Renin inhibitors containing isosteric replacements of the amide bond connecting the P3 and P2 sites
- 1 February 1990
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 33 (2) , 838-845
- https://doi.org/10.1021/jm00164a058
Abstract
Renin inhibitors having 13 different isosteres connecting the P3 and P2 positions have been prepared. Synthetic routes and in vitro activity exhibited by these compounds are discussed. The two most potent compounds, 47 and 48, contained the hydroxyethlene isostere, .PSI. [CHOHCH2], and had IC50 values of 61 and 22 nM, respectively.This publication has 10 references indexed in Scilit:
- Synthesis and biological activity of some transition-state inhibitors of human reninJournal of Medicinal Chemistry, 1988
- Synthesis and renin inhibitory activity of angiotensinogen analogs having dehydrostatine, Lue.psi.[CH2S]Val, or Lue.psi.[CH2SO] Val at the Pt, P1' cleavage siteJournal of Medicinal Chemistry, 1988
- Renin inhibitors containing .psi.[CH2O] pseudopeptide insertsJournal of Medicinal Chemistry, 1988
- New inhibitors of human renin that contain novel Leu-Val replacements. Examination of the P1 siteJournal of Medicinal Chemistry, 1988
- Renin inhibitors. Statine-containing tetrapeptides with varied hydrophobic carboxy terminiJournal of Medicinal Chemistry, 1987
- Renin inhibitors. Design of angiotensinogen transition-state analogs containing novel (2R,3R,4R,5S)-5-amino-3,4-dihydroxy-2-isopropyl-7-methyloctanoic acidJournal of Medicinal Chemistry, 1987
- Design and synthesis of a potent and specific renin inhibitor with a prolonged duration of action in vivoJournal of Medicinal Chemistry, 1986
- Modified di- and tripeptides of the C-terminal portion of oxytocin and vasopressin as possible cognition activation agentsJournal of Medicinal Chemistry, 1986
- Renin inhibitors. Syntheses of subnanomolar, competitive, transition-state analog inhibitors containing a novel analog of statineJournal of Medicinal Chemistry, 1985
- A stereocontrolled synthesis of hydroxyethylene dipeptide isosteres using novel, chiral aminoalkyl epoxides and .gamma.-(aminoalkyl)-.gamma.-lactonesThe Journal of Organic Chemistry, 1985