Synthesis and biological evaluation of tripeptide derivatives of Cbz- Gly-Leu-Trp-OBzl(CF3)2 as NK1/NK2 ligands

Letters in Peptide Science

Volumn 6, Issue 4, 1999, Pages 255-262

  Millet, Régis ^a   Goossens, Jean François ^a   Bertrand Caumont, Karine ^b   Houssin, Raymond ^a   Hénichart, Jean Pierre ^a  

^a UNIV LILLE   (France)

^b UCB PHARMA   (Belgium)

Author keywords

Neurokinin A; Substance P; Tachykinins

Indexed keywords

LIGAND; N ALPHA BENZYLOXYCARBONYL ALPHA AMINOISOBUTYLLEUCYLTRYPTOPHANYL 3,5 BIS(TRIFLUOROMETHYL)BENZYL ESTER; N ALPHA BENZYLOXYCARBONYLAMINOCYCLOHEPTYLCARBONYLLEUCYLTRYPTOPHANYL 3,5 BIS(TRIFLUOROMETHYL)BENZYL ESTER; N ALPHA BENZYLOXYCARBONYLAMINOCYCLOHEXYLCARBONYLLEUCYLTRYPTOPHANYL 3,5 BIS(TRIFLUOROMETHYL)BENZYL ESTER; N ALPHA BENZYLOXYCARBONYLAMINOCYCLOPENTYLCARBONYLLEUCYLTRYPTOPHANYL 3,5 BIS(TRIFLUOROMETHYL)BENZYL ESTER; N ALPHA BENZYLOXYCARBONYLAMINOCYCLOPROPYLCARBONYLLEUCYLTRYPTOPHANYL 3,5 BIS(TRIFLUOROMETHYL)BENZYL ESTER; N ALPHA BENZYLOXYCARBONYLPHENYLGLYCYLLEUCYLTRYPTOPHANYL 3,5 BIS(TRIFLUOROMETHYL)BENZYL ESTER; NEUROKININ 1 RECEPTOR; NEUROKININ 2 RECEPTOR; NEUROKININ A; SUBSTANCE P; TACHYKININ DERIVATIVE; TRIPEPTIDE DERIVATIVE; UNCLASSIFIED DRUG;

AMINO ACID SEQUENCE; ARTICLE; CHEMICAL MODIFICATION; CHEMICAL STRUCTURE; PEPTIDE SYNTHESIS; PROTEIN STRUCTURE; RECEPTOR AFFINITY; RECEPTOR BINDING; SEQUENCE ANALYSIS;

EID: 0033053308     PISSN: 09295666     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1008906720432     Document Type: Article

References (23)

1. a. McLean, S., Med. Res. Rev., 16 (1996) 297.
2. b. Lowe, III, J.A. and Snider, R., Annu. Rep. Med. Chem., 28 (1993) 99.
3. Lundberg, J.M., Can. J. Physiol. Pharmacol., 73 (1995) 908.
4. Maggi, C.A., Giachetti, A., Dey, R.D. and Said, S.I., Physiol. Rev., 75 (1995) 277.
5. e. Piedimonte, G., Exp. Lung. Res., 21 (1995) 809.
6. f. Quartara, L. and Maggi, A., Neuropeptides, 31 (1997) 537.
7. g. Quartara, L. and Maggi, A., Neuropeptides, 32 (1998) 1.
8. Chang, M.M., Leeman, S.E. and Niall, H.D., Nat. New Biol., 232 (1971) 86.
9. Guard, S. and Watson, S.P., Neurochem. Int., 18 (1991) 149.
10. a. Burkholder, T.P., Kudlacz, E.M., Le, T.B., Knippenberg, R.W., Shatzer, S.A., Maynard, G.D., Webster, M.E. and Horgan, S.W., Bioorg. Med. Chem. Lett., 6 (1996) 951.
11. b. Burkholder, T.P., Kudlacz, E.M., Maynard, G.D., Liu, W.G., Le, T.B., Webster, M.E., Horgan, S.W., Wenstrup, D.L., Freund, D.W., Boyer, F., Bratton, L., Gross, R.S., Knippenberg, R.W., Logan, D.E., Jones, B.K. and Chen, T.M., Bioorg. Med. Chem. Lett., 7 (1997) 2531.
12. Kudlacz, E.M., Shatzer, S.A., Knippenberg, R.W., Logan, D.E., Poirot, M., Van Giersbergen, P.L.M. and Burkholder. T.P., J. Pharmacol. Exp. Ther., 277 (1996) 840.
13. Kudlacz, E.M., Knippenberg, R.W., Logan, D.E. and Burkholder, T.P., J. Pharmacol. Exp. Ther., 279 (1996) 732.
14. e. Kudlacz, E.M., Knippenberg, R.W., Shatzer, S.A. and Kehne, J.H., J. Auton. Pharmacol., 17 (1997) 109.
15. a. Maggi, C.A., Pharmacol. Res., 33 (1996) 161.
16. b. Barnes, P.J., Lancet, 8475 (1986) 242.
17. Barnes, P.J., Am. Rev. Resp. Dis., 143 (1991) S28.
18. Barnes, P.J., Belvisi, M.G. and Rogers, D.F., Trends Pharmacol. Sci., 11 (1990) 185.
19. Bertrand, C. and Geppeti, P., Trends Pharmacol. Sci., 17 (1996) 255.
20. Millet, R., Goossens, J.F., Bertrand-Caumont, K., Chavatte, P., Houssin, R. and Hénichart, J.P., Lett. Pept. Sci., 6 (1999) 221.
21. Cascieri, M.A., Ber, E., Fong, T.M., Sadowski, S., Bansal, A., Swain, C., Seward, E., Frances, B., Burns, D. and Strader, C.D., Mol. Pharmacol., 42 (1992) 458.
22. Gross, E. and Meienhofer, J. (Eds). The Peptides, Analysis, Synthesis, Biology, Vols. 1, 2, 3, 5, Academic Press, New York, NY, 1979-1983.
23. Britten, A. and Lockwood, G., J. Chem. Soc., Perkin Trans. 1, (1974) 1824.