Peptide inhibitors of hepatitis C virus NS3 protease

Details Peptide inhibitors of hepatitis C virus NS3 protease Peptide inhibitors of hepatitis C virus NS3 protease

2005-03-15

2005-03-15

Wax, Robert A. (Department: 1653)

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

6 to 7 amino acid residues in defined sequence

C514S012200, C530S330000, C530S331000, C530S332000

Reexamination Certificate

active

06867284

ABSTRACT:
Fluorinated oligopeptides, especially those having 4,4-difluoro-2-amino butyric acid at the C terminus, may be effective inhibitors of hepatitis C virus NS3 protease. Examples of hexapeptides of the invention, optimized for binding in the S1 specificity pocket of the enzyme, may display IC50s at the sub-micromolar level. Embodiments of tripeptides of the invention, having a keto-acid group at the C-terminus are, likewise, potent inhibitors of NS3 protease.

REFERENCES:
patent: WO 9736587 (1997-10-01), None
patent: WO 9743310 (1997-11-01), None
patent: WO 9817679 (1998-04-01), None
patent: WO 9822496 (1998-05-01), None
E. Hoss, Peptide modification by incorporation of alpha-tifluoromethyl alpha-amino acids via tifluoromethyl-substitutedacylimines, 1993, vol. 61, pp. 163-170.*
Ingallinella, P. et al. “Potent Peptide Inhibitors of Human Hepatitis C Virus NS3 Protease Are Obtained by Optimizing the Cleavage Products”, Biochemistry, 1998, vol. 37, pp. 8906-8914.
Steinkuhler, C. et al. “Product Inhibition of the Hepatitis C Virus NS3 Protease”, Biochemistry, 1998, vol. 37, pp. 8899-8905.

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