Dechloro teicoplanin antibiotics.
Mono- and didechlorinated derivatives of the antibiotic teicoplanin, its pseudoaglycones and aglycone, and of one amide and ester of deglucoteicoplanin were prepared under selective reductive conditions. The selectivity and rate of dehalogenation were studied and compared to those of vancomycin and deglucovancomycin. The influence of the chlorine substituents on the mechanism of action and antibacterial activity of teicoplanin antibiotics was also investigated.
Malabarba
A
A
Merrell Dow Research Institute, Lepetit Research Center, Gerenzano, Italy.
Spreafico
F
F
Ferrari
P
P
Kettenring
J
J
Strazzolini
P
P
Tarzia
G
G
Pallanza
R
R
Berti
M
M
Cavalleri
B
B
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D002713:Chlorine; D006020:Glycopeptides / Q000138:chemical synthesis / Q000494:pharmacology; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D051379:Mice; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010455:Peptides / Q000378:metabolism; D018805:Sepsis / Q000188:drug therapy; D013290:Streptococcal Infections / Q000188:drug therapy; D013297:Streptococcus pyogenes / Q000187:drug effects; D013329:Structure-Activity Relationship; D017334:Teicoplanin
D000900:Anti-Bacterial Agents; D006020:Glycopeptides; D010455:Peptides; D002713:Chlorine; D017334:Teicoplanin