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 Str eptomyces WS 464 and Streptomyces WS 1065, respectively. Their structu res were elucidated by NMR and MS analysis of the inhibitors and a sub stance which formed on decomposition of BAY o 6997 on heating in 4 M a cetic acid. Both inhibitors are composed of the same amino acids, name ly 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 br idged by differently substituted ethylene moieties. As determined by g as chromatography on a chiral phase, both amino acids isolated from th e total hydrolysate after derivatisation, at least in BAY o 6997, poss ess the L-configuration. (C) Munksgaard 1995.