13 research outputs found
New metabolically stable fatty acid amide ligands of cannabinoid receptors: synthesis and receptor affinity studies
We investigated the structure-activity relationships for the interactions of fatty acid amide analogs of the endocannabinoid anandamide with human recombinant cannabinoid receptors. Thirty-five novel fatty acid amides were synthesized using five different types of acyl chains and 11 different aromatic amine 'heads.' Although none of the new compounds was a more potent ligand than anandamide, we identified three amine groups capable of improving the metabolic stability of arachidonoylamides and their CBI/CB2 selectivity ratio to over 20-fold, and several aromatic amines capable of improving the affinity of short chain or monosaturated fatty acids for cannabinoid CBI receptors. For the first time a tertiary amide of arachidonic acid was found to possess moderate affinity (K, = 300 nM) for cannabinoid CBI, but not CB2, receptors
Structure-Activity Relationships and Computational Studies on PDE4 inhibitors
Supplement 1, Sci.Pharm. 73(2) (2005
Synthesis, structure-activity relationships, pharmacological studies and molecular modelling of novel PDE4 inhibitors
IPOTESI DI FARMACOFORO SU POTENZIALI PROFARMACI DEL GABA ATTRAVERSO TECNICHE DI CHIMICA COMPUTAZIONALI
New metabolically stable fatty acid amide ligands of cannabinoid receptors: synthesis and receptor affinity studies
We investigated the structure-activity relationships for the interactions of fatty acid amide analogs of the endocannabinoid anandamide with human recombinant cannabinoid receptors. Thirty-five novel fatty acid amides were synthesized using five different types of acyl chains and 11 different aromatic amine 'heads.' Although none of the new compounds was a more potent ligand than anandamide, we identified three amine groups capable of improving the metabolic stability of arachidonoylamides and their CBI/CB2 selectivity ratio to over 20-fold, and several aromatic amines capable of improving the affinity of short chain or monosaturated fatty acids for cannabinoid CBI receptors. For the first time a tertiary amide of arachidonic acid was found to possess moderate affinity (K, = 300 nM) for cannabinoid CBI, but not CB2, receptors