The use of secondary metabolite profiling in chemotaxonomy of filamentous fungi

Mycological Research

Volumn 112, Issue 2, 2008, Pages 231-240

  Frisvad, Jens C ^a   Andersen, Birgitte ^a   Thrane, Ulf ^a  

^a TECHNICAL UNIVERSITY OF DENMARK   (Denmark)

Author keywords

Ascomycota; Chemistry; HPLC; Identification; Mycotoxins; Systematics

Indexed keywords

ANTIINFECTIVE AGENT; MYCOTOXIN;

CHEMOTAXONOMY; CLASSIFICATION; FUNGUS; IDENTIFICATION METHOD; PHYLOGENY; SECONDARY METABOLITE;

ARTICLE; CHEMISTRY; CLASSIFICATION; FUNGUS; GENETICS; METABOLISM; METHODOLOGY; THIN LAYER CHROMATOGRAPHY;

ANTI-BACTERIAL AGENTS; CHROMATOGRAPHY, THIN LAYER; FUNGI; MYCOTOXINS;

ACTINOBACTERIA; ACTINOBACTERIA (CLASS); ALTERNARIA; ANIMALIA; ASCOMYCOTA; ASPERGILLUS; BASIDIOMYCOTA; CHYTRIDIOMYCOTA; FUNGI; FUSARIUM; HYPOXYLON; PENICILLIUM; PROTOZOA; STACHYBOTRYS; XYLARIA; ZYGOMYCETES; ZYGOMYCOTA;

EID: 39749125491     PISSN: 09537562     EISSN: 14698102     Source Type: Journal    
DOI: 10.1016/j.mycres.2007.08.018     Document Type: Article

References (155)

