title: Synthesis, 5-HT1A and 5-HT2A receptor affinity of new 1-phenylpiperazinylpropyl derivatives of purine-2,6- and pyrrolidine-2,5-diones.
abstract: Two series of 1-phenylpiperazinylpropyl derivatives 10, 11, 16, 17 and 19-24, structurally related to previously described 5-HT1A or 5-HT2A ligands 4 and 1, respectively, were synthesized and their binding properties were determined. Structural modifications which involved 1,3-diazepine ring opening in 4 (compounds 10, 11, 15, 16) and replacement of spiroalkyl moiety in 1 by aryl substituent (19-24) did not improve binding affinity and selectivity of the tested compounds. The results showed, however, that the diazepine ring present in 4 or spiroalkyl ring in 1 are important for high 5-HT1A or 5-HT2A binding affinity and selectivity of these compounds.
authors.affiliation: Department of Pharmaceutical Chemistry, Collegium Medicum of Jagiellonian University, Krakow, Poland.
authors.forename: M
authors.initials: M
authors.lastname: Pawłowski
authors.forename: G
authors.initials: G
authors.lastname: Chłoń
authors.forename: J
authors.initials: J
authors.lastname: Obniska
authors.forename: A
authors.initials: A
authors.lastname: Zejc
authors.forename: S
authors.initials: S
authors.lastname: Charakchieva-Minol
authors.forename: M J
authors.initials: MJ
authors.lastname: Mokrosz
mesh_terms: D000818:Animals; D002855:Chromatography, Thin Layer; D066298:In Vitro Techniques; D007202:Indicators and Reagents; D008024:Ligands; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011687:Purines / Q000138:chemical synthesis* / Q000494:pharmacology; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000494:pharmacology; D011869:Radioligand Assay; D051381:Rats; D044402:Receptor, Serotonin, 5-HT2A; D011985:Receptors, Serotonin / Q000187:drug effects*; D044263:Receptors, Serotonin, 5-HT1; D018490:Serotonin Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D013056:Spectrophotometry, Ultraviolet
chemical_list: D007202:Indicators and Reagents; D008024:Ligands; D011687:Purines; D011759:Pyrrolidines; D044402:Receptor, Serotonin, 5-HT2A; D011985:Receptors, Serotonin; D044263:Receptors, Serotonin, 5-HT1; D018490:Serotonin Agents