Biopharmaceutics Classification of Selected β-blockers: Solubility and permeability class membership

Molecular Pharmaceutics

Volumn 4, Issue 4, 2007, Pages 608-614

  Yang, Yongsheng ^a   Faustino, Patrick J ^a   Volpe, Donna A ^a   Ellison, Christopher D ^a   Lyon, Robbe C ^a   Yu, Lawrence X ^a,b  

^a CENTER FOR DRUG EVALUATION AND RESEARCH   (United States)

^b HFD 600 ^*  (United States)

Author keywords

blockers; Biopharmaceutics Classification System; Caco 2; Permeability; Solubility

Indexed keywords

ACEBUTOLOL; ATENOLOL; BETA ADRENERGIC RECEPTOR BLOCKING AGENT; LABETALOL; METOPROLOL; NADOLOL; SOTALOL; TIMOLOL;

ARTICLE; CONTROLLED STUDY; DRUG ABSORPTION; DRUG PENETRATION; DRUG SOLUBILITY; HUMAN; HUMAN CELL; INTESTINE ABSORPTION; LIPOPHILICITY; PH; PRIORITY JOURNAL;

ADRENERGIC BETA-ANTAGONISTS; BIOPHARMACEUTICS; CACO-2 CELLS; CELL MEMBRANE PERMEABILITY; ELECTRIC IMPEDANCE; HUMANS; HYDROGEN-ION CONCENTRATION; REPRODUCIBILITY OF RESULTS; SOLUBILITY;

EID: 34548155549     PISSN: 15438384     EISSN: 15438392     Source Type: Journal    
DOI: 10.1021/mp070028i     Document Type: Article

References (35)

