Chemical modification of some gentamicins and sisomicin at the 3"-position.
- 1 January 1978
- journal article
- research article
- Published by Japan Antibiotics Research Association in The Journal of Antibiotics
- Vol. 31 (1) , 43-54
- https://doi.org/10.7164/antibiotics.31.43
Abstract
Chemical and photochemical oxidative methods of de-N-methylation of some gentamicins and sisomicins at the 3"-position are described. Selective acetylation of gentamicins and sisomicins at the 1, 3, 2'' and 6'' and of gentamicin B at the 1, 3 and 6'' positions are achieved by treatment of the free bases with CO2 prior to acetylation. De-N-methylation of the above selectively blocked gentamicins and sisomicins followed by re-alkylation at the 3"-position and de-N-protection gives a series of 3"-N-alkyl analogues. The in vitro antibacterial properties of the new derivatives of gentamicins and sisomicins are given.This publication has 2 references indexed in Scilit:
- Selective N-acylation of gentamicin antibiotics - synthesis of 1-N-acyl derivatives.The Journal of Antibiotics, 1976
- Synthesis of 1-N-ethylsisomicin: a broad-spectrum semisynthetic aminoglycoside antibioticJournal of the Chemical Society, Chemical Communications, 1976