SAR of Aminoglycoside Antibiotics

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Chapter: Medicinal Chemistry : Antibiotics

The aminoglycosides consist of two or more amino sugars joined in glycoside linkage to a highly substituted 1,3-diaminocyclo hexane (aminocyclitol), which is a centrally placed ring.


SAR of Aminoglycoside Antibiotics

The aminoglycosides consist of two or more amino sugars joined in glycoside linkage to a highly substituted 1,3-diaminocyclo hexane (aminocyclitol), which is a centrally placed ring. The ring is a 2-deoxy streptamine in all aminoglycosides except streptomycin and dihydrostreptomycin, where it is streptidine.

Thus,

·In kanamycin and gentamycin families, two amino sugars are attached to 2-deoxy streptamine.

·In streptomycin, two amino sugars are attached to strepidine.

·In neomycin family, there are amino sugars attached to 2-deoxy streptamine.

The aminoglycoside antibiotics contain two important structural features. They are amino sugar portion and centrally placed hexose ring, which is either 2-deoxystreptamine or streptidine.

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