title: Nonpeptide RGD antagonists: a novel class of mimetics, the 5,8-disubstituted 1-azabicyclo[5.2.0]nonan-2-one lactam.
abstract: The 1-azabicyclo[5.2.0]nonan-2-one lactam 1 adequately substituted on both cycles A and B as scaffolds mimics the conformationally constrained beta-turn of the tripeptide RGD signaling motif of fibronectin. Using an in vitro assay, we establish that trans diastereoisomer 1b dissociates a soluble fibronectin-integrin alpha(5)beta(1) complex at concentrations comparable to those of a linear RGDS peptide as a competitor.
authors.affiliation: Laboratoire de Chimie Biomoléculaire et Interactions Biologiques, Unité Mixte de Recherche CNRS 5074, Université Montpellier I, Faculté de Pharmacie, 15 Av. C. Flahault, BP 14491, 34093 Montpellier Cedex 5, France.
authors.forename: Erika
authors.initials: E
authors.lastname: Bourguet
authors.forename: Jean-Louis
authors.initials: JL
authors.lastname: Banères
authors.forename: Joseph
authors.initials: J
authors.lastname: Parello
authors.forename: Xavier
authors.initials: X
authors.lastname: Lusinchi
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Girard
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Vidal
mesh_terms: D020816:Amino Acid Motifs; D001643:Bridged Bicyclo Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D015195:Drug Design; D005353:Fibronectins / Q000737:chemistry; D039081:Integrin alpha5beta1 / Q000737:chemistry; D007769:Lactams / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D018716:Molecular Mimicry; D009842:Oligopeptides / Q000037:antagonists & inhibitors* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: C479983:1-azabicyclo(5.2.0)nonan-2-one lactam; D001643:Bridged Bicyclo Compounds; D005353:Fibronectins; D039081:Integrin alpha5beta1; D007769:Lactams; D009842:Oligopeptides; C047981:arginyl-glycyl-aspartic acid