PubMed · 1993 · 12 citations · 0 references
MedicineMedicinal ChemistryPharmacologyDrug DiscoveryMolecular PharmacologyStructure-activity RelationshipsDrug-receptor InteractionsLigand BindingReceptor BindingReceptor ModelingReceptor PharmacologyReceptor-ligand InteractionsChemical Structure-activity RelationshipsLigand Design For ReceptorsLigand-receptor AffinityReceptor Affinity RegulationReceptor-ligand SelectivityReceptor-ligand Structural BiologyReceptor-specific LigandsStructure-based Ligand Design
A series of 1,3-disubstituted[1]benzopyrano[2,3-c]pyrazol-4-ones were synthesized and tested in vitro as A1 and A2 adenosine receptor ligands. The binding results and a molecular modelling study indicated that the presence of a proton donor group in the N6-H region of adenosine and the 7-NH region of xanthine, respectively and occupancy of the A2 lipophilic area by a moiety endowed with an electrostatic effect are essential for receptor affinity and A2-selectivity.