Jump to main content
Jump to site search

Issue 1, 2014
Previous Article Next Article

Synthesis of crambescin B carboxylic acid, a potent inhibitor of voltage-gated sodium channels

Author affiliations

Abstract

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.

Graphical abstract: Synthesis of crambescin B carboxylic acid, a potent inhibitor of voltage-gated sodium channels

Back to tab navigation

Supplementary files

Publication details

The article was received on 08 Oct 2013, accepted on 30 Oct 2013 and first published on 30 Oct 2013


Article type: Communication
DOI: 10.1039/C3OB42017E
Citation: Org. Biomol. Chem., 2014,12, 53-56
  •   Request permissions

    Synthesis of crambescin B carboxylic acid, a potent inhibitor of voltage-gated sodium channels

    A. Nakazaki, Y. Ishikawa, Y. Sawayama, M. Yotsu-Yamashita and T. Nishikawa, Org. Biomol. Chem., 2014, 12, 53
    DOI: 10.1039/C3OB42017E

Search articles by author

Spotlight

Advertisements