title: Synthesis, biological assays and QSAR studies of N-(9-benzyl-2-phenyl-8-azapurin-6-yl)-amides as ligands for A1 adenosine receptors.
abstract: 2-Phenyl-9-benzyl-8-azapurines, bearing at the 6 position an amido group interposed between the 8-azapurine moiety and an alkyl or a substituted phenyl group, have been synthesised and assayed as ligands for adenosine receptors. All the compounds show high affinity for the A(1) adenosine receptor, and many of them also show a good selectivity for A(1) with respect to A(2A) and A(3) adenosine receptors. Based on the quite rich library containing such compounds and relevant biological data, QSAR models, able to rationalise the results and to give a quantitative estimate of the observed trends were also developed. The obtained models can assist in the design of new compounds selectively active on A(1) adenosine receptor.
authors.affiliation: Dipartimento di Scienze Farmaceutiche, Università di Pisa, Pisa, Italy. igiorgi@farm.unipi.it
authors.forename: Irene
authors.initials: I
authors.lastname: Giorgi
authors.forename: Michele
authors.initials: M
authors.lastname: Leonardi
authors.forename: Daniele
authors.initials: D
authors.lastname: Pietra
authors.forename: Giuliana
authors.initials: G
authors.lastname: Biagi
authors.forename: Alice
authors.initials: A
authors.lastname: Borghini
authors.forename: Ilaria
authors.initials: I
authors.lastname: Massarelli
authors.forename: Osele
authors.initials: O
authors.lastname: Ciampi
authors.forename: Anna Maria
authors.initials: AM
authors.lastname: Bianucci
mesh_terms: D058916:Adenosine A1 Receptor Antagonists; D058917:Adenosine A2 Receptor Antagonists; D058918:Adenosine A3 Receptor Antagonists; D000818:Animals; D007700:Kinetics; D008024:Ligands; D011687:Purines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D021281:Quantitative Structure-Activity Relationship; D051381:Rats; D043682:Receptor, Adenosine A1 / Q000737:chemistry; D043705:Receptor, Adenosine A2A / Q000737:chemistry; D043684:Receptor, Adenosine A3 / Q000737:chemistry
chemical_list: D058916:Adenosine A1 Receptor Antagonists; D058917:Adenosine A2 Receptor Antagonists; D058918:Adenosine A3 Receptor Antagonists; D008024:Ligands; D011687:Purines; D043682:Receptor, Adenosine A1; D043705:Receptor, Adenosine A2A; D043684:Receptor, Adenosine A3