Unprecedented chemical structure and biomimetic synthesis of erucalexin, a phytoalexin from the wild crucifer Erucastrum gallicum?

Organic & Biomolecular Chemistry Pub Date: 2006-01-05 DOI: 10.1039/B515331J

Abstract

The isolation, structure determination, total synthesis and antifungal activity of erucalexin, a novel phytoalexin produced by the wild crucifer dog mustard are described. Erucalexin is a structurally unique plant alkaloid, representing the first example of a spiro[2H-indole-2,5′(4′H)-thiazol]-3-one, likely derived from a C-3–C-2 carbon migration in a 3-substituted indolyl nucleus.

Graphical abstract: Unprecedented chemical structure and biomimetic synthesis of erucalexin, a phytoalexin from the wild crucifer Erucastrum gallicum
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