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PubMed1998

Aneuploidogenic and clastogenic potential of the mycotoxins citrinin and patulin.

The aneuploidogenic and clastogenic potentials of the mycotoxins citrinin (CIT) and patulin (PAT) were studied by determining inhibition of microtubule assembly under cell-free conditions and by measuring induction of mitotic arrest and micronuclei in cultured Chinese hamster V79 cells. Both CIT and PAT inhibited cell-free microtubule polymerization in a concentration-dependent manner. PAT, but not CIT, bound covalently to reactive thiol groups of microtubule proteins. At concentrations without gross cytotoxicity, mitotic arrest and CREST-positive micronuclei, i.e. micronuclei containing whole chromosomes/chromatids, were induced by CIT and PAT in V79 cells. The time course of micronucleus induction and positive CREST staining indicate the aneuploidogenic potential of CIT and PAT. CREST-negative micronuclei, i.e. micronuclei containing acentric chromosomal fragments, were induced by PAT but not by CIT, implying a clastogenic potential of PAT. The aneuploidogenic and clastogenic potential of PAT and the aneuploidogenic potential of CIT may well contribute to the putative carcinogenicity of these mycotoxins in long-term animal studies.

Aneuploidy↗

PubMed2001

Assessing chronic exposure to fumonisin mycotoxins: the use of hair as a suitable noninvasive matrix.

This study describes for the first time the accumulation of measurable levels of fumonisin mycotoxins in the hair of nonhuman primates (vervet monkeys, Cercopithecus aethiops) and rats exposed to contaminated feed. Hair was subjected to reflux with methanol, and the resulting extract was cleaned up on strong anion exchange (SAX) and C18 solid-phase sorbents. Fumonisins FB1, FB2, and FB3 as well as their hydrolysis products commonly known as aminopolyols, AP1 and AP2, were detected in monkey hair using high-performance liquid chromatography coupled to electrospray ionization mass spectrometry (HPLC-ESI-MS). Despite matrix interferences, the two-stage mass spectrometric process (MS-MS) yielded product ion mass spectra, which served as diagnostic indicators thus providing unequivocal identification of FB1, FB2, and FB3 as well as AP1 and AP2. In vervet monkeys, the levels of exposure related well to the levels of toxin detected in hair, and levels as high as 5.98 mg FB1, 33.77 mg FB1, and 65.93 mg FB1/kg of hair were found in monkeys receiving control, low-dose, and high-dose contaminated diets, respectively. Hair was also analyzed from rats given either single gavage doses of 1 and 10 mg FB1/kg body weight or contaminated feed (50 mg FB1/kg), resulting in an exposure of approximately 4.25 mg FB1/kg body weight/day based on the measured daily feed intake. Analysis of rat hair over a four-week period indicated that mean levels up to 34.50 mg/kg and 42.20 mg/kg were detectable by the fourth week in the rats treated by gavage (10 mg FB1/kg body weight) and those receiving contaminated feed, respectively. This relationship indicates that hair can provide an easily applicable non-invasive matrix for assessing chronic exposure to fumonisin mycotoxins.

Administration, Oral↗

PubMed1989

Bacterial overgrowth in the jejunum of ICR mice and Wistar rats orally administered with a single lethal dose of fusarenon-X, a trichothecene mycotoxin.

A single oral dose of fusarenon-X (F-X), a trichothecene mycotoxin, resulted in abnormal microflora in the jejunum in ICR mice and Wistar rats with some differences in dose response between the species. In the acute phase, enterobacteria, streptococci, Clostridium perfringens and bacteroides showed remarkably increased counts in the jejunum of mice and rats dosed with F-X while lactobacilli showed a decrease in count. F-X brought an invasion of Pseudomonas aeruginosa into the livers, lungs, kidneys and spleens of ICR mice. Changes in the jejunal microflora appeared after 7 h in ICR mice and after 24 h in Wistar rats after a single oral dose of F-X of 7.5 and 4.0 mg/kg b.w., respectively, and the microflora returned to its normal state at 72 h in mice and 96 h in rats. The changes of intestinal microflora were followed by alterations in the growth curves of both animal species. The pH in the glandular stomach was also greatly enhanced before changes in the jejunal microflora. Acute F-X intoxication may be an involved manifestation of essential cytotoxicity of F-X mycotoxin alone and secondary bacterial overgrowth in the bowel.

Animals↗

PubMed1999

Identification of mimotope peptides which bind to the mycotoxin deoxynivalenol-specific monoclonal antibody.

