5"-AMINO-3', 4', 5"-TRIDEOXYBUTIROSIN A, A NEW SEMISYNTHETIC AMINOGLYCOSIDE ANTIBIOTIC

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-[(phenylmethoxy)carbonyl]-3', 4'-bis-O-(methylsulfonyl) der...

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Veröffentlicht in:Journal of antibiotics 1975, Vol.28(7), pp.522-529
1. Verfasser: WOO, PETER W. K.
Format: Artikel
Sprache:eng
Schlagworte:
Anti-Bacterial Agents - chemical synthesis
Butirosin Sulfate - analogs & derivatives
Butirosin Sulfate - chemical synthesis
Butirosin Sulfate - pharmacology
Chemical Phenomena
Chemistry
Escherichia coli - drug effects
Gentamicins - pharmacology
Iodides
Pseudomonas aeruginosa - drug effects
Staphylococcus - drug effects
Zinc
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Zusammenfassung: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-[(phenylmethoxy)carbonyl]-3', 4'-bis-O-(methylsulfonyl) derivative (VI) with zinc-sodium iodide. Compound IX exhibits enhanced antibacterial activities, including strains of Pseudomonas aeruginosa and Escherichia coli which are highly resistant to Ic, butirosin or gentamicin.
ISSN:0021-8820
1881-1469
DOI:10.7164/antibiotics.28.522