Aminoglycosides 2-deoxystreptamine containing

Neomycin has been separated from mixtures of other aminoglycoside antibiotics containing the 2-deoxystreptamine moiety as both the pertrimethylsilyl derivative and the N-trifluoro-acetyl pertrimethylsilyl derivative using a column of 0.75% 0V-1 on Gas Chrom q240. The procedure may be used to estimate the number of sugar moieties bound in the antibiotic as a close relationship exists between the number of rings and the retention time. 

Aminoglycoside antibiotics contain amino sugars in their structure. Deoxystreptamine-containing members are neomycin, framycetin, gentamicin, kanamycin, tobramycin, amikacin, netilmicin and sisomicin. Both streptomycin and dihydrostreptomycin contain streptidine, whereas the aminocycli-... 

The aglycon unit in aminocyclitol aminoglycosides that contain streptamine and its derivatives is 2-deoxystreptamine (compounds 1-3)1 (2-DOS), streptamine 2, or streptidine 3. 

B. 5-Substituted 2-Deoxystreptamine-Containing Aminoglycoside Destomycin and Related Compounds... 

Fig. 4. Chemical structures of aminoglycoside antibiotics containing 4,5- (a) or 4,6- (b) substituted deoxystreptamine. Rings yt,Z) = 2,6-diaminoglucose ring /i =6-aminoglucose ring 5=deoxystreptamine ring C=D-ribose ring C =3-aminoglucose...

Aminoglycosides. Antibiotics in the aminoglycoside group characteristically contain amino sugars and deoxystreptamine or streptamine, This family of antibiotics has frequently been referred to as aminocyclitol aminoglycosides. Representative members are streptomycin, neomycin, kanamycin, gentamicin, tobramycin, and amikacin. These antibiotics all inhibit protein biosynthesis,... 

Resistance to lividomycin. Lividomycin is a new aminoglycoside pentasaccharide antibiotic containing 2-deoxystreptamine (Figure 7.13) [200]. The activity of lividomycin against strains of Ps. aeruginosa is similar to that shown by streptomycin (Table 7.17). Lividomycin is not phosphory-lated by the neomycin kanamycin phosphotransferase because it lacks the 3 -hydroxyl group [212]. However, recently the presence was reported... 

Inosamydns (compounds 93-06 see pg. 321) are monoaminocyclitol-contain-ing aminoglycosides produced by S. hygroscopicus they are structurally related to the neomycin, paromomycin, and ribostamycin families but contain a 2-deoxy-scyllo-inosamine instead of 2-deoxystreptamine 1 as the aglycon imit [89]. 

Derivatives Containing a Modified 456-Disubstituted-2-deoxystreptamine Moiety. Mutasynthesis is the term used to refer to the process of employing mutated intermediate-requiting organisms to prepare derivatives that would be difficult to obtain by synthetic or semisynthetic means (117,185—188). Whereas this approach has been used to obtain aminoglycoside analogues, the primary contribution has been as a means to vary the 2-deoxystreptamine portion of the molecule. The most significant compound found by this approach is 5-episisomicin, which is produced by a... 

The aminoglycosides class of antibiotics predominantly contains a pharmacophoric moiety 1, 3-diamino-inositol group viz., streptamine 2-deoxystreptamine and spectinamine as given below ... 

Fig. 6.6 Structure of the aminoglycoside antibiotic neomycin, made up of neomycin B and neomycin C. Each contains 2-deoxystreptamine while neomycin B is made up of neosamine B and neobiosamine B and neomycin C is composed of neosamine C and neobiosamine C. Neosamines B and C are stereoisomers relative to the amino group...

---