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US 5,086,042 AGranted
Peptides with sulfate ester groups
AssigneeFisons Limited
InventorJames D. Rosamond
Life of this patent
Estimating the term…
Abstract
Novel peptides having sulfate ester groups and containing 6 to 9 amino acids; possessing feeding inhibition properties and capable of stimulating the contraction of the gallbladder. Also methods of treating and preventing obesity in which these novel peptides or other specified peptides can be used.
Claims74
A peptide of the formula ##STR13## wherein Q is H, H-Asp, H-.beta.Asp, H-DAsp, H-MeAsp, For, Ac, Suc, desQ, or R.sup.1 R.sup.2 CHOCO;
- Y is H, (S)--NH or (R)--R.sup.3 N, or (S)--R.sup.3 N;
- M is Met, DMet, MeMet, MetO, Ahx, DAhx, MeAhx, Leu, MeLeu, Pro, Ile, MeIle, or Lys;
- G is Gly, Pro or Sar,
- W is Trp, MeTrp or Nal,
- X is Met, MeMet, MetO, Ahx, MeAhx, Leu, MeLeu, Ile, MeIle, Pro, or Lys,
- J is Asp, DAsp, MeAsp, or Asn,
- F.sup.1 is (S)--NH, (S)--R.sup.4 N, or (R)-R.sup.4 N,
- F.sup.2 is H, Cl, I, Br, F, NO, NH.sub.2, R.sup.5, or OR.sup.6,
- Z is NH.sub.2, NHR.sup.7 or NR.sup.7 R.sup.8,
- R.sup.1 and R.sup.2 are independently H or lower alkyl,
- R.sup.3, R.sup.4, and R.sup.5 are lower alkyl,
- R.sup.6 is H or lower alkyl, and
- R.sup.7 and R.sup.8 are lower alkyl,
- and pharmaceutically acceptable salts thereof, provided that
- (1) Q is desQ when Y is H,
- (2) F.sup.2 is not H if, in the same peptide, Q is H-Asp or Ac, Y is (S)--NH, M is either Met, MetO, Ahx or Leu, X is either Met, MetO, Ahx or Leu, G is Gly, DAla or Pro, W is Trp, J is Asp, F is (S)-NH, and Z is NH.sub.2,
- (3) F.sup.2 is not H if, in the same peptide, Q is H, H-.beta.Asp or For, Y is (S)-NH, M is Met, Ahx or Leu, G is Gly, W is Trp, X is Met, Ahx or Leu, J is Asp, F.sup.1 is (S)--NH, and Z is NH.sub.2,
- (4) F.sup.2 is not H if, in the same peptide, Y is H, M is Met, X is Met, G is Gly, W is Trp, J is Asp, F.sup.1 is (S)--NH, and Z is NH.sub.2, and
- (5) F.sup.2 is not H if, in the same peptide, Q is Suc, Y is (S)--NH, M is Met, X is Met, G is Gly or DAla, W is Trp, J is Asp, F.sup.1 is (S)--NH or (S)--R.sup.4 N, and Z is NH.sub.2.
16 more elements
A peptide of the formula ##STR14## wherein Q is H-.beta.Asp, For, Suc, desQ, or R.sup.1 R.sup.2 CHOCO,
- Y is H, or (S)--NH,
- M is Met, Ahx, Leu, or Ile,
- G is Gly,
- W is Trp,
- X is Met, Ahx, Leu, or Ile,
- J is Asp,
- F.sup.1 is (S)--NH, or (S)--RN,
- F.sup.2 is H, NOhd 2, R.sup.5, or OR.sup.6,
- Z is NH.sub.2,
- R.sup.1 and R.sup.2 are independently H or lower alkyl,
- R.sup.3, R.sup.4, R.sup.5, and R.sup.6 are lower alkyl,
- and pharmaceutically acceptable salts thereof, provided that
- (1) Q is desQ when Y is H,
- (2) F.sup.2 is not H if, in the same peptide, Q is H-.beta.Asp or For, Y is (S)--NH, M is either Met, Ahx, or Leu, X is either Met, Ahx, or Leu, and F.sup.1 is (S)--NH,
- (3) F.sup.2 is not H if, in the same peptide, Y is H, M is Met, X is Met, and F.sup.1 is (S)--NH,
- (4) F.sup.2 is not H if, in the same peptide, Q is Suc, Y is (S)--NH, M is Met, X is Met, and F.sup.1 is (S)--NH or (S)-R.sup.4 N.
13 more elements
A peptide of the formula ##STR15## wherein Q is H, H-Asp, H-.beta.Asp, H-DAsp, H-MeAsp, For, Ac, Suc, desQ, or R.sup.1 R.sup.2 CHOCO,
- Y is (R)-NH,
- M is Met, DMet, MeMet, MetO, Ahx, DAhx, MeAhx, Leu, MeLeu, Pro, Ile, MeIle, or Lys,
- G is Gly, DAla, Pro or Sar,
- W is Trp, MeTrp or Nal,
- X is Met, MeMet, MetO, Ahx, MeAhx, Leu, MeLeu, Ile, MeIle, Pro, or Lys,
- J is Asp, DAsp, MeAsp, or Asn,
- F is (S)--NH, (S)--R.sup.4 N, or (R)-R.sup.4 N,
- F.sup.2 is H, Cl, I, Br, F, NO.sub.2, NH.sub.2, R.sup.5, or OR.sup.6,
- Z is NH.sub.2, NHR.sup.7 or NR.sup.7 R.sup.8,
- R.sup.1 and R.sup.2 are independently H or lower alkyl,
- R.sup.3, R.sup.4, and R.sup.5, are lower alkyl,
- R.sup.6 is H or lower alkyl, and
- R.sup.7 and R.sup.8 are lower alkyl,
- and pharmaceutically acceptable salts thereof, provided that
- (1) F.sup.2 is not H if, in the same peptide, Q is H-Asp, M and X are Ile, G is Gly, W is Trp, J is Asp, F is (S)--NH and Z is NH.sub.2.
12 more elements
Dependencies are inferred from the claim text.