The "latent membrane permeability" concept: QSPR analysis of inter/intralaboratorically variable Caco-2 permeability

Journal of Chemical Information and Computer Sciences

Volumn 42, Issue 2, 2002, Pages 408-413

  Yamashita, Fumiyoshi ^a   Fujiwara, Shin Ichi ^a   Hashida, Mitsuru ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

LATENT MEMBRANE PERMEABILITY;

ABSORPTION; DATA REDUCTION; MECHANICAL PERMEABILITY; MONOLAYERS; STATISTICAL METHODS;

CELL MEMBRANES;

ARTICLE; CELL MEMBRANE PERMEABILITY; CELL STRAIN CACO 2; HUMAN; QUANTITATIVE STRUCTURE ACTIVITY RELATION; REGRESSION ANALYSIS;

CACO-2 CELLS; CELL MEMBRANE PERMEABILITY; HUMANS; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; REGRESSION ANALYSIS;

EID: 0036489462     PISSN: 00952338     EISSN: None     Source Type: Journal    
DOI: 10.1021/ci010317y     Document Type: Article

References (20)

1. Prentis, R.A. Pharmaceutical innovation by the seven UK-owned pharmaceutical companies (1964-1985). Br. J. Clin. Pharmacol. 1988, 25, 387-396.
2. Lipinski, C.A.; Lombardo, F.; Dominy, B.W.; Feeney, P.J. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv. Drug Deliv. Rev. 1997, 23, 3-25.
3. Tarbit M.H.; Berman J. High-throughput approaches for evaluating absorption, distribution, metabolism and excretion properties of lead compounds. Curr. Opin. Chem. Biol. 1998, 2, 411-416.
4. Van de Waterbeemd, H.; Smith, D.A.; Beaumont, K.; Walter, D.K. Property-based design: optimization of drug absorption and pharmacokinetics. J. Med. Chem. 2001, 44, 1313-1333.
5. Hidalgo, I.J.; Raub, T.J.; Borchardt, R.T. Characterization of the human colon carcinoma cell line (Caco-2) as a model system for intestinal epithelial permeability. Gastroenterology 1989, 96, 736-749.
6. Artursson, P.; Palm, K.; Luthman, K. Caco-2 monolayers in experimental and theoretical predictions of drug transport. Adv. Drug Deliv. Rev. 1996, 22, 67-84.
7. 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.
8. Artursson, P.; Karlsson, J. Correlation between oral drag absorption in humans and apparent drag permeability coefficients in human intestinal epithelial (Caco-2) cells. Biochem. Biophys. Res. Commun. 1991, 175, 880-885.
9. Yee, S. In vitro permeability across Caco-2 cells (colonic) can predict in vivo (small intestinal) absorption in man-fact or myth. Pharm. Res. 1997, 14, 763-766.
10. Rubas, W.; Jezyk, N.; Grass, G.M. Comparison of the permeability characteristics of a 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.
11. Stewart, B.H.; 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: relationship to absorption in humans. Pharm. Res. 1995, 12, 693-699.
12. Van de Waterbeemd, H.; Camenisch, G.; Folkers, G.; Raevsky, O.A. Estimation of Caco-2 cell permeability using calculated molecular descriptors. Quant. Struct.-Act. Relat. 1996, 15, 480-490.
13. Ren, S.; Lien, E.J. Caco-2 cell permeability vs human gastrointestinal absorption: QSPR analysis. Prog. Drug Res. 2000, 54, 1-23.
14. 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.
15. Palm, K.; Luthman, K.; Ungell, A.L.; Strandlund, G.; Beigi, F.; Lundahl, P.; Artursson, P. Evaluation of dynamic polar molecular surface area as predictor of drag absorption: comparison with other computational and experimental predictors. J. Med. Chem. 1998, 41, 5382-5392.
16. Norinder, U.; Osterberg, T.; Artursson, P. Theoretical calculation and prediction of Caco-2 cell permeability using MolSurf parametrization and PLS statistics. Pharm. Res 1997, 14, 1786-1791.
17. Yazdanian, M.; Glynn, S.L.; Wright, J.L.; Hawi, A. Correlating partitioning and caco-2 cell permeability of structurally diverse small molecular weight compounds. Pharm. Res. 1998, 15, 1490-1494.
18. Gres, M.C.; Julian, B.; Bourrie, M.; Meunier, V.; Roques, C.; Berger, M.; Boulenc, X.; Berger, Y.; Fabre, G. Correlation between oral drag 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.
19. Hovgaard, L.; Brondsted, H.; Buur, A.; Bundgaard, H. Drug delivery studies in Caco-2 monolayers. Synthesis, hydrolysis, and transport of O-cyclopropane carboxylic acid ester prodrugs of various beta-blocking agents. Pharm Res. 1995, 12, 387-392.
20. 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.