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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.


Darío A Bianchi, Guillermo Schmeda Hirschmann, Cristina Theoduloz, Andrea B J Bracca, Teodoro S Kaufman. Synthesis of tricyclic analogs of stephaoxocanidine and their evaluation as acetylcholinesterase inhibitors. Bioorganic & medicinal chemistry letters. 2005 Jun 2;15(11):2711-5

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PMID: 15878275

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