Renin inhibitors containing psi[CH2O] pseudopeptide inserts

R E TenBrink; D T Pals; D W Harris; G A Johnson

doi:10.1021/jm00398a029

Renin inhibitors containing psi[CH2O] pseudopeptide inserts

J Med Chem. 1988 Mar;31(3):671-7. doi: 10.1021/jm00398a029.

Authors

R E TenBrink¹, D T Pals, D W Harris, G A Johnson

Affiliation

¹ Cardiovascular Diseases Research, Upjohn Company, Kalamazoo, Michigan 49001.

PMID: 3279210
DOI: 10.1021/jm00398a029

Abstract

Renin inhibitors 2-4 with the D-Lys renin inhibitory peptide (RIP) sequence, but containing Leu psi[CH2O]Ala (2), Leu psi[CH2O]Val (3), and Leu psi[CH2O]Leu (4) at the P1-P1' site, were of a comparable potency to RIP. N-Terminal Boc-protected inhibitors containing Pro psi[CH2O]Phe in positions P4-P3 were potent inhibitors of renin, with Boc-Phe-Pro psi[CH2O]Phe-His-Leu psi[CH(OH)CH2]Val-Ile-(2-aminomethyl) pyridine (17) having an IC50 of 1.6 X 10(-9) M.

MeSH terms

Amino Acid Sequence
Angiotensinogen / analogs & derivatives*
Angiotensinogen / chemical synthesis
Angiotensinogen / pharmacology
Chemical Phenomena
Chemistry, Physical
Humans
Molecular Sequence Data
Renin / antagonists & inhibitors*
Structure-Activity Relationship

Substances

Angiotensinogen
Renin