Structure-activity relationship studies of a new series of imidazo[2,1-f] purinones as potent and selective As 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 dif...

Full description

Saved in:
Bibliographic Details
Published in:Bioorganic & medicinal chemistry 2008-12, Vol.16 (24), p.10281-10294
Main Authors: GIOVANNI BARALDI, Pier, PRETI, Delia, MARTINELLI, Adriano, VARANI, Katia, BOREA, Pier Andrea, AGHAZADEH TABRIZI, Mojgan, ROMAGNOLI, Romeo, SAPONARO, Giulia, BARALDI, Stefania, BOTTA, Maurizio, BEMARDINI, Cesare, TAFI, Andrea, TUCCINARDI, Tiziano
Format: Article
Language:English
Subjects:
Adenosine A3 Receptor Antagonists
Animals
Biological and medical sciences
Cells, Cultured
CHO Cells
Computer Simulation
Cricetinae
Cricetulus
Data Interpretation, Statistical
Medical sciences
Molecular Structure
Neuropharmacology
Neurotransmitters. Neurotransmission. Receptors
Peptidergic system (neuropeptide, opioid peptide, opiates...). Adenosinergic and purinergic systems
Pharmacology. Drug treatments
Purinones - chemical synthesis
Purinones - chemistry
Purinones - pharmacology
Quantitative Structure-Activity Relationship
Receptor, Adenosine A3 - metabolism
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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.
ISSN:0968-0896
1464-3391
DOI:10.1016/j.bmc.2008.10.049