1. Amano N., Shinmen Y., Akimoto K., Kawashima H., Amachi T., Shimuzu S., and Yamada H. Chemotaxonomic significance of fatty acid composition in the genus Mortierella (Zygomycetes, Mortierellaceae). Mycotaxon 44 (1992) 257-265
2. Andary C., Cosson L., Bourrier M.J., Wylde R., and Heitz A. Chimiotaxonomie des bolets de la section Luridi. Cryptogamie, Mycologie 13 (1992) 103-114
3. Andersen B., and Thrane U. Differentiation of Alternaria infectoria and Alternaria alternata based on morphology, metabolite profiles, and cultural characteristics. Canadian Journal of Microbiology 42 (1996) 685-689
4. Andersen B., Solfrizzo M., and Visconti A. Metabolite profiles of common Stemphylium species. Mycological Research 99 (1995) 672-676
5. Andersen B., Krøger E., and Roberts R.G. Chemical and morphological segregation of Alternaria alternata, A. gaisen and A. longipes. Mycological Research 105 (2001) 291-299
6. Andersen B., Krøger E., and Roberts R.G. Chemical and morphological segregation of Alternaria arborescens, A. infectoria and A. tenuissima species groups. Mycological Research 106 (2002) 170-182
7. Andersen B., Nielsen K.F., Thrane U., Szaro T., Taylor J.W., and Jarvis B.B. Molecular and phenotypic descriptions of Stachybotrys chlorohalonata sp. nov. and two new chemotypes of Stachybotrys chartarum found in water-damaged buildings. Mycologia 95 (2003) 1227-1238
8. Andersen B., Smedsgaard J., and Frisvad J.C. Penicillium expansum: consistent production of patulin, chaetoglobosins and other secondary metabolites in culture and their natural occurrence in fruit products. Journal of Agricultural and Food Chemistry 52 (2004) 2421-2429
9. Andersen B., Hansen M.E., and Smedsgaard J. Automated and unbiased image analyses as tools in phenotypic classification of small-spored Alternaria spp. Phytopathology 95 (2005) 1021-1029
10. Andersen B., Dongo A., and Pryor B.M. Secondary metabolite profiling of Alternaria dauci, A. porri, A. solani and A. tomatophila. Mycological Research 112 (2008) 241-250
11. Arnold N., Besl H., Bresinsky A., and Kemmer H. Notizen zur Chemotaxomomie der Gattung Dermocybe (Agaricales) und zu ihrem Vorkommen in Bayern. Zeitschrift für Mykologie 53 (1987) 187-194
12. Benedict R.G. Chemotaxonomic relationships among basidiomycetes. Advances in Applied Microbiology 13 (1970) 1-23
13. Besl H., and Bresinsky A. Notizen über Vorkommen und systematische Bewertung von Pigmenten in höheren Pilzen (2). Zeitschrift für Pilzkunde 43 (1977) 311-322
14. Besl H., and Bresinsky A. Notizen über Vorkommen und systematische Bewertung von Pigmenten in höheren Pilzen (3). Untersuchungen an Boletales aus Amerika. Zeitschrift für Pilzkunde 45 (1979) 247-264
15. Besl H., and Bresinsky A. Chemosystematics of Suillaceae and Gomphidiaceae (suborder Suillineae). Plant Systematics and Evolution 206 (1997) 223-242
16. Besl H., Bresinsky A., and Kronawitter I. Notizen über Vorkommen und systematische Bewertung von Pigmenten in höheren Pilzen (1). Zeitschrift für Pilzkunde 41 (1975) 81-88
17. Besl H., Bresinsky A., and Kämmerer A. Chemosystematik der Coniophoraceae. Zeitschrift für Mykologie 52 (1986) 277-286
18. Beutler J.A., and der Marderosian A.H. Chemical variation in Amanita. Journal of Natural Products 44 (1981) 422-431
19. Binder M., and Bresinsky A. Retiboletus, a new genus for a species-complex in the Boletaceae producing retipolides. Feddes Report 113 (2002) 30-40
20. Blomquist G., Anderson B., Anderson K., and Brondz I. Analysis of fatty acids. A new method for characterization of moulds. Journal of Microbiological Methods 16 (1992) 59-68
21. Bok J.W., and Keller N.P. LaeA, a regulator of secondary metabolism in Aspergillus spp. Eukaryotic Cell 3 (2004) 527-535
