Theoretical calculation and prediction of Caco-2 cell permeability using MolSurf parametrization and PLS statistics

Pharmaceutical Research

Volumn 14, Issue 12, 1997, Pages 1786-1791

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

^a ASTRAZENECA R AND D   (Sweden)

^b UPPSALA UNIVERSITY   (Sweden)

Author keywords

Caco 2 cells; MolSurf; PLS; Quantum mechanics

Indexed keywords

ACETYLSALICYLIC ACID; ALPRENOLOL; ATENOLOL; CORTICOSTERONE; DEXAMETHASONE; FELODIPINE; HYDROCORTISONE; MANNITOL; METOPROLOL; OLSALAZINE; PRACTOLOL; PROPRANOLOL; SALAZOSULFAPYRIDINE; SALICYLIC ACID; TERBUTALINE; TESTOSTERONE; WARFARIN;

ARTICLE; CALCULATION; CELL STRAIN CACO 2; COMPUTER PROGRAM; DRUG DIFFUSION; DRUG PENETRATION; HUMAN; HUMAN CELL; HYDROGEN BOND; LIPOPHILICITY; MOLECULAR SIZE; POLARIZATION; PREDICTION; PRIORITY JOURNAL; QUANTUM MECHANICS; STATISTICAL MODEL;

CACO-2 CELLS; CELL MEMBRANE PERMEABILITY; DIFFUSION; HUMANS; LEAST-SQUARES ANALYSIS; MODELS, BIOLOGICAL; MODELS, STATISTICAL; PHARMACEUTICAL PREPARATIONS;

EID: 0031404654     PISSN: 07248741     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1012196216736     Document Type: Article

References (18)

1. Y. C. Martin. J. Med. Chem. 24:229-237 (1981).
2. W. D. Stein. The molecular basis of diffusion across membranes. In The Movement of Molecules Across Cell Membranes, Academic Press, New York, 1967, pp. 65-125.
3. P. Artursson and J. Karlsson. Biochem. Biophys. Res. Commun. 175:880-885 (1991).
4. L. Amidon, P. J. Sinko, and D. Fleisher. Pharm. Res. 5:651-654 (1988).
5. H. van de Waterbeemd and M. Kansy. Chimia 46:299-303 (1992).
6. H. van de Waterbeemd, G. Camenisch, G. Folkers, and O. A. Raevsky. Quant. Struct.-Act. Relat. 15:480-490 (1996).
7. K. Palm, K. Luthman, A-L. Ungell, G. Strandlund, and P. Artursson. J. Pharm. Sci., 85:32-39 (1996).
8. MolSurf version 2.0, Qemist AB, Hertig Carls allé 29, S-691 41 Karlskoga, Sweden, e-mail: par.sjoberg@mbox309.swipnet.se.
9. S. Wold, E. Johansson, and M. Cocchi. PLS-Partial least-squares projections to latent structures. In H. Kubinyi (ed.), 3D QSAR in Drug Design, ESCOM, Leiden, 1993, pp. 523-550.
10. Macromodel version 5.5, Dept. Chem., Columbia Univ., New York, NY 10027, USA.
11. Spartan version 4.1, Wavefunction, Inc., 18401 Von Karman Ave., #370, Irvine, CA 92715, USA.
12. The MolSurf program presently requires an ab initio wavefunction due to the program's current parametrization and underlying methodology. Work is currently under way that will enable the use of semi-empirical AMI calculations throughout the quantum mechanical parts of the computational protocol.
13. E. Marengo and R. Todeschini. Chem. Intel. Lab. Systems 16:37-44 (1992).
14. J. E. Jackson. A Users Guide to Principal Components, Wiley & Sons, New York, 1991.
15. I. T. Jolliffe. Principal Component Analysis, Springer Verlag, New York, 1986.
16. E. R. Malinowski. Factor Analysis in Chemistry, 2nd ed., Wiley & Sons, New York, 1991.
17. S. Wold. Technometrics 20:379-405 (1979).
18. U. Norinder, unpublished results.