Synthesis and biological activity of new 5-O-sugar modified ketolide and 2-fluoro-ketolide antibiotics.
A series of new triazole-containing ketolides and 2-fluoro-ketolides in which the 5-O-desosamine was replaced by unnatural sugars were synthesized and evaluated against relevant macrolide-sensitive and macrolide-resistant respiratory pathogens. Excellent in vitro antibacterial activities were demonstrated for ketolide analogues having the 6'-OBz-3'-dimethylamino-glucose and 6'-OBz-4'-deoxy-3'-dimethylamino-glucose substituents.
Liang
Chang-Hsing
CH
Department of Chemistry, Optimer Pharmaceuticals, Inc., 10110 Sorrento Valley Road, Suite C, San Diego, CA 92121, USA.
Yao
Sulan
S
Chiu
Yu-Hung
YH
Leung
Po Yee
PY
Robert
Nicole
N
Seddon
Jaime
J
Sears
Pam
P
Hwang
Chan-Kou
CK
Ichikawa
Yoshi
Y
Romero
Alex
A
D000606:Amino Sugars / Q000737:chemistry*; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology; D048628:Ketolides / Q000138:chemical synthesis / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000606:Amino Sugars; D000900:Anti-Bacterial Agents; D048628:Ketolides; C110125:desosamine