22. Bridge P.D., and Saddler G.S. Numerical analysis of fungal chemotaxonomic data. In: Frisvad J.C., Bridge P.D., and Arora D.K. (Eds). Chemical Fungal Taxonomy (1998), Marcel Dekker, New York 19-50
23. Brondz I., Høiland K., and Ekeberg D. Multivariate analysis of fatty acids in spores of higher basidiomycetes: a new method for chemotaxonomical classification of fungi. Journal of Chromatography B 800 (2004) 303-307
24. Camazine S., Resch J., Eisner T., and Mainwald J. Mushroom chemical defence: pungent sesquiterpenoid dialdehyde antifeedant to opossum. Journal of Chemical Ecology 9 (1983) 1439-1442
25. Christensen K.B., van Klink J.W., Weavers R.T., Larsen T.O., Andersen B., and Phipps R.K. Novel chemotaxonomic markers of the Alternaria infectoria species-group. Journal of Agricultural and Food Chemistry 53 (2005) 9431-9435
26. Cole R.J., and Schweikert M.A. Handbook of Secondary Fungal Metabolites vols. 1 and 2 (2003), Academic Press, Amsterdam
27. Culberson C.F., and Elix J. Lichen substances. Methods in Plant Biochemistry 1 (1989) 509-535
28. Culberson C.F., and Kristinsson H.A. A standardized method for the identification of lichen substances. Journal of Chromatography 46 (1970) 85-93
29. Davoli P., and Weber R.W.S. Simple method for reversed-phase high-performance liquid chromatographic analysis of fungal pigments in fruit bodies of Boletales (Fungi). Journal of Chromatography A 964 (2002) 129-135
30. Dettmer K., Aronov P.A., and Hammock B.D. Mass spectrometry-based metabolomics. Mass Spectrometry Reviews 26 (2007) 51-78
31. Döpp H., and Musso H. Die constitution des Muscaflavins aus Amanita muscaria und über Betalaminsäure. Naturwissenschaften 60 (1973) 477-478
32. Döpp H., and Musso H. Eine chromatographische Analysemethode für Betalainfarbstoffe in Pilzen und höheren Pflanzen. Zeitschift für Naturforschung 29C (1974) 640-642
33. Farooq A., Atta-ur-Rahman, and Choudhary M.I. Fungal transformation of monoterpenes. Current Organic Chemistry 8 (2004) 353-366
34. Fenical W., and Jensen P.R. Developing a new resource for drug discovery: marine actinomycete bacteria. Nature Chemical Biology 2 (2006) 666-673
35. Filtenborg O., and Frisvad J.C. A simple screening method for toxigenic fungi in pure cultures. Lebensmittel Wissenschaft und Technologie 13 (1980) 128-130
36. Filtenborg O., Frisvad J.C., and Svendsen J.A. Simple screening method for moulds producing intracellular mycotoxins in pure cultures. Applied and Environmental Microbiology 45 (1983) 581-585
37. In: Fox A., Morgan S.L., Larsson L., and Odham G. (Eds). Analytical Microbiology Methods. Chromatography and Mass Spectrometry (1990), Plenum Press, New York
38. Frisvad J.C. Physiological criteria and mycotoxin production as aids in identification of common asymmetric penicillia. Applied and Environmental Microbiology 41 (1981) 568-579
39. Frisvad J.C. High-performance liquid chromatographic determination of profiles of mycotoxins and other secondary metabolites. Journal of Chromatography 392 (1987) 333-347
40. Frisvad J.C. The use of high-performance liquid chromatography and diode array detection in fungal chemotaxonomy based on profiles of secondary metabolites. Botanical Journal of the Linnean Society 99 (1989) 81-95
41. Frisvad J.C. Chemometrics and chemotaxonomy: a comparison of multivariate statistical methods for the evaluation of binary fungal secondary metabolite data. Chemometrics and Intelligent Laboratory Systems 14 (1992) 253-269
42. Frisvad J.C. Classification of organisms by secondary metabolites. In: Hawksworth D.L. (Ed). Identification and Characterization of Pest Organisms (1994), CAB International, Wallingford 303-320
