title: Novel ether derivatives of mannopeptimycin glycopeptide antibiotic.
abstract: 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.
authors.affiliation: 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
authors.forename: Phaik-Eng
authors.initials: PE
authors.lastname: Sum
authors.forename: David
authors.initials: D
authors.lastname: How
authors.forename: Nancy
authors.initials: N
authors.lastname: Torres
authors.forename: Peter J
authors.initials: PJ
authors.lastname: Petersen
authors.forename: Eileen B
authors.initials: EB
authors.lastname: Lenoy
authors.forename: William J
authors.initials: WJ
authors.lastname: Weiss
authors.forename: Tarek S
authors.initials: TS
authors.lastname: Mansour
mesh_terms: 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
chemical_list: D000900:Anti-Bacterial Agents; D006020:Glycopeptides; D007202:Indicators and Reagents; C478082:mannopeptimycin