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 DASM1. After isolation, DAS-M1 was characterized with LCHR-MS and LCMS/MS and structurally elucidated with 1H, 13C, and 2D NMR. Potatoes were inoculated with F. sambucinum, and the infected potatoes were cooked at 100 or 121 C, respectively. A reduction of 4,15-diacetoxyscirpenol from about 26% (1 h at 100 C) to 100% (4 h at 121 C) was detected by means of LCMS/ 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.
Isolation and Characterization of a New Less-Toxic Derivative of theFusariumMycotoxin Diacetoxyscirpenol after Thermal Treatment / Mehrdad Shams;Rudolf Mitterbauer;Roberto Corradini;Gerlinde Wiesenberger;Chiara Dall’Asta;Rainer Schuhmacher;Rudolf Krska;Gerhard Adam;Franz Berthiller. - In: JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY. - ISSN 0021-8561. - 59(2011), pp. 9709-9714. [10.1021/jf2022176]
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