Journal of Medicinal Chemistry · 1987 · 28 citations · 0 references
PharmacyChemistryPharmacologyMolecular PharmacologyPharmacodynamicsStructure-activity RelationshipsMolecular DescriptorsMolecular SimilarityQualitative Structure-activity RelationshipsQuantitative Structure-activity RelationshipsStructure-activity Relationship AnalysisChemical Structure-activity RelationshipsHydrophobic BioisosteresHydrophobic DescriptorsHydrophobic FeaturesHydrophobic InteractionsHydrophobic Ligand DensityHydrophobicity DescriptorsPhysicochemical Property Effects On Activity
The synthesis of some selected PAF-acether homologues with an alkoxy-chain length from C1 to C20 in position 1 is described. All agonist activities are closely correlated among themselves and with the calculated fatty-chain hydrophobicity. After a discussion on recent published results and comparison with our data, we conclude that the ether oxide function is absolutely essential at the glycerol 1-position for potent agonist activity and that potency correlates well with hydrophobicity parameters. We indicate the importance of steric and configurational constraints.