Theoretical calculation and prediction of intestinal absorption of drugs in humans using MolSurf parametrization and PLS statistics

European Journal of Pharmaceutical Sciences

Volumn 8, Issue 1, 1999, Pages 49-56

  Norinder, Ulf ^a   Österberg, Thomas ^a   Artursson, Per ^b  

^a ASTRAZENECA R AND D   (Sweden)

^b UPPSALA UNIVERSITY   (Sweden)

Author keywords

Human absorption; MolSurf; PLS; Quantum mechanics

Indexed keywords

ALPRENOLOL; ATENOLOL; CIPROFLOXACIN; DIAZEPAM; FOSCARNET; LACTULOSE; MANNITOL; METOLAZONE; METOPROLOL; NORDAZEPAM; OLSALAZINE; OXAZEPAM; OXPRENOLOL; PHENAZONE; PINDOLOL; PRACTOLOL; RAFFINOSE; SALAZOSULFAPYRIDINE; SULPIRIDE; TRANEXAMIC ACID;

ARTICLE; BIOLOGICAL MODEL; CALCULATION; DRUG ABSORPTION; INTESTINE ABSORPTION; PREDICTION; PRINCIPAL COMPONENT ANALYSIS; PRIORITY JOURNAL;

COMPUTER SIMULATION; DATA INTERPRETATION, STATISTICAL; HUMANS; HYDROGEN BONDING; INTESTINAL ABSORPTION; KINETICS; LEAST-SQUARES ANALYSIS; MODELS, BIOLOGICAL; MULTIVARIATE ANALYSIS; PHARMACEUTICAL PREPARATIONS; SOFTWARE;

EID: 0032979004     PISSN: 09280987     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0928-0987(98)00059-1     Document Type: Article

References (20)

1. Amidon G.L., Sinko P.J., Fleisher D. Estimating human oral fraction dose absorbed. A correlation using rat intestinal membrane permeability for passive and carrier mediated compounds. Pharm. Res. 5:1988;651-654.
2. Artursson P., Borchardt R.T. Intestinal drug absorption and metabolism in cell cultures: Caco-2 and beyond. Pharm. Res. 14:1997;1655-1658.
3. Artursson P., Karlsson J. Correlation between oral drug absorption and apparent drug permeability coefficients in human intestinal epithelial (CACO-2) cells. Biochem. Biophys. Res. Commun. 175:1991;880-885.
4. Jackson, J.E., 1991. A Users Guide to Principal Components. Wiley, New York.
5. Jolliffe, I.T., 1986. Principal Component Analysis. Springer, New York.
6. Lee C-P., de Vrueh R.L.A., Smith P.L. Selection of development candidates based on in vitro permeability measurements. Adv. Drug Deliv. Rev. 23:1997;47-62.
7. 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. 23:1997;3-25.
8. Malinowski, E.R., 1991. Factor Analysis in Chemistry, 2nd ed. Wiley, New York.
9. Marengo E., Todeschini R. A new algorithm for optimal, distance-based experimental design. Chemometr. Intell. Lab. Syst. 16:1992;37-44.
10. Martin Y.C. A practitioner's perspective of the role of quantitative structure activity analysis in medicinal chemistry. J. Med. Chem. 24:1981;229-237.
11. Norinder U., Österberg T., Artursson P. Theoretical calculation and prediction of Caco-2 cell permeability using MolSurf parametrization and PLS statistics. Pharm. Res. 14:1997;1785-1790.
12. Palm K., Luthman K., Ungell A-L., Strandlund G., Artursson P. Correlation of drug absorption with molecular surface properties. J. Pharm. Sci. 85:1996;32-39.
13. Palm K., Stenberg P., Luthman K., Artursson P. Polar molecular surface properties predict the intestinal absorption of drugs in humans. Pharm. Res. 14:1997;568-571.
14. Rubas W., Cromwell M.E.M. The effect of chemical modifications on octanol/water partition (log D) and permeabilities across caco-2 monolayers. Adv. Drug Deliv. Rev. 23:1997;157-162.
15. Sjöberg, P., 1997. MOLSURF - a generator of chemical descriptors for QSAR. In: van de Waterbeemd, H., Testa, B., Fokers, G. (Eds.), Computer-assisted Lead Finding and Optimization: Current Tools for Medicinal Chemistry. VHCA, Basel, pp. 83-92.
16. Stein, W.D., 1967. The molecular basis of diffusion across membranes. In: The Movement of Molecules Across Cell Membranes. Academic Press, New York, pp. 65-125.
17. Testa B., Carrupt P-A., Gaillard P., Billois F., Weber P. Lipophilicity in molecular modeling. Pharm. Res. 11:1996;335-343.
18. Van de Waterbeemd H., Kansy M. Hydrogen bonding capacity and brain penetration. Chimia. 46:1992;299-303.
19. Wold S. Cross-validatory estimation of the number of components in factor and principal components models. Technometrics. 20:1979;379-405.
20. Wold, S., Johansson, E., Cocchi, M., 1993. PLS - Partial least-squares projections to latent structures. In: Kubinyi, H. (Ed.), 3D QSAR in Drug Design. ESCOM, Leiden, pp. 523-550.