Synthesis and binding affinities of novel spirocyclic lactam peptidomimetics of somatostatin

Chemistry Letters

Volumn , Issue 9, 1998, Pages 943-944

  Damour, Dominique ^a   Barreau, Michel ^a   Blanchard, Jean Charles ^a   Burgevin, Marie Claude ^a   Doble, Adam ^a   Pantel, Guy ^a   Labaudinière, Richard ^a   Mignani, Serge ^a  

^a SANOFI   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0032356361     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1998.943     Document Type: Article

References (10)

1. D Damour, M. Barreau, J-C. Blanchard, M-C. Burgevin, A. Doble, F. Herman, G. Pantel, E. James-Surcouf, M. Vuilhorgne, S. Mignani, L. Poitout, Y Le Merrer and J.C. Depezay, Bioorg. Med. Chem. Lett., 6, 1667 (1996).
2. D. Damour, M. Barreau, J-C. Blanchard, M-C. Burgevin, A. Daubignard, A. Doble, G. Pantel, R. Labaudinière, and S. Mignani, Bioorg. & Med. Chem., summited for publication.
3. J. Hocart, V. Reddy, W. A. Murphy, and D. H. Coy, J. Med. Chem., 38, 1974 (1995) and references cited therein.
4. For stable cyclic-peptide somatostatin analogues, see: a) Z. Huang, Y. B. He, K Raynor, M Tallent, T. Reisine, and M. Goodman, J. Am. Chem. Soc., 114, 9390 (1992).
5. b) for a recent non-peptide mimics of somatostatin, see: M. Ankersen, M Crider, S. Liu, B. Ho, H. S. Andersen, and C. Stidsen, J. Am. Chem. Soc., 120, 1368 (1998) and references cited therein.
6. All new compouds have been caracterized by IH-NMR, IR and Mass Spectroscopy, and have given satisfactory analyse (C, H, N, O, S).
7. C Wynants, G Van Binst, and H. R. Loosli, Int. J. Pept. Protein Res., 25, 622 (1985) and references cited therein.
8. A. R. Veera and B. Ravindranath, Synth. Commun, 22, 257 (1992).
9. M. Sakaitani and Y. Ohfune, J. Org. Chem , 55, 870 (1990).
10. Binding assays were performed as reported by Srikant et al. [C. B. Srikant and Y. C. Patel, Proc. Natl. Acad. Sci. USA, 78, 3930 (1981)]. Data obtained with different concentrations of derivatives and SRIF-14 were used to generate inhibition curves. The calculated IC50 values which are the mean of at least three determinations each with six concentrations of the test compound in triplicate.