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Chaetoglobosins and azaphilones produced by Canadian strains of Chaetomium globosum isolated from the indoor environment

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Abstract

Chaetomium globosum is one of the most common species of fungi found growing on damp building materials in North America and Europe. At doses that could be experienced in a building with some mould damage, exposure to metabolites from other fungi results in inflammatory changes in vivo and in vitro. This research requires knowledge of the dominant toxins produced by fungal strains from the built environment and characterization of pure compounds for toxicity testing. We examined 25 strains of C. globosum isolated from the built environment in Canada. In varying amounts, these strains primarily produced chaetoglobosin A, C and F, chaetomugilin D, and chaetoviridin A. Spectroscopic data of the major isolated compounds are provided. Previous studies reported a number of metabolites from this species that we did not find. However, this appears to be due to misidentifications of the fungi they examined as well as problems with the analytical methods used. In addition, our data support the use of metabolite profiles for resolving the taxonomy of some economically important Chaetomium species.

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References

  • Amemiya Y, Kondo A, Hirano K, Hirukawa T, Kato T (1994) Antifungal substances produced by Chaetomium globosum. Tech Bull Fac Hortic Chiba Univ 48:13–18

    CAS  Google Scholar 

  • Andersen B, Nielsen KF, Thrane U, Szaro T, Taylor JW, Jarvis BB (2003) Molecular and phenotypic descriptions of Stachybotrys chlorohalonata sp. nov. and two chemotypes of Stachybotrys chartarum found in water-damaged buildings. Mycologia 95:1227–1238

    Article  PubMed  CAS  Google Scholar 

  • Andersen B, Frisvad JC, Søndergaard I, Rasmussen IS, Larsen LS (2011) Associations between fungal species and water-damaged building materials. Appl Environ Microbiol 77:4180–4188

    Article  PubMed  CAS  Google Scholar 

  • Asgari B, Zare R (2011) The genus Chaetomium in Iran, a phylogenetic study including six new species. Mycologia 103:863–882

    Article  PubMed  Google Scholar 

  • Betina V, Micekova D, Memec P (1972) Antimicrobial properties of cytochalasins and their alteration of fungal morphology. J Gen Microbiol 71:343–349

    Article  CAS  Google Scholar 

  • Brewer D, Taylor A (1978) The production of toxic metabolites by Chaetomium spp. isolated from soils of permanent pasture. Can J Microbiol 24:1078–1081

    Article  PubMed  CAS  Google Scholar 

  • Brewer D, Jerram W, Taylor A (1968) The production of cochliodinol and a related metabolite by Chaetomium species. Can J Microbiol 14:861–866

    Article  PubMed  CAS  Google Scholar 

  • Brewer D, Jerram WA, Meiler D, Taylor A (1970) The toxicity of cochliodinol, an antibiotic metabolite of Chaetomium spp. Can J Microbiol 16:433–440

    Article  PubMed  CAS  Google Scholar 

  • Brewer D, Duncan W, Jerram C, Leach K, Safe S, Taylor A, Vining LC, Archibald R, Stevenson RG, Mirocha CJ, Christensen CM (1972) Ovine ill-thrift in Nova Scotia. 5. The production and toxicology of chetomin, a metabolite of Chaetomium spp. Can J Microbiol 18:1129–1137

    Article  PubMed  CAS  Google Scholar 

  • Christensen CM, Nelson GH, Mirocha CJ, Bates F, Dorworth CE (1966) Toxicity to rats of corn invaded by Chaetomium globosum. Appl Microbiol 14:774–777

    PubMed  CAS  Google Scholar 

  • Cole R, Schweikert M (2003) Handbook of secondary metabolites volume I. Elseiver Science, London

    Google Scholar 

  • De La Campa R, Seifert K, Miller JD (2007) Toxins from strains of Penicillium chrysogenum isolated from buildings and other sources. Mycopathologia 163:161–168

    Article  PubMed  CAS  Google Scholar 

  • Domsch KH, Gams W, Anderson TH (2007) Compendium of soil fungi, 2nd edn. IHW, Eching

    Google Scholar 

  • Flannigan B, Miller JD (2011) Microbial growth in indoor environments. In: Flannigan B, Samson RA, Miller JD (eds) Microorganisms in home and indoor work environments: diversity, health impacts, investigation and control, 2nd edn. Taylor & Francis, New York, pp 57–107

    Chapter  Google Scholar 

  • Fogle MR, Douglas DR, Jumper CA, Straus DC (2007) Growth and mycotoxin production by Chaetomium globosum. Mycopathologia 164:49–56

