Structure-activity relationship studies of a new series of imidazo[2,1-f]purinones as potent and selective A(3) adenosine receptor antagonists.
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.
Baraldi
Pier Giovanni
PG
Dipartimento di Scienze Farmaceutiche, Università di Ferrara, Via Fossato di Mortara 17-19, 44100 Ferrara, Italy. baraldi@dns.unife.it
Preti
Delia
D
Tabrizi
Mojgan Aghazadeh
MA
Romagnoli
Romeo
R
Saponaro
Giulia
G
Baraldi
Stefania
S
Botta
Maurizio
M
Bernardini
Cesare
C
Tafi
Andrea
A
Tuccinardi
Tiziano
T
Martinelli
Adriano
A
Varani
Katia
K
Borea
Pier Andrea
PA
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
D058918:Adenosine A3 Receptor Antagonists; D011688:Purinones; D043684:Receptor, Adenosine A3