Semisynthetic aminoglycoside antibacterials. 6. Synthesis of sisomicin, antibiotic G-52, and novel 6'-substituted analogs of sisomicin from aminoglycoside 66-40C

The discovery of aminoglycoside 66-40C, a novel dimeric, unsaturated imine produced by Micromonospora inyoensis, afforded a versatile intermediate for the synthesis of a variety of sisomicin analogues modified at the 6' position. The conversion of 66-40C into sisomicin, antibiotic G-52, and a s...

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Veröffentlicht in:Journal of medicinal chemistry 1978-02, Vol.21 (2), p.189-193
Hauptverfasser: Davies, D. Huw, Mallams, Alan K, Counelis, Mae, Loebenberg, David, Moss, Eugene L, Waitz, J. Allan
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Sprache:eng
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Zusammenfassung:The discovery of aminoglycoside 66-40C, a novel dimeric, unsaturated imine produced by Micromonospora inyoensis, afforded a versatile intermediate for the synthesis of a variety of sisomicin analogues modified at the 6' position. The conversion of 66-40C into sisomicin, antibiotic G-52, and a series of novel 6'-substituted analogues of sisomicin is described, and the biological activity of the products is discussed.
ISSN:0022-2623
1520-4804
DOI:10.1021/jm00200a009