GRF Analogs IV

Details GRF Analogs IV GRF Analogs IV

1984-05-18

1985-07-09

Phillips, Delbert R.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Peptide containing doai

2601125R, C07C10352, A61K 3702

Patent

active

045281904

ABSTRACT:
Human GRF(hGRF), rat GRF(rGRF) porcine GRF(pGRF) and bovine GRF(bGRF) have been earlier characterized and synthesized. The invention provides synthetic peptides which are extremely potent in stimulating the release of pituitary GH in animals, including humans, which have resistance to enzymatic degradation in the body, and which have the sequence: 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 -R.sub.14 -R.sub.15 -Gln-R.sub.17 -R.sub.18 -Ala-Arg-Lys-Leu-R.sub.23 -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, Phe, D-Phe, pCl-Phe, Leu, His or D-His having either a C.sup..alpha. Me or N.sup..alpha. Me substitution or being unsubstituted; R.sub.2 is Ala, D-Ala or D-NMA; R.sub.3 is Asp or D-Asp; R.sub.8 is Ser, Asn, D-Ser or D-Asn; R.sub.10 is Tyr or D-Tyr; R.sub.12 is Arg or Lys; R.sub.13 is Ile or Val; R.sub.14 is Leu or D-Leu; R.sub.15 is Gly or D-Ala; R.sub.17 is Leu or D-Leu; R.sub.18 is Tyr or Ser; R.sub.23 is Leu or D-Leu; R.sub.24 is His or Gln; R.sub.25 is Glu, Asp, D-Glu or D-Asp; 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 Arg or D-Arg; R.sub.34 is Arg or Ser; R.sub.38 is Gln or Arg; R.sub.39 is Arg or Gly; R.sub.40 is Ser or Ala; R.sub.42 is Phe, Ala or Val; R.sub.43 is Asn or Arg; R.sub.44 is a natural amino acid; provided however that any or all of the residues between R.sub.28 and R.sub.44, inclusive, may be deleted and provided also that R.sub.2 is D-NMA and/or R.sub.14 is D-Leu and/or R.sub.29 is D-Arg. These peptides as well as their nontoxic salts may also be used diagnostically.

REFERENCES:
Esch et al., "Isolation and Characterization of the Bovine Hypothalamic Growth Hormone Releasing Factor", vol. 117, No. 3, 1983, pp. 772-779, Biochemical and Biophysical Research Communications.
Lance et al., "Super-Active Analogs of Growth Hormone-Releasing Factor(1-29)-Amide", vol. 119, No. 1, 1984, pp. 265-272, Biochemical and Biophysical Research Communications.
Rivier et al., Nature, 303, 276-278, (1983).
Spiess et al., Biochemistry, 6037-6040, (1982).
Esch et al., Biochemical and Biophysical Research Communications, 109, No. 1, 152-158, (1982).
Spiess et al., Nature, 303, 532-535, (1983).
Guillemin et al., Science, 218, 585-587, (1982).
Esch et al., The Journal of Biol. Chem., 258, No. 3, 1806-1812, (1983).

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