title: Benzofuran-derived cyclic beta-amino acid scaffold for building a diverse set of flavonoid-like probes and the discovery of a cell motility inhibitor.
abstract: We report here a practical, enantioselective synthesis of benzofuran-derived, cyclic trans-beta-amino acid scaffold. In two cases, tricyclic derivatives having six- and eight-membered unsaturated lactams were obtained from this versatile scaffold. To explore the biological applications, these compounds were subjected to cell-based assays, using NIH3T3 mouse cells to examine their potency as cell motility inhibitors and identified 18 as a potent cell motility inhibitor (IC50 approximately 40 microM in chamber cell migration assay).
authors.affiliation: Steacie Institute for Molecular Sciences, National Research Council of Canada, 100 Sussex Drive, Ottawa, Ontario, K1A 0R6, Canada.
authors.forename: Jyoti P
authors.initials: JP
authors.lastname: Nandy
authors.forename: Bojana
authors.initials: B
authors.lastname: Rakic
authors.forename: Bugga V N B
authors.initials: BV
authors.lastname: Sarma
authors.forename: Nallareddy
authors.initials: N
authors.lastname: Babu
authors.forename: Marc
authors.initials: M
authors.lastname: Lefrance
authors.forename: Gary D
authors.initials: GD
authors.lastname: Enright
authors.forename: Donald M
authors.initials: DM
authors.lastname: Leek
authors.forename: Kate
authors.initials: K
authors.lastname: Daniel
authors.forename: Luc A
authors.initials: LA
authors.lastname: Sabourin
authors.forename: Prabhat
authors.initials: P
authors.lastname: Arya
mesh_terms: D000598:Amino Acids, Cyclic / Q000737:chemistry*; D000818:Animals; D001572:Benzofurans / Q000737:chemistry*; D002465:Cell Movement / Q000187:drug effects*; D005419:Flavonoids / Q000737:chemistry* / Q000494:pharmacology; D051379:Mice; D015335:Molecular Probes; D041681:NIH 3T3 Cells
chemical_list: D000598:Amino Acids, Cyclic; D001572:Benzofurans; D005419:Flavonoids; D015335:Molecular Probes; C105430:benzofuran