphate or heparin modulate chemokine-induced T-cell adhesion to extracellular matrix. Immunology, 99, 87-93 (2000) DOI ScienceOn |
15 | Xie, X., Rivier, A. S., Zakrzewicz, A., Bernimoulin, M., Zeng, X. L., Wessel, H. P., Schapira, M., and Spertini, O., Inhibition of selectin-mediated cell adhesion and prevention of acute inflammation by nonanticoagulant sulfated saccharides. J Biol. Chem., 275, 34818-34825 (2000) DOI ScienceOn |
16 | Stenson, W. F., Easom, R. A., Riehl, -. E., and Turk, J., Regulation of paracellular permeability in Caco-2 cell monolayers by protein kinase C. Am. J Physiol., 265, G955-G962 (1993) PUBMED |
17 | Anderson, J. M. and van Itallie, C. M., Tight junctions and the molecular basis for regulation of paracellular permeability. Am. J. Physiol., 269, G467-G475 (1995) PUBMED |
18 | Clarke, H., Marano, C. W., Peralta Soler, A., and Mullin, J. M., Modification of tight junction function by protein kinase C isoforms. Adv. Drug Deliv. Rev., 41, 283-301 (2000) DOI ScienceOn |
19 | Nelson. R. M., Cecconi. O .. Roberts. W. G., Aruffo. A., Linhardt. R. J., and Bevilacqua, M. P., Heparin oligosaccharides bind L-selectin and P-selectin and inhibit acute inflammation. Blood, 82, 3253-3258 (1993) PUBMED |
20 | Chowers, Y., Lider, O., Schor, H., Barshack, I., Tal, R., Ariel, A., Bar-Meir, S., Cohen I.R., and Cahalon, L., Disaccharides derived from heparin or heparan sulfate regulate IL-8 and IL-1 beta secretion by intestinal epithelial cells. Gastroenterology, 120, 449-459 (2001) DOI PUBMED ScienceOn |
21 | Merchant, Z. M., Kim, Y. S., Rice, K. G., and Linhardt, R. J., Structure of heparin-derived tetrasaccharides. Biochem. J, 229, 369-377 (1985) DOI PUBMED |
22 | Bjork I, Olson, S. T.,and Shore J. D., Molecular mechanisms of the accelerating efffect of heparin on the reactions between antithrombin and clotting proteinases. In: Lane D., Lindahl U. (Eds.). Heparin: Chemical and biological properties, clinical applications. CRC Press, Boca Raton, pp. 229-255 (1989) |
23 | Ward, P. D., Tippin, T. K., and Thakker, D. R., Enhancing paracellular permeability by modulating epithelial tight junctions. Pharm. Sci. Tech. Today, 3, 346-358 (2000) DOI ScienceOn |
24 | 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, 1610-1615 (1998) DOI PUBMED ScienceOn |
25 | Kim, B. T., Kim, W. S., Kim, Y. S., Linhardt, R. J., and Kim, D. H., Purification and characterization of a novel heparinase from Bacteroides stercoris HJ-15. J. Biochem. (Tokyo), 128, 323-328 (2000) DOI ScienceOn |
26 | Choksakulnimitr S., Masuda, S., Tokuda H., Takakura Y., and Hashida M., In vitro cytotoxicity of macromolecules in different cell culture system. J. Control. Release, 34, 233-241 (1995) DOI ScienceOn |
27 | Liu, D. Z., LeCluyse, E. L., and Thakker, D. R., Dodecylphosphocholine- mediated enhancement of paracellular permeability and cytotoxicity in Caco-2 cell monolayers. J. Pharm. Sci., 88, 1161-1168 (1999) DOI PUBMED |
28 | Sakai, M., Imai, T., Ohtake, H., Azuma, H., and Otagiri, M., Effects of absorption enhancers on cytoskeletal actin filaments in Caco- 2 cell monolayers. Life Sci., 63, 45-54 (1998) DOI ScienceOn |
29 | Duffey, M. E., Hainau, B., Ho, S., and Bentzel, C. J., Regulation of epithelial tight junction permeability by cyclic AMP. Nature, 294, 451-453 (1981) DOI ScienceOn |
30 | Cahalon, L., Lider,O., Schor, H., Avron,A, Gilat, D., Hershkoviz, R., Margalit, R., Eshel, A., Shoseyev O., and Cohen, I.R., Heparin disaccharides inhibit tumor necrosis factor-alpha production by macrophages and arrest immune inflammation in rodents. lnt. lmmunol., 9, 1517-1522 (1997) |
31 |
Palant, C. E., Duffey, M. E., Mookerjee B. K., Ho, S., and Bentzel, C.J., |
32 |
Hiebert, L. M., Wice, S. M., Ping, T., Hileman, R. E., Capila, I., and Linhardt, R. J., Tissue distribution and antithrombotic activity of unlabeled or |
33 | Lindmark, T., Kimura, Y., Artursson, P., Absorption enhancement through intracellular regulation of tight junction permeability by medium chain fatty acids in Caco-2 cells. J. Pharmacol. Exp. Ther., 284, 362-369 (1998) PUBMED |
34 | Ma, T. Y., Nguyen, D., Bui, V., Nguyen, H., and Hoa, N., Ethanol modulation of intestinal epithelial tight junction barrier. Am. J. Physiol. 276, G965-G974 (1999) PUBMED |
![]() |