title: Biphenyls as potent vitronectin receptor antagonists. Part 3: Squaric acid amides.
abstract: Vitronectin receptor (alpha(V)beta(3)) antagonists have been implicated as a possible new treatment of restenosis following balloon angioplasty. In this work we investigate a series of novel arginine mimetic scaffolds leading to new insight of the alpha(V)beta(3)/ligand interaction. Squaric acid amide 10 is a subnanomolar alpha(V)beta(3) antagonist with improved potency on human smooth muscle cell migration.
authors.affiliation: Institute of Medicinal Chemistry, Bayer Healthcare AG, Bayer-Schering Pharma, 42096 Wuppertal, Germany. Klaus.Urbahns@astrazeneca.com
authors.forename: Klaus
authors.initials: K
authors.lastname: Urbahns
authors.forename: Michael
authors.initials: M
authors.lastname: Härter
authors.forename: Markus
authors.initials: M
authors.lastname: Albers
authors.forename: Delf
authors.initials: D
authors.lastname: Schmidt
authors.forename: Beatrix
authors.initials: B
authors.lastname: Stelte-Ludwig
authors.forename: Ulf
authors.initials: U
authors.lastname: Brüggemeier
authors.forename: Andrea
authors.initials: A
authors.lastname: Vaupel
authors.forename: Jörg
authors.initials: J
authors.lastname: Keldenich
authors.forename: Klemens
authors.initials: K
authors.lastname: Lustig
authors.forename: Hideki
authors.initials: H
authors.lastname: Tsujishita
authors.forename: Christoph
authors.initials: C
authors.lastname: Gerdes
mesh_terms: D001665:Binding Sites / Q000187:drug effects; D001713:Biphenyl Compounds / Q000737:chemistry / Q000494:pharmacology*; D003503:Cyclobutanes / Q000737:chemistry / Q000494:pharmacology*; D006801:Humans; D008024:Ligands; D008958:Models, Molecular; D015394:Molecular Structure; D017434:Protein Structure, Tertiary; D019030:Receptors, Vitronectin / Q000037:antagonists & inhibitors* / Q000737:chemistry; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D001713:Biphenyl Compounds; D003503:Cyclobutanes; D008024:Ligands; D019030:Receptors, Vitronectin; D013449:Sulfonamides; C527748:squaric acid amide; C020637:squaric acid dibutyl ester