Deoxynivalenol (DON) is one of several mycotoxins produced by certain Fusarium species that frequently infect corn, wheat, oats, barley, rice, and other grains in the field or during storage. The exposure risk to human is directly through foods of plant origin (cereal grains) or indirectly through foods of animal origin (kidney, liver, milk, eggs). It has been detected in buckwheat, popcorn, sorgum, triticale, and other food products including flour, bread, breakfast cereals, noodles, infant foods, pancakes, malt and beer. DON affects animal and human health causing acute temporary nausea, vomiting, diarrhea, abdominal pain, headache, dizziness, and fever. This review briefly summarizes toxicities of this mycotoxin as well as effects on reproduction and their antagonistic and synergic actions.
- MeSH
- Financing, Organized MeSH
- Fusarium pathogenicity MeSH
- Edible Grain MeSH
- Food Contamination statistics & numerical data MeSH
- Humans MeSH
- Mycotoxins poisoning toxicity MeSH
- Toxic Actions toxicity MeSH
- Trichothecenes poisoning toxicity MeSH
- Animals MeSH
- Check Tag
- Humans MeSH
- Animals MeSH
- Publication type
- Review MeSH
The co-occurrence of the major Fusarium mycotoxin deoxynivalenol (DON) and its conjugate deoxynivalenol-3-glucoside (DON-3-Glc) has been documented in infected wheat. This study reports on the fate of this masked DON within milling and baking technologies for the first time and compares its levels with those of the free parent toxin. The fractionation of DON-3-Glc and DON in milling fractions was similar, tested white flours contained only approximately 60% of their content in unprocessed wheat grains. No substantial changes of both target analytes occurred during the dough preparation process, i.e. kneading, fermentation, and proofing. However, when bakery improvers enzymes mixtures were employed as a dough ingredient, a distinct increase up to 145% of conjugated DON-3-Glc occurred in fermented dough. Some decrease of both DON-3-Glc and DON (10 and 13%, respectively, compared to fermented dough) took place during baking. Thermal degradation products of DON, namely norDON A, B, C, D, and DON-lactone were detected in roasted wheat samples and baked bread samples by means of UPLC-Orbitrap MS. Moreover, thermal degradation products derived from DON-3-Glc were detected and tentatively identified in heat-treated contaminated wheat and bread based on accurate mass measurement performed under the ultrahigh mass resolving power. These products, originating from DON-3-Glc through de-epoxidation and other structural changes in the seskviterpene cycle, were named norDON-3-Glc A, B, C, D, and DON-3-Glc-lactone analogically to DON degradation products. Most of these compounds were located in the crust of experimental breads.
- MeSH
- Bread analysis MeSH
- Fermentation MeSH
- Glucosides analysis MeSH
- Food Contamination analysis MeSH
- Food Handling methods MeSH
- Flour analysis MeSH
- Food Technology MeSH
- Triticum MeSH
- Trichothecenes analysis MeSH
- Cooking MeSH
- Hot Temperature MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
The fate of five Fusarium toxins--deoxynivalenol (DON), sum of 15- and 3-acetyl-deoxynivalenol (ADONs), HT-2 toxin (HT-2) representing the main trichothecenes and zearalenone (ZON) during the malting and brewing processes--was investigated. In addition to these 'free' mycotoxins, the occurrence of deoxynivalenol-3-glucoside (DON-3-Glc) was monitored for the first time in a beer production chain (currently, only DON and ZON are regulated). Two batches of barley, naturally infected and artificially inoculated with Fusarium spp. during the time of flowering, were used as a raw material for processing experiments. A highly sensitive procedure employing high-performance liquid chromatography coupled with tandem mass spectrometry (LC-MS/MS) was validated for the analysis of 'free' Fusarium mycotoxins and DON-conjugate in all types of matrices. The method was also able to detect nivalenol (NIV), fusarenon-X (FUS-X) and T-2 toxin (T-2); nevertheless, none of these toxins was found in any of the samples. While steeping of barley grains (the first step in the malting process) apparently reduced Fusarium mycotoxin levels to below their quantification limits (5-10 microg kg(-1)), their successive accumulation occurred during germination. In malt, the content of monitored mycotoxins was higher compared with the original barley. The most significant increase was found for DON-3-Glc. During the brewing process, significant further increases in levels occurred. Concentrations of this 'masked' DON in final beers exceeded 'free' DON, while in malt grists this trichothecene was the most abundant, with the DON/DON-3-Glc ratio being approximately 5:1 in both sample series. When calculating mass balance, no significant changes were observed during brewing for ADONs. The content of DON and ZON slightly decreased by a maximum of 30%. Only traces of HT-2 were detected in some processing intermediates (wort after trub removal and green beer).
