Short and efficient synthesis of a vinyl-substituted tricyclic erythromycin derivative.
Tricyclic erythromycin A derivatives are known potent antibacterial agents, but the potential of substituted tricyclic erythromycin A derivatives remains largely unexplored. To study this lead, the tricyclic ring system was synthesized by an efficient three-step synthesis starting from the allylic alcohol utilizing a novel azidoisocyanate. These tricyclic analogues can be used as scaffolds to probe secondary ribosomal binding sites. [structure: see text]
Keyes
Robert F
RF
Infectious Disease Research, Abbott Laboratories, D47N, AP52, 200 Abbott Park Road, Abbott Park, Illinois 60064-6217.
Carter
Justin J
JJ
Zhang
Xiaolin
X
Ma
Zhenkun
Z
D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D002384:Catalysis; D004917:Erythromycin / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D007202:Indicators and Reagents; D017879:Isothiocyanates / Q000737:chemistry*; D015394:Molecular Structure; D014753:Vinyl Compounds / Q000737:chemistry*
D000900:Anti-Bacterial Agents; D007202:Indicators and Reagents; D017879:Isothiocyanates; D014753:Vinyl Compounds; D004917:Erythromycin