title: Design, synthesis, and biological evaluation of glycine-based molecular tongs as inhibitors of Abeta1-40 aggregation in vitro.
abstract: A series of N-terminus benzamides of glycine-based symmetric peptides, linked to m-xylylenediamine and 3,4'-oxydianiline spacers, were prepared and tested as inhibitors of beta-amyloid peptide Abeta(1-40) aggregation in vitro. Compounds with good anti-aggregating activity were detected. Polyphenolic amides showed the highest anti-aggregating activity, with IC(50) values in the micromolar range. Structure-activity relationships suggested that pi-pi stacking and hydrogen-bonding interactions play a key role in the inhibition of Abeta(1-40) self-assembly leading to amyloid fibrils.
authors.affiliation: Dipartimento Farmaco-chimico, Università degli Studi di Bari, Via Orabona 4, 70125 Bari, Italy.
authors.forename: Saverio
authors.initials: S
authors.lastname: Cellamare
authors.forename: Angela
authors.initials: A
authors.lastname: Stefanachi
authors.forename: Diana A
authors.initials: DA
authors.lastname: Stolfa
authors.forename: Teodora
authors.initials: T
authors.lastname: Basile
authors.forename: Marco
authors.initials: M
authors.lastname: Catto
authors.forename: Francesco
authors.initials: F
authors.lastname: Campagna
authors.forename: Eddy
authors.initials: E
authors.lastname: Sotelo
authors.forename: Pasquale
authors.initials: P
authors.lastname: Acquafredda
authors.forename: Angelo
authors.initials: A
authors.lastname: Carotti
mesh_terms: D016229:Amyloid beta-Peptides / Q000037:antagonists & inhibitors* / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry; D001549:Benzamides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002109:Caffeic Acids; D015195:Drug Design; D005998:Glycine / Q000737:chemistry*; D015394:Molecular Structure; D010446:Peptide Fragments / Q000037:antagonists & inhibitors* / Q000737:chemistry*; D010455:Peptides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D010647:Phenyl Ethers / Q000737:chemistry; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013997:Time Factors; D014992:Xylenes / Q000737:chemistry
chemical_list: D016229:Amyloid beta-Peptides; D000814:Aniline Compounds; D001549:Benzamides; D002109:Caffeic Acids; D010446:Peptide Fragments; D010455:Peptides; D010647:Phenyl Ethers; D014992:Xylenes; C078592:amyloid beta-protein (1-40); C066883:1,3-xylenediamine; C093786:phenylethyl 3-methylcaffeate; D005998:Glycine