Monoclonal antibody 6F5 (mAb 6F5), which recognizes the mycotoxin deoxynivalenol (DON) (vomitoxin), was used to select for peptides that mimic the mycotoxin by employing a library of filamentous phages that have random 7-mer peptides on their surfaces. Two phage clones selected from the random peptide phage-displayed library coded for the amino acid sequences SWGPFPF and SWGPLPF. These clones were designated DONPEP.2 and DONPEP.12, respectively. The results of a competitive enzyme-linked immunosorbent assay (ELISA) suggested that the two phage displayed peptides bound to mAb 6F5 specifically at the DON binding site. The amino acid sequence of DONPEP.2 plus a structurally flexible linker at the C terminus (SWGPFPFGGGSC) was synthesized and tested to determine its ability to bind to mAb 6F5. This synthetic peptide (designated peptide C430) and DON competed with each other for mAb 6F5 binding. When translationally fused with bacterial alkaline phosphatase, DONPEP.2 bound specifically to mAb 6F5, while the fusion protein retained alkaline phosphatase activity. The potential of using DONPEP.2 as an immunochemical reagent in a DON immunoassay was evaluated with a DON-spiked wheat extract. When peptide C430 was conjugated to bovine serum albumin, it elicited antibody specific to peptide C430 but not to DON in both mice and rabbits. In an in vitro translation system containing rabbit reticulocyte lysate, synthetic peptide C430 did not inhibit protein synthesis but did show antagonism toward DON-induced protein synthesis inhibition. These data suggest that the peptides selected in this study bind to mAb 6F5 and that peptide C430 binds to ribosomes at the same sites as DON.

Amino Acid Sequence↗

PubMed1975

Comparative studies on microbial and chemical modifications of trichothecene mycotoxins.

The microbial modification of several trichothecene mycotoxins by trichothecene-producing strains of Fusarium nivale and F. solani was studied. These results were compared with the corresponding chemical modifications. The growing mycelia of Fusarium spp. did not convert 4beta-acetoxy-3alpha,7alpha, 15-trihydroxy-12, 13-epoxytrichothec-9-en-8-one (fusarenon) into 3alpha,4beta, 7alpha,15-tetrahydroxy-12,13-epoxy-trichothec-9-en-8-one (nivalenol), whereas 3alpha,4beta,7alpha,15-tetracetoxy-12,13-epoxytrichothec-9-en-8-one (tetraacetylnivalenol) was deacetylated to yield 3alpha-hydroxy-4beta,7alpha,15-triacetoxy-12,13-epoxytrichothec-9-en-8-one (4,7,15-triae-tylnivalenol), which was resistant to further deacetylation. T-2 toxin was transformed intoHT-2 toxin, and 8alpha-(3-methylbutyryloxy)-3alpha,4beta,-15-triacetoxy-12,13-epoxytrichothec-9-en-8-one (T-2 acetate) was transformed into HT-2 toxin via T-2 toxin. Chemical modification with ammonium hydroxide converted tetraacetylnivalenol into fusarenon via 4,7,15-triacetylnivalenol. 3alpha-7alpha,15-Triacetoxy-12,13-epoxytrichothec-9-en-8-one (triacetyldeoxynivalenol) gave deacetylation products lacking the C-7 or c-15 acetyl group in addition to 7alpha,15- diacetoxy-3alpha-hydroxy-12, 13-epoxytrichothec-9-en-8-one (7,15-diacetyldeoxynivalenol). These results demonstrate the regio-selectivity in microbial modification of trichothecenes. Based on the results and available knowledge concerning the transformation of trichothecenes, mechanisms for biological modifications of these mycotoxins are postulated.

Chemical Phenomena↗

PubMed1975

Production of trichothecene mycotoxins by Fusarium species in shake culture.

Twelve T-2 toxin-producing isolates and four fusarenon-X-producing isolates of Fusarium species were examined for their ability to produce trichothecene mycotoxins in shake culture and jar fermentation. T-2 toxin producers such as Fusarium solani, F. sporotrichiodes, and F. tricinctum produced T-2 toxin and neosolaniol in semisynthetic medium. F. solani M-1-1 produced the largest amount of the mycotoxins in a nutrient medium consisting of 5% glucose (or sucrose), 0.1% peptone, and 0.1% yeast extract in either shake culture or jar fermentation at 24 to 27 C for 5 days. None of the isolates produced significant amount of fusarenon-X in shake cultures.

