Hypothalamic GRF agonists

Details Hypothalamic GRF agonists Hypothalamic GRF agonists

1985-03-21

1986-12-09

Phillips, Delbert R.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Peptide containing doai

530324, A61K 3743, C07K 710

Patent

active

046280430

ABSTRACT:
Synthetic peptides are provided which are extremely potent in stimulating the release of pituitary GH in animals and which have the formula: H--R.sub.1 --Ala--Asp--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--Lys--Leu--Leu--R.sub.24 --R.sub.25 --Ile--R.sub.27 --R.sub.28 --Arg--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 --Leu--Y wherein R.sub.1 is Tyr, Met, Leu, D--Tyr, D--His or His; R.sub.8 is Ser or 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.15 is Gly or D--Ala; R.sub.18 is Tyr or Ser; R.sub.24 is His or Gln; R.sub.25 is Glu or Asp; R.sub.27 is Met, Ala, Nle, Ile, Leu or Val; R.sub.28 is Asn or Ser; 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 or Ala; R.sub.43 is Asn or Arg; and Y represents the carboxyl moiety of the amino acid residue at the C-terminus and is the radical --COOR,--CRO,--CONHNHR, --CON(R)(R') or --CH.sub.2 OR, with R and R' being lower alkyl, fluoro lower alkyl or hydrogen, or a fragment thereof extending from the N-terminus in a continuous sequence at least to the residue in position 29, which fragment is biologically active to cause the release of GH from the pituitary, or a nontoxic salt of such peptide or peptide fragment. The peptides are analogs of human GRF and contain at least two but less than all of the following residues: R.sub.8 is Asn, R.sub.12 is Lys, R.sub.13 is Val, R.sub.18 is Ser, R.sub.24 is Gln, R.sub.25 is Asp, R.sub.28 is Ser.

REFERENCES:
patent: 4517181 (1985-05-01), Ling et al.
Lance et al., "Super-Active Analogs of Growth Hormone-Releasing Factor(1-29)-Amide", vol. 119, No. 1, 1984, 2-29-84, pp. 265-272.
Esch et al., Biochem. and Biophy. Research Communications, vol. 109, No. 1, 152-158 (1982).
Guillemin et al., Science, vol. 218, 585-587 (1982).
Yue et al., Diabetes, vol. 24, No. 7, 625-632 (1975).

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