Design, synthesis and biological evaluation of azithromycin glycosyl derivatives as potential antibacterial agents.
A series of 11,12-cyclic carbonate azithromycin-4″-O-carbamoyl glycosyl derivatives were designed, synthesized, and evaluated as antibacterial agents to search for target compounds with excellent activity. The results of preliminary antibacterial tests against eight strains in vitro revealed that all of the title compounds exhibited improved activities with broad spectrum compared with the parent compound. The glycosylated side chains may be the pharmacophores responsible for the improved activity.
Department of Organic Chemistry, School of Pharmacy, Second Military Medical University, Shanghai 200433, China.
Lei
L
Zhang
Xiaoyun
X
Chai
Baogang
B
Wang
Shichong
S
Yu
Honggang
H
Hu
Yan
Y
Zou
Qingjie
Q
Zhao
Qingguo
Q
Meng
Qiuye
Q
Wu
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D017963:Azithromycin / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D004305:Dose-Response Relationship, Drug; D015195:Drug Design; D004926:Escherichia coli / Q000187:drug effects*; D006031:Glycosylation; D008826:Microbial Sensitivity Tests; D008968:Molecular Conformation; D013210:Staphylococcus / Q000187:drug effects*; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D017963:Azithromycin
Antibacterial activity; Azithromycin; Glycosyl; Synthesis