Carbohydrate Metabolism↗

PubMed2004

The ability of fungal isolates from human lung aspergilloma to produce mycotoxins.

This study included 11 adult patients (seven men and four women) who had been surgically treated for pulmonary aspergilloma in the Republic of Croatia within two years. Mycological analysis was positive for Aspergillus genus in five samples of surgically removed tissue. A. fumigatus was isolated in three and A. versicolor in two samples. Their mycotoxigenic potency was determined by thin layer chromatography. A. fumigatus strains were found to produce aflatoxin B1 (AFB), and two of them aflatoxin G1. A. versicolor strains produced AFB1 and sterigmatocystin. Neither isolated Aspergillus strain produced aflatoxin G2 or ochratoxin A. Fungal growth and production of mycotoxins are the consequences of interaction of fungus, host and environment. One has also to take into consideration that the production of mycotoxins in vitro does not reflect what these fungi may produce in human organisms.

Adult↗

PubMed2004

Structurally related mycotoxins ochratoxin A, ochratoxin B, and citrinin differ in their genotoxic activities and in their mode of action in human-derived liver (HepG2) cells: implications for risk assessment.

To elucidate the effects of three structurally related mycotoxins, namely, ochratoxin A (OTA), ochratoxin B (OTB), and citrinin (CIT), on human health, we investigated their acute toxic, mitogenic, and genotoxic effects in the human-derived liver cell line (HepG2). These compounds are found in moldy foods in endemic areas of nephropathy, which is associated with urinary tract cancers. In agreement with previous experiments, we found that OTA causes a dose-dependent induction of micronuclei (MN) and DNA migration in the single-cell gel electrophoresis (SCGE) assay, which was statistically significant at concentrations of > or =5 microg/ml. In contrast, OTB was devoid of genotoxic activity under identical conditions, but the compound caused pronounced inhibition of cell division even at doses lower than OTA (10 microg/ml). CIT caused an effect similar to that of OTA in MN assays (significant at dose levels of > or =2.5 microg/ml) but was negative in the SCGE test. All compounds failed to induce mutations in Salmonella/microsome assays in strains TA 98 and TA 100 after addition of HepG2-derived enzyme homogenate (S9-mix). By use of DNA-centromeric probes we found that induction of MN by OTA involves chromosome breaking effects (55-60% of the MN were centromere negative), whereas CIT-induced MN were predominantly centromere positive (78-82%). Our findings indicate that OTB is devoid of genotoxic activity in human-derived cells and therefore probably not a genotoxic carcinogen in humans. In contrast, CIT was an equally potent inducer of MN in HepG2 cells as OTA, but this effect is caused by a different mechanism, namely, aneuploidy. Furthermore, our data suggest that combined exposure to structurally related mycotoxins that cause DNA damage via completely different mechanisms may significantly increase the cancer risk of humans consuming moldy foods.

Cell Line, Tumor↗

PubMed2002

[Determination of eight trichothecene mycotoxins using GCMSMS methods. I. elaboration of MS/MS conditions].

Trichothecene mycotoxins are commonly distributed in cereals in the world. Rapid and accurate methods for the determination of these toxins are required to prevent the intoxication of human and to contribute to the supply of safe foods and feed. MSMS mode was applied for identification of eight trichothecene mycotoxins with Finnigan/Mat GCQ GC/MS system. We describe here optimal parameters of CID and to obtain best pairs of ions (precursor ions and daughter ions) for all analysed toxins.

Edible Grain↗

PubMedDate not supplied

Preparation of a calibrant as certified reference material for determination of the Fusarium mycotoxin zearalenone.

In the field of mycotoxin analysis, substantial problems shown by high between-laboratory standard deviations and noncomparable and nontraceable results have been caused by the lack of proper calibrants for external calibration. During a large-scale Standard Measurement and Testing project of the European Commission (EC) dealing with preparation and certification of reference materials for determination of the mycotoxin zearalenone (ZON) in maize, a ZON calibrant in acetonitrile was prepared and checked for purity, homogeneity, and stability. Before certification, on the basis of preparation, the calibrant was checked in a mini-interlaboratory study by UV spectrophotometric determination. The molar absorptivities of ZON in acetonitrile at 236, 274, and 314 nm were established, and as a main result, a common reference wavelength of 274 nm with molar absorptivity of 12623 +/- 111 L/mol x cm can be recommended for ZON in acetonitrile. A concentration and expanded uncertainty of the ZON calibrant of 9.95 +/- 0.08 microg/mL was calculated as a preliminary value before final evaluation through the certification panel of the EC.

