Understanding the antitumor activity of novel tricyclicpiperazinyl derivatives as farnesyltransferase inhibitors using CoMFA and CoMSIA

European Journal of Medicinal Chemistry

Volumn 41, Issue 11, 2006, Pages 1279-1292

  Puntambekar, D S ^a   Giridhar, R ^a   Yadav, M R ^a  

^a M S UNIVERSITY OF BARODA   (India)

Author keywords

3D QSAR; CoMFA; CoMSIA; Farnesyl protein transferase

Indexed keywords

PIPERAZINE DERIVATIVE; PROTEIN FARNESYLTRANSFERASE INHIBITOR; TRICYCLICPIPERAZINYL DERIVATIVE; UNCLASSIFIED DRUG; ANTINEOPLASTIC AGENT; ENZYME INHIBITOR; FARNESYL TRANS TRANSFERASE;

ANTINEOPLASTIC ACTIVITY; ARTICLE; COMPARATIVE MOLECULAR FIELD ANALYSIS; COMPARATIVE MOLECULAR SIMILARITY INDICES ANALYSIS; CORRELATION COEFFICIENT; DRUG ACTIVITY; DRUG BINDING SITE; DRUG STABILITY; DRUG STRUCTURE; HYDROGEN BOND; INHIBITION KINETICS; MOLECULAR STABILITY; PREDICTION; STATISTICAL SIGNIFICANCE; STRUCTURE ACTIVITY RELATION; CHEMICAL STRUCTURE; CHEMISTRY; COMPARATIVE STUDY; COMPUTER SIMULATION; DRUG ANTAGONISM; QUANTITATIVE STRUCTURE ACTIVITY RELATION;

ANTINEOPLASTIC AGENTS; COMPUTER SIMULATION; ENZYME INHIBITORS; FARNESYLTRANSTRANSFERASE; MODELS, MOLECULAR; PIPERAZINES; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 33750512720     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2006.07.002     Document Type: Article

References (26)

1. Barbacid M. In: Richardson C. (Ed). ras Genes (1997), Annual Reviews Inc., CA, U.S.A 779-827
2. Hall A.A. Science 264 (1994) 1413-1414
3. Casey P.J., Solski P.A., Der C.J., and Buss J. Proc. Natl. Acad. Sci. USA 86 (1989) 8323-8327
4. Kato K., Cox A.D., Hisaka M.M., Graham S.M., Buss J.E., and Der C.J. Proc. Natl. Acad. Sci. USA 89 (1992) 6403-6407
5. Graham S.L. Exp. Opin. Ther. Pat. 5 (1995) 1269-1285
6. (a) S.M. Sebti, A.D Hamilton, Exp. Opin. Invest. Drugs 9 (2000) 2767-2782. (b), J.E. Karp, S.H. Kaufmann, A.A. Adjei, J.E. Lancet, J.J. Wright, D.W. End, Curr. Opin. Oncol. 13 (2001) 470-476.
7. Carrico D., Ohkanda J., Kdrick H., Yokoyama K., Blaskovich M.A., Bucher C.J., Buckner F.S., Voorhis W.C.V., Chakrabarti D., Croft S.L., Gelb M.H., Sebti S.M., and Hamilton A.D. Bioorg. Med. Chem. 12 (2004) 6517-6526
8. Li Q., Woods K.W., Wang W., Lin N.H., Claiborne A., Gu W., Cohen J., Stoll V.S., Hutchins C., Frost D., Rosenberg H.S., and Sham H.L. Bioorg. Med. Chem. Lett. 15 (2005) 2033-2039
9. Li Q., Li T., Woods K.W., Gu W.Z., Cohen J., Stoll V.S., Galacia T., Hutchins C., Frost D., Rosenberg S.H., and Sham H.L. Bioorg. Med. Chem. Lett. 15 (2005) 2918-2922
10. Santagada V., Caliendo G., Severino B., Lavecchia A., Perisutti E., Fiorino F., Zampella A., Sepe V., Califano D., Santelli G., and Novellino E. J. Med. Chem. 49 (2006) 1882-1890
11. Nallan L., Bauer K.D., Bendale P., Rivas K., Yokoyama K., Horney C.P., Pendyala P.R., Floyd D., Lombardo L.J., Williams D.K., Hamilton A., Sebti S., Windsor W.T., Weber P.C., Buckner F.S., Chakrabarti D., Gelb M.H., and Voorhis W.C.V. J. Med. Chem. 48 (2005) 3704-3713
12. Lane K.T., and Beese L.S. J. Lipid Res. 47 (2006) 681-699
13. Eastman R.T., Buckner F.S., Yokoyama K., Gelb M.H., and Van Voorhis W.C. J. Lipid Res. 47 (2006) 233-240
14. Puntambekar D.S., Giridhar R., and Yadav M.R. Acta Pharm. 56 (2006) 157-174
15. Puntambekar D.S., Giridhar R., and Yadav M.R. Bioorg. Med. Chem. Lett. 16 (2006) 1821-1827
16. Crammer III R.D., Patterson D.E., and Bunce J.D. J. Am. Chem. Soc. 110 (1998) 5959-5967
17. Desiraju G.R., Gopalakrishnan B., Jetti R.K., Nagaraju A., Raveendra D., Sarma J.A., Sobhia M.E., and Thilagavathi R. J. Med. Chem. 45 (2002) 4847-4857
18. Desiraju G.R., Sarma J.A., Raveendra D., Gopalakrishnan B., Thilagavathi R., Sobhia M.E., and Subramanya H.S. J. Phys. Org. Chem. 14 (2001) 481-487
19. Klebe G., Abraham U., and Meitzner T. J. Med. Chem. 37 (1994) 4130-4146
20. Cho S.J., and Tropsha A. J. Med. Chem. 38 (1995) 1060-1066
21. Mallams A.K., Rossman R.R., Doll R.J., Girijavallabhvan V.M., Ganguly A.K., Petrin J., Wang L., Patton R., Bishop W.R., Carr D.M., Kirschmeier P., Catino J.J., Bryant M.S., Chen K.-J., Korfmacher W.A., Nardo C., Wang S., Nomeir A.A., Lin C.C., Li Z., Chen J., Lee S., Dell J., Lipari P., Malkowski M., Yaremko B., King I., and Liu M. J. Med. Chem. 41 (1998) 877-893
22. SYBYL 6.9 is available from Tripos Associates Inc., 1699 S Hanley Rd., St. Louis, MO 63144, USA.
23. Clark M., Crammer III R.D., and Opdenbosh V. J. Comput. Chem. 10 (1989) 982-1012
24. Halgren T. J. Am. Chem. Soc. 112 (1990) 4710-4723
25. Podlogar B.L., and Fergusson D.M. Drug Des. Discov. 17 (2000) 4-12
26. Clark M., Crammer III R.D., Jones D.M., Patterson D.E., and Simeroth P.E. Tetrahedron Comput. Methodol. 3 (1990) 47-59