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. I...

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Bibliographic Details
Published in:Journal of antibiotics 1996/12/25, Vol.49(12), pp.1236-1248
Main Authors: HERMANN, ROLF, RIPAMONTI, FRANCA, ROMANÒ, GABRIELLA, RESTELLI, ERMENEGILDO, FERRARI, PIETRO, GOLDSTEINN, BETH P., BERTI, MARISA, CIABATTI, ROMEO
Format: Article
Language:English
Subjects:
Animals
Anti-Bacterial Agents - chemical synthesis
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - pharmacology
Antibiotics. Antiinfectious agents. Antiparasitic agents
Antifungal agents
Biological and medical sciences
Escherichia coli - drug effects
Esters
Glycopeptides
Gram-Negative Bacteria - drug effects
Gram-Positive Cocci - drug effects
Haemophilus influenzae - drug effects
Medical sciences
Mice
Microbial Sensitivity Tests
Molecular Structure
Neisseria gonorrhoeae - drug effects
Pharmacology. Drug treatments
Structure-Activity Relationship
Teicoplanin - analogs & derivatives
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Summary: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.
ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.49.1236