43. Frisvad J.C. Correspondence, principal coordinate, and redundancy analysis used on mixed chemotaxonomical qualitative and quantitative data. Chemometrics and Intelligent Laboratory Systems 23 (1994) 213-229
44. Frisvad J.C., and Filtenborg O. Classification of terverticillate penicillia based on profiles of mycotoxins and other secondary metabolites. Applied and Environmental Microbiology 46 (1983) 1301-1310
45. Frisvad J.C., and Filtenborg O. Terverticillate penicillia: chemotaxonomy and mycotoxin production. Mycologia 81 (1989) 836-861
46. Frisvad J.C., and Filtenborg O. Revision of Penicillium subgenus Furcatum based on secondary metabolites and conventional characters. In: Samson R.A., and Pitt J.I. (Eds). Modern Concepts in Penicillium and Aspergillus classification (1990), Plenum Press, New York 159-170
47. Frisvad J.C., and Samson R.A. Neopetromyces gen. nov. and an overview of teleomorphs of Aspergillus subgenus Circumdati. Studies in Mycology 45 (2000) 201-207
48. Frisvad J.C., and Samson R.A. Polyphasic taxonomy of Penicillium subgenus Penicillium. A guide to identification of the food and air-borne terverticillate penicillia and their mycotoxins. Studies in Mycology 49 (2004) 1-173
49. Frisvad J.C., and Thrane U. Standardized high-performance liquid chromatography of 182 mycotoxins and other fungal metabolites based on alkylphenone indices and uv-VIS spectra (diode-array detection). Journal of Chromatography 404 (1987) 195-214
50. Frisvad J.C., and Thrane U. Liquid column chromatography of mycotoxins. In: Betina V. (Ed). Chromatography of Mycotoxins: techniques and applications (1993), Elsevier, Amsterdam 253-372
51. Frisvad J.C., Filtenborg O., and Thrane U. Analysis and screening for mycotoxins and other secondary metabolites in fungal cultures by thin-layer chromatography and high-performance liquid chromatography. Archives of Environmental Contamination and Toxicology 18 (1989) 331-335
52. Frisvad J.C., Filtenborg O., Samson R.A., and Stolk A.C. Chemotaxonomy of the genus Talaromyces. Antonie van Leeuwenhoek 57 (1990) 179-189
53. Frisvad J.C., Thrane U., and Filtenborg O. Role and use of secondary metabolites in fungal taxonomy. In: Frisvad J.C., Bridge P.D., and Arora D.K. (Eds). Chemical Fungal Taxonomy (1998), Marcel Dekker, New York 289-319
54. Frisvad J.C., Smedsgaard J., Larsen T.O., and Samson R.A. Mycotoxins, drugs and other extrolites produced by species in Penicillium subgenus Penicillium. Studies in Mycology 49 (2004) 201-241
55. Frisvad J.C., Frank J.M., Houbraken J.A.M.P., Kuijpers A.F.A., and Samson R.A. New ochratoxin producing species of Aspergillus section Circumdati. Studies in Mycology 50 (2004) 23-43
56. Frisvad J.C., Larsen T.O., Dalsgaard P.W., Seifert K.A., Louis-Seize G., Lyhne E.K., Jarvis B.B., Fettinger J.C., and Overy D.P. Four psychrotolerant species with high chemical diversity consistently producing cycloaspeptide A, Penicillium jamesonlandense sp. nov., Penicillium ribium sp. nov., Penicillium soppii and Penicillium lanosum. International Journal of Systematic and Evolutionary Microbiology 56 (2006) 1427-1437
57. Galagan J.E., Calvo S.E., Borkovich K.A., Selker E.U., Read N.D., Jaffe D., FitzHugh W., Ma L.J., Smirnov S., Purcell S., Rehman B., Elkins T., Engels R., Wang S.G., Nielsen C.B., Butler J., Endrizzi M., Qui D.Y., Ianakiev P., Pedersen D.B., Nelson M.A., Werner-Washburne M., Selitrennikoff C.P., Kinsey J.A., Braun E.L., Zelter A., Schulte U., Kothe G.O., Jedd G., Mewes W., Staben C., Marcotte E., Greenberg D., Roy A., Foley K., Naylor J., Stabge-Thomann N., Barrett R., Gnerre S., Kamal M., Kamvysselis M., Mauceli E., Bielke C., Rudd S., Frishman D., Krystofova S., Rasmussen C., Metzenberg R.L., Perkins D.D., Kroken S., Cogoni C., Macino G., Catcheside D., Li W.X., Pratt R.J., Osmani S.A., DeSouza C.P.C., Glass L., Orbach M.J., Berglund J.A., Voelker R., Yarden O., Plamann M., Seller S., Dunlap J., Radford A., Aramayo R., Natvig D.O., Alex L.A., Mannhaupt G., Ebbole D.J., Freitag M., Paulsen I., Sachs M.S., Lander E.S., Nusbaum C., and Birren B. The genome sequence of the filamentous fungus Neurospora crassa. Nature 422 (2003) 859-868
