Semisynthetic aminoglycoside antibacterials. Part 10. Synthesis of novel 1-N-aminoalkoxycarbonyl and 1-N-aminoalkylcarboxamido derivatives of sisomicin, gentamicin B, gentamicin C1a, and kanamycin A
- 1 January 1981
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 8,p. 2186-2208
- https://doi.org/10.1039/p19810002186
Abstract
Suitably protected derivatives of sisomicin, 5-epi-sisomicin, gentamicin B, gentamicin C1a, and kanamycin A have been converted into a series of 1-N-alkoxycarbonyl, 1-N-alkoxycarbonyl, 1-N-carboxamido, 1-N-alkylcarboxamido, and 1-N-aminoalkylcarboxamido derivatives. Representative thio-analogues have also been prepared. 13C N.m.r. studies have revealed that these novel semisynthetic aminoglycosides have different solution conformations about the C-6–O glycosidic bond relative to the parent aminoglycosides from which they are derived.This publication has 9 references indexed in Scilit:
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