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Shams, M; Mitterbauer, R; Corradini, R; Wiesenberger, G; Dall'Asta, C; Schuhmacher, R; Krska, R; Adam, G; Berthiller, F.
(2011): Isolation and Characterization of a New Less-Toxic Derivative of the Fusarium Mycotoxin Diacetoxyscirpenol after Thermal Treatment
J AGR FOOD CHEM. 2011; 59(17): 9709-9714. FullText FullText_BOKU

Abstract:
Trichothecenes are an important class of mycotoxins that act as potent protein synthesis inhibitors in eukaryotic organisms. The compound 4,15-diacetoxyscirpenol is highly toxic for plants and animals. Potatoes are especially prone to be contaminated with 4,15-diacetoxyscirpenol after infection with Fusarium sambucinum. In the current study, the reduction of 4,15-diacetoxyscirpenol during thermal treatment in aqueous solution was monitored. A new derivative was detected and named DASM I. After isolation, DAS-M1 was characterized with LC-HR-MS and LC-MS/MS and structurally elucidated with (1)H, (13)C, and 2D NMIR Potatoes were inoculated with F. sambucinum, and the infected potatoes were cooked at 100 or 121 degrees C, respectively. A reduction of 4,15-diacetoxyscirpenol from about 26% (1 h at 100 degrees C) to 100% (4 h at 121 degrees C) was detected by means of LC-MS/MS analysis. The effects of different pH values on the reduction of 4,15-diacetoxyscirpenol were investigated, showing higher conversion rates at more acidic pH values. In addition, the toxicity of 4,15-diacetoxyscirpenol and DAS-M1 was compared in vitro using a wheat germ transcription/translation assay and in vivo on Saccharomyces cerevisiae. The results show that the inhibitory effect of DAS-M1 on yeast growth is about 50 times lower and inhibition of protein synthesis is about 100 times lower than that of 4,15-diacetoxyscirpenol.
Authors BOKU Wien:
Adam Gerhard
Berthiller Franz
Krska Rudolf
Schuhmacher Rainer
Shams Mehrdad
Wiesenberger Gerlinde
BOKU Gendermonitor:

Find related publications in this database (using NML MeSH Indexing)
Coumarins/metabolism*
Food Contamination/analysis*
Heterocyclic Compounds, 4 or More Rings/analysis*
Heterocyclic Compounds, 4 or More Rings/chemistry
Heterocyclic Compounds, 4 or More Rings/toxicity*
Hot Temperature*
Hydrogen-Ion Concentration
Mycotoxins/analysis
Plant Tubers/chemistry
Plant Tubers/microbiology
Saccharomyces cerevisiae/drug effects
Solanum tuberosum/chemistry*
Solanum tuberosum/microbiology

Find related publications in this database (Keywords)
diacetoxyscirpenol
trichothecene
mycotoxin
detoxification
potatoes
Fusarium


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