58. Gill M. Pigments of fungi (macromycetes). Natural Product Reports 13 (1996) 513-528
59. Gill M. Pigments of fungi (macromycetes). Natural Product Reports 20 (2003) 615-639
60. Gill M., and Steglich W. Pigments of fungi (Macromycetes). In: Herz W., Grisebach H., Kirby G.W., and Tamm C. (Eds). Progress in the Chemistry of Organic Natural Products 51 (1987), Springer Verlag, Berlin 1-317
61. Gluchoff K., and Lebreton P. Fungal chemotaxonomy. Preliminary data on properties and structure of Russules (basidiomycetes). Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences Serie D 270 (1970) 213-216
62. Hadener A., Roth P., and Tamm C. Biosynthesis of cytochalasins. 11. New results on the incorporation of phenylalanine into cytochalasin D by Zygosporium masonii. Zeitschrift für Naturforschung C 44 (1989) 19-32
63. Hansen M.E., and Smedsgaard J. A new matching algorithm for high resolution mass spectra. Journal of the American Society for Mass Spectrometry 15 (2004) 1173-1180
64. Hansen M.E., Andersen B., and Smedsgaard J. Automated and unbiased classification of chemical profiles from fungi using high performance liquid chromatography. Journal of Microbiological Methods 61 (2005) 295-304
65. Hansen M.E., Smedsgaard J., and Larsen T.O. X-hitting: an algorithm for novelty detection and dereplication by uv spectra of complex mixtures of natural products. Analytical Chemistry 77 (2005) 6805-6817
66. Hawksworth D.L. Some advances in the study of lichens since the time of E.M. Holmes. Botanical Journal of the Linnean Society 67 (1973) 3-31
67. Hawksworth D.L. Lichen chemotaxonomy. In: Brown D.H., Hawksworth D.L., and Bailey R.H. (Eds). Lichenology: progress and problems (1976), Academic Press, London 139-184
68. Honda N.K., and Vilegas W. The chemistry of lichens. Quimica Nova 22 (1999) 110-125
69. Horinouchi S. Mining and polishing of the treasure trove in the bacterial genus Streptomyces. Bioscience, Biotechnology & Biochemistry 71 (2007) 283-299
70. Huneck S. Progress in the chemistry of lichen substances 2000-2005. Journal of the Hattori Botanical Laboratory 100 (2006) 671-694
71. Høiland K. Cortinarius subgenus Dermocybe. Opera Botanica 71 (1983) 1-112
72. Høiland K. The genus Gymnophilus in Norway. Mycotaxon 39 (1990) 257-279
73. Jennessen J., Nielsen K.F., Houbraken J., Lyhne E.K., Schnürer J., Frisvad J.C., and Samson R.A. Secondary metabolite and mycotoxin production by the Rhizopus microsporus group. Journal of Agricultural and Food Chemistry 53 (2005) 1833-1840
74. Jensen P.R., Williams P.G., Oh D.C., Zeigler L., and Fenical W. Species-specific secondary metabolite production in marine actinomycetes of the genus Salinispora. Applied and Environmental Microbiology 73 (2007) 1146-1152
75. Keller G., and Ammirati J.F. Chemotaxonomic significance of anthraquinone derivatives in North American species of Dermocybe, section Dermocybe. Mycotaxon 18 (1983) 357-377
76. Kirchmair M., Pöder R., Huber C.G., and Miller Jr. O.K. Chemotaxonomical and morphological observations in the genus Omphalotus (Omphalotaceae). Persoonia 17 (2002) 583-600
77. Kock J.L.F., and Botha A. Fatty acids in fungal taxonomy. In: Frisvad J.C., Bridge P.D., and Arora D.K. (Eds). Chemical Fungal Taxonomy (1998), Marcel Dekker, New York 219-246