1. Amidon, G. L.; Lennernas, H.; Shah, V. P.; Crison, J. R. A theoretical basis for a biopharmaceutic drug classification: the correlation of in vitro drug product dissolution and in vivo bioavailability. Pharm. Res. 1995, 12, 413-420.
2. Yu, L. X.; Amidon, G. L.; Polli, J. E.; Zhao, H.; Mehta, M. U.; Conner, D. P.; Shah, V. P.; Lesko, L. J.; Chen, M. L.; Lee, V. H.; Hussain, A. S. Biopharmaceutics classification system: the scientific basis for biowaiver extensions. Pharm. Res. 2002, 19, 921-925.
3. Waiver of in vivo bioavailability and bioequivalence studies for immediate-release solid oral dosage forms based on a biopharmaceutics classification system, 2000. FDA Guidance for Industry; Food and Drug Administration: Rockville, MD, 2000.
4. Hilgers, A. R.; Conradi, R. A.; Burton, P. S. Caco-2 monolayers as a model for drug transport across the intestinal mucosa. Pharm. Res. 1990, 7, 902-910.
5. Wilson, G.; Hassan, I. F.; Dix, C. J.; Williamson, I.; Shah, R.; Mackay, M. Transport and permeability properties of human Caco-2 cells: An in vitro model of the intestinal epithelial cell barrier. J Controlled Release 1990, 11, 25-40.
6. Artursson, P. Epithelial transport of drugs in cell culture. I. A model for studying the passive diffusion of drugs over intestinal absorptive (Caco-2) cells. J. Pharm. Sci. 1990, 79, 476-482.
7. Artursson, P.; Karlsson, J. Correlation between oral drug absorption in human and apparent drug permeability coefficients in human intestinal epithelial (Caco-2) cells. Biochem. Biophys. Res. Commun. 1991, 175, 880-885.
8. Yee, S. In vitro permeability across Caco-2 cells (colonic) can predict in vivo(smallintestinal) absorption in man-Fact or myth. Pharm. Res. 1997, 14, 763-766.
9. Volpe, D. A.; Faustino, P. J.; Ciavarella, A. B.; Asafu-Adjaye, E. B.; Ellison, C. D.; Yu, L. X.; Hussain, A. S. Classification of drug permeability with a Caco-2 cell monolayer assay. Clin Res. Reg. Affairs 2007, 24, 39-47.
10. Delie, F.; Rubas, W. A human colonic cell line sharing similarities with enterocytes as a model to examine oral absorption: advantages and limitations of the Caco-2 model. Crit. Rev. Ther. Drug Carrier Syst. 1997, 14, 221-286.
11. General information: Validation of compendial methods. United States Pharmacopeia; United States Pharmacopeial Convention, Inc.: Rockville, MD 20852; 24th revision, pp 2149-2151.
12. Caldwell, G. W.; Easlick, S. M.; Gunnet, J.; Masucci, J. A.; Demarest, K. In vitro permeability of eight β-blockers through Caco-2 monolayers utilizing liquid chromatography/electrospray ionization mass spectrometry. J. Mass. Spectrom. 1998, 33, 607-614.
13. Goodman, L. S.; Gilman, A.; Rall, T. W.; Nies, A. S.; Taylor, P. Goodman and Gilman's The Pharmacological Basis of Therapeutics; Pergamon Press: New York, 1995.
14. Meier, J. Pharmacokinetic comparison of pindolol with other beta-adrenoceptor-blocking agents. Am. Heart J. 1982, 104 (2 Pt 2), 364-73.
15. Detroyer, A.; Heyden, Y. V.; Carda-Broch, S.; Garcia-Alvarez-Coque, M. C.; Massart, D. L. Quantitative structure-retention and retention-activity relationships of β-blocking agents by micellar liquid chromatography. J. Chromatogr., A 2001, 912, 211-221.
16. Hogben, C. A. M.; Tocco, D. J.; Brodie, B. B.; Schanker, L. S. On the mechanism of intestinal absorption of drugs. J. Pharmacol. Exp. Ther. 1959, 25, 275-282.
17. Yamashita, S.; Furubayashi, T.; Kataoka, M.; Sakane, T.; Sezaki, H.; Tokuda, H. Optimized conditions for prediction of intestinal drug permeability using Caco-2 cells. Eur. J. Pharm. Sci. 2000, 10, 195-204.
18. Buur, A.; Trier, L.; Magnusson, C.; Artursson, P. Permeability of 5-fluorouracil and prodrugs in Caco-2 cell monolayers. Int. J. Pharm. 1996, 129, 223-231.
19. Ranaldi, G.; Seneci, P.; Guba, W.; Islam, K.; Sambuy, Y. Transport of the antibacterial agent oxazolidin-2-one and derivatives across intestinal (Caco-2) and renal (MDCK) epithelial cell lines. Antimicrob. Agents Chemother. 1996, 40, 652-658.
20. Palm, K.; Luthman, K.; Ungell, A. L.; Strandlund, G.; Artursson, P. Correlation of drug absorption with molecular surface properties. J. Pharm. Sci. 1996, 85, 32-39.
21. Rubas, W.; Jezyk, N.; Grass, G. M. Comparison of the permeability characteristics of human colonic epithelial (Caco-2) cell line to colon, of rabbit, monkey, and dog intestine and human drug absorption. Pharm. Res. 1993, 10, 113-118.
22. Steward, B.; Chan, O. H.; Lu, R. H.; Reyner, E. L.; Schmid, H. L.; Hamilton, H. W.; Steinbaugh, B. A.; Taylor, M. D. Comparison of intestinal permeabilities determined in multiple in vitro and in situ models: Relations to absorption in humans. Pharm. Res. 1995, 12, 693-699.
23. Yamashita, S.; Tanaka, T.; Endoh, Y.; Taki, Y.; Sakane, T.; Nadai, T.; Sezaki, H. Analysis of drug permeation across Caco-2 monolayers: Implication for prediction in vivo drug absorption. Pharm. Res. 1997, 14, 496-491.
24. Gres, M. C.; Julian, B.; Bourrie, M.; Meunier, V.; Roques, C.; Berger, M.; Boulenc, X.; Berger, Y.; 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. 1998, 15, 726-733.
25. Pade, V.; Stavchansky, S. Link between drug absorption solubility and permeability measurements in Caco-2 cells. J. Pharm. Sci. 1998, 87, 1604-1607.
26. Hanyok, J. J. Clinical pharmacokinetics of sotalol. Am. J. Cardiol. 1993, 72, 19A-28A.
27. Irvine, J. D.; Takahashi, I.; Lockhart, K.; Cheong, J.; Tolan, J. W.; Selick, H. E.; Grove, J. R. MDCK (Madin-Darby Canine Kidney) cells: A tool for membrane permeability screening. J. Pharm. Sci. 1999, 88, 28-33.
28. Ranta, V. P.; Toropainen, E.; Talvitie, A.; Auriola, S.; Urtti, A. Simultaneous determination of eight β-blockers by gradient high-performance liquid chromatography with combined ultraviolet and fluorescence detection in corneal permeability studies in vitro. J. Chromatogr., B 2002, 772, 81-87.
29. Lentz, K. A.; Hayashi, J.; Lucisano, L. J.; Polli, J. E. Development of a more rapid, reduced serum culture system for Caco-2 monolayers and application to the biopharmaceutics classification system. Intl. J. Pharm. 2000, 200, 41-51.
30. Yamashita, S.; Masada, M.; Nadai, T.; Kimura, T. Effect of adjuvant on charge-selective permeability and electrical resistance of rat jejunal membrane. J. Pharm. Sci. 1990, 79, 579-583.
31. Yamamoto, A.; Uchiyaha, T.; Nishikawa, R.; Fujita, T.; Muranishi, S. Effectiveness and toxicity screening of various absorption enhancers in the rat small intestine: Effects of absorption enhancers on the intestinal absorption of phenol red and the release of protein and phospholipids from the intestinal membrane. J. Pharm. Pharmacol. 1996, 48, 1285-1289.
32. Sugiyama, T.; Yamamoto, A.; Kawabe, Y.; Uchiyama, T.; Quan, Y. S.; Muranishi, S. Effect of various absorption enhancers on the intestinal absorption of water soluble drugs by in vitro using chamber method: Correlation with an in situ absorption experiment. Bio. Pharm. Bull. 1997, 20, 812-814.
33. Ward, P. D.; Tippin, T. K.; Thakker, D. R. 2000. Enhancing paracellular permeability by modulating epithelial tight junctions. PSTT 2000, 3, 346-358.
34. Hochman, J. H.; Fix, J. A.; LeCluyse, E. L. In vitro and in vivo analysis of the mechanism of absorption enhancement by palmitylcanitine. J. Pharmacol. Exp. Ther. 1994, 269, 813-822.
35. Knipp, G. T.; Ho, N. F. H.; 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, 1105-1110.