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Alice Borghini, Daniele Pietra, Michele Leonardi, Irene Giorgi and Anna M. Bianucci N-[9-(ortho-Fluorobenzyl)-2-Phenyl-8-Azapurin-6-yl]-Amides as Potent and Selective Ligands for A1 Adenosine Receptors Chemical Biology & Drug Design 82

Version of Record online: 21 JUN 2013 | DOI: 10.1111/cbdd.12131

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N-[9-(ortho-Fluorobenzyl)-2-phenyl-8-azapurin-6-yl]-amides were synthesized and tested for their affinity toward A1, A2A, and A3 adenosine receptors: the introduction of a fluorine atom at the ortho position of the 9-benzyl group generally enhanced the activity toward A1 subtype and did not significantly affect A2A and A3 affinity. Moreover, QSAR models able to rationally describe the receptor affinity trends were developed. Finally, a molecular docking study was carried out to assess hypothetical binding modes to A1 adenosine receptors.

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