78. Larsen T.O., and Frisvad J.C. A simple method for collection of volatile metabolites from fungi based on diffusive sampling from Petri dishes. Journal of Microbiological Methods 19 (1994) 297-305
79. Larsen T.O., and Frisvad J.C. Chemosystematics of Penicillium based on profiles of volatile metabolites. Mycological Research 99 (1995) 1167-1174
80. Larsen T.O., and Frisvad J.C. Characterization of volatile metabolites from 47 Penicillium taxa. Mycological Research 99 (1995) 1153-1166
81. Larsen T.O., Smedsgaard J., Nielsen K.F., Hansen M.E., and Frisvad J.C. Phenotypic taxonomy and metabolite profiling in microbial drug discovery. Natural Product Reports 22 (2005) 672-695
82. Larsen T.O., Petersen B.O., Sørensen D., Duus J., Frisvad J.C., and Hansen M.E. Discovery of new natural products by application of X-hitting, a novel algorithm for automated comparison of full uv-spectra, combined with structural determination by NMR spectroscopy. Journal of Natural Products 68 (2005) 871-874
83. Liras P., and Martín J.F. Gene clusters for β-lactam antibiotics and control of their expression: why have clusters evolved, and from where did they originate?. International Microbiology 9 (2006) 9-19
84. Lorenzen K., and Anke T. Basidiomycetes as a source of new bioactive natural products. Current Organic Chemistry 2 (1998) 329-364
85. Luckner M., Nover L., and Böhm M. Secondary metabolism and cell differentiation. Molecular Biology Biochemistry and Biophysics (1977), Springer Verlag, Berlin
86. Lumbsch H.T. Taxonomic use of metabolic data in lichen-forming fungi. In: Frisvad J.C., Bridge P.D., and Arora D.K. (Eds). Chemical Fungal Taxonomy (1998), Marcel Dekker, New York 345-387
87. Lund F., and Frisvad J.C. Chemotaxonomy of Penicillium aurantiogriseum and related species. Mycological Research 98 (1994) 481-492
88. Madigan M.T., and Martinko J.M. Brock Biology of Microorganisms. eleventh ed. (2006), Pearson Prentice Hall, Upper Saddle River
89. Marumoto R., Kilpert C., and Steglich W. Fungal dyes. 51. New pulvinic acid derivatives from Pulveroboletus types (Boletales). Zeitschrift für Naturforschung C 41 (1986) 363-365
90. Moser M. The relevance of chemical characters for the taxonomy of the Agaricales. Proceedings of the Indian Academy of Sciences (Plant Science) 94 (1985) 319-339
91. Müller K. Pharmaceutically relevant metabolites from lichens. Applied Microbiology and Biotechnology 56 (2001) 9-16
92. Nielsen K.F., and Smedsgaard J. Fungal metabolite screening: database of 474 mycotoxins and fungal metabolites for dereplication by standardised liquid chromatography-uv-mass spectrometry methodology. Journal of Chromatography A 1002 (2003) 111-136
93. Nielsen K.F., Smedsgaard J., Larsen T.O., Lund F., Thrane U., and Frisvad J.C. Chemical identification of fungi - metabolite profiling and metabolomics. In: Arora D.K. (Ed). Fungal Biotechnology in Agricultural, Food and Environmental Applications (2004), Marcel Dekker, New York 19-35
94. Nielsen M.S., Nielsen P.V., and Frisvad J.C. Micellar electrokinetic capillary chromatography of fungal metabolites: resolution optimized by experimental design. Journal of Chromatography A 721 (1996) 337-344
95. Nielsen N.-P.V., Smedsgaard J., and Frisvad J.C. Full second-order chromatographic/spectrometric data matrices for automated sample identification and component analysis by non data reducing image analysis. Analytical Chemistry 71 (1999) 727-735
96. Oh D.C., Jensen P.R., and Fenical W. Zygosporamide, a cytotoxic depsipeptide from the marine-derived fungus Zygosporium masonii. Tetrahedron Letters 47 (2006) 8625-8628
97. Olsen I., and Jantzen E. Sphingolipids in bacteria and fungi. Anaerobe 7 (2001) 103-112
