title: Design and synthesis of sialyl Lewis x mimics as E-selectin inhibitors.
abstract: The design and synthesis of novel beta-C-mannosides that inhibit the binding of sialyl Lewis x to E-selectin are described. Compounds that contained a phenyl substituent at the C-6 position were found to have increased potency.
authors.affiliation: Department of Chemical Sciences, Wyeth Research, Cambridge, MA 02140, USA. nkaila@genetics.com
authors.forename: N
authors.initials: N
authors.lastname: Kaila
authors.forename: B E
authors.initials: BE
authors.lastname: Thomas
authors.forename: P
authors.initials: P
authors.lastname: Thakker
authors.forename: J C
authors.initials: JC
authors.lastname: Alvarez
authors.forename: R T
authors.initials: RT
authors.lastname: Camphausen
authors.forename: D
authors.initials: D
authors.lastname: Crommie
mesh_terms: D001665:Binding Sites; D002240:Carbohydrate Sequence; D015195:Drug Design; D019040:E-Selectin / Q000187:drug effects*; D006801:Humans; D020128:Inhibitory Concentration 50; D008362:Mannosides / Q000138:chemical synthesis / Q000378:metabolism / Q000494:pharmacology; D008958:Models, Molecular; D018716:Molecular Mimicry; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology*; D011485:Protein Binding / Q000187:drug effects; D000080506:Sialyl Lewis X Antigen; D013329:Structure-Activity Relationship
chemical_list: D019040:E-Selectin; D008362:Mannosides; D009844:Oligosaccharides; D000080506:Sialyl Lewis X Antigen