The Synthesis of L-aminosugar and the studies of L-pyranoses on the ring III of pyranmycins.
The synthesis of a novel class of aminoglycoside, pyranmycin, and a convenient method for the preparation of 6-amino-L-idopyranosides were reported. One of the members in the reported pyranmycin families, TC010, has prominent activity against Escherichia coli, Staphylococcus aureus, and Bacillus megaterium. We also discovered that the (4)C(1) chair conformation on ring III of pyranmycin is essential for the antibacterial activity. [reaction: see text]
Wang
Jinhua
J
Department of Chemistry and Biochemistry, Utah State University, 0300 Old Main Hill, Logan, UT 84322-0300, USA.
Li
Jie
J
Tuttle
David
D
Takemoto
Jon Y
JY
Chang
Cheng-Wei Tom
CW
D000606:Amino Sugars / Q000138:chemical synthesis / Q000737:chemistry*; D000617:Aminoglycosides / Q000138:chemical synthesis* / Q000737:chemistry; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D008969:Molecular Sequence Data; D011753:Pyrones / Q000737:chemistry*; D014312:Trisaccharides / Q000737:chemistry
D000606:Amino Sugars; D000617:Aminoglycosides; D011753:Pyrones; D014312:Trisaccharides