Synthesis, biological activity and molecular modeling studies of novel COX-1 inhibitors

European Journal of Medicinal Chemistry

Volumn 39, Issue 2, 2004, Pages 141-151

  Martić, Miljen ^a   Tatić, Iva ^a   Marković, Stribor ^a   Kujundžić, Nedjeljko ^a   Koštrun, Sanja ^a  

^a PLIVA CROATIA LTD   (Croatia)

Author keywords

ADME; COX 1; Docking; Ibuprofen; Ketoprofen; NSAID

Indexed keywords

1,1 BIS(3 BENZOYLPHENYL)ETHANE; 1,1 BIS(3 CARBOXYAMIDOPHENYL)ETHANE; 1,1 BIS(3 CARBOXYPHENYL)ETHANE; 1,1 BIS(3 ETHOXYCARBONYLPHENYL)ETHANE; 1,1 BIS(3 ISOPROPOXYCARBONYLPHENYL)ETHANE; 1,1 BIS(3 METHOXYCARBONYLPHENYL)ETHANE; CYCLOOXYGENASE 1 INHIBITOR; IBUPROFEN; KETOPROFEN; NONSTEROID ANTIINFLAMMATORY AGENT; UNCLASSIFIED DRUG;

ABSORPTION; ARTICLE; CHEMICAL INTERACTION; DRUG ACTIVITY; DRUG ANTAGONISM; DRUG SYNTHESIS; MATHEMATICAL COMPUTING; MOLECULAR MODEL;

EID: 1342324034     PISSN: 02235234     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.ejmech.2003.11.011     Document Type: Article

References (24)

1. Adams S.S., Bresloff P., Mason C.G. J. Pharm. Pharmacol. 28:1976;256-257.
2. Taniura S., Kamitani H., Watanabe T., Eling T.E. J. Biol. Chem. 277:2002;16823-16830.
3. Rioux N., Castonguay A. Carcinogenesis. 21:2000;1745-1751.
4. De Gaetano G., Donati M.B., Cerletti C. Trends Pharmacol. Sci. 24:2003;245-252.
5. Foeldvari I., Burgos-Vargas R., Thon A., Tuerck D. J. Rheumatol. 29:2002;1079-1083.
6. Sales K.J., Katz A.A., Howard B., Soeters R.P., Millar R.P., Jabbour H.N. Cancer Res. 62:2002;424-432.
7. Warner T.D., Giuliano F., Vojnovic I., Bukasa A., Mitchell J.A., Vane J.R. Proc. Natl. Acad. Sci. 96:1996;7563-7568.
8. Lombardino J.G., Otterness I.G., Wiseman E.H. Arzneim.-Forsch. 25:1975;1629-1635.
9. Hunneyball I.M. Recent developments in disease-modifying antirheumatic drugs. Jucker E. Progress in Drug Research. vol. 24:1980;101-216 Birkhäuser, Verlag, Basel.
10. Jamali F., Mehvar R., Pasutto F.M. J. Pharm. Sci. 78:1989;695-715.
11. Kurumbail R.G., Stevens A.M., Gierse J.K., McDonald J.J., Stegeman R.A., Pak J.Y., Gildehaus D., Miyashiro J.M., Penning T.D., Seibert K., Isakson P.C., Stallings W.C. Nature. 384:1996;644-648.
12. Meunier V., Bourrié M., Berger Y., Fabre G. Cell Biol. Toxicol. 11:1995;187-194.
13. Brune K., Neubert A. Clin. Exp. Rheumatol. 19:2001;S51-S57.
14. Rarey M., Kramer B., Lengauer T., Klebe G. J. Mol. Biol. 261:1996;470-489.
15. Jones G., Willett P., Glen R.C., Leach A.R., Taylor R. J. Mol. Biol. 267:1997;727-748.
16. Selinsky B.S., Gupta K., Sharkey C.T., Loll P.J. Biochemistry. 40:2001;5172-5180.
17. Halgren T. J. Am. Chem. Soc. 112:1990;4710-4723.
18. Barone V., Adamo C. J. Chem. Phys. 105:1996;24-37.
19. Atkins P.W., Friedman R.S. Molecular Quantum Mechanics. 1997;Oxford University Press, Oxford, New York, Tokyo.
20. Cruciani G., Crivori P., Carrupt P.A., Testa B. J. Mol. Struct. Theochem. 503:2000;17-30.
21. Jaguar 4.2 (1991-2000) Schrödinger, Inc., Portland, OR.
22. Gohlke H., Hendlich M., Klebe G. J. Mol. Biol. 295:2000;337-356.
23. Klebe G. Structural Alignment of Molecules. Kubinyi H. 3D-QSAR in Drug Design. Theory, Methods and Applications. 1993;SCOM, Leiden.
24. Ghose A.K., Viswanadhan V.N., Wendoloski J.J. J. Phys. Chem. 102:1998;3762-3772.