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Biosynthesis of fomannoxin in the root rotting pathogen Heterobasidion occidentale

Authors :
Hansson, David
Menkis, Audrius
Olson, Åke
Stenlid, Jan
Broberg, Anders
Karlsson, Magnus
Source :
Phytochemistry. Dec2012, Vol. 84, p31-39. 9p.
Publication Year :
2012

Abstract

Abstract: Fomannoxin is a biologically active benzohydrofuran, which has been suggested to be involved in the pathogenicity of the root rotting fungus Heterobasidion annosum sensu lato. The biosynthesis of fomannoxin was investigated through an isotopic enrichment study utilizing [1-13C]glucose as metabolic tracer. 13C NMR spectroscopic analysis revealed the labeling pattern and showed that the isoprene building block originates from the mevalonic acid pathway, whereas the aromatic motif is formed via the shikimic acid route by elimination of pyruvate from chorismic acid. A natural product, 4-hydroxy-3-(3-methylbut-2-enyl)benzaldehyde (1), was isolated and characterized, and was suggested to be a key intermediate in the biosynthesis of fomannoxin and related secondary metabolites previously identified from the H. annosum fungal species complex. [Copyright &y& Elsevier]

Details

Language :
English
ISSN :
00319422
Volume :
84
Database :
Academic Search Index
Journal :
Phytochemistry
Publication Type :
Academic Journal
Accession number :
82911343
Full Text :
https://doi.org/10.1016/j.phytochem.2012.08.008