98. Partida-Martinez L.P., and Hertweck C. Pathogenic fungus harbours endosymbiotic bacteria for toxin production. Nature 437 (2005) 884-888
99. Partida-Martinez L.P., and Hertweck C. A gene cluster encoding rhizoxin biosynthesis in 'Burkholderia rhizoxina', the bacterial endosymbiont of the fungus Rhizopus microsporus. ChemBioChem 8 (2007) 41-45
100. Partida-Martinez L.P., de Loss C.F., Ishida K., Ishida M., Roth M., Buder K., and Hertweck C. Rhizonin, the first mycotoxin isolated from the Zygomycota, is not a fungal metabolite but is produced by bacterial endosymbionts. Applied and Environmental Microbiology 73 (2007) 793-797
101. Peláez F. Biological activities of fungi. In: An Z. (Ed). Handbook of Industrial Mycology (2005), Marcel Dekker, New York 49-92
102. Pfyffer G.E. Carbohydrates and their impact on fungal taxonomy. In: Frisvad J.C., Bridge P.D., and Arora D.K. (Eds). Chemical Fungal Taxonomy (1998), Marcel Dekker, New York 247-261
103. Powell M.J. Looking at mycology with a Janus face: a glimpse of Chytridiomycetes active in the environment. Mycologia 85 (1993) 1-20
104. Quang D.N., Hashimoto T., Nomura Y., Wollweber H., Hellwig V., Fournier J., Stadler M., and Asakawa Y. Cohaerins A and B, azaphilones from the fungus Hypoxylon cohaerens, and comparison of hplc-based metabolite profiles in Hypoxylon sect. Annulata. Phytochemistry 66 (2005) 797-809
105. Quang D.N., Stadler M., Fournier J., and Asakawa Y. Carneic acids A and B, chemotaxonomically significant antimicrobial agents from the xylariaceous ascomycete Hypoxylon carneum. Journal of Natural Products 69 (2006) 1198-1202
106. Rademacher W. Gibberellin formation in microorganisms. Plant Growth Regulation 15 (1994) 303-314
107. Rodríguez-Sáiz M., Paz B., de la Fuente J.L., López-Nieto M.J., Cabri W., and Barredo J.L. Blakeslea trispora genes for carotene biosynthesis. Applied and Environmental Microbiology 70 (2004) 5589-5594
108. Roncal T., Cordobés S., Ugalde U., He Y., and Sterner O. Novel diterpenes with potent conidiation inducing activity. Tetrahedron Letters 43 (2002) 6799-6802
109. Roncal T., Cordobés S., Sterner O., and Ugalde U. Conidiation in Penicillium cyclopium is induced by conidiogenone, an endogenous diterpene. Eukaryotic Cell 1 (2002) 823-829
110. Samson R.A., Houbraken J.A.M.P., Kuijpers A.F.A., Frank J.M., and Frisvad J.C. New ochratoxin or sclerotium producing species in Aspergillus section Nigri. Studies in Mycology 50 (2004) 45-61
111. Schmidt H., Adler A., Holst-Jensen A., Klemsdal S.S., Logrieco A., Mach R.L., Nirenberg H.I., Thrane U., Torp M., Vogel R.F., Yli-Mattila T., and Niessen L. An integrated taxonomic study of Fusarium langsethiae, Fusarium poae, and Fusarium sporotrichioides based on the use of composite datasets. International Journal of Food Microbiology 95 (2004) 341-349
112. Scott P.M., Lawerence J.W., and van Walbeek W. Detection of mycotoxins by thin-layer chromatography application to screening of fungal extracts. Applied Microbiology 20 (1970) 839-842
113. Scrosati R. An updated definition of genet applicable to clonal seaweeds, bryophytes, and vascular plants. Basic and Applied Ecology 3 (2002) 97-99
114. Serdani M., Kang J.C., Andersen B., and Crous P.W. Characterisation of Alternaria species-groups associated with core rot of apples in South Africa. Mycological Research 106 (2002) 561-569
115. Smedsgaard J. Micro-scale extraction procedure for standardized screening of fungal metabolite production in cultures. Journal of Chromatography A 760 (1997) 264-270
116. Smedsgaard J., and Frisvad J.C. Using direct electrospray mass spectrometry in taxonomy and secondary metabolite profiling of crude fungal extracts. Journal of Microbiological Methods 25 (1996) 5-17
