Dodecylphosphocholine-mediated enhancement of paracellular permeability and cytotoxicity in Caco-2 cell monolayers

Journal of Pharmaceutical Sciences

Volumn 88, Issue 11, 1999, Pages 1161-1168

  Liu, Dong Zhou ^a,b   Lecluyse, Edward L ^a   Thakker, Dhiren R ^a  

^a UNIVERSITY OF NORTH CAROLINA   (United States)

^b PFIZER INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

MANNITOL; PHOSPHORYLCHOLINE; TESTOSTERONE;

ARTICLE; CELL MEMBRANE; CELL TRANSPORT; CYTOTOXICITY; DRUG EFFECT; DRUG PENETRATION; DRUG POTENCY; ELECTRIC RESISTANCE; HUMAN; HUMAN CELL; TIGHT JUNCTION;

EID: 0032750914     PISSN: 00223549     EISSN: None     Source Type: Journal    
DOI: 10.1021/js990094e     Document Type: Article

References (36)

1. Anderson, J. M.; Van Italie, C. M. Tight junctions and the molecular basis for regulation of paracellular permeability (review). Am. J. Physiol 1995, 269, G467-G475.
2. Lutz, K. L.; Siahaan, T. J. Molecular structure of the apical junction complex and its contribution to the paracellular barrier. J. Pharm. Sci. 1997, 86, 977-984.
3. Van Hoogdalem, E. J.; De Boer, A. G.; Breimer, D. D. Intestinal drug absorption enhancement: an overview. Pharmac. Ther. 1989, 44, 407-443.
4. Lee, V. H. L.; Yamamoto, A.; Kompella, U. B. Mucosal penetration enhancers for facilitation of peptide and protein drug absorption. Crit. Rev. Ther. Drug Carrier Syst. 1991, 8 (2), 91-192.
5. LeCluyse, E. L.; Sutton, S. C. In vitro models for selection of development candidates. Permeability studies to define mechanisms of absorption enhancement. Adv. Drug Deliv. Rev. 1997, 23, 163-183.
6. Swenson, E. C.; Curatolo, W. J. Intestinal permeability enhancement for proteins, peptides and other polar drugs: Mechanisms and potential toxicity. Adv. Drug Deliv. Rev. 1992, 8 (1), 39-92.
7. Van Hoogdalem, E. J.; Wackwitz, A. T. E.; De Boer, A. G.; Breimer, D. D. Topical effects of absorption enhancing agents on the rectal mucosa of rats in vivo. J. Pharm. Sci. 1990, 79 (10), 866-70.
8. Weltzien, H. U. Cytolytic and membrane-perturbing properties of lysophosphatidylcholine. Biochim. Biophys. Acta 1979, 559, 259-287.
9. Hovgaard, L.; Brondsted, H.; Nielsen, H. M. Drug delivery studies in Caco-2 monolayers. II. Absorption enhancer effects of lysophosphatidylcholine. Int. J. Pharm. 1995, 114, 141-149.
10. Brondsted, H.; Nielsen, H. M.; Hovgaard, L. Drug delivery studies in Caco-2 monolayers. III. Intestinal transport of various vasopressin analogues in the presence of lysophosphatidylcholine. Int. J. Pharm. 1995, 114, 115-157.
11. Drejer, K.; Vaag, A.; Bech, K.; Hansen, P.; Sørensen, A. R.; Mygind, N. Intranasal administration of insulin with phospholipids as absorption enhancer: pharmacokinetics in normal subjects. Diabetic Med. 1992, 9, 335-340.
12. Jacobs, M. A.; Schreuder, R. H.; Jap-A-Joe, K.; Nauta, J. J.; Andersen, P. M.; Heine, R. J. The pharmacodynamics and activity of intranasally administrated insulin in healthy male volunteers. Diabetes 1993, 42, 1649-1655.
13. Shimazaki, T.; Tomita, M.; Sadahiro, S.; Hayashi, M.; Awazu, S. Absorption-enhancing effects of sodium caprate and palmitoyl carnitine in rat and human colons. Dig. Dis. Sci. 1998, 43 (3), 641-5.
14. Knipp, G. T.; Ho, N. F.; Barsuhn, C. L.; Borchardt, R. T. Paracellular diffusion in Caco-2 cell monolayers: effect of perturbation on the transport of hydrophilic compounds that vary in charge and size. J. Pharm. Sci. 1997, 86 (10), 1105-10.
15. Hochman, J. H.; Fix, J.; LeCluyse, E. L. In vitro and in vivo analysis of the mechanism of absorption enhancement by palmitoyl carnitine. J. Pharmacol. Exp. Ther. 1994, 269 (2), 813-822.
16. Anderberg, E. K.; Lindmark, T.; Artursson, P. Sodium caprate elicits dilatations in human intestinal tight junctions and enhances drug absorption by paracellular route. Pharm. Res. 1993, 10, 857-864.
