Isolation and Structure Elucidation of Pentahydroxyscirpene, a Trichothecene Fusarium Mycotoxin
Author(s) -
Philipp Fruhmann,
Hannes Mikula,
Gerlinde Wiesenberger,
Elisabeth Varga,
Daniel Lumpi,
Berthold Stöger,
Georg Häubl,
Marc Lemmens,
Franz Berthiller,
Rudolf Krska,
Gerhard Adam,
Christian Hametner,
Johannes Fröhlich
Publication year - 2013
Publication title -
journal of natural products
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.976
H-Index - 139
eISSN - 1520-6025
pISSN - 0163-3864
DOI - 10.1021/np4008365
Subject(s) - trichothecene , fusarium , mycotoxin , two dimensional nuclear magnetic resonance spectroscopy , stereochemistry , toxin , chemistry , sesquiterpene , biology , botany , biochemistry , food science
Pentahydroxyscirpene, a novel trichothecene-type compound, was isolated from Fusarium-inoculated rice. The structure of pentahydroxyscirpene was elucidated by 1D and 2D NMR spectroscopy and X-ray single-crystal diffraction. The conformation in solution was determined by NOESY experiments supported by quantum chemical calculations. In vitro toxicity tests showed that pentahydroxyscirpene inhibits protein synthesis as do other trichothecenes.
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