Cyclic GRF analogs

Details Cyclic GRF analogs Cyclic GRF analogs

1988-07-22

1991-08-27

Lee, Lester L.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Peptide containing doai

530324, A61K 3743, C07K 710

Patent

active

050433229

ABSTRACT:
Synthetic peptides which stimulate the release of pituitary GH in animals, including humans, and are more resistant to enzymatic degradation in the body than hGRF having the sequence: (B)R.sub.1 -R.sub.2 R.sub.3 -Ala-Ile-Phe-Thr-R.sub.8 -Ser-R.sub.10 -Arg-R.sub.12 R.sub.13 -Leu-R.sub.15 -Gln-Leu-R.sub.18 -Ala-Arg-R.sub.21 -R.sub.22 -Leu-R.sub.24 -R.sub.25 -Ile-R.sub.27 -R.sub.28 -R.sub.29 -Gln-Gln-Gly-Glu-R.sub.34 -Asn-Gln-Glu-R.sub.38 R.sub.39 -R.sub.40 -Arg-R.sub.42 -R.sub.43 -R.sub.44 wherein R.sub.1 is Tyr, D-Tyr, Met, D-Met, Phe, D-Phe, pCl-Phe, Leu, His or D-His; B is H, C.sup.a Me, N.sup.1 Me, desamino, Ac or For; R.sub.2 is Ala, D-Ala, NMA or D-NMA; R.sub.3 is Asp or D-Asp; R.sub.8 is Ser, Asn, Lys, Arg, Asp or Gln; R.sub.10 is Tyr, D-Tyr or Phe; R.sub.12 is Arg or Lys; R.sub.13 is Ile, Val, Leu or Ala; R.sub.15 is Gly, Ala or .beta.-Ala; R.sub.18 is Ser or Tyr; R.sub.21 is Lys, D-Lys, Arg or D-Arg; R.sub.22 is Leu, Ile, Ala or Val; R.sub.24 is Gln or His; R.sub.25 is cys, abu, asp, glu, orn, lys, dab or dap; R.sub.27 is Met, D-Met, Ala, Nle, Ile, Leu, Nva or Val; R.sub.28 is Asn or Ser; R.sub.29 is cys, abu, asp, glu, orn, lys, dab or dap; R.sub.34 is Ser or Arg; R.sub.38 is Arg or Gln; R.sub.39 is Gly or Arg; R.sub.40 is Ala or Ser; R.sub.42 is Phe or Ala; R.sub.43 is Asn or Arg; R.sub.44 is a natural amino acid, such as Leu or Val. C-terminal sequences of from 1 to 15 residues beginning at R.sub.44 and extending as far as up to R.sub.29 may be deleted. These peptides as well as their nontoxic salts may also be used diagnostically.

REFERENCES:
patent: 4518586 (1985-05-01), Rivier et al.
patent: 4528190 (1985-07-01), Vale, Jr. et al.
patent: 4563352 (1986-01-01), Rivier et al.
patent: 4595676 (1986-06-01), Spiess et al.
patent: 4626523 (1986-12-01), Vale, Jr. et al.
patent: 4661472 (1987-04-01), Rivier et al.
patent: 4689318 (1987-08-01), Kaiser et al.
patent: 4734399 (1988-03-01), Felix et al.
patent: 4784987 (1988-11-01), Rivier et al.
Felix et al., "Synthesis and Biological Activity of Novel Linear and Cyclic GRF Analogs," Peptides 1987, pp. 465-467, Ed. by Garland R. Marshall, ESCOM, Leiden, 1988.

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