17. Tomita, M.; Hayashi, M.; Awazu, S. Absorption-enhancing mechanism of EDTA, caprate and decanoylcarnitine in Caco-2 cells. J. Pharm. Sci. 1996, 85 (6), 608-611.
18. 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. 1998, 284, 362-369.
19. Gan, L.-S.; Thakker, D. R. Applications of the Caco-2 model in the design and development of orally active drugs: Elucidation of biological and physical barriers posed by the intestinal epithelium. Adv. Drug Delivery Rev. 1997, 23, 80-100.
20. Liu, D. Z.; Thakker, D. R. Modulation of Caco-2 Cell tight junctions by dodecanoylphosphorylcholine (DPC). Pharm. Res. 1997, 14, S-23.
21. Sakai, M.; Imai, T.; Ohtake, H.; Azuma, H.; Otagiri, M. Effects of absorption enhancers on cytoskeletal actin filaments in caco-2 cell monolayers. Life Sci. 1998, 63, 45-54.
22. Sakai, M.; Imai, T.; Ohtake, H.; Otagiri, M. Cytotoxicity of absorption enhancers in caco-2 cell monolayers. J. Pharm. Pharmacol. 1998, 50, 1101-1108.
23. Duzier, E.; Van Der Wulp, C.; Versantvoort, C. H. M.; Groten, J. P. Absorption enhancement, structural changes in tight junctions and cytotoxicity caused by palmitoyl carnitine in Caco-2 and IEC-18 cells. J. Pharmacol. Exp. Ther. 1998, 287, 395-402.
24. Quan, Y.-S.; Hattori, K.; Lundboro, W.; Fujita, T.; Murakami, M.; Muranishi, M.; Yamamoto, M. Effectiveness and toxicity screening of various absorption enhancers using caco-2 cell monolayers. Bio. Pharm. Bull. 1998, 21, 615-620.
25. Mosmann, T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J. Immunol. Methods 1983, 65, 55-63.
26. Anderberg, E. K.; Artursson, P. Epithelial transport of drugs in cell culture: VIII. Effects of the pharmaceutical surfactant sodium dodecyl sulfate on cell membrane and tight junctional permeability in human intestinal epithelial (caco-2) cells. J. Pharm. Sci. 1993, 82, 392-398.
27. 15-17 However, the concentrations used in those studies were much higher than that in this study (10-15 mM versus 0.75-1.0 mM).
28. Liu, D. Z.; Morris-Natschke, S. L.; Kucera, L. S.; Ishaq, K. S.; Thakker, D. R. Structure-activity relationships for enhancement of paracellular permeability by 2-alkyoxy-3-alkylamidopropylphosphocholines across Caco-2 cell monolayers. J. Pharm. Sci. 1999, 88, 1169-1174.
29. Anderberg E. K.; Nystrom, C.; Artursson, P. Epithelial Transport of Drugs in Cell Culture. VII: Effects of Pharmaceutical Surfactant Excipients and Bile Acids on Transepithelial Permeability in Monolayers of Human Intestinal Epithelial (Caco-2) Cells. J. Pharm. Sci. 1992, 81, 879-887.
30. Gan, L. S.; Yanni, S.; Thakker, D. R. Modulation of the tight junctions of intestinal epithelia by H2-antagonist. Pharm. Res. 1998, 15, 53-57.
31. Lee, K.; Thakker, D. R. Saturable Transport of H2-Antagonists Ranitidine and Famotidine across Caco-2 Cell Monolayers. J. Pharm. Sci. 1999, 88, 680-687.
32. Haugland, R. P. Nucleic acid stains (8-1). In Handbook of Fluorescent Probes and Research Chemicals, 6th ed.; Spence, M. T. Z., Ed., Molecular Probes, Inc.: Oregon, 1996; pp 144-156.
33. Stevenson, B. R.; Siliciano, J. D.; Mooseker, M. S.; Good-enough, D. A. Identification of ZO-1: a high molecular weight polypeptide associated with the tight junction (zonula occludens) in a variety of epithelia. J. Cell Biol. 1986, 103, 755-766.
34. Anderson, J. M.; Stevenson, B. R.; Jesaitis, L. A.; Good-enough, D. A.; Mooseker, M. S. Characterization of ZO-1: a protein component of the tight junction from mouse liver and Madin-Darby canine kidney cells. J. Cell Biol. 1988, 106, 1141-1149.
35. Fisher, A. N.; Farraj, N. F.; O'Hagan, D. T.; Gill, I. J.; Johanse, B. R.; Davis, S. S.; Illum, L. Effect of lysophosphatidylcholine on the nasal absorption of human growth hormone in three animal species. Int. J. Pharm. 1991, 74 (2-3), 147-157.
36. Schulze, C.; Smales, C.; Rubin, L. L.; Staddon, J. M. Lysophosphatidic acid increases tight junction permeability in cultured brain endothelial cells. J. Neurochem. 1997, 68 (3), 991-1000.