Issue 5, 2001

Metabolites of the higher fungi. Part 32.1 Rosnecatrone, a phytotoxic bicyclo[4.1.0]hept-3-en-2-one from the fungus Rosellinia necatrix Prill

Abstract

Rosnecatrone 7 is a phytotoxic metabolite isolated from cultures of a virulent strain of the fungus Rosellinia necatrix. The compound is identified as 5-hydroxy-4-hydroxymethyl-1-(1-hydroxy-3-methylbut-2-enyl)-3-[(E )-propenyl]-7-oxabicyclo[4.1.0]hept-3-en-2-one by chemical and physical methods. The absolute configuration is determined and the X-ray structure of its borohydride reduced derivative, rosnecatrol 10 as the tetra-acetate is described.

Graphical abstract: Metabolites of the higher fungi. Part 32.1 Rosnecatrone, a phytotoxic bicyclo[4.1.0]hept-3-en-2-one from the fungus Rosellinia necatrix Prill

Supplementary files

Article information

Article type
Paper
Submitted
11 Oct 2000
Accepted
17 Jan 2001
First published
08 Feb 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 537-542

Metabolites of the higher fungi. Part 32. Rosnecatrone, a phytotoxic bicyclo[4.1.0]hept-3-en-2-one from the fungus Rosellinia necatrix Prill

R. L. Edwards, D. J. Maitland, I. J. Scowen, A. J. T. De Sousa and A. J. S. Whalley, J. Chem. Soc., Perkin Trans. 1, 2001, 537 DOI: 10.1039/B008195G

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