title: Synthesis of tricyclic analogs of stephaoxocanidine and their evaluation as acetylcholinesterase inhibitors.
abstract: The synthesis of simplified analogs of the novel isoquinoline alkaloid stephaoxocanidine, carrying the oxazaphenalene ABC-ring system of the natural product, and their activity as inhibitors of the enzyme acetylcholinesterase, are reported. 5,6-Dimethoxy-7H -8-oxa-1-aza-phenalen-9-one (5) was as active as a Narcissus extract enriched in galantamine.
authors.affiliation: Instituto de Química Orgánica de Síntesis (CONICET-UNR) and Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario, Argentina.
authors.forename: Darío A
authors.initials: DA
authors.lastname: Bianchi
authors.forename: Guillermo Schmeda
authors.initials: GS
authors.lastname: Hirschmann
authors.forename: Cristina
authors.initials: C
authors.lastname: Theoduloz
authors.forename: Andrea B J
authors.initials: AB
authors.lastname: Bracca
authors.forename: Teodoro S
authors.initials: TS
authors.lastname: Kaufman
mesh_terms: D000110:Acetylcholinesterase / Q000187:drug effects*; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D002800:Cholinesterase Inhibitors; D007546:Isoquinolines; C504931:stephaoxocanidine; D000110:Acetylcholinesterase