Fusarium toxins, Alternaria toxins, and ergot alkaloids represent common groups of mycotoxins that can be found in cereals grown under temperate climatic conditions. Because most of them are chemically and thermally stable, these toxic fungal secondary metabolites might be transferred from grains into the final products. To get information on the commensurate contamination of various cereal-based products collected from the Czech retail market in 2010, the occurrence of "traditional" mycotoxins such as groups of A and B trichothecenes and zearalenone, less routinely determined Alternaria toxins (alternariol, alternariol monomethyl ether and altenuene), ergot alkaloids (ergosine, ergocryptine, ergocristine, and ergocornine) and "emerging" mycotoxins (enniatins A, A1, B, and B1 and beauvericin) were monitored. In a total 116 samples derived from white flour and mixed flour, breakfast cereals, snacks, and flour, only trichothecenes A and B and enniatins were found. Deoxynivalenol was detected in 75% of samples with concentrations ranging from 13 to 594 μg/kg, but its masked form, deoxynivalenol-3-β-d-glucoside, has an even higher incidence of 80% of samples, and concentrations ranging between 5 and 72 μg/kg were detected. Nivalenol was found only in three samples at levels of 30 μg/kg. For enniatins, all of the samples investigated were contaminated with at least one of four target enniatins. Enniatin A was detected in 97% of samples (concentration range of 20-2532 μg/kg) followed by enniatin B with an incidence in 91% of the samples (concentration range of 13-941 μg/kg) and enniatin B1 with an incidence of 80% in the samples tested (concentration range of 8-785 μg/kg). Enniatin A1 was found only in 44% of samples at levels ranging between 8 and 851 μg/kg.
- MeSH
- Depsipeptides analysis MeSH
- Glucosides analysis MeSH
- Mass Spectrometry MeSH
- Edible Grain chemistry MeSH
- Food Contamination analysis MeSH
- Flour analysis MeSH
- Mycotoxins analysis MeSH
- Trichothecenes analysis MeSH
- Chromatography, High Pressure Liquid MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
- Geographicals
- Czech Republic MeSH
Deoxynivalenol (DON), the most commonly occurring trichothecene in nature, may affect animal and human health through causing diarrhea, vomiting, gastrointestinal inflammation, and immunomodulation. DON-3-glucoside (DON-3G) as a major plant metabolite of the mycotoxin is another "emerging" food safety issue in recent years. Humans may experience potential health risks by consuming DON-contaminated food products. Thus, it is crucial for human and animal health to study also the degradation of DON and DON-3G during thermal food processing. Baking, boiling, steaming, frying, and extrusion cooking are commonly used during thermal food processing and have promising effects on the reduction of mycotoxins in food. For DON, however, the observed effects of these methods, as reported in numerous studies, are ambiguous and do not present a clear picture with regard to reduction or transformation. This review summarized the influence of thermal processing on the stability of DON and the formation of degradation/conversion products. Besides this, also a release of DON and DON-3G from food matrix as well as the release of DON from DON-3G during processing is discussed. In addition, some conflicting findings as reported from the studies on thermal processing as well as cause-effect relationships of the different thermal procedures are explored. Finally, the potential toxic profiles of DON degradation products are discussed as well when data are available.
