Peptides containing a (1-amino-2-hydroxy-2-heterocyclic)ethyl mo

Details Peptides containing a (1-amino-2-hydroxy-2-heterocyclic)ethyl mo Peptides containing a (1-amino-2-hydroxy-2-heterocyclic)ethyl mo

1990-04-20

1992-07-21

Cashion, Jr., Merrell C.

Chemistry: natural resins or derivatives; peptides or proteins;

Peptides of 3 to 100 amino acid residues

Cyclic peptides

530330, 530331, C07K 512, C07K 506

Patent

active

051324008

ABSTRACT:
The present invention provides novel peptides of the formula X-A.sub.6 -B.sub.7 -C.sub.8 -D.sub.9 -E.sub.10 -F.sub.11 containing a novel (1-amino-2-hydroxy-2-heterocyclic) ethyl moiety of the formula XL.sub.2c at the E.sub.10 -F.sub.11 -position, X is a terminal group, and the remaining variables are amino acid residues. The present invention also provides novel intermediate compounds. These peptides are useful as renin inhibitors and as inhibitors of retroviral proteases. Renin inhibitors are useful for the diagnosis and control of renin-dependent hyperaldosterism, other renin-dependent cardiovascular disorders and ocular disorders. Inhibitors of retroviral proteases, such as the HIV-I protease, are useful for treating diseases caused by retroviruses, such as human acquired immunodificiency disease syndrome (AIDS). ##STR1##

REFERENCES:
patent: 4713445 (1987-12-01), Szelke et al.
patent: 4880781 (1989-11-01), Hester, Jr. et al.
patent: 4885292 (1989-12-01), Ryono et al.
Burger, Medicinal Chemistry, 1960, pp. 565-571, 578-581, 600-601.
Denkwalter et al., Progress In Drug Research, 1966, vol. 10, pp. 610-612.
Plattner et al., J. Med. Chem. 1988, vol. 31(12):2277-2288.
Bolis et al., J. Med. Chem., 1987, vol. 30(10):1729-1737.
Haber et al., J. Cardiovasc. Pharmacol. 1987, vol. 10(Supp. 7):554-558.
D. E. Ryono et al., Potent Inhibitors of Hog and Human Renin Containing an Amino Alcohol Dipeptide Surrogate, Proc. of the 9th Amer. Peptide Symposium, Toronto, Canada, 739-42 (1985).
J. G. Dann et al., Human Renin: A New Class of Inhibitors, Biochemical and Biophysical Research Communications 134 (No. 1): 71-77 (1986).
D. H. Rich, Inhibitors of Aspartic Proteinases, Proteinase Inhibitors, Chapter 5, Elsevier Science Publishers BV (1986).

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