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PubMed1978

Determination of citrinin in corn and barley.

A method is described for determining citrinin in corn and barley. The initial extraction uses an aqueous acidified acetonitrile solution, and the resulting solution is partially purified by several partition steps. Citrinin is determined by using either high pressure liquid chromatography (HPLC) or thin layer chromatography (TLC). For HPLC, the extract is injected on a reverse phase column, eluted with either 0.25N H3PO4-methanol (45 + 55) or 0.25N H3PO4-acetonitrile (50 + 50), and detected by fluorescence (excitation 325--385 nm, emission above 451 nm). Recovery of added citrinin from corn by this method is 60--87% at levels of 50--4000 microgram/kg. For TLC, the chromatographic plates are impregnated with oxalic acid by dipping them in an oxalic acid-methanol solution before spotting and development. Recovery of added citrinin from corn, using TLC, is 40--100% at levels of 50--40000 microgram-kg.

Benzopyrans↗

PubMed1998

Does the mycotoxin citrinin function as a sun protectant in conidia from Penicillium verrucosum.

Our results demonstrate high concentrations of the UV absorbing mycotoxin citrinin in the outer layer of spores from three citrinin-producing strains of Penicillium verrucosum, which is released in an aqueous environment. An important function of the toxin could be to act as a sun protectant in order to create favorable conditions during the initial germination process. When spores from these strains of P. verrucosum were examined by confocal microscopy, a clearly visible fluorescent layer associated with the cell wall was observed. The strains were grown on agar plates, and the mycelial mat was washed with saline. This suspension contained at least 95% of the spores and particulate material, which was removed by filtration after counting the conidia. An aliquot of this filtrate was extracted and citrinin was purified by high pressure liquid chromatography. The absorbance at 319 nm was used to calculate the amount of UV absorbing material released from the spores. Based on the spore numbers in the suspension of the saline extract, we estimated that this material released was 1.4-4.1 pg per spore or 8-24% of the spore weight. Citrinin (and minor amounts of ochratoxin A and some other unidentificable fluorescent compounds) were observed in the filtrate when subjected to thin layer chromatography.

Journal Article↗

PubMed1992

Mechanism of citrinin-induced dysfunction of mitochondria. II. Effect on respiration, enzyme activities, and membrane potential of liver mitochondria.

The mycotoxin citrinin, depressed the phosphorylation efficiency of liver mitochondria as deduced from a decrease of respiratory coefficient and of the ADP/O ratio. Citrinin (1.0 mM) inhibited some enzymes linked to the respiratory chain, namely NADH oxidase and NADH cytochrome c reductase involved with complex I. The activities of enzymes related with other enzymatic complexes of the respiratory chain were either unaffected or enhanced. ATPase activity was inhibited by the mycotoxin. Malate, glutamate, and 2-oxoglutarate dehydrogenases were also inhibited. The transmembrane potential (delta psi), developed by energized mitochondria and depolarization on the addition of ADP, was decreased. The results suggest that citrinin promotes a partial dissipation of the transmembrane potential, different from that resulting from a classical uncoupler such as 2,4-dinitrophenol.

Animals↗

PubMed1992

Mechanism of citrinin-induced dysfunction of mitochondria. I. Effects on respiration, enzyme activities and membrane potential of renal cortical mitochondria.

Citrinin depresses the phosphorylation efficiency of rat renal cortical mitochondria, as inferred from the decrease of the respiratory control coefficient (RC) and ADP/O ratios. The transmembrane potential (delta psi) developed by energized mitochondria and the depolarization upon ADP addition are also decreased. Citrinin (1.0 mM) inhibits almost all enzymes linked to the respiratory chain and increases the activity of succinate cytochrome c reductase and succinate oxidase (coupled). Malate and glutamate dehydrogenases are also inhibited. The inhibitory action of citrinin on phosphorylation efficiency could be related to the following findings: the effect on complex I; the action on the ATP synthetase complex; the partial inhibition of the transmembrane potential.

Animals↗

PubMed2002

The mycotoxins citrinin, gliotoxin, and patulin affect interferon-gamma rather than interleukin-4 production in human blood cells.