Co-occurrence of deoxynivalenol (DON) with other DON derivatives/metabolites and other Fusarium toxins, including zearalenone, nivalenol and as well as other mycotoxins (e.g. fumonisins) is frequently observed in food and feed. DON-3ß-glucopyranoside (DON-3-glucoside) was described as detoxification product of DON in wheat. This mycotoxin conjugate was observed in maize, barley, malt, beer and wort. Digestion of this conjugate in intestine is still unclear but due to possibility to release DON after hydrolysis is considered as potential masked mycotoxin. DON is analytically quantified by various methods and also with immunochemical methods. There is no available information about specificity of anti-DON antibodies used in commercial ELISA kits with DON-3-glucoside. Preliminary testing of anti-DON monoclonal antibodies used in ELISA kits RIDASCREEN®DON (R-Biopharm AG, Germany) approved a hypothesis that these antibodies have high relative cross reactivity with DON-3-glucoside. In two repeated tests cross reaction 82 and 98% were observed. Analytical results produced by these ELISA kits can be interpreted as an approximate sum of both mycotoxins. Described cross reactivity can lead to overestimating of DON concentration. Over these cross reactions immunochemical methods are mentioned still valuable for quantitative screening and even for an initial exposure assessment in situations when there are practical or economical reasons not to use another analytical method with a reasonable low limit of quantification (< 50 ppb).
- MeSH
- Enzyme-Linked Immunosorbent Assay methods utilization MeSH
- Fusarium isolation & purification MeSH
- Risk Assessment methods standards utilization MeSH
- Immunoassay methods utilization MeSH
- Immunochemistry methods standards MeSH
- Data Interpretation, Statistical MeSH
- Antibodies, Monoclonal diagnostic use MeSH
- Mycotoxins isolation & purification adverse effects toxicity MeSH
- Trichothecenes diagnostic use MeSH
- Cross Reactions immunology MeSH
Deoxynivalenol (DON) is one of the most abundant mycotoxins in contaminated food and feed worldwide. It is toxic to humans and inhibits DNA, RNA and protein synthesis. In this review, the metabolism of DON and its exposure in humans from different regions are summarized. Conjugated products DON-3-glucuronide, DON-15-glucuronide, and DON-7-glucuronide are found to be the major metabolites in humans. Human exposure of DON shows some regional differences due to the different DON levels in cereal-based foods and the food intake habits. C12,13-deepoxy metabolite, DOM-1 can be found in most French populations but is rarely detected in UK adults. Spanish exposes lower DON levels than the UK populations. A very high DON exposure is detected in South Africa and Linxian, China. Fetus is shown to expose to DON during pregnancy in human. This review will provide global information of DON metabolism and exposure in humans and facilitate the mycotoxin control strategies.
- MeSH
- Glucuronides * metabolism urine MeSH
- Edible Grain poisoning adverse effects MeSH
- Humans MeSH
- Mycotoxins * analysis metabolism MeSH
- Feeding Behavior MeSH
- Trichothecenes * metabolism MeSH
- Environmental Exposure MeSH
- Check Tag
- Humans MeSH
- Publication type
- Research Support, Non-U.S. Gov't MeSH
- Review MeSH
The co-occurrence of deoxynivalenol-3-glucoside with its parent toxin, deoxynivalenol, has been recently documented in many cereal-based foods, especially in those produced by enzyme-catalyzed processes. The presence of this masked mycotoxin in the human diet has become an issue of health concern, mainly because of its assumed bioavailability. A selective immunoaffinity-based preconcentration strategy, followed by ultrahigh-performance liquid chromatography coupled with high-resolution orbitrap mass spectrometry, revealed that, in addition to the most common deoxynivalenol-3-glucoside, also oligoglycosylated deoxynivalenols with up to four bound hexose units were present in cereal-based products. The structure, origination, and fate of these deoxynivalenol conjugates during malt/beer production and bread baking have been thoroughly investigated. Special attention has been paid to the changes of deoxynivalenol conjugates enabled by industrial glycosidase-based enzymatic preparations. To the authors' best knowledge, this is the first study documenting the complexity of masked deoxynivalenol issue.
