Structures of BAY o 6997 and BAY q 1313 microbial ACE inhibitors.
BAY o 6997 and BAY q 1313 are two novel ACE inhibitors produced by Streptomyces WS 464 and Streptomyces WS 1065, respectively. Their structures were elucidated by NMR and MS analysis of the inhibitors and a substance which formed on decomposition of BAY o 6997 on heating in 4 M acetic acid. Both inhibitors are composed of the same amino acids, namely His and 2-methylamino-4-aminobutyric acid. The 2-amino group of His and the 4-amino group of the 2-methylamino-4-aminobutyric acid are bridged by differently substituted ethylene moieties. As determined by gas chromatography on a chiral phase, both amino acids isolated from the total hydrolysate after derivatisation, at least in BAY o 6997, possess the L-configuration.
Bauer
K
K
Geschäftsbereich Pharma, Research and Development, Bayer AG, Wuppertal, Germany.
Kurz
J
J
Rosentreter
H
H
Schedel
M
M
Weber
B
B
Wünsche
C
C
Schnabel
E
E
D000613:Aminobutyrates; D000806:Angiotensin-Converting Enzyme Inhibitors / Q000737:chemistry*; D002087:Butyrates / Q000737:chemistry*; D002849:Chromatography, Gas; D004355:Drug Stability; D005030:Ethylenes / Q000737:chemistry; D006639:Histidine / Q000031:analogs & derivatives* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure; D011487:Protein Conformation; D013302:Streptomyces / Q000378:metabolism*
C097520:2-methylamino-4-aminobutyric acid; D000613:Aminobutyrates; D000806:Angiotensin-Converting Enzyme Inhibitors; C097518:BAY o 6997; C097519:BAY q 1313; D002087:Butyrates; D005030:Ethylenes; D006639:Histidine; C036216:ethylene