Exposure to molds diminishes the numbers of T-helper type 1 (Th1) cells in the peripheral blood of children and is a risk factor for the development of allergic diseases (results of LARS: Leipzig Allergy Risk Children Study, Mueller et al. 2002). We hypothesized that mycotoxins are responsible for this effect and therefore investigated the influence of citrinin, gliotoxin, and patulin on human peripheral blood mononuclear cells (PBMC). CD3/CD28-stimulated PBMC of healthy donors were incubated for 24 h with the mycotoxins in serial dilutions and triplicates. Vitality and proliferation were tested using the MTT assay and T-cell function by the expression of cytokines (ELISA, intracellular cytokine staining, and real-time polymerase chain reaction (RT-PCR) for interferon-gamma (IFN-gamma) and interleukin-4 (IL-4). The cytokine secretion was inhibited at concentrations 2-130 times lower compared to vitality (ELISA versus MTT assay). The strongest inhibition of cytokine expression was found for IFN-gamma: 8.3 microg/mL citrinin, 34.2 ng/mL gliotoxin, and 64.8 ng/mL patulin caused a 50% inhibition of the IFN-gamma release (50% inhibitory dose, ID(50)). For IL-4 release the corresponding ID(50) values were 21.6 microg/mL citrinin, 82.8 ng/mL gliotoxin, and 243.2 ng/mL patulin. Furthermore, 3 ng/mL patulin caused a significant increase of IL-4 but a significant suppression of IFN-gamma. On the mRNA level, after 24 h an unaltered or enhanced IL-4 was observed compared to a reduced IFN-gamma expression. Using a method of intracellular cytokine staining, we were able to show that the described effects are caused by a reduction of the number of IFN-gamma-producing T lymphocytes rather than by a reduced functional capacity of the single cell. We suggest that mycotoxins primarily cause stronger inhibition of IFN-gamma-producing Th1 cells, which may lead to T-cell polarization toward the Th2 phenotype and may raise the risk for the development of allergies.

Anti-Bacterial Agents↗

PubMed1996

Citrinin, ochratoxin A and iron. Possible implications for their biological function and induction of nephropathy.

Experiments with Neisseria meningitidis have shown that Fe3+ to some extent can reverse the toxicity of ochratoxin A and citrinin, as measured by inhibition zones around impregnated paper discs. Similar phenomena were observed with the less toxic ochratoxin B. Zearalenone also inhibited growth, but its effect was not counteracted by iron. The mycotoxins aflatoxin B1 and deoxynivalenol did not inhibit bacterial growth at all. Desferal (deferoxamine) also inhibited growth of meningococci, but iron totally abolished this inhibition. The results indicate that ochratoxin A and citrinin interfere with iron metabolism in this organism but that other additional toxic mechanisms are involved as well since a marked growth inhibition by both toxins was also observed in the presence of iron. One function of ochratoxin A and citrinin in nature could consequently be to affect the iron uptake of other competing microorganisms. Since both toxins interfere with iron and both cause nephropathy, a possible connection between these properties and lipid peroxidation is also briefly discussed.

Chlorides↗

PubMed1983

Citrinin mycotoxicosis in the rabbit.

In three trials, single or multiple doses of citrinin dissolved in 0.5 N-NaOH and adjusted to neutral pH with HCl were given to rabbits by either the oral or intraperitoneal route. The 72-hr LD50 was 50 mg/kg body weight by intraperitoneal administration and 134 mg/kg by the oral route. The primary clinical sign in rabbits receiving a single oral dose of 125-150 mg citrinin/kg was fluid diarrhoea commencing 8 hr after dosing. Pathological alterations were generally confined to the kidney and consisted of degeneration and necrosis of proximal convoluted tubules and straight segments. In rabbits given a single oral dose of citrinin (130 mg/kg) the earliest histopathological change, seen 8 hr after dosing, was cytoplasmic vacuolation of tubular epithelial cells. Rabbits given a single oral dose of 120 mg citrinin/kg had regeneration of renal tubular epithelium accompanied by slight tubular cell necrosis when examined 7 days after dosing. Rabbits given multiple sublethal doses of citrinin (33.5 or 77 mg/kg daily for 7 days) had renal alterations of mild tubular degeneration and necrosis, and tubular regeneration.

Animals↗

PubMed1983

Tumorigenicity of citrinin in male F344 rats.

This study reports on the tumorigenicity of citrinin, a nephrotoxic mycotoxin. Male F344 rats were fed 0.1% citrinin in the diet for up to 80 weeks. The first renal tumor was seen grossly in a rat receiving citrinin which was killed at week 52. Histopathology of the kidneys showed renal adenomas in 35 of 48 (72.9%) rats that survived after 40 weeks. No renal tumors were seen in the control rats.

Adenoma↗

PubMed1993

Toxicity evaluation of the mycotoxins, citrinin and ochratoxin A, using several animal cell lines.

1. The cytotoxicities of the nephrotoxic mycotoxins, citrinin and ochratoxin A were assayed on HeLa, C3H/10T1/2, NIH/3T3, MDCK (canine kidney), and HeLa P3 cell lines, using the MTT colorimetric assay. 2. Citrinin was less toxic than ochratoxin A in all of the cell lines examined. 3. The MDCK cells were more susceptible to both citrinin and ochratoxin A, in comparison with other cell lines. 4. Dose-responses, as measured by activities of leucine aminopeptidase and alkaline phosphatase of MDCK cells, were less sensitive than MTT colorimetric assay, indicating that these enzymes were not specifically inhibited in MDCK cells. 5. The LD50 of both toxins, calculated at 72 hr incubation, was in the same order as those reported from animal experiments using rats and mice.

Alkaline Phosphatase↗

PubMed2005

Study on red fermented rice with high concentration of monacolin K and low concentration of citrinin.

Red fermented rice (RFR), known as Asian traditional fermentation foodstuff, is now used as natural colorants and a dietary supplement all over the world. However, the discovery of citrinin in RFR has led to a controversy about the safety of RFR. In this paper, a mutant strain, Monascus spp. M12-69, was acquired by treatment with mutagenic agents from a wild strain M12 of Monascus screened from RFR samples gathered around China. According to the classification guide of Hawksworth and Pitt on Monascus genus, they belong to Monascus pilosus Sato. The conditions of solid state fermentation of M12-69 were optimized. At the optimum conditions, the concentrations of monacolin K and citrinin in RFR, which was dried at 50 degrees C to a constant weight, were 2.52 mg/g and 0.13 ng/g, respectively. These results reveal that Strain M12-69 is a potential strain, which can be used to produce RFR with high concentration of monacolin K and low concentration of citrinin.

Citrinin↗

PubMed1992

[Cold storage of wheat. 1. Ergosterol, ochratoxin A and citrinin after inoculation with Penicillium verrucosum].

Seed wheat was inoculated without having been sterilized with an ochratoxin A and citrinin forming strain of Penicillium verrucosum and stored at moisture contents of 18, 20, 22, 24, and 26% at 10 and 4 degrees C. The production of ergosterol, a chemical indicator of fungal biomass, started within the storage time investigated (240 days). Only at 18% H2O/4 degrees C an increase of the ergosterol content was not observed. Ochratoxin A and Citrinin were not detected at 18% H2O/4 degrees C and 20% H2O/4 degrees C within 240 days (detection limit: 10 and 25 micrograms/kg, respectively). At the other combinations of moisture content and temperature the first detection of the two toxins approximately coincided with the onset of ergosterol production. With increasing moisture content and temperature the time up to the start of ergosterol production decreased, whereas the production rates of ergosterol, ochratoxin A and citrinin increased. Both toxins were produced with about the same rate during a first phase of accumulation. At 20-26% H2O there was no influence of moisture content and temperature on the relation between toxin content and the simultaneously reached ergosterol content. It is recommended that wheat highly contaminated with Penicillium verrucosum should not be stored beyond the start of ergosterol production.

Citrinin↗

PubMed1995

An indirect enzyme immunoassay for the mycotoxin citrinin.

An indirect competitive enzyme immunoassay using rabbit antisera could detect citrinin in buffer solutions at 1 to 13 ng/ml (0.05 to 0.65 ng per assay). Cross-reactivity with austdiol, alternariol, ochratoxin A, and deoxynivalenol was < 0.1% relative to citrinin. Recovery of citrinin added to wheat flour at 200 to 2,000 ng/g was 89 to 104%, with a coefficient of variation of 6.9 to 13%.

Animals↗

PubMed1994

Alterations induced by citrinin in cultured kidney cells.

The cytotoxicity of citrinin was evaluated in an established cell line of baby hamster kidney cells. The primary effect of the mycotoxin was on the adherence of the cells to the culture bottles. Microscopic evaluation of morphological alterations indicated that the cells which were originally elongated and flattened, became swollen and round. Electron microscopic examination showed that citrinin (0.1, 0.5 and 1.0 mM) incubated for 10 hours with cultured cells, promoted drastic alterations of normal mitochondria, with swelling and cell death. Transplasma membrane redox system is inhibited by citrinin (81%). This effect is dependent not only on the toxin concentration, but also on the time of exposure to the cells.

Animals↗

PubMedDate not supplied

Action of citrinin on liposomes.

Citrinin, a mycotoxin, was studied for its effect on artificial membranes (liposomes). Of the three (net positive, negative and neural) liposomal preparations tested, the membrane carrying a net positive charge was preferentially acted upon by citrinin and in this case even the lowest concentration was found to be sufficient for causing a high degree of damage. This is the first report of evidence that citrinin has a direct effect on membranes. It was shown to exhibit concentration dependency in its lytic activity on artificial membranes leading to leaching of trapped 45Ca2% ions.

Benzopyrans↗

PubMed1976

Effect of citrinin, a mycotoxin produced by Penicillium citrinum, on laying hens and young broiler chicks.

Citrinin fed to mature laying hens at levels of 0, 50, and 250 mug/g. of diet for three weeks had no effect on body weight, feed consumption, egg production, egg weight or egg shell quality. A moderate diarrhea occurring about three days after feeding 250 mug. citrinin/g. of diet was observed. However, the diarrhea subsided once the birds were returned to a normal diet. Young broiler chicks were fed a diet containing either 0, 62.5, 125, 250, or 500 mug. citrinin/g. of diet from hatching to three weeks of age. Body weight was decreased by the 500 mug/g. level whereas all levels of citrinin resulted in enlarged kidneys and an improvement in feed conversion when compared to control values. There was also a slight dose-related increase in liver size. The 250 and 500 mug./g. levels resulted in a dose-related increase in water consumption accompanied by an acute diarrhea. Dietary citrinin had no effect on serum protein, glucose, cholesterol, uric acid, calcium, potassium and sodium concentrations or packed cell volume.

Animal Feed↗

PubMed2005

Production and stability of patulin, ochratoxin A, citrinin, and cyclopiazonic acid on dry cured ham.

Toxinogenic fungal species can be isolated from dry cured meat products, raising the problem of the direct contamination of these foods by mycotoxins known to be carcinogenic or potent carcinogens. Because the contamination of a food by mycotoxins can be considered a balance between production and degradation, the stability of mycotoxins on dry cured meat was also investigated. This study focused on patulin, ochratoxin A, citrinin, and cyclopiazonic acid that can be produced by fungal species previously isolated from dry cured meat products sold on the French market. We demonstrated that neither patulin nor ochratoxin A was produced on dry meat by toxigenic strains, whereas relatively high amounts of citrinin and cyclopiazonic acid were found after a 16-day incubation period at 20 degrees C (87 and 50 mg/kg, respectively). After direct contamination, the initial content of patulin rapidly decreased to become undetectable after only 6 h of incubation at 20 degrees C. For both citrinin and ochratoxin A, the kinetics of decrease at 20 degrees C was less rapid, and the two toxins presented half-lives of 6 and 120 h, respectively. By contrast, more than 80% of the initial contamination in cyclopiazonic acid was still found on ham after a 192-h incubation period. Toxin stability was not affected by storage at 4 degrees C. These results suggest that growth of toxigenic strains of Penicillium has to be avoided on dry meat products.

Animals↗

PubMedDate not supplied

Rapid determination of citrinin in corn by fluorescence liquid chromatography and enzyme immunoassay.

A rapid assay procedure was developed for mycotoxin citrinin in corn using liquid-liquid extraction (LLE) cartridges. Ground corn was extracted with methylene chloride and 0.5 N phosphoric acid. The extract was added to an LLE cartridge containing a diatomaceous-earth adsorbant, previously impregnated with sodium bicarbonate solution. After aspiration to dryness, the cartridge was eluted with methanol-water (4 + 1), and aliquots were taken for quantitation by reversed-phase liquid chromatography with fluorescence detection. Recoveries of citrinin added to ground corn at 200-1600 ng/g ranged from 71.2 to 86.3%, with coefficients of variation between 4.1 and 10.6%. An indirect enzyme immunoassay was also evaluated, using sodium carbonate solution for extraction. Recoveries of citrinin added to ground corn at 200-2000 ng/g ranged from 53.2 to 67.2%, but the coefficients of variation varied between 18.4 and 51.5%. The LLE cartridge procedure offers the advantages of low solvent consumption and speed, and is amenable to automation.

Adsorption↗

PubMed1991

Subacute toxicity testing of ochratoxin A and citrinin in swine.

Fourteen pigs were fed ochratoxin A and citrinin through a stomach tube at daily doses of 0.02 and 0.01 mg/kg body mass for 57 days. These toxin doses correspond to the average toxin contamination level of feeds in Central Europe. The clinical status of the pigs was monitored and clinical laboratory, haematological and mycotoxin-analytical examinations were performed throughout the trial. At the end of the experiment gross and histopathological examinations were carried out. The results of ochratoxin A and citrinin determination in the blood, obtained by high-performance liquid chromatography (HPLC), are important from the food hygienic point of view. The sensitivity of the method was 2 and 10 ng/ml for ochratoxin A and citrinin, respectively. The recovery rate of the mycotoxins was above 60%.

Animals↗