title: Design, synthesis, and pharmacological effects of structurally simple ligands for MT(1) and MT(2) melatonin receptors.
abstract: A series of phenoxyalkyl and phenylthioalkyl amides were prepared as melatoninergic ligands. Modulation of affinity of the newly synthesized compound by applying SARs around the terminal amide moiety, the alkyl chain, and the methoxy group on the aromatic ring provides compounds with nanomolar affinity for both melatonin receptor subtypes. Affinity towards MT(1) and MT(2) receptors were modulated also exploiting chirality. The investigation of intrinsic activity revealed that all the tested compounds behave as full or partial agonists.
authors.affiliation: Dipartimento Farmaco-Chimico, Università degli Studi di Bari, Via E. Orabona 4, 70126 Bari, Italy. carocci@farmchim.uniba.it
authors.forename: Alessia
authors.initials: A
authors.lastname: Carocci
authors.forename: Alessia
authors.initials: A
authors.lastname: Catalano
authors.forename: Angelo
authors.initials: A
authors.lastname: Lovece
authors.forename: Giovanni
authors.initials: G
authors.lastname: Lentini
authors.forename: Andrea
authors.initials: A
authors.lastname: Duranti
authors.forename: Valeria
authors.initials: V
authors.lastname: Lucini
authors.forename: Marilou
authors.initials: M
authors.lastname: Pannacci
authors.forename: Francesco
authors.initials: F
authors.lastname: Scaglione
authors.forename: Carlo
authors.initials: C
authors.lastname: Franchini
mesh_terms: D000577:Amides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D000818:Animals; D016466:CHO Cells; D006224:Cricetinae; D003412:Cricetulus; D015195:Drug Design; D008024:Ligands; D008550:Melatonin / Q000737:chemistry; D044122:Receptor, Melatonin, MT1 / Q000378:metabolism*; D044123:Receptor, Melatonin, MT2 / Q000378:metabolism*; D013329:Structure-Activity Relationship
chemical_list: D000577:Amides; D008024:Ligands; D044122:Receptor, Melatonin, MT1; D044123:Receptor, Melatonin, MT2; D008550:Melatonin