2D-QSAR and 3D-QSAR/CoMFA analyses of the N-terminal substituted anthranilic acid based CCK1 receptor antagonists: 'Hic Rhodus, hic saltus'

Bioorganic and Medicinal Chemistry

Volumn 17, Issue 14, 2009, Pages 5198-5206

  Hadjipavlou Litina, Dimitra ^a   Braiuca, Paolo ^b   Lassiani, Lucia ^b   Pavan, Michela V ^b   Varnavas, Antonio ^b  

^a ARISTOTLE UNIVERSITY OF THESSALONIKI   (Greece)

^b UNIVERSITY OF TRIESTE   (Italy)

Author keywords

CCK receptor antagonists; Clog P; CMR; CoMFA; GRIND; QSAR

Indexed keywords

AMINO TERMINAL TELOPEPTIDE; ANTHRANILIC ACID DERIVATIVE; CARBOXY TERMINAL TELOPEPTIDE; CHOLECYSTOKININ A RECEPTOR; CHOLECYSTOKININ A RECEPTOR ANTAGONIST; CHOLECYSTOKININ B RECEPTOR; INDOLE; PHENYLALANINE; UNCLASSIFIED DRUG; VL 0395;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; BINDING AFFINITY; BINDING SITE; COMPARATIVE MOLECULAR FIELD ANALYSIS; CORRELATION ANALYSIS; DRUG RECEPTOR BINDING; DRUG STRUCTURE; HYDROPHOBICITY; IC 50; NONHUMAN; QUANTITATIVE STRUCTURE ACTIVITY RELATION; STEREOSPECIFICITY;

ANIMALS; ANTHRANILIC ACIDS; COMPUTER SIMULATION; HYDROPHOBICITY; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PROTEIN BINDING; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; RATS; RECEPTOR, CHOLECYSTOKININ A;

EID: 67650087483     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.05.067     Document Type: Article

References (38)

1. Jensen R.T., Wank S.A., Rowley W.H., Sato S., and Gardner J.D. Trends Pharmacol. Sci. 10 (1989) 418
2. Liddle R.A., Gertz B.J., Kanayama S., Beccaria L., Coker L.D., Turnbull T.A., and Morita E.T. J. Clin. Invest. 84 (1989) 1220
3. Brawman-Mintzer O., Lydiard R.B., Bradwejn J., Villarreal G., Knapp R., Emmanuel N., Ware M.R., He Q., and Ballenger J.C. Am. J. Psychiat. 154 (1997) 700
4. Lofberg C., Agren H., Harro J., and Oreland L. Eur. Neuropsychopharmacol. 8 (1998) 153
5. Dourish C.T., and Hill D.R. Trends Pharmacol. Sci. 8 (1987) 207
6. Pisegna J.R., de Weerth A., Huppi K., and Wank S.A. Ann. N.Y. Acad. Sci. 713 (1994) 338
7. Lee Y.M., Beinborn M., McBride E.W., Lu M., Kolakowski Jr. L.F., and Kopin A.S. J. Biol. Chem. 268 (1993) 8164
8. Dufresne M., Seva C., and Fourmy D. Physiol. Rev. 86 (2006) 805
9. Schwartz G.J., Moran T.H., White W.O., and Ladenheim E.E. Am. J. Physiol.-Reg. Integr. Comparat. Physiol. 272 (1997) R1726
10. Grider J.R. J. Nutr. 124 (1994) 1334S
11. Wank S.A. Am. J. Physiol. 274 (1998) G607
12. Degen L., Matzinger D., Drewe J., and Beglinger C. Peptides 22 (2001) 1265
13. Wiesenfeld-Hallin Z., and Xu X. J. Regul. Pept. 65 (1996) 23
14. Griebel G. Pharmacol. Ther. 82 (1999) 1
15. Rehfeld J.F. Regul. Pept. 93 (2000) 79
16. Makovec F., Bani M., Chistè R., Revel L., Rovati L.C., and Rovati L.A. Arzneim-Forsch/Drug Res. 36 (1986) 98
17. de Tullio P., Delarge J., and Pirotte B. Curr. Med. Chem. 6 (1999) 433
18. Revel L., and Makovec F. Drug Fut. 23 (1998) 751
19. Herranz R. Med. Res. Rev. 23 (2003) 559
20. Lassiani L., and Varnavas A. Expert Opin. Ther. Pat. 16 (2006) 1193
21. García-López M.T., González-Muñiz R., Martín-Martínez M., and Herranz R. Curr. Top. Med. Chem. 7 (2007) 11804
22. Kalindjian S.B., and McDonald I.M. Curr. Top. Med. Chem. 7 (2007) 1195
23. Sinha J., Kurup A., Paleti A., and Gupta S.P. Bioorg. Med. Chem. 7 (1999) 1127
24. Gupta S.P. Curr. Pharm. Des. 8 (2002) 111
25. Varnavas A., Lassiani L., Valenta V., Berti F., Mennuni L., and Makovec F. Bioorg. Med. Chem. 11 (2003) 741
26. Varnavas A., Lassiani L., Valenta V., Berti F., Tontini A., Mennuni L., and Makovec F. Eur. J. Med. Chem. 39 (2004) 85
27. Varnavas A., Lassiani L., Valenta V., Ciogli A., Gasparrini F., Mennuni L., and Makovec F. Med. Chem. 1 (2005) 501
28. Chalmers D.K., Scholz G.H., Topliss D.J., Kolliniatis E., Munro S.L.a., Craig D.J., Iskander M.N., and Stockigt J.R. J. Med. Chem. 36 (1993) 1272
29. Hansch C., Kurup A., Garg R., and Gao H. Chem. Rev. 101 (2001) 619
30. Hansch C., and Klein T. Acc. Chem. Res. 19 (1986) 392
31. Hansch C., and Leo A.J. Exploring QSAR: Fundamentals and Applications in Chemistry and Biology (1995), American Chemical Society, Washington, DC
32. Cramer R.D., Bruce J.D., Patterson D.E., and Frank I.E. Quant. Struct.-Act. Relat. 7 (1988) 18
33. http://www.Biobyte.com, BioByte Corporation, c-qsar database, 201 W Fourth str., Suite # 204, Claremont, CA 91711-4707, USA.
34. Leo A.J. Chem. Rev. 93 (1993) 1281
35. Cramer, R. D. I.; Depriest, S.; Patterson, D.; Hecht, P. Kubinyi, H., Eds.; ESCOM: Leiden, 1993, p 443.
36. Goodford P.J. J. Med. Chem. 28 (1985) 849
37. Riganelli D., Valigi R., Costantino G., Baroni M., and Wold S. Pharm. Pharmacol. Lett. 3 (1993) 5
38. Wold H. In: Krishnaiah P.R. (Ed). Multivariate Analysis (1966), Academic Press, NY 391-420