Chemical modification of antibiotic eremomycin at the asparagine side chain.
AA3-Carboxyeremomycin 2, obtained by selective hydrolysis of antibiotic eremomycin was used as a starting compound for the eremomycin chemical modifications at the asparagine side chain to be transformed into eremomycin AA3, AA7 bis-amides (3a-c). Bis-benzylamide 3b displayed an activity (8 microg/ml) against an E. faecium VanA strain.
Olsufyeva
E N
EN
Institute of New Antibiotics, Russian Academy of Medical Sciences, Moscow, B. Pirogovskaya.
Berdnikova
T F
TF
Miroshnikova
O V
OV
Reznikova
M I
MI
Preobrazhenskaya
M N
MN
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D001216:Asparagine / Q000737:chemistry*; D001426:Bacterial Proteins / Q000235:genetics; D019729:Carbon-Oxygen Ligases / Q000235:genetics; D002851:Chromatography, High Pressure Liquid; D004352:Drug Resistance, Microbial; D004591:Electrophoresis, Polyacrylamide Gel; D016984:Enterococcus faecium / Q000187:drug effects / Q000235:genetics; D006020:Glycopeptides; D006094:Gram-Positive Bacteria / Q000187:drug effects; D006868:Hydrolysis; D009682:Magnetic Resonance Spectroscopy; D014640:Vancomycin / Q000494:pharmacology
D000900:Anti-Bacterial Agents; D001426:Bacterial Proteins; D006020:Glycopeptides; C071437:VanA ligase, Bacteria; C119403:carboxyeremomycin bis-benzylamide; C053759:eremomycin; D014640:Vancomycin; D001216:Asparagine; D019729:Carbon-Oxygen Ligases