Synthesis of crambescin B carboxylic acid, a potent inhibitor of voltage-gated sodium channels.
نویسندگان
چکیده
The stereocontrolled synthesis of a racemic carboxylic acid of crambescin B, a marine alkaloid, is described. The synthesis features two highly stereoselective reactions: (I) palladium-catalyzed hydroxymethylation of an alkynyl aziridine having an N-guanidino group and (II) cascade bromocyclization providing a spiro-hemiaminal structure. The cell-based colorimetric assay showed that the synthesized carboxylic acid exhibited a potent inhibitory activity on voltage-gated sodium channels.
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ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 12 1 شماره
صفحات -
تاریخ انتشار 2014