- MeSH
- Bread analysis MeSH
- Fusarium metabolism MeSH
- Glucosides chemistry MeSH
- Edible Grain chemistry MeSH
- Food Contamination analysis MeSH
- Molecular Structure MeSH
- Mycotoxins chemistry metabolism MeSH
- Beer analysis MeSH
- Trichothecenes chemistry MeSH
- Publication type
- Journal Article MeSH
- Research Support, Non-U.S. Gov't MeSH
This paper describes determination of the deoxynivalenol and ergosterol in samples from different varieties of barley and, consequently, malt produced from this barley. In total, 20 samples of barley and 20 samples of barley malt were analyzed. The alkaline hydrolysis with consequent extraction into hexane was applied to obtain the ergosterol from cereals. Extraction to acetonitrile/water and subsequent solid-phase extraction (SPE) were used for deoxynivalenol. The determination of the samples was performed on high-performance liquid chromatography using UV detection (ergosterol) and mass spectrometric detection (deoxynivalenol). The influence of the malting process on the production of two compounds of interest was assessed from obtained results. Ergosterol concentration ranged 0.88-15.87 mg/kg in barley and 2.63-34.96 mg/kg in malt, where its content increased to 95% compared to samples before malting. The malting process was observed as having a significant effect on ergosterol concentration (P = 0.07). The maximum concentration of deoxynivalenol was found to be 641 microg/kg in barley and 499 microg/kg in malt. Its concentration was lower than the legislative limit for unprocessed cereals (1,250 microg/kg). The statistic effect of the malting process on deoxynivalenol production was not found. Linear correlation between ergosterol and deoxynivalenol content was found to be very low (barley R = 0.02, malt R = 0.01). The results revealed that it is not possible to consider the ergosterol content as the indicator of deoxynivalenol contamination of naturally molded samples.
Deoxynivalenol (DON) is one of the most common mycotoxins produced by field fungi (especially Fusarium). Contamination of livestock feed is a significant risk factor, especially for pigs that are highly susceptible to the toxic effects of deoxynivalenol. In this study, validated ultra-high performance liquid chromatography (U-HPLC) combined with a HR-Orbitrap-MS analysis method is described for the identification and quantitative determination of the mycotoxin compounds (DON and deepoxy-deoxynivalenol (DOM-1)) in pig colostrum (milk) and serum. Pre-treatment of the samples involved a deproteinisation step with methanol followed by a purification step by solid phase extraction (HLB cartridges). The chromatographic separation was performed on a C18 column with 1.7 μm-particle size using a water-methanol mobile phase. Detection of analytes was achieved on the tandem hybrid mass spectrometer Q Exactive, with a heated electrospray ionisation probe measured in positive mode (H-ESI+). For the confirmation of identification, a mass spectrometer was utilized in the full scan mode with resolving power (PR) = 140,000 (FWHM) and for quantification analysis, it was utilized in the parallel reaction monitoring mode (PRM). The method has been fully validated according to the requirements of Commission Decision 2002/657/EC for confirmatory analyses, plus the addition of a mass accuracy (MA) parameter. For the confirmation of the presence of these analytes in pig colostrum and serum, matching of the retention time with mass accuracy for the precursor ion from MS and product ions from MS/MS was used. A deuterium isotopically labelled internal standard and a matrix-matched calibration curve were employed for quantification. The linear range of quantification was 0.5-20 μg L-1 and the correlation coefficient (R2) was >0.999 for all calibrations. The limit of detection for DON and DOM-1 in colostrum was 0.48 μg L-1 and 0.54 μg L-1, respectively, and in serum 0.24 μg L-1 and 0.36 μg L-1, respectively. The limit of quantification for DON and DOM-1 in colostrum was 0.80 μg L-1 and 0.89 μg L-1, respectively, and in serum 0.39 μg L-1 and 0.60 μg L-1, respectively. The method was successfully evaluated using the obtained samples of pig colostrum and serum.
- MeSH
- Chromatography, Liquid methods MeSH
- Colostrum chemistry MeSH
- Food Contamination analysis MeSH
- Animal Feed MeSH
- Limit of Detection MeSH
- Linear Models MeSH
- Swine MeSH
- Reproducibility of Results MeSH
- Tandem Mass Spectrometry methods MeSH
- Pregnancy MeSH
- Trichothecenes analysis MeSH
- Animals MeSH
- Check Tag
- Pregnancy MeSH
- Female MeSH
- Animals MeSH
- Publication type
- Journal Article MeSH
