Intramolecular distribution of hydrophobicity influences pharmacological activity of propafenone-type MDR modulators

Archiv der Pharmazie

Volumn 337, Issue 6, 2004, Pages 328-334

  Pleban, Karin ^a   Hoffer, Claudia ^a   Kopp, Stephan ^a   Peer, Michael ^a   Chiba, Peter ^a   Ecker, Gerhard F ^a  

^a UNIVERSITY OF VIENNA   (Austria)

Author keywords

Hydrophobicity distribution; Multidrug resistance; P Glycoprotein; Propafenone

Indexed keywords

1 [2 [2 HYDROXY 3 (4 O TOLYLPIPERAZIN 1 YL)PROPOXY]PHENYL]ETHANONE; 1 [2 [2 HYDROXY 3 (4 O TOLYLPIPERAZIN 1 YL)PROPOXY]PHENYL]PROPAN 1 ONE; 1 [2 [3 [4 (4 FLUOROPHENYL)PIPERAZIN 1 YL] 2 HYDROXYPROPOXY]PHENYL]PROPAN 1 ONE; 1 [3 (2 HYDROXY 3 MORPHOLIN 4 YLPROPOXY)PHENYL] 3 PHENYLPROPAN 1 ONE; 1 [3 [2 HYDROXY 3 (4 O TOLYLPIPERAZIN 1 YL)PROPOXY]PHENYL] 3 PHENYLPROPAN 1 ONE; 1 [3 [2 HYDROXY 3 (4 O TOLYLPIPERAZIN 1 YL)PROPOXY]PHENYL]ETHANONE; 1 [4 [2 HYDROXY 3 (4 O TOLYLPIPERAZIN 1 YL)PROPOXY]PHENYL]ETHANONE; 1 [4 [2 HYDROXY 3 (4 O TOLYLPIPERAZIN 1 YL)PROPOXY]PHENYL]PROPAN 1 ONE; GLYCOPROTEIN P INHIBITOR; PROPAFENONE; UNCLASSIFIED DRUG; ANTINEOPLASTIC AGENT; DRUG DERIVATIVE; GLYCOPROTEIN P;

ARTICLE; CONTROLLED STUDY; DRUG ACTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; HUMAN CELL; HYDROPHOBICITY; MULTIDRUG RESISTANCE; PRIORITY JOURNAL; CHEMISTRY; COMPARATIVE STUDY; DRUG ANTAGONISM; DRUG DESIGN; DRUG EFFECT; DRUG RESISTANCE; QUANTITATIVE STRUCTURE ACTIVITY RELATION; STATISTICAL MODEL; SYNTHESIS; TUMOR CELL LINE;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; DRUG DESIGN; DRUG RESISTANCE, MULTIPLE; DRUG RESISTANCE, NEOPLASM; HUMANS; HYDROPHOBICITY; LINEAR MODELS; P-GLYCOPROTEIN; PROPAFENONE; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 4043084059     PISSN: 03656233     EISSN: None     Source Type: Journal    
DOI: 10.1002/ardp.200300862     Document Type: Article

References (28)

1. M. M. Cornwell, I. Pastan, M. M. Gottesman, J. Biol. Chem. 1987, 262, 2166-2170.
2. M. M. Gottesman, I. Pastan, Annu. Rev. Biochem. 1993, 62, 385-427.
3. C. F. Higgins, K. J. Linton, Science 2001, 293, 1782-1784.
4. G. Chang, C. B. Roth, Science 2001, 293, 1793-1800.
5. K. P. Locher, A. T. Lee, D. C. Rees, Science 2002, 296, 1091-1098.
6. G. Chang, J. Mol. Biol. 2003, 330, 419-430.
7. L. W. Hung, I. X. Y. Wang, K. Nikaido, P. Q. Liu, G. F. L. Ames, S. H. Kim, Nature 1998, 396, 703-707.
8. N. Karpowich, O. Martsinkevich, L. Millen, Y. R. Yuan, P. L. Dai, K. MacVey, P. J. Thomas, J. F. Hunt, Structure 2001, 9, 571-586.
9. Y. R. Yuan , S. Blecker, O. Martsinkevich, L. Millen, P. J. Thomas, J. F. Hunt, J. Biol. Chem. 2001, 276, 32313-32321.
10. K. Diederichs, J. Diez, G. Greller, C. Muller, J. Breed, C. Schnell, C. Vonhrein, W. Boos, W. Welte, EMBO J. 2000, 19, 5951-5961.
11. R. Gaudet, D. C. Wiley, EMBO J. 2001, 20, 4964-4972.
12. M. F. Rosenberg, G. Velarde, R. C. Ford, C. Martin, G. Berridge, I. D. Kerr, R. Callaghan, A. Schmidlin, C. Wooding, K. J. Linton, C. F. Higgins, EMBO J. 2001, 20, 5615-5625.
13. M. Seigneuret, A. Garnier-Suillerot, J. Biol. Chem. 2003, 278, 30115-30124.
14. D. R. Stenham, J. D. Campbell, M. S. Sansom, C. F. Higgins, I. D. Kerr, K. J. Linto, FASEB J. 2003, 17, 2287-2289.
15. G. Ecker, P. Chiba, Recent Res. Devel. Medicinal Chem. 2001, 1, 121-137.
16. I. K. Pajeva, M. Wiese, Quant. Struct.-Act. Relat. 1998, 17, 301-312.
17. S. Prets, A. Jungreithmair, P. Chiba, G. Ecker, Sci. Pharm. 1996, 64, 627-636.
18. C. Tmej, P. Chiba, M. Huber, E. Richter, M. Hitzler, K.-J. Schaper, G. Ecker, Arch. Pharm. Pharm. Med. Chem. 1998, 337, 233-240.
19. G. Ecker, P. Chiba, M. Hitzler, D. Schmid, K. Visser, H. P. Cordes, J. Csöllei, J. K. Seydel, K.-J. Schaper, J. Med. Chem. 1996, 39, 4767-4774.
20. P. Chiba, S. Burghofer, E. Richter, B. Tell, A. Moser, G. Ecker, J. Med. Chem. 1995, 38, 2789-2793.
21. P. Chiba, G. Ecker, D. Schmid, J. Drach, B. Tell, S. Goldenberg, V. Gekeler, Mol. Pharmacol. 1996, 49, 1122-1130.
22. G. F. Ecker, E. Csaszar, S. Kopp, B. Plagens, W. Holzer, W. Ernst, P. Chiba, Mol. Pharmacol. 2002, 61, 637-648.
23. P. Chiba, M. Hitzler, E. Richter, M. Huber, C. Tmej, G. Ecker, Quant. Struct.-Act. Rel. 1997, 16, 361-366.
24. ChemOffice Ultra 4.5, ChembridgeSoft Corp., Cambridge, MA (USA).
25. P. Broto, G. Moreau, Eur. J. Med. Chem. 1984, 19, 71-78.
26. A. K. Ghose, G. M. Grippen, J. Chem. Inf. Computer Sci. 1987, 27, 21-35.
27. E. W. Yu, G. McDermott, H. I. Zgurskaya, H. Nikaido, D. E. Koshland jr., Science 2003, 300, 976-980.
28. R. Boer, V. Gekeler, W. R. Ulrich, P. Zimmermann, W. Ise, A. Schodl, S. Haas, Eur. J. Cancer 1996, 32A, 857-861.