129388-76-7Relevant academic research and scientific papers
Synthesis and angiotensin converting enzyme inhibitory activity of N-carboxymethyldipeptides with ω-(4-piperidyl)alkyl group
Waga,Matsui,Saito,Watanabe,Kajiwara,Shirota,Iijima,Kitabatake
, p. 407 - 413 (2007/10/02)
The synthesis of a series of novel, potent angiotensin converting enzyme (ACE) inhibitors containing 1(S)-carboxy-ω-(4-piperidyl)alkyl group at the N-terminal of the dipeptide is described. These 1-carboxy-ω-(4-piperidyl)alkyl derivatives possess greater or equivalent in vitro potency and in vivo efficacy than captopril and enalapril. The length (n) of the carbon chain in the ω-(4-piperidyl)alkyl moiety was varied from two to six to investigate the optimal structure for long-acting ACE inhibitors. 1-[N-[1(S)-Carboxy-6-(4-piperidyl)hexyl]-L-alanyl]-(2α,3aβ,7aβ)-oct ahydro-1H-indole-2-carboxylic acid, the most potent member of the series, had an in vivo area under the curve (AUC) of 685, which was calculated by the inhibition of angiotensin I-induced pressor response vs. time curves (0 to 8 h) after p.o. administration.
