SYNTHESIS OF 3'', 4''-DIDEOXYNEAMINE ACTIVE AGAINST KANAMYCIN-RESISTANT E. COLI AND P. AERUGINOSA

Abstract

2)3) have clarified the mechanismof amino glycoside resistance of Escherichia colt K 12 carrying the R factor and of resistant Pseudomonas : these organisms produce an enzyme transferring phosphate from ATPto the 3-hydroxyl group of 6-amino-6-deoxy-D-glucose, 2,6-diamino-2,6-dideoxy-D-glucose or D-glucosamine moiety of deoxystreptamine-containing antibiotics, and as the result of the phosphorylation, antibiotics such as kanamycins, paromomycins and neomycins are inactivated. Based on this mechanism of resistance, the authors synthesized 3'-deoxykanamycin4), 3',4'-dideoxykanamycin B5), and 3', 4'-dide-