scholarly journals Structure Elucidation and Toxicity Analysis of the Degradation Products of Deoxynivalenol by Gaseous Ozone

Toxins ◽  
2019 ◽  
Vol 11 (8) ◽  
pp. 474 ◽  
Author(s):  
Mengmeng Li ◽  
Erqi Guan ◽  
Ke Bian

Fusarium Head Blight (FHB) or scab is a fungal disease of cereal grains. Wheat scab affects the yield and quality of wheat and produces mycotoxins such as deoxynivalenol (DON), which can seriously threaten human and animal health. In this study, gaseous ozone was used to degrade DON in wheat scab and the degradation products of ozonolysis were analyzed by ultra-performance liquid chromatography quadrupole-orbitrap mass spectrometry (UHPLC Q-Orbitrap). Toxicology analyses of the degradation products were also studied using structure-activity relationships. Ozone (8 mg L−1 concentration) was applied to 2 μg mL−1 of DON in ultrapure water, resulted in 95.68% degradation within 15 s. Ten ozonized products of DON in ultrapure water were analyzed and six main products (C15H18O7, C15H18O9, C15H22O9, C15H20O10, C15H18O8, and C15H20O9) were analyzed at varying concentrations of ozone and DON. Structural formulae were assigned to fragmentation products generated by MS2 and Mass Frontier® software. According to structure-activity relationship studies, the toxicities of the ozonized products were significantly decreased due to de-epoxidation and the attack of ozone at the C9-10 double bond in DON. Based on the results of the study above, we can find that gaseous ozone is an efficient and safe technology to degrade DON, and these results may provide a theoretical basis for the practical research of detoxifying DON in scabby wheat and other grains.

Toxins ◽  
2021 ◽  
Vol 13 (8) ◽  
pp. 516
Author(s):  
Alexandra C. Weaver ◽  
Daniel M. Weaver ◽  
Nicholas Adams ◽  
Alexandros Yiannikouris

Mycotoxins contaminate crops worldwide and play a role in animal health and performance. Multiple mycotoxins may co-occur which may increase the impact on the animal. To assess the multiple mycotoxin profile of corn (Zea mays), we conducted a 7-year survey of new crop corn grain and silage in the United States. A total of 711 grain and 1117 silage samples were collected between 2013 and 2019 and analyzed for the simultaneous presence of 35 mycotoxins using ultra-performance liquid chromatography–tandem mass spectrometry. The measured mean number of mycotoxins per sample were 4.8 (grain) and 5.2 (silage), ranging from 0 to 13. Fusaric acid (FA) was most frequently detected in 78.1 and 93.8% of grains and silages, respectively, followed by deoxynivalenol (DON) in 75.7 and 88.2% of samples. Fumonisin B1 (FB1), fumonisin B2 and 15-acetyl-deoxynivalenol (15ADON) followed. The greatest (p < 0.05) co-occurrence was between FA and DON in 59.1% of grains and 82.7% of silages, followed by FA with FB1, DON with 15ADON, and FA with 15ADON. Although many samples had lower mycotoxin concentrations, 1.6% (grain) and 7.9% (silage) of tested samples had DON ≥ 5000 µg/kg. Fumonisins were detected ≥ 10,000 µg/kg in 9.6 and 3.9% of grain and silage samples, respectively. Concentrations in grain varied by year for eight mycotoxin groups (p < 0.05), while all 10 groups showed yearly variations in silage. Our survey suggest that multiple mycotoxins frequently co-occur in corn grain and silage in the Unites States, and some of the more prevalent mycotoxins are those that may not be routinely analyzed (i.e., FA and 15ADON). Assessment of multiple mycotoxins should be considered when developing management programs.


2016 ◽  
Vol 9 (5) ◽  
pp. 685-700 ◽  
Author(s):  
M. Vaughan ◽  
D. Backhouse ◽  
E.M. Del Ponte

