Synthesis of novel macrolide derivatives with imidazo[4,5-b]pyridinyl sulfur contained alkyl side chains and their antibacterial activity.
In an effort to find new antibiotics, a novel series of 14-membered macrolides with imidazo[4,5-b]pyridinyl sulfur contained alkyl side chains has been synthesized based on commercially available clarithromycin. Chemical transformation of hydroxy group at position C-3 afforded range of ketolides and acylides. Compared to telithromycin, compound 15a demonstrated improved in vitro activity against erythromycin-susceptible and -resistant strains.
Xu
Peng
P
Key Laboratory of Bioactivity Substance and Resources Utilization of Chinese Herbal Medicine, Ministry of Education, Institute of Materia Medica, Chinese Academy of Medical Sciences, Beijing 100050, China.
Liu
Lu
L
Chen
Xiao-zhuo
XZ
Li
Yun
Y
Liu
Jian
J
Jin
Zhi-ping
ZP
Wang
Guang-qiang
GQ
Lei
Ping-sheng
PS
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000494:pharmacology*; D002626:Chemistry, Pharmaceutical / Q000379:methods; D017291:Clarithromycin / Q000138:chemical synthesis* / Q000494:pharmacology; D015195:Drug Design; D024901:Drug Resistance, Multiple, Bacterial / Q000187:drug effects; D004917:Erythromycin / Q000138:chemical synthesis / Q000494:pharmacology; D006801:Humans; D007093:Imidazoles / Q000138:chemical synthesis / Q000494:pharmacology*; D048628:Ketolides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D018942:Macrolides / Q000737:chemistry*; D008826:Microbial Sensitivity Tests; D008956:Models, Chemical; D012141:Respiratory Tract Infections / Q000188:drug therapy; D013211:Staphylococcus aureus / Q000378:metabolism; D013296:Streptococcus pneumoniae / Q000378:metabolism; D013440:Sulfides / Q000138:chemical synthesis / Q000494:pharmacology*; D013455:Sulfur / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D007093:Imidazoles; D048628:Ketolides; D018942:Macrolides; D013440:Sulfides; D004917:Erythromycin; D013455:Sulfur; D017291:Clarithromycin; C106791:telithromycin