title: Structure-activity relationship studies of a new series of imidazo[2,1-f]purinones as potent and selective A(3) adenosine receptor antagonists.
abstract: We recently described the synthesis of 1-benzyl-3-propyl-1H,8H-imidazo[2,1-f]purine-2,4-diones, new potent and selective A(3) adenosine receptor antagonists containing a xanthine core. The present work can be considered an extension of our SAR studies on related structures in which the effect of different kind of substitutions at the 1-, 3- and 8-positions has been evaluated in order to improve both the potency and the hydrophilicity of the originally synthesised molecules. The A(3) binding disposition of these compounds was also investigated through docking and 3D-QSAR studies.
authors.affiliation: Dipartimento di Scienze Farmaceutiche, Università di Ferrara, Via Fossato di Mortara 17-19, 44100 Ferrara, Italy. baraldi@dns.unife.it
authors.forename: Pier Giovanni
authors.initials: PG
authors.lastname: Baraldi
authors.forename: Delia
authors.initials: D
authors.lastname: Preti
authors.forename: Mojgan Aghazadeh
authors.initials: MA
authors.lastname: Tabrizi
authors.forename: Romeo
authors.initials: R
authors.lastname: Romagnoli
authors.forename: Giulia
authors.initials: G
authors.lastname: Saponaro
authors.forename: Stefania
authors.initials: S
authors.lastname: Baraldi
authors.forename: Maurizio
authors.initials: M
authors.lastname: Botta
authors.forename: Cesare
authors.initials: C
authors.lastname: Bernardini
authors.forename: Andrea
authors.initials: A
authors.lastname: Tafi
authors.forename: Tiziano
authors.initials: T
authors.lastname: Tuccinardi
authors.forename: Adriano
authors.initials: A
authors.lastname: Martinelli
authors.forename: Katia
authors.initials: K
authors.lastname: Varani
authors.forename: Pier Andrea
authors.initials: PA
authors.lastname: Borea
mesh_terms: D058918:Adenosine A3 Receptor Antagonists; D000818:Animals; D016466:CHO Cells; D002478:Cells, Cultured; D003198:Computer Simulation; D006224:Cricetinae; D003412:Cricetulus; D003627:Data Interpretation, Statistical; D015394:Molecular Structure; D011688:Purinones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D021281:Quantitative Structure-Activity Relationship; D043684:Receptor, Adenosine A3 / Q000378:metabolism
chemical_list: D058918:Adenosine A3 Receptor Antagonists; D011688:Purinones; D043684:Receptor, Adenosine A3