Synthesis of new N(6)-substituted 2-phenyl-8-azaadenosines. Their affinity for adenosine A1 and A2 receptors. A comparison with the corresponding 2-phenyl-9-benzyl-8-azaadenines. VI.
Comparison of the affinity towards adenosine receptors of 2-phenyl-8-azaadenosines, bearing a lipophilic substituent on N(6), with the corresponding 2-phenyl-8-azaadenines was carried out. The compounds have good A1 affinity and high A1 selectivity. The obtained Ki(rib)/Ki(benz) ratios for A1 receptors, which showed variable values depending on the structure of the N(6) substituent, confirmed that 2-phenyl-8-azaadenines are characterized by greater freedom inside A1 receptors. This situation may be a favourable test of the hypothesized double disposition of these exogenous molecules within A1 receptors.
Biagi
G
G
Dipartimento di Scienze Farmaceutiche, Facoltà di Farmacia, Università di Pisa.
Giorgi
I
I
Livi
O
O
Scartoni
V
V
Lucacchini
A
A
Martini
C
C
Tacchi
P
P
D000225:Adenine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000378:metabolism; D000241:Adenosine / Q000138:chemical synthesis* / Q000378:metabolism; D000818:Animals; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000378:metabolism; D018047:Receptors, Purinergic P1 / Q000378:metabolism*; D012756:Sheep; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D001372:Aza Compounds; D018047:Receptors, Purinergic P1; D000225:Adenine; D000241:Adenosine; C006654:8-azaadenine