Evaluation of cell permeation of a potent 5α-reductase inhibitor using MALDI-TOF MS

Journal of Enzyme Inhibition and Medicinal Chemistry

Volumn 19, Issue 5, 2004, Pages 425-429

  Mathur, Sonal ^a   Picard, Franck ^a   Dossou, Ulrich ^a   Barassin, Catherine ^b   Seidel, Stefanie B ^a   Kang, Min Jung ^a   Hartmann, Rolf W ^a  

^a SAARLAND UNIVERSITY   (Germany)

^b Pharmacelsus CRO   (Germany)

Author keywords

5 reductase inhibitors; Benign prostatic hyperplasia (BPH); Cellular uptake; Matrix assisted laser desorption ionization mass spectrometry (MALDI MS); Parallel artificial membrane permeation assay (PAMPA); Prodrug

Indexed keywords

ACETIC ACID DERIVATIVE; BENZENE DERIVATIVE; CARBOXYLIC ACID DERIVATIVE; ESTER DERIVATIVE; ESTERASE; FINASTERIDE; PRODRUG; STEROID 5ALPHA REDUCTASE INHIBITOR;

ARTICLE; ARTIFICIAL MEMBRANE; ASSAY; CANCER CELL CULTURE; CARCINOMA CELL; CELL MEMBRANE TRANSPORT; CONTROLLED STUDY; DRUG ACTIVITY; DRUG POTENCY; DRUG STRUCTURE; DRUG UPTAKE; ENZYME ACTIVITY; ENZYME INHIBITION; ENZYME SUBSTRATE; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; IN VIVO STUDY; INCUBATION TIME; MATRIX ASSISTED LASER DESORPTION IONIZATION TIME OF FLIGHT MASS SPECTROMETRY; PRIORITY JOURNAL;

BENZOIC ACIDS; CELL LINE, TUMOR; CELL MEMBRANE PERMEABILITY; CELL SURVIVAL; CHOLESTENONE 5 ALPHA-REDUCTASE; DRUG SCREENING ASSAYS, ANTITUMOR; ENZYME INHIBITORS; ESTERASES; ESTERS; FINASTERIDE; HUMANS; HYDROLYSIS; INHIBITORY CONCENTRATION 50; MALE; MEMBRANES, ARTIFICIAL; MOLECULAR CONFORMATION; PIPERIDINES; PROSTATIC NEOPLASMS; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION; STRUCTURE-ACTIVITY RELATIONSHIP; TIME FACTORS;

EID: 11044219922     PISSN: 14756366     EISSN: None     Source Type: Journal    
DOI: 10.1080/14756360410001733739     Document Type: Article

References (25)

1. Keetch, D.W. and Andriole, G.L. (1995) Am. J. Roentgenol. 164 11.
2. Baston, E., Salem, O.I. and Hartmann, R.W. (2003) Arch. Pharm. Pharm. Med. Chem. 336 31.
3. Salem, O.I., Schulz, T. and Hartmann, R.W. (2002) Arch. Pharm. Pharm. Med. Chem. 335 83.
4. Baston, E. and Hartmann, R.W. (1999) Bioorgan. Med. Chem. Lett. 9 1601.
5. Kattner, L., Gohring, S. and Hartmann, R.W. (1995) Arch. Pharm. (Weinheim) 328 239.
6. Flores, E., Bratoeff, E., Cabeza, M., Ramirez, E., Quiroz, A. and Heuze, I. (2003) Mini. Rev. Med. Chem. 3 225.
7. Lesuisse, D., Gourvest, J.F., Albert, E., Doucet, B., Hartmann, C., Lefranc, J.M., Tessier, S., Tric, B. and Teutsch, G. (2001) Bioorgan. Med. Chem. Lett. 11 1713.
8. Guarna, A., Occhiato, E.G., Scarpi, D., Tsai, R., Danza, G., Comerci, A., Mancina, R. and Serio, M. (1998) Bioorgan. Med. Chem. Lett. 8 2871.
9. Picard, F., Baston, E., Reichert, W. and Hartmann, R.W. (2000) Bioorgan. Med. Chem. 8 1479.
10. Picard, F., Barassin, S., Mokhtarian, A. and Hartmann, R.W. (2002) J. Med. Chem. 45 3406.
11. Uotila, L. (1979) Biochim. Biophys. Acta 580 277.
12. Stinchcomb, A.L., Swaan, P.W., Ekabo, O., Harris, K.K., Browe, J., Hamme, D.C., Cooperman, T.A. and Pearsall, M. (2002) J. Pharm. Sci. 91 2571.
13. Wheelock, C.E., Wheelock, A.M., Zhang, R., Stok, J.E., Morisseau, C., Le Valley, S.E., Green, C.E. and Hammock, B.D. (2003) Anal. Biochem. 315 208.
14. Delos, S., Lehle, C., Martin, P.M. and Raynaud, L.P. (1994) J. Steroid Biochem. Mol. Biol. 48 347.
15. Kaefer, M., Audia, J.E., Bruchovsky, N., Goode, R.L., Hsiao, K.C., Leibovitch, I.Y., Krushinsky, J.H., Lee, C., Steidle, C.P., Sutkowsky, D.M. and Neubauer, B.L. (1996) J. Steroid Biochem. Mol. Biol. 58 195.
16. Reichert, W., Jose, J. and Hartmann, R.W. (2000) Arch. Pharm. Pharm. Med. Chem. 333 201.
17. Kansy, M., Senner, F. and Gubernator, K. (1998) J. Med. Chem. 41 1007.
18. ACD labs web site: http://www.acdlabs.com.
19. Avdeef, A. (1992) Quant. Struc-Act. Relat. 11 510.
20. Avdeef, A., Comer, J.E.A. and Thomson, S.J. (1993a) Anal. Chem. 6 42.
21. Avdeef, A. (1993b) J. Pharm. Sci. 82 183.
22. Applications and theory guide to pH-metric pKa and logP measurement. (1993) Sirius Analytical Instruments Ltd (Forest Row, East Sussex, UK), p 244.
23. Rekker, R.F. and Mannhold, R. (1992) Calculation of drug lipophilicity: The hydrophobic fragmental constant approach (VCH Verlagsgesellschaft mbH, Weinheim), p 7.
24. Kubinyi, H. (1993) QSAR: Hansch Analysis and Related Approaches (VCH Verlagsgesellschaft mbH, Weinheim), Vol. 1.
25. Skagerberg, B., Bonelli, D., Clementi, S., Cruciani, G. and Ebert, C. (1989) Quant. Struct-Act. Relat. 8 32.