title: Design, synthesis, and melatoninergic activity of new azido- and isothiocyanato-substituted indoles.
abstract: To develop irreversibly binding ligands for the melatonin receptor(s) as tools for tracing the primary melatonin binding site, we report on the design and synthesis of new melatoninergic azido- and isothiocyanato-substituted indoles. All active compounds were partial agonists or antagonists in the Xenopus melanophore assay, the most potent being the 5-OMe C3-substituted azido 45 and isothiocyanato 46 analogues.
authors.affiliation: Faculty of Pharmacy, Department of Pharmaceutical Chemistry, University of Athens, Panepistimioupoli-Zografou, 157 71 Athens, Greece. tsotinis@pharm.uoa.gr
authors.forename: Andrew
authors.initials: A
authors.lastname: Tsotinis
authors.forename: Pandelis A
authors.initials: PA
authors.lastname: Afroudakis
authors.forename: Kathryn
authors.initials: K
authors.lastname: Davidson
authors.forename: Anjali
authors.initials: A
authors.lastname: Prashar
authors.forename: David
authors.initials: D
authors.lastname: Sugden
mesh_terms: D000818:Animals; D001386:Azides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D015195:Drug Design; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D017879:Isothiocyanates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D008024:Ligands; D008550:Melatonin / Q000378:metabolism*; D044094:Receptors, Melatonin / Q000819:agonists* / Q000037:antagonists & inhibitors*; D013329:Structure-Activity Relationship; D014982:Xenopus laevis
chemical_list: D001386:Azides; D007211:Indoles; D017879:Isothiocyanates; D008024:Ligands; D044094:Receptors, Melatonin; D008550:Melatonin