Acetonitriles↗

PubMedDate not supplied

[The antibiotic properties of macrocyclic trichothecene mycotoxins].

Some trichotecenic mycotoxins (verrucarine A, roridines A and H, T-2-toxin) have been studied for their antibiotic effect on a wide spectrum of the yeast cultures (761 strains). The studied substances differ both in their activity and the action character. The yeast strains promising for development of microbiological methods of indication and detoxification of mycotoxins have been revealed.

Antifungal Agents↗

PubMed2004

[The mechanisms of gastric cancer development produced by the combination of Helicobacter pylori with Sterigmatocystin, a mycotoxin].

It is considered that about sixty-five percent of people are suffering from Helicobacter pylori infection in our country. In the East Asian countries including Japan, such fungus as aspergillus are ubiquitously found in the environment as a contaminant in human food stuffs and animal feeds. Sterigmatocystin is a mycotoxin and a precursor of aflatoxin which is produced by Aspergillus versicolor. The mechanisms of gastric carcinoma development induced by the combination of Helicobacter pylori infection with Sterigmatocystin, a mycotoxin are shown and discussed. We revealed that Sterigmatocystin-treated cells exhibited an absence of P53-mediated G1 arrest with induction of MDM2 at 12 and 24 hours of treating time. Furthermore, it was revealed that long term treatment with Sterigmatocystin enhanced dominantly the development of intestinal metaplasia, and of precancerous lesions of gastric mucosa in Helicobacter pylori-infected Mongolian gerbils. It has been reported that the accumulations of P53 nucleotide substitutions in the H. pylori-infected monkeys were increased as the score of gastric atrophy increased, nevertheless no mutations were noted in the H. pylori-uninfected monkeys. The mechanisms of the development of gastric cancer produced by combination of H.P. with ST remain to be unclear. Further study concerning the mechanisms must be carried out.

Animals↗

PubMed1990

Monoclonal anti-idiotype induces protection against the cytotoxicity of the trichothecene mycotoxin T-2.

An IgG1 mAb, designated HD11, specific for the trichothecene mycotoxin T-2 and capable of neutralizing its cytotoxicity was used to generate a syngeneic monoclonal anti-Id antibody. The generated anti-Id mAb, designated DE8, specifically bound to HD11 anti-T-2 mAb, and not to IgG1 mAb of irrelevant specificity or to normal mouse Ig. DE8 inhibited the binding of HD11 anti-T-2 to T-2-BSA-coated plates, whereas a control anti-Id mAb did not, suggesting recognition of an Id determinant associated with the T-2 binding site of HD11. Moreover, the binding of HD11 to DE8 and that of DE8 to HD11 were specifically inhibited by free T-2 mycotoxin. DE8 mAb was efficient in abrogating the protective effect of HD11 in the cytotoxicity of T-2 on the human epidermoid carcinoma cell line Hep-2. In vivo immunization of BALB/c mice with DE8 conjugated to KLH induced an anti-T-2 antibody titer comparable to that obtained with T-2-OVA immunization, whereas immunization with unconjugated DE8 resulted in a lower titered anti-T-2 response. Immunization with DE8-keyhole limpet or with unconjugated DE8 induced anti-T-2 antibody responses characterized by expression of "HD11-like" Id and by protection against T-2 cytotoxicity. However, the T-2-OVA-induced anti-T-2 response lacked the HD11+ Id and was only partially protective against T-2 cytotoxicity. This represents the first demonstration of the use of an anti-Id based vaccine in the in vivo induction of a protective antibody response against the cytotoxicity of a nonproteinaceous, small m.w. biologic toxin, whose very toxic nature precludes its use as the immunogen.

Animals↗

PubMed1989

[The sperm quality of 4 boars during the assimilation of mycotoxin-containing feed (ochratoxin A) amd after changing the feed--a case study].

In December 1987 and January 1988 in a small station two of four boars showed a marked breakdown in the sperm quality. At the same time the mycotoxin ochratoxin A was identified in the feed at a concentration of about 8 ppb and in the bloodserum of 1 ppb. The relatively low toxin level seemed not to be due to the bad sperm quality, but considering the circumstances and the chronological course it might be an indicator for a higher toxic pressure, which may had happened a few weeks before. As other factors were not visible, most probably the feed must have caused a disturbed sperm production, which could be seen in all four boars. Whether ochratoxin A or other not identified mycotoxins can be hold responsible, could not be clarified. Therefore it is recommended to examine the effects of ochratoxin A on sperm quality of boars in future times.