117. Smedsgaard J., and Frisvad J.C. Terverticillate penicillia studied by direct electrospray mass spectrometric profiling of crude extracts: I. Chemosystematics. Biochemical Systematics and Ecology 25 (1997) 51-64
118. Smedsgaard J., and Nielsen J. Metabolite profiling of fungi and yeast: from phenotype to metabolome by MS and informatics. Journal of Experimental Botany 56 (2005) 273-286
119. Smedsgaard J., Hansen M.E., and Frisvad J.C. Classification of terverticillate penicillia by electrospray mass spectrometric profiling. Studies in Mycology 49 (2004) 243-251
120. Sneath P.H.A., and Sokal R.R. Numerical Taxonomy (1973), WH Freeman, San Francisco
121. Stadler M., and Hellwig V. PCR-based data and secondary metabolites as chemotaxonomical markers in high throughput screening for bioactive compounds from fungi. In: An Z. (Ed). Handbook of Industrial Mycology (2004), Marcel Dekker, New York 269-307
122. Stadler M, Hellwig V, 2005. Chemotaxonomy of the Xylariaceae and remarkable bioactive compounds from Xylariales and their associated asexual states. In: Recent Research Developments in Phytochemistry, Research Sigpost, Trivandrum, pp. 41-93.
123. Stadler M., Henkel T., Müller H., Weber K., and Schlecker H. Identification of alkaloids and polyketides in an actinomycete by high-performance liquid chromatography with mass spectrometric and uv-visible detection. Journal of Chromatography A 818 (1998) 187-195
124. Stadler M., Wollweber H., Muhlbauer A., Asakawa Y., Hashimoto T., Rogers J.D., Ju Y.M., Wetzstain H.G., and Tichy H.V. Molecular chemotaxonomy of Daldinia and other Xylariaceae. Mycological Research 105 (2001) 1191-1205
125. Stadler M., Wollweber H., Muhlbauer A., Henkel T., Asawaka Y., Hashimoto T., Ju Y.M., Rogers J.D., Wetzstein H.G., and Tichy H.V. Secondary metabolite profiles, genetic fingerprints and taxonomy of Daldinia and allies. Mycotaxon 77 (2001) 379-429
126. Stadler M., Tichy H.-V., Katsiou E., and Hellwig V. Chemotaxonomy of Pochonia and other conidial fungi with Verticillium-like anamorphs. Mycological Progress 2 (2003) 95-122
127. Stadler M., Ju Y.M., and Rogers J.D. Chemotaxonomy of Entonaema, Rhopalostroma, and other Xylariaceae. Mycological Research 108 (2004) 239-256
128. Stadler M., Laessoe T., and Vasilyeva L. The genus Pyrenomyxa and its affinities to other cleistocarpous Hypoxyloideae as inferred from morphological and chemical traits. Mycologia 97 (2005) 1129-1139
129. Stadler M., Quang D.N., Tomita A., Hashimoto T., and Asakawa Y. Changes in secondary metabolism during astomatal ontogeny of Hypoxylon fragiforme. Mycological Research 110 (2006) 811-820
130. Stenroos S., Hyvönen J., Myllys L., Thell A., and Ahti T. Phylogeny of the genus Cladonia s. lat. (Cladoniaceae, Ascomycetes) inferred from molecular, morphological, and chemical data. Cladistics 18 (2002) 237-278
131. Sterner O. Toxic terpenoids from higher fungi and their possible role in chemical defence systems. Cryptogamie, Mycologie 16 (1995) 47-57
132. Svendsen A., and Frisvad J.C. A chemotaxonomic study of the terverticillate penicillia based on high performance liquid chromatography of secondary metabolites. Mycological Research 98 (1994) 1317-1328
133. Tag A., Hicks J., Garifullina G., Ake Jr. C., Phillips T.D., Beremand M., and Keller N.P. G-protein signaling mediates differential production of toxic secondary metabolites. Molecular Microbiology 38 (2000) 658-665
134. Tétényi P. Homology of biosynthetic routes: the base in chemotaxonomy. In: Bendz G., and Santesson J. (Eds). Chemistry in Botanical Classification (1973), Academic Press, New York 67-77
135. Thomas R