Abstract
The genus Fusarium is a group of fungi producing several types of toxins with toxicological effect in both humans and animals. Such fungi are commonly found in soils so it can contaminate various types of crops, preferably cereals, leading to significant economic losses. Relative humidity, storage temperature and various handling in cereales increase the possibility of contamination by Fusarium toxins. Cereals naturally have secondary metabolites that may help attenuate contamination by these toxins, but it is necessary to know strategies and mechanisms that generate inactivation mycotoxins. This chapter reviews relevant information about cereal mycotoxin contamination, as well as the production of cereal secondary metabolites as a strategy to reduce the possibility of mycotoxin contamination.
Keywords
- Fusarium
- mycotoxin
- secondary metabolites
- cereals
- detoxification
1. Introduction
Mycotoxins produced by fungi of the genus
2. Overview of major mycotoxin-producing species
The genus
Mycotoxins possess biological activities that represent a problem for both human and animal health (Figure 1). The ingestion of these compounds can cause chronic disease, morbidity and death and reduce the resistance to pathogens [9]. Most mycotoxin are stable during food processing, and these are commonly resistant to chemical and thermal changes. Mycotoxins can also come to the human by animal products [10, 11].
![](http://cdnintech.com/media/chapter/58640/1512345123/media/F1.png)
Figure 1.
Group of mycotoxin-producing species.
2.1. Aflatoxins
Aflatoxins (B1, B2, G1, G2) are difuranocoumarin synthesized by
2.2. Trichothecenes
Trichothecenes can be divided into four types: A (T-2 and HT-2 toxins, diacetoxyscirpenol), B (deoxynivalenol, nivalenol), C and D, and these are the main and most diverse chemical groups of the three major classes of
2.3. Deoxynivalenol
Trichothecene of type B (deoxynivalenol) is produced by
2.4. Nivalenol
Nivalenol are the main mycotoxins produced by
2.5. Zearalenone
Zearalenone is a mycotoxin, which have a structure of estrogenic lactone; they have sufficient structural similarity and these synthesized by various
2.6. Fumonisins
3. Overview of mycotoxin-contaminating cereals
Mycotoxin contamination can occur pre-harvest when the crop plant is growing or post-harvest during processing. Storage of cereals at temperatures over 37°C increases humidity during prolonged storage times is a factor for crops and cereals to be susceptible to mold growth and mycotoxin contamination [16]. The susceptibility of the grain is another factor to consider, presenting greater susceptibility maize and lower rice. Animal pests, weeds and pathogens impact yield and quality of cereals.
4. Cereal secondary metabolites with antifungal activity
A component of the plant resistance to
Plant endogenous compounds can be both constitutively synthesized and induced in response to pathogen infection. Recent metabolomic studies have pointed an important amount of cereal metabolites produced by cereals such as fatty acids, amino acids and their derivatives, carbohydrates, amines and polyamines, terpenoids, benzoxazinoid derivatives and phenylpropanoids that contribute to the resistance of
![](http://cdnintech.com/media/chapter/58640/1512345123/media/F2.png)
Figure 2.
Cereal secondary metabolites with antifungal activity.
4.1. Phenylpropanoids
Phenolic compounds are secondary metabolites that are produced by descend from the phenylpropanoid pathway and are synthesized by plants from the amino acid phenylalanine. Plant biosynthesis produces various phenols that can be grouped commonly as flavonoids and phenolics. Flavones, flavonols, flavanones, flavan-3-ols, anthocyanidins, isoflavones, coumarins, stilbenes and lignans are the main flavonoids. These are structurally distinct because of their specific hydroxylation, methylation and conjugation patterns, with various monosaccharides and disaccharides. Phenolic acids found in cereals exist in both soluble (free) and insoluble (cell wall-bound) forms [31]. The major portion of phenolic compounds is in the outer part of grains. Moreover, phenolic acids, predominantly ferulic and coumaric acid, play an important role in limiting polysaccharide degradation by exogenous enzymes, where they act as a cross-link between polysaccharides and between polysaccharides and lignin [32].
