Isosteric antiherpes peptide derivatives II

Details Isosteric antiherpes peptide derivatives II Isosteric antiherpes peptide derivatives II

1995-06-05

1998-12-08

Tsang, Cecilia J.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Peptide containing doai

514 17, 514 19, 530330, 530331, 530332, 562565, C07K 702

Patent

active

058469419

ABSTRACT:
Disclosed herein are peptidomimetic compounds of the formula A--B--D--CH.sub.2 CH{CH.sub.2 C(O)R.sup.1 }C(O)--NHCH{CR.sup.2 (R.sup.3)COOH}C(O)--E wherein A is a terminal group, for example an optionally substituted phenylalkanoyl, and B is a N-methyl amino acid residue; or A and B together form a saturated or unsaturated alkylaminocarbonyl; D is an amino acid residue; R.sup.1 is alkyl, cycloalkyl, a monosubstituted or a disubstituted amino; R.sup.2 is hydrogen and R.sup.3 is phenylalkyl, or R.sup.2 and R.sup.3 are joined to form a cycloalkyl; and E is a terminal unit, for example, an alkylamino or a monovalent amino acid radical such as NHCH(alkyl)C(O)OH. The derivatives are useful for treating herpes infections.

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patent: 4837304 (1989-06-01), Garsky
patent: 4845195 (1989-07-01), Colono
patent: 5574015 (1996-11-01), Beaulieu et al.
Annual Reports in Medicinal Chemistry; 29, "Chapter 15--Antiviral Agents" pp. 145-154; R.E. Boehme et al.
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Nature; vol. 32, May 1986, "Specific Inhibition of Herpesvirus Ribonucleotide Reductase by a Nonpeptide Derived from the Carboxy Terminus of Subunit 2", pp. 441-442, E.A. Cohen et al.
The Journal of Biological Chemistry, vol. 262, No. 26, 1987, "Structure-Activity Studies on Synthetic Peptides Inhibiting Herpes Simplex Virus Ribonucleotide Reductase" pp. 12413-12416, P. Gaudreau et al.
Journal of Medicinal Chemistry, vol. 33, 1990, "Synthesis and Inhibitory Potency of Peptides Corresponding to the Subunit 2 C-Terminal Region of Herpes Virus Ribonucleotide Reductase", pp. 723-730, P. Gaudreau et al.
Journal of Medicinal Chemistry, vol. 35, 1992 "Structure-Function Studies Of Peptides Inhibiting the Ribonucleotide Reductase Activity of Herpes Simplex Virus Type I.sup.1 " pp. 346-350, P. Gaudreau et al.
Bioorganic and Medicinal Chemistry Letters, vol. 2, No. 10, 1992 "Substituted Penta-and Hexapeptides as Potent Inhibitors of Herpes Simplex Virus Type 2 Ribonucleotide reductase" pp. 1207-1212, L.L. Chang et al.
Journal of Medicinal Chemistry, vol. 36, No. 20, 1993, "Inhibition of Herpes Simplex Virus Type 1 Ribonucleotide Reductase by Substituted Tetrapeptide Derivatives" pp. 3005-3009, N. Moss et al.

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