Synthesis of kanamycin A analogs containing a 6-amino-6-deoxyglycofuranose moiety.
Three kanamycin A analogs containing 6-amino-6-deoxyglycofuranoses have been prepared as candidates for potential activity against resistant bacteria producing 6'-N-acetyltransferase. They are 4-O-(6-amino-3,5,6-trideoxy-alpha-D-, -beta-D-, and -beta-L-erythro -hexofuranosyl)-6-O-(3-amino-3-deoxy-alpha-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluorostreptamine. Structure-activity relationships of these compounds are discussed.
Kobayashi
Y
Y
Institute of Bioorganic Chemistry, Kawasaki, Japan.
Ohgami
T
T
Ohtsuki
K
K
Tsuchiya
T
T
D000123:Acetyltransferases / Q000378:metabolism*; D000617:Aminoglycosides; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001426:Bacterial Proteins / Q000378:metabolism*; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D007613:Kanamycin Resistance; D008969:Molecular Sequence Data; D013329:Structure-Activity Relationship
D000617:Aminoglycosides; D000900:Anti-Bacterial Agents; D001426:Bacterial Proteins; D000123:Acetyltransferases; C056532:aminoglycoside N(6')-acetyltransferase