Synthesis and antibacterial activity of derivatives of the glycopeptide antibiotic A-40926 and its aglycone.
Starting from the antibiotic A-40926 and the aglycone of A-40926 a series of compounds were prepared by modifying the free functionalities. Their antimicrobial activity was determined, particularly against Neisseria gonorrhoeae, against which A-40926, unlike other natural glycopeptides, is active. Improved in vivo activity was displayed by the monomethyl ester of A-40926 esterified at the carboxyl group of the N-acylamino-glucuronyl moiety.
Hermann
R
R
Lepetit Research Center, Gerenzano (Varese), Italy.
Ripamonti
F
F
Romanò
G
G
Restelli
E
E
Ferrari
P
P
Goldstein
B P
BP
Berti
M
M
Ciabatti
R
R
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D004926:Escherichia coli / Q000187:drug effects; D004952:Esters; D006020:Glycopeptides; D006090:Gram-Negative Bacteria / Q000187:drug effects*; D006095:Gram-Positive Cocci / Q000187:drug effects*; D006193:Haemophilus influenzae / Q000187:drug effects; D051379:Mice; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D009344:Neisseria gonorrhoeae / Q000187:drug effects*; D013329:Structure-Activity Relationship; D017334:Teicoplanin / Q000031:analogs & derivatives
C054981:A 40926; D000900:Anti-Bacterial Agents; D004952:Esters; D006020:Glycopeptides; D017334:Teicoplanin