New cirramycin-family antibiotics F-1 and F-2. Selection of producer mutants, fermentation, isolation, structural elucidation and antibacterial activity.
Two new 16-membered macrolides, cirramycins F-1 and F-2, were isolated from the culture filtrate of a mutant strain B-1425 of Streptomyces cirratus JTB-3. The antibiotics were also produced by bio-transformation of cirramycin A1 using a blocked mutant strain A-0033. Structures of F-1 and F-2 have been elucidated by spectral interpretation and analysis of acid degradation products. Both involved isomeric modification of a neutral sugar; F-1 contained L-rhodinose, and F-2 L-amicetose. Based on spectral data, cirramycin F-1 and antibiotic A6888C were found to be identical. Cirramycins F-1 and F-2 are active against Gram-positive bacteria, but less active than cirramycin A1.
Sawada
Y
Y
Bristol-Myers Research Institute, Ltd., Tokyo Research Center, Japan.
Tsuno
T
T
Miyaki
T
T
Naito
T
T
Oki
T
T
D000900:Anti-Bacterial Agents / Q000302:isolation & purification* / Q000494:pharmacology; D005285:Fermentation; D006094:Gram-Positive Bacteria / Q000187:drug effects; D006868:Hydrolysis; D007933:Leucomycins / Q000302:isolation & purification* / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009154:Mutation; D013302:Streptomyces / Q000235:genetics / Q000378:metabolism*
D000900:Anti-Bacterial Agents; D007933:Leucomycins; C059004:cirramycin F2; C059005:cirramycin A1; C059003:cirramycin F1