5"-Amino-3',4',5"-trideoxybutirosin A, a new semisynthetic aminoglycoside antibiotic.
5"-Amino-3',4',5"-trideoxybutirosin A (IX) was synthesized through a reaction series starting from 5"-amino-5"-deoxybutirosin A (Ic), the key step being the treatment of its tetra-O-acetylpentakis-N-((phenylemthoxy)carbonyl)-3',4'-bis-O-(methylsulfonyl) derivative (VI) with zince-sodium iodide. Compound IX inhibits enhanced antibacterial activities, including strains of Pseudomonas aeruginosa and Escherichia coli which are highly resistant to Ic, butirosin or gentamicin.
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D002076:Butirosin Sulfate / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology; D055598:Chemical Phenomena; D002621:Chemistry; D004926:Escherichia coli / Q000187:drug effects; D005839:Gentamicins / Q000494:pharmacology; D007454:Iodides; D011550:Pseudomonas aeruginosa / Q000187:drug effects; D013210:Staphylococcus / Q000187:drug effects; D015032:Zinc
D000900:Anti-Bacterial Agents; D005839:Gentamicins; D007454:Iodides; D002076:Butirosin Sulfate; D015032:Zinc