Fusarium head blight (FHB) of wheat, caused mainly by a few members of the Fusarium graminearum species complex (FGSC), is a major threat to agricultural grain production, food safety, and animal health. The severity of disease epidemics and accumulation of associated trichothecene mycotoxins in wheat kernels is strongly driven by meteorological factors. The potential impacts of change in climate are reviewed from the perspective of the FGSC life cycle and host resistance mechanisms influenced by abiotic pressures at the ecological, physiological and molecular level. Alterations in climate patterns and cropping systems may affect the distribution, composition and load of FGSC inoculum, but quantitative information is lacking regarding the differential responses among FGSC members. In general, the coincidence of wet and warm environment during flowering enhances the risk of FHB epidemics, but the magnitude and direction of the change in FHB and mycotoxin risk will be a consequence of a multitude of effects on key processes affecting inoculum dynamics and host susceptibility. Rates of residue decomposition, inoculum production and dispersal may be significantly altered by changes in crop rotations, atmospheric carbon dioxide concentration ([CO2]), temperature and precipitation patterns, but the impact may be much greater for regions where inoculum is more limited, such as temperate climates. In regions of non-limiting inoculum, climate change effects will likely be greater on the pathogenic rather than on the saprophytic phase. Although the mechanisms by which abiotic stress influences wheat defences against Fusarium species are unknown, available data would suggest that wheat may be more susceptible to Fusarium infection under future climate conditions. Additional research in this area should be a priority so that breeding efforts and climate resilient management strategies can be developed.


Molecules ◽  
2018 ◽  
Vol 23 (8) ◽  
pp. 1975 ◽  
Author(s):  
Huijuan Yu ◽  
Jing Yang ◽  
Jiamin Ding ◽  
Ying He ◽  
Zhenzuo Jiang ◽  
...  

Caffeoylgluconic acid derivatives are characteristic constituents isolated from the aqueous extract of Fructus Euodiae. In this research focusing on caffeoylgluconic acid derivatives, trans-caffeoyl-6-O-d-gluconic acid (CGA), trans-caffeoyl-6-O-d-gluconic acid methyl ester (CGA-ME), and trans-caffeoyl-6-O-d-glucono-γ-lactone (CGA-LT), a systematic study of stability was performed under different temperatures and pH levels by ultra performance liquid chromatography-diode array detector (UPLC-DAD) and ultra performance liquid chromatography-diode array detector/electrospray ionization-quadrupole-time of flight mass spectrometry (UPLC-DAD/ESI-Q-TOF MS). From the concentration–time curves and sensitivity index (SeI), it was found that compared to CGA, which is inert to the variation of temperature and pH in the tested range, CGA-ME and CGA-LT were more sensitive, with stabilities more likely to be influenced by temperature. Considering the stability index (StI), the integrated stability of CGA was the best, and that of CGA-ME was the worst. In terms of the quasi-molecular and fragment ions of the tested compounds, the degradation products were identified or tentatively characterized, which could shed light on the degradation pathways. CGA-ME and CGA-LT were easily converted to CGA by hydrolytic reaction, all of which were susceptible to the formation of isomers. This study elucidated the degradation mechanism of caffeoylgluconic acid derivatives, contributing to better guidance on manufacturing and controlling the quality of drugs.


Heterocycles ◽  
1990 ◽  
Vol 31 (6) ◽  
pp. 1011 ◽  
Author(s):  
Yasuhiro Imakura ◽  
Katsutoshi Hachiya ◽  
Tomomi Ikemoto ◽  
Shinsuke Yamashita ◽  
Masaru Kihara ◽  
...  

2019 ◽  
Vol 109 (4) ◽  
pp. 643-649 ◽  
Author(s):  
Mitra Serajazari ◽  
Kerin Hudson ◽  
Mina Kaviani ◽  
Alireza Navabi

Fusarium head blight (FHB), caused by several Fusarium spp., is a worldwide problem that severely impacts cereal grain yield and poses major risks to human and animal health due to production of the mycotoxin deoxynivalenol (DON) and its acetylated forms, 3-acetyl-DON (3-ADON) and 15-acetyl-DON (15-ADON). Recent studies suggest an inconsistent effect of F. graminearum chemotypes and resistance of wheat (Triticum aestivum) genotypes. To gain insight into the interaction effects of F. graminearum chemotypes and spring wheat genotypes on FHB resistance response, 10 spring wheat genotypes with varying levels of FHB resistance were inoculated with 10 F. graminearum isolates, consisting of 5 3-ADON- and 5 15-ADON-producing isolates and evaluated in type I (spray inoculation) and type II (point inoculation) resistance assays. Wheat genotypes carrying the resistance allele of the Fhb1 quantitative trait locus on chromosome 3BS had lower disease in type II evaluations, regardless of F. graminearum isolate or chemotype. Isolates of F. graminearum were also significantly different for disease aggressiveness. In addition, the 3-ADON-producing isolates were 18% more aggressive than the 15-ADON isolates in type I resistance assays. No difference in aggressiveness of the two chemotypes was observed, when tested in type II resistance assays. There was no interaction effect between F. graminearum chemotypes and spring wheat genotypes, suggesting that screening of germplasm for resistance can be performed with limited number of aggressive isolates.


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