title: Synthesis and biological activity of new 5-O-sugar modified ketolide and 2-fluoro-ketolide antibiotics.
abstract: 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.
authors.affiliation: Department of Chemistry, Optimer Pharmaceuticals, Inc., 10110 Sorrento Valley Road, Suite C, San Diego, CA 92121, USA.
authors.forename: Chang-Hsing
authors.initials: CH
authors.lastname: Liang
authors.forename: Sulan
authors.initials: S
authors.lastname: Yao
authors.forename: Yu-Hung
authors.initials: YH
authors.lastname: Chiu
authors.forename: Po Yee
authors.initials: PY
authors.lastname: Leung
authors.forename: Nicole
authors.initials: N
authors.lastname: Robert
authors.forename: Jaime
authors.initials: J
authors.lastname: Seddon
authors.forename: Pam
authors.initials: P
authors.lastname: Sears
authors.forename: Chan-Kou
authors.initials: CK
authors.lastname: Hwang
authors.forename: Yoshi
authors.initials: Y
authors.lastname: Ichikawa
authors.forename: Alex
authors.initials: A
authors.lastname: Romero
mesh_terms: 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
chemical_list: D000606:Amino Sugars; D000900:Anti-Bacterial Agents; D048628:Ketolides; C110125:desosamine