Synthesis of tricyclic analogs of stephaoxocanidine and their evaluation as acetylcholinesterase inhibitors.
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.
Bianchi
Darío A
DA
Instituto de Química Orgánica de Síntesis (CONICET-UNR) and Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario, Argentina.
Hirschmann
Guillermo Schmeda
GS
Theoduloz
Cristina
C
Bracca
Andrea B J
AB
Kaufman
Teodoro S
TS
D000110:Acetylcholinesterase / Q000187:drug effects*; D002800:Cholinesterase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D007546:Isoquinolines / Q000138:chemical synthesis* / Q000494:pharmacology*
D002800:Cholinesterase Inhibitors; D007546:Isoquinolines; C504931:stephaoxocanidine; D000110:Acetylcholinesterase