Microbial products. VIII. Azinothricin, a novel hexadepsipeptide antibiotic.
Azinothricin was isolated from the culture filtrate of Streptomyces sp. X-14950 in crystalline form. It represents a new type of hexadepsipeptide antibiotic as it contains a 19-membered cyclodepsipeptide ring composed of six unusual amino acids and bearing a novel C21 side chain. Azinothricin was identified as [(3S,4S,7R(S*),10S,17R,20S,23R)[2S(2'R*,5'S*, 6'S*)3S*]]-alpha-ethyl-6-(3-ethyl-1, 5-dimethyl-4-oxo-1,5-heptadienyl)- N-(1,8, 14,15,18,21,27-heptaaza-21-hydroxy-7-(1-hydroxyethyl)-2,6,9,16,19, 22-hexaoxo-4-isopropyl-20-(methoxy-methyl)-17,18-dimethyl-5-oxa tricyclo [21.4.0.0(10,15)]heptacosan-3-yl)tetrahydro-alpha, 2-dihydroxy-5-methyl-2H-pyran-2-acetamide and is primarily active against Gram-positive microorganisms.
D000900:Anti-Bacterial Agents / Q000032:analysis*; D005285:Fermentation; D006094:Gram-Positive Bacteria / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D008854:Microscopy, Electron; D008958:Models, Molecular; D010455:Peptides; D010456:Peptides, Cyclic / Q000032:analysis / Q000494:pharmacology; D013055:Spectrophotometry, Infrared; D013302:Streptomyces / Q000032:analysis
D000900:Anti-Bacterial Agents; D010455:Peptides; D010456:Peptides, Cyclic; C048098:azinothricin