Animal Feed↗

PubMedDate not supplied

[Effect of mycotoxins aflatoxin B1 and T-2 toxin on the vitamin D3 metabolism and binding of its hormonal form 1,25-dihydroxyvitamin D3 in rats].

Effects of aflatoxin B1 and T-2 toxin, administered daily within 7 days at the doses of 0.7 mg/kg and 0.54 mg/kg, respectively, on metabolism of Ca and on the vitamin D hormonal system were studied in young rats kept on a ration containing normal (0.025 mg/kg) and high (0.25 mg/kg) amounts of vitamin D. Administration of the mycotoxins caused hypocalcemia, a decrease in absorption of Ca as well as in activity of alkaline phosphatase in small intestine mucose, while alterations in spongy bones (of the type of osteopetrosis) were most distinct in T-2 toxin treatment. Concentration of 25(OH)D3 in blood serum and activity of 25-hydroxylase D3 in liver tissue were decreased by 28% and 58%, respectively, after administration of T-2 toxin, and by 34% nd 33%, respectively, after treatment with aflatoxin B1. In kidney activity of I-hydroxylase 25(OH)D3 was unaltered and the activity of 24-hydroxylase tended to decrease. After treatment with the mycotoxins content of nuclear receptors of 1,25(OH)2D3 was decreased in small intestine mucose, whereas cytoplasmic receptors were increased 2.5-fold, thus indicating the distinct decrease in the receptors internalization. High doses of vitamin D caused an increase of Ca content in blood serum and of its absorption in small intestine as well as normalized Ca content in cortical bone of rats treated with T-2 toxin. At the same time, activity of 1-hydroxylase 26(OH)D3 was increased in liver tissue, while concentration of 1,25(OH)2D3 receptors was reduced in small intestine, but internalization of the hormone receptors was maintained at low level.(ABSTRACT TRUNCATED AT 250 WORDS)

Aflatoxin B1↗

PubMed1987

[Preparation of the mycotoxin ochratoxin A for research and diagnostic purposes].

The following fungal strains were tested for the production of the mycotoxin ochratoxin A: Aspergillus melleus (CCM F 802), Aspergillus ochraceus (CCM 8002) and Aspergillus ochraceus (CCM F 803). The strain Aspergillus melleus (CCM F 802) proved to be very suitable for the laboratory preparation of ochratoxin A. The mould was multiplied on a natural substrate for 14 days at the temperature of 28 degrees C and at 100% relative humidity. Ochratoxin A was extracted into organic solvents (chloroform + acetic acid), purified with aqueous alkaline solutions and by preparative thin-layer chromatography. The isolated mycotoxin was identified by physico-chemical methods. The amount of pure ochratoxin A isolated from 600 g of substrate was 305 mg.

Aspergillus↗

PubMed1984

Liver cancer and mycotoxins.

The evidence from laboratory and epidemiological studies for the potential role of the aflatoxins in the causation of hepatocellular carcinoma is discussed. As these mycotoxins also present acute health hazards, it is recommended that preventive measures should be undertaken without delay in rural areas where there is a high risk of crop contamination. The monitoring of mycotoxin control should be linked with the evaluation of hepatitis B infection in any studies assessing the effects of such preventive measures on the incidence of liver disease.

Aflatoxins↗

PubMed1996

Biosynthesis of gibberellic acid (GA3) and mycotoxins by F. moniliforme sheldon and other species of Liseola section.

F. moniliforme and other species of Liseola section, F. culmorum, F. dlamini, and F. nygamai, were examined for their ability to produce gibberellic acid (GA3), fumonisins, trichothecenes, zearalenone, moniliformin, and bikaverin (TLC method). Gibberellic acid was produced by F. moniliforme strains in liquid medium and on rice kernels with a maximum concentration level of 470 mg/dm3 and 1 g/kg, respectively. No strain isolated in Poland produced GA3. High-yielding gibberellic acid strains produced neither trichothecenes and fumonisins nor other tested compounds. Also the rest of strains of examined species did not produce trichothecenes and other mycotoxins except for fumonisins which were found in rice cultures of F. moniliforme, F. proliferatum, and F. subglutinans. Bikaverin was produced by F. moniliforme always together with fumonisins. Filtrates of liquid cultures of gibberellin producing strains were tested for their toxicity to brine shrimps larvae (Artemia salina). It was found that GA3 presence does not increase toxicity of these filtrates.

Animals↗