    Article  PubMed  CAS  Google Scholar 

  • Luo W, Wilson AW, Miller JD (2010) Characterization of a 52 kDa exoantigen of Penicillium chrysogenum and monoclonal antibodies suitable for its detection. Mycopathologia 169:15–26

    Article  PubMed  CAS  Google Scholar 

  • Miller J, Rand T, McGregor H, Solomon J, Yang C (2008) Mold ecology: recovery of fungi from certain moldy building materials. In: Prezant B, Weekes D, Miller JD (eds) Recognition, evaluation and control of indoor mold. AIHA, Fairfax, pp 43–51

    Google Scholar 

  • Miller J, Sun M, Gilyan A, Roy J, Rand T (2010) Inflammation-associated gene transcription and expression in mouse lungs induced by low molecular weight compounds from fungi from the built environment. Chem Biol Interact 183:113–124

    Article  PubMed  CAS  Google Scholar 

  • Muroga Y, Yamada T, Numata A, Tanaka R (2009) Chaetomugilins I-O, new potent cytotoxic metabolites from a marine-fish derived Chaetomium species. Stereochemistry and biological activities. Tetrahedron 65:7580–7586

    Article  CAS  Google Scholar 

  • Neveu WA, Bernardo E, Allard JL, Nagaleekar V, Wargo MJ, Davis RJ, Iwakura Y, Whittaker LA, Rincon M (2011) Fungal allergen β-glucans trigger p38 mitogen-activated protein kinase-mediated IL-6 translation in lung epithelial cells. Am J Respir Cell Mol Biol 45:1133–1141

    Article  PubMed  CAS  Google Scholar 

  • Nielsen KF, Gravesen S, Nielsen PA, Andersen B, Thrane U, Frisvad JC (1999) Production of mycotoxins on artificially and naturally infested building materials. Mycopathologia 145:43–56

    Article  PubMed  CAS  Google Scholar 

  • Nielsen KF, Sumarah MW, Frisvad JC, Miller JD (2006) Production of metabolites by species in the Penicillium roqueforti complex. J Agric Food Chem 54:3756–3763

    Article  PubMed  CAS  Google Scholar 

  • Ohtsubo K, Saito M, Sekita S, Yoshihira K, Natori S (1978) Acute toxic effects of chaetoglobosin A, a new cytochalasan compound produced by Chaetomium globosum, on mice and rats. Jpn J Exp Med 48:105–110

    PubMed  CAS  Google Scholar 

  • Park JH, Choi GJ, Jang KS, Lim HK, Kim HT, Cho KY, Kim JC (2005) Antifungal activity against plant pathogenic fungi of chaetoviridins isolated from Chaetomium globosum. FEMS Microbiol Lett 252:309–313

    Article  PubMed  CAS  Google Scholar 

  • Rand TG, Flemming J, Giles S, Miller JD, Puniani E (2005) Inflammatory and cytotoxic responses in mouse lungs exposed to purified toxins from building isolated Penicillium brevicompactum Dierckx and P. chrysogenum Thom. Toxicol Sci 87:213–222

    Article  PubMed  CAS  Google Scholar 

  • Rand TG, Flemming J, Miller JD, Womiloju TO (2006) Comparison of inflammatory and cytotoxic responses in mouse lungs exposed to atranone A and C from Stachybotrys chartarum. J Toxicol Environ Heal 69:1239–1251

    Article  CAS  Google Scholar 

  • Rand TG, DiPenta J, Robbins C, Miller JD (2011) Effects of low molecular weight fungal compounds on inflammatory gene transcription and expression in mouse alveolar macrophages. Chem Biol Interact 190:139–147

    Article  PubMed  CAS  Google Scholar 

  • Rottinghaus GE, Sklebar HT, Senter LH, Brown TP (1989) A rapid screening procedure for the detection of the mycotoxin oosporein in poultry feeds. J Vet Diagn Investig 1:174–175

    Article  CAS  Google Scholar 

  • Safe S, Taylor A (1972) Sporidesmins. 8. Ovine ill-thrift in Nova Scotia. 3. The characterisation of chetomin a toxic metabolite of Chaetomium cochliodes and Chaetomium globosum. J Chem Soc Perkin Trans 1(4):472–479

    Article  Google Scholar 

  • Scherlach K, Boettger D, Remme N, Hertweck C (2010) The chemistry and biology of cytochalasans. Nat Prod Rep 27:869–886

