Novel 8-(p-substituted-phenyl/benzyl)xanthines with selectivity for the A2A adenosine receptor possess bronchospasmolytic activity.
A new series of 8-(p-substituted-phenyl/benzyl)xanthines has been synthesized and evaluated in vitro for adenosine receptor binding affinity and in vivo for bronchospasmolytic effects. It was observed that the nature of substituent at para-position of 8-phenyl/benzyl group on the xanthine scaffold remarkably affects the binding affinity and selectivity of xanthine derivatives for various adenosine receptor subtypes and also their bronchospasmolytic effects. Newly synthesized 8-phenylxanthines displayed potent binding affinity and significant selectivity for A2A receptors and also produced potent bronchospasmolytic effects. Replacement of phenyl ring with benzyl moiety at C8 of xanthine skeleton resulted in notable reduction in adenosine receptor affinity and broncholytic effects.
['Yadav|Rakesh|R|', 'Bansal|Ranju|R|', 'Kachler|Sonja|S|', 'Klotz|K N|KN|']
D000818:Animals D001980:Bronchi D001993:Bronchodilator Agents D016466:CHO Cells D003412:Cricetulus D006168:Guinea Pigs D006801:Humans D008297:Male D011485:Protein Binding D043705:Receptor, Adenosine A2A D014970:Xanthines
Adenosine receptors Bronchospasmolytic activity 8-Phenylxanthines