Phenelfamycins, a novel complex of elfamycin-type antibiotics. II. Isolation and structure determination.
A novel complex of elfamycin-type antibiotics has been isolated from submerged fermentation of either Streptomyces violaceoniger AB 999F-80 or Streptomyces violaceoniger AB 1047T-33. Antibiotics were extracted from the fermentation broth with ethyl acetate and from the mycelia with acetone. Purification of individual components was achieved by a combination of solvent partitions, Sephadex LH-20 exclusion, C18 bonded-phase silica gel adsorption, diol partition and liquid-liquid countercurrent chromatographies. Seven closely related components were separated and assigned structures 4, 11, 12, 13, 14, and 16 to phenelfamycins A to F respectively and structure 17 to unphenelfamycin. These structures were elucidated employing a variety of spectroscopic techniques, including extensive use of 1D and 2D NMR spectroscopy.
Hochlowski
J E
JE
Pharmaceutical Products Division, Abbott Laboratories, Abbott Park, Illinois 60064.
Buytendorp
M H
MH
Whittern
D N
DN
Buko
A M
AM
Chen
R H
RH
McAlpine
J B
JB
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents / Q000302:isolation & purification*; D055598:Chemical Phenomena; D002621:Chemistry; D002851:Chromatography, High Pressure Liquid; D005285:Fermentation; D006863:Hydrogen-Ion Concentration; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D013056:Spectrophotometry, Ultraviolet; D013302:Streptomyces / Q000378:metabolism
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents