Volatile Compounds of<i>Aspergillus</i>Strains with Different Abilities To Produce Ochratoxin A

Jeleń, Henryk H.; Grabarkiewicz-Szczesna, J

doi:10.1021/jf0487396

Cited by 33 publications

(22 citation statements)

References 32 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The mass spectrum of major compound 1 (Fig. S2) exhibited a molecular ion at m/z 178 and matched mass spectral data published for the isocoumarin derivative mellein (16,17). The optical rotation value of the purified compound 1 [(α D ) = −102°(CH 2 Cl 2 , c = 0.05)] was in agreement with that reported for (R)-(-)-mellein [(R)-(-)-3,4-diydro-8-hydroxy-3-methylisocoumarin] (18).…”

Section: Resultssupporting

confidence: 77%

Larvae of the parasitoid wasp Ampulex compressa sanitize their host, the American cockroach, with a blend of antimicrobials

Herzner

Schlecht

Dollhofer

et al. 2013

Proc. Natl. Acad. Sci. U.S.A.

View full text Add to dashboard Cite

Food resources contaminated with spoilage or pathogenic microorganisms pose severe problems to all higher organisms. Here, we describe a food-hygienic strategy of the emerald cockroach wasp Ampulex compressa . The wasp larvae develop on and inside the American cockroach Periplaneta americana , a host that can harbor various putrefactive microbes, as well as human and insect pathogens. From P. americana , we isolated the Gram-negative bacterium Serratia marcescens , which is a potent entomopathogen that can rapidly kill insect larvae. It is also known as a food contaminant and as an opportunistic human pathogen. Using behavioral observations and chemical analyses, we demonstrated that A. compressa larvae impregnate their cockroach hosts from inside with large amounts of an oral secretion containing a blend of γ-lactones and isocoumarins with ( R )-(-)-mellein [( R )-(-)-3,4-diydro-8-hydroxy-3-methylisocoumarin] and micromolide [(4 R ,9 Z )-octadec-9-en-4-olide] as dominant components. We fractionated hexane extracts of the secretion and investigated the antimicrobial properties of the fraction containing the lactones and isocoumarins, as well as of synthetic ( R )-(-)-mellein and micromolide, against S. marcescens and a Gram-positive bacterium, Staphylococcus hyicus , in broth microdilution assays. The test fraction inhibited growth of both tested bacteria. The activity of the fraction against S. marcescens was explained by ( R )-(-)-mellein alone, and the activity against S. hyicus was explained by the combined action of ( R )-(-)-mellein and micromolide. Our data suggest that the specific combination of antimicrobials in the larval secretion provides an effective frontline defense against the unpredictable spectrum of microbes that A. compressa larvae may encounter during their development inside their cockroach hosts.

show abstract

Section: Resultssupporting

confidence: 77%

Larvae of the parasitoid wasp Ampulex compressa sanitize their host, the American cockroach, with a blend of antimicrobials

Herzner

Schlecht

Dollhofer

et al. 2013

Proc. Natl. Acad. Sci. U.S.A.

View full text Add to dashboard Cite

show abstract

“…We hypothesized that A. nidulans (15). Oxygen also affects aflatoxin production (8,12). To rule out possible effects of CO 2 , O 2 , and ethylene on data interpretation in the experiments described above, we measured concentrations of these gases in the headspace of large petri dishes carrying fungal colonies.…”

Section: Resultsmentioning

confidence: 99%

“…Our laboratory recently focused on the identification of fungal volatiles that regulate aflatoxin synthesis; others have studied the correlation between the pattern of specific fungal volatiles and the ability to synthesize ochratoxin (12) or aflatoxin (26) in attempts to use these compounds to identify toxigenic isolates.…”

mentioning

confidence: 99%

Aspergillus Volatiles Regulate Aflatoxin Synthesis and Asexual Sporulation in Aspergillus parasiticus

Roze

Beaudry

Arthur

et al. 2007

Appl Environ Microbiol

View full text Add to dashboard Cite

Aspergillus parasiticus is one primary source of aflatoxin contamination in economically important crops. To prevent the potential health and economic impacts of aflatoxin contamination, our goal is to develop practical strategies to reduce aflatoxin synthesis on susceptible crops. One focus is to identify biological and environmental factors that regulate aflatoxin synthesis and to manipulate these factors to control aflatoxin biosynthesis in the field or during crop storage. In the current study, we analyzed the effects of aspergillus volatiles on growth, development, aflatoxin biosynthesis, and promoter activity in the filamentous fungus A. parasiticus. When colonies of Aspergillus nidulans and A. parasiticus were incubated in the same growth chamber, we observed a significant reduction in aflatoxin synthesis and asexual sporulation by A. parasiticus. Analysis of the headspace gases demonstrated that A. nidulans produced much larger quantities of 2-buten-1-ol (CA) and 2-ethyl-1-hexanol (EH) than A. parasiticus. In its pure form, EH inhibited growth and increased aflatoxin accumulation in A. parasiticus at all doses tested; EH also stimulated aflatoxin transcript accumulation. In contrast, CA exerted dose-dependent up-regulatory or down-regulatory effects on aflatoxin accumulation, conidiation, and aflatoxin transcript accumulation. Experiments with reporter strains carrying nor-1 promoter deletions and mutations suggested that the differential effects of CA were mediated through separate regulatory regions in the nor-1 promoter. The potential efficacy of CA as a tool for analysis of transcriptional regulation of aflatoxin biosynthesis is discussed. We also identify a novel, rapid, and reliable method to assess norsolorinic acid accumulation in solid culture using a Chroma Meter CR-300 apparatus.Aflatoxins are environmental carcinogens and mutagens produced by several aspergilli. The entrance of these compounds into the food chain occurs through the contamination of economically important crops (corn, peanuts, tree nuts, dried fruits and vegetables, and medicinal herbs) predominantly by the aflatoxigenic fungi Aspergillus parasiticus and Aspergillus flavus (1, 9, 10).One goal of our laboratory is to identify biological and environmental factors that control aflatoxin synthesis in aspergillus; these factors could then be manipulated in the field or during crop storage to reduce aflatoxin contamination. Our laboratory recently focused on the identification of fungal volatiles that regulate aflatoxin synthesis; others have studied the correlation between the pattern of specific fungal volatiles and the ability to synthesize ochratoxin (12) or aflatoxin (26) in attempts to use these compounds to identify toxigenic isolates.We previously analyzed the effects of ethylene and CO 2 , gases produced naturally by A. parasiticus and Aspergillus nidulans in culture, on development and toxin synthesis (15); these filamentous fungi produce aflatoxin and sterigmatocystin, respectively. Sterigmatocystin is a carcinogenic late...

show abstract

“…Few metabolites of A. niger have been previously identified, namely, ethanol, 1-propanol, 2-methyl-1-propanol, 2-methyl-1-butanol, 3-methyl-1-butanol, 2-pentanol, 1-octen-3-ol, 3-octanol, acetaldehyde, ethyl propanoate, ethyl butanoate, ethyl tiglate, 3-methyl-2-butenoic acid ethyl ester, iso-amyl tiglate, 3-methylbutanoic acid pentyl ester, ethyl palmitate, ethyl linoleate, 2,5-dimethoxytoluene, 2-methylfuran, 3-methylfuran, 2-propanone, 2-pentanone, 2-heptanone, 3-octanone, cyclohexanone, heptane, 2,3,3,3-tetramethylbutane, 1,3-nonadiene, pentadecene, limonene, α-bisabolene and α-cubebene2728293031. These compounds have been detected using different sampling/extraction tools, such as Tenax® adsorbent trap27, SPME with non-polar or bipolar stationary phases282930 and passive sampling onto charcoal sorbents31, followed by thermal desorption into 1D-GC.…”

Section: Resultsmentioning

confidence: 99%

“…These compounds have been detected using different sampling/extraction tools, such as Tenax® adsorbent trap27, SPME with non-polar or bipolar stationary phases282930 and passive sampling onto charcoal sorbents31, followed by thermal desorption into 1D-GC. As far as we know, the present study represents the first one using GC × GC, and its high sensitivity and chromatographic resolution revealed the high complexity of the A. niger cultures headspace (Table S1).…”

Section: Resultsmentioning

confidence: 99%

Shedding light on Aspergillus niger volatile exometabolome

Costa

Silva

Rudnitskaya

et al. 2016

Sci Rep

View full text Add to dashboard Cite

An in-depth exploration of the headspace content of Aspergillus niger cultures was performed upon different growth conditions, using a methodology based on advanced multidimensional gas chromatography. This volatile fraction comprises 428 putatively identified compounds distributed over several chemical families, being the major ones hydrocarbons, alcohols, esters, ketones and aldehydes. These metabolites may be related with different metabolic pathways, such as amino acid metabolism, biosynthesis and metabolism of fatty acids, degradation of aromatic compounds, mono and sesquiterpenoid synthesis and carotenoid cleavage. The A. niger molecular biomarkers pattern was established, comprising the 44 metabolites present in all studied conditions. This pattern was successfully used to distinguish A. niger from other fungi (Candida albicans and Penicillium chrysogenum) with 3 days of growth by using Partial Least Squares-Discriminant Analysis (PLS-DA). In addition, PLS-DA-Variable Importance in Projection was applied to highlight the metabolites playing major roles in fungi distinction; decreasing the initial dataset to only 16 metabolites. The data pre-processing time was substantially reduced, and an improvement of quality-of-fit value was achieved. This study goes a step further on A. niger metabolome construction and A. niger future detection may be proposed based on this molecular biomarkers pattern.

show abstract

Volatile Compounds ofAspergillusStrains with Different Abilities To Produce Ochratoxin A

Cited by 33 publications

References 32 publications

Larvae of the parasitoid wasp Ampulex compressa sanitize their host, the American cockroach, with a blend of antimicrobials

Larvae of the parasitoid wasp Ampulex compressa sanitize their host, the American cockroach, with a blend of antimicrobials

Aspergillus Volatiles Regulate Aflatoxin Synthesis and Asexual Sporulation in Aspergillus parasiticus

Shedding light on Aspergillus niger volatile exometabolome

Contact Info

Product

Resources

About