title: Synthesis and evaluation of ether and halogenated derivatives of mannopeptimycin glycopeptide antibiotics.
abstract: A number of 6-O-ether and 4-O-ether derivatives of mannopeptimycin-alpha with different steric bulk and lipophilicity were synthesized for structure-activity relationship study. Novel iodo and bromo mannopeptimycin-alpha were also prepared. These compounds were synthesized via electrophilic aromatic substitution. Many of the new ether derivatives exhibited potent antibacterial activity against Gram-positive resistant strains including VRE, MRSA, and PRSP.
authors.affiliation: Chemical Sciences, Wyeth Research, Pearl River, 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: Joseph
authors.initials: J
authors.lastname: Ashcroft
authors.forename: Edmund I
authors.initials: EI
authors.lastname: Graziani
authors.forename: Frank E
authors.initials: FE
authors.lastname: Koehn
authors.forename: Tarek S
authors.initials: TS
authors.lastname: Mansour
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D024881:Drug Resistance, Bacterial / Q000187:drug effects; D004986:Ether / Q000737:chemistry; D006020:Glycopeptides; D006094:Gram-Positive Bacteria / Q000187:drug effects; D006219:Halogens / Q000737:chemistry; D008826:Microbial Sensitivity Tests; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D006020:Glycopeptides; D006219:Halogens; C478082:mannopeptimycin; D004986:Ether