Phenolic compounds in plants are involved in the interaction between the pathogen and the plant. For example, the phenolic acids accumulated throughout the development of wheat-kernel development impact positively the resistance to
It has been stated that the most maize-resistant genotypes exhibited high levels of phenylpropanoids, which were related to low levels of disease severity and grain fumonisin (FUMO) concentration [34]. In a study using wheat cultivars (winter and spring), significantly higher amounts of free phenolic compounds were found in the glumes, lemmas and paleas of the spring cultivar prior to and at all sampling times after inoculation, in comparison to the winter wheat cultivar. The spring cultivar exhibited resistance against initial infection by the fungus. It was found that the amount of
Regarding mycotoxin production, cinnamic acid derivatives such as sinapic, caffeic,
An amount of studies support that phenolic compounds have a role in enhanced plant resistance to
4.2. Terpenoids
Terpenes are the most numerous and structurally diverse plant natural products. The plethora of terpenoid compounds is biosynthetically assembled from only two simple precursors, isopentenyl pyrophosphate (IPP) and dimethylallyl pyrophosphate (DMAPP). Plant terpenoids include compounds ranging from C5 hemisesquiterpenes to C40 tetraterpenes, with diverse physical and chemical properties leading to lipophilic or hydrophilic, volatile or non-volatile metabolites [44].
Several terpenoids have their roles in plant defense against biotic and abiotic stresses, or they are treated as signal molecules to attract the insects of pollination. In a study using cyclic terpenes (limonene, menthol, menthone and thymol) against
In the last year, essential oils, which composition mainly include terpenes and terpenoids, from different plants were used in the prevention of fungi and mycotoxins accumulation in cereals. A study using
On the other hand, in a cromatografy study, volatile organic compounds (VOCs) were identified using GC-MS in oats, barley and wheat infected by three species of
The metabolomics as a tool helped in to identify the metabolites in barley that are related to resistance against
4.3. Alkaloids
Alkaloids are a group of chemical compounds that mostly contain basic nitrogen atoms. Saponins are a class of glycosylated triterpenes; steroids and steroidal alkaloids synthesized from the mevalonate or non-mevalonate pathway in plants. These compounds are absent in most monocotyledon plants and all cereals except in oat. The glycosylated form confers activity to avenacins, contrary to other compounds such as avenacosides, benzoxazanoids and other compounds with antifungal activity, then only with active in its form of aglycone [52]. Vacuoles are the reservoir of inactive avenosides, which allow them to be available when there is tissue damage caused by pathogenic fungi causing their activation; this results in alteration of the membranes and consequently the formation the biologically active aglycone. In a research performed by the homozygous mutant,
The best-known alkaloids of grasses are hordenine and gramine. Hordenine is found in many plant species and in cereals; it has been reported in barley, millet and sorghum. The reports of their allelopathic effects may imply a resistance to
Several compounds within the monoterpene indole alkaloid class are known to exhibit anti-fungal properties. Secologanin production is induced by the application of methyl jasmonate in
4.4. Benzoxazinoid
Benzoxazinoids (Bxs) are widely distributed in cereals discovered in the 1950s. A range of biological roles such as allelopathy, resistance to insects and defense against pathogens has been attached to them [55]. Benzoxazinoids are synthesized in the shikimate pathway from the amino acid tryptophan. They are present in maize; wheat, rye and certain wild barley species, however, have not been found in cultivated barley varieties, oat or rice. Bxs are stored in an inactive glucoside form in plant vacuoles or plastids to avoid toxicity to the plant itself; through the enzymatic activation and chemical degradation, the tissue disrupted form the active benzoxazinoid [56]. In a research using wheat, principal component analyses demonstrated a correlation between the susceptibility to FHB and the concentrations of range of Bxs [57]. The benzoxazinoid 2-β-glucopyranoside-2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one (DIMBOA-glc), α-tocopherol and the flavonoids homo-orientin and orientin were identified as potential inhibitors of (deoxynivalenol) DON accumulation in a study with wheat that correlates accumulation in
A plethora of secondary metabolites have been reported to inhibit
5. Possible mechanisms and management that modulate inhibition of mycotoxin production of Fusarium species
Mycotoxins produced by
Alternatives to chemical fungicides, such as biocontrol agents, have been tested extensively in both the greenhouse and field environment, but the toxins of
5.1. Storage
The mycotoxins generated by
5.2. Chemical and biological control
Another strategy is the application of chemical control as fungicides; however, this application can sometimes be ineffective and even increase the production of mycotoxins [68, 69]. That is why another alternative is the use of natural products in specific essential oils and antioxidant compounds. In stored cereals, the application of natural preservatives and essential oils generate inhibition on
Biological control is another strategy in the reduction and incidence of
Mycoparasitism is the mechanism by which a fungus parasitized another fungus and is used with biocontrol strategy. Many studies suggested that mycoparasitism was associated with competition for nutrients and space, generation of antibiotic and induction of systemic resistance on
On the other hand, the production of metabolites toxic is another strategy used for the control of diverse strains of
Acknowledgments
We want to thank PFCE 2017 economic support for the realization of this research.
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