    Article  PubMed  CAS  Google Scholar 

  • Sekita S, Yoshihira K, Natori S, Kuwano H (1973) Structures of chaetoglobosin A and B, cytotoxic metabolites of Chaetomium globosum. Tetrahedron Lett 1973:2109–2112

    Article  Google Scholar 

  • Sekita S, Yoshihira K, Natori S, Kuwano H (1976) Structures of chaetoglobosins C, chaetoglobosin D, chaetoglobosin E, chaetoglobosin F, cytotoxic indol-3-YL cytochalasans from Chaetomium globosum. Tetrahedron Lett 1976:1351–1354

    Article  Google Scholar 

  • Sekita S, Yoshihira K, Natori S, Udagawa S, Muroi T, Sugiyamha Y, Kurata H, Umeda M (1981) Mycotoxin production by Chaetomium spp. and related fungi. Canadian Jounral of Microbiology 27:766-772

  • Slack GJ, Puniani E, Frisvad JC, Samson RA, Miller JD (2009) Secondary metabolites from Eurotium species. A. calidoustus and A. insuetus common in Canadian homes with a review of their chemistry and biological activities. Mycol Res 113:480–490

    Article  PubMed  CAS  Google Scholar 

  • Takahashi M, Koyama K, Natori S (1990) Four new azaphilones from Chaetomium globosum var. flavo-viridae. Chem Pharm Bull 38:625–628

    Article  CAS  Google Scholar 

  • Täubel M, Sulyok M, Vishwanath V, Bloom E, Turunen M, Järvi K, Kauhanen E, Krska R, Hyvärinen A, Larsson L, Nevalainen A (2011) Co-occurrence of toxic bacterial and fungal secondary metabolites in moisture-damaged indoor environments. Indoor Air 21:368–375

    Article  PubMed  Google Scholar 

  • Tomoda H, Matsushima C, Tabata N, Namatame I, Tanaka H, Bamberger MJ, Arai H, Fukazawa M, Inoue K, Omura S (1999) Structure-specific inhibition of cholesteryl ester transfer protein by azaphilones. J Antibiot (Tokyo) 52:160–170

    Article  CAS  Google Scholar 

  • Trown PW (1968) Antiviral activity of N, N′-dimethyl-epidithiapiperazinedione, a synthetic compound related to the gliotoxins, LL-S88alpha and beta, chetomin and the sporidesmins. Biochem Biophys Res Commun 8:402–407

    Article  Google Scholar 

  • Udagawa S, Muroi T, Kurata H, Sekita S, Yoshihira K, Natori S (1978) The production of chaetoglobosins, sterigmatocystin, O-methylsterigmatocystin, and chaetocin by Chaetomium spp. and related fungi. Can J Microbiol 25:170–177

    Article  Google Scholar 

  • Umeda M, Ohtsubo K, Saito M, Sekita S, Yoshira K, Natori S, Udagawa S, Sakabe, Kurata H (1975) Cytotoxicity of new cytochalasans from Chaetomium globosum. Experientia 31:435–438

    Article  PubMed  CAS  Google Scholar 

  • Vishwanath V, Sulyok M, Labuda R, Bicker W, Krska R (2009) Simultaneous determination of 186 fungal and bacterial metabolites in indoor matrices by liquid chromatography/tandem mass spectrometry. Anal Bioanal Chem 395:1355–1372

    Article  PubMed  CAS  Google Scholar 

  • Von Arx JA, Guarro J, Figueras MJ (1986) The ascomycete genus Chaetomium. Nova Hedwig 84:1–162

    Google Scholar 

  • WHO (2009) Guidelines for indoor air quality: dampness and mould. World Health Organization, Regional Office for Europe, DK-2100, Copenhagen

  • Yasuhide M, Yamada T, Numata A, Tanaka T (2008) Chaetomugilins, new selectively cytotoxic metabolites, produced by a marine fish-derived Chaetomium species. J Antibiot 61:615–622

    Article  PubMed  CAS  Google Scholar 

Download references

Acknowledgments

This research was funded by a NSERC IRC to JDM and an OGS to DRM. We thank Don Belisle and Dr. Tom Rand for collection of samples as well as Dan Sørensen for LC-MS analysis.

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Correspondence to J. David Miller.

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McMullin, D.R., Sumarah, M.W. & Miller, J.D. Chaetoglobosins and azaphilones produced by Canadian strains of Chaetomium globosum isolated from the indoor environment. Mycotoxin Res 29, 47–54 (2013). https://doi.org/10.1007/s12550-012-0144-9

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  • DOI: https://doi.org/10.1007/s12550-012-0144-9

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