Novel ether derivatives of mannopeptimycin glycopeptide antibiotic.
Novel ether derivatives of mannopeptimycin glycopeptide were synthesized to probe their SAR. Many of these derivatives exhibited potent antibacterial activity against methicillin resistant and vancomycin resistant strains. These ether derivatives were prepared via reductive ring cleavage of acetals to give a mixture of 6-O, 4-O, 3-O, and 2-O-ether isomers. Both 6-O-ether and 4-O-ether showed significantly enhanced antibacterial activity over the parent and the isovalerate esters.
Sum
Phaik-Eng
PE
Department of Chemical Sciences, Wyeth Research, Chemical Sciences Building 222/Room 3147, 401N. Middleton Road, Pearl River, New York, NY 10965, USA. sump@wyeth.com
How
David
D
Torres
Nancy
N
Petersen
Peter J
PJ
Lenoy
Eileen B
EB
Weiss
William J
WJ
Mansour
Tarek S
TS
D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000627:therapeutic use; D001419:Bacteria / Q000187:drug effects*; D002851:Chromatography, High Pressure Liquid; D016983:Enterococcus / Q000187:drug effects; D006020:Glycopeptides; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008826:Microbial Sensitivity Tests; D013203:Staphylococcal Infections / Q000188:drug therapy / Q000382:microbiology; D013211:Staphylococcus aureus / Q000187:drug effects; D013291:Streptococcus / Q000187:drug effects; D013329:Structure-Activity Relationship
D000900:Anti-Bacterial Agents; D006020:Glycopeptides; D007202:Indicators and Reagents; C478082:mannopeptimycin