Opioid deltorphin C analogues containing cis- or trans-2- or 3- or 4- aminocyclohexanecarboxylic acid residues

Arzneimittel-Forschung/Drug Research

Volumn 49, Issue 1, 1999, Pages 6-12

  Marastoni, Mauro ^a   Guerrini, Remo ^a   Balboni, Gianfranco ^a   Salvadori, Severo ^a   Fantin, Giancarlo ^a   Fogagnolo, Marco ^a   Lazarus, Lawrence H ^b   Tomatis, Roberto ^a,c  

^a UNIVERSITY OF FERRARA   (Italy)

^b NATIONAL INSTITUTE OF ENVIRONMENTAL HEALTH SCIENCES   (United States)

^c Dipartimento di Scienze Farmaceutiche   (Italy)

Author keywords

Aminocyclohexanecarboxylic acid, constrained amino acids; Deltorphin C analogues; Opioids, peptides

Indexed keywords

CARBOXYLIC ACID DERIVATIVE; CYCLOHEXYLAMINE; DELTA OPIATE RECEPTOR; DELTORPHIN; DELTORPHIN C DERIVATIVE; KAPPA OPIATE RECEPTOR; MU OPIATE RECEPTOR; UNCLASSIFIED DRUG;

AMINO ACID SEQUENCE; ARTICLE; DRUG RECEPTOR BINDING; DRUG STRUCTURE; DRUG SYNTHESIS; PROTEIN DEGRADATION; REACTION ANALYSIS; RECEPTOR AFFINITY;

EID: 0032895424     PISSN: 00044172     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0031-1300350     Document Type: Article

References (32)

1. [1] Hughes, J., Smith, T. W., Kosterlitz, H. W. et al., Nature 258, 577 (1975)
2. [2] Zadina, J. E., Hackler, L., Ge, L. J., et al., Nature 386, 499 (1997)
3. [3] DeCastiglione, R., Faoro, F., Piani, S. et al., Int. J. Peptide Protein Res. 17, 263 (1981)
4. [4] Broccardo, M., Erspamer, V., Falconieri-Erspamer, G. et al., Br. J. Pharmacol. 73, 625 (1981)
5. [5] Chavkin, C., Goldstein, A., Proc. Natl. Acad. Sci. USA 78, 6543 (1981)
6. [6] Lung, D. T., Meyer, J. P., Lou, B. S. et al., J. Med. Chem. 39, 2456 (1996)
7. [7] Erspamer, V., Melchiorri, P., Falconieri-Erspamer, G. et al., Proc. Natl. Acad. Sci. USA 86, 5188 (1989)
8. [8] Mor, A., Delfour, A., Sagan, S. et al., FEBS Lett. 255, 269 (1989)
9. [9] Hruby, V. J., Gehrig, C. A., Med. Res. Rev. 9, 343 (1989)
10. [10] Yamazaki, T., Ro, S., Goodman, M. et al., J. Med. Chem. 36, 708 (1993)
11. [11] Lazarus, L. H., Bryant, S. D., Salvadori, S. et al., Trends Neurosci. 1, 31 (1996)
12. [12] Snyder, K. R., Murray, T. F., DeLander, G. E. et al., J. Med. Chem. 36, 1100 (1993)
13. [13] Schiller, P. W., Weltrowska, G., Nguyen, M. D. et al., J. Med. Chem. 35, 3956 (1992)
14. [14] Schiller, P. W., Nguyen, T. M. D., Weltrowska, G. et al., Proc. Natl. Acad. Sci. USA 89, 11871 (1992)
15. [15] Schiller, P. W., Weltrowska, G., Nguyen, T. M. D. et al., J. Med. Chem. 36, 3181 (1993)
16. [16] Salvadori, S., Attila, M., Balboni, G. et al., Mol. Med. 1995, 678 (1995)
17. [17] Temussi, P. A., Salvadori, S., Amodeo, P. et al., Biochem. Biophys. Res. Commun. 198, 933 (1994)
18. [18] Skaric, V., Kovacevic, M., Skaric, D., J. Chem. Soc. Perkin Trans 1, 1199 (1976)
19. [19] Xia, J., Soleilhac, J. M., Renwart, N. et al., Int. J. Peptide Protein Res. 34, 246 (1989)
20. [20] Yamazaki, T., Zhu, Y.-F., Probstl, A. et al., J. Org. Chem. 56, 6644 (1991)
21. [21] Huang, Z., Probstl, A., Spencer, J. R. et al., Int. J. Peptide Protein Res. 42, 356 (1993)
22. [22] Enders, D., Wiedemann, J., Bettray, W., Synlett. 396 (1995)
23. [23] Appella, D. H., Christianson, L. A., Klein, D. A. et al., Nature 387, 381 (1997)
24. [24] Rink, H., Tetrahedron Lett. 28, 3787 (1987)
25. [25] Lazarus, L. H., Guglietta, H., Wilson, W. E. et al., J. Biol. Chem. 264, 354 (1989)
26. [26] Gillan, M. G. C., Kosterlitz, H. W., Paterson, S., Br. J. Pharmacol. 70, 481 (1980)
27. [27] Cheng, Y. C., Prusoff, W. H., Biochem. Pharmacol. 22, 3099 (1973)
28. [28] Scalia, S., Salvadori, S., Marastoni, M. et al., Peptides 7, 247 (1973)
29. [29] Marastoni, M., Tomatis, R., Balboni, G. et al., Il Farmaco 46, 1273 (1991)
30. [30] Salvadori, S., Bianchi, C., Lazarus, L. H. et al., J. Med. Chem. 35, 4651 (1992)
31. [31] Amodeo, P., Motta, A., Tancredi, T. et al., Peptides Res. 5, 48 (1992)
32. [32] IUPAC-IUB Biochemical Nomenclature, Eur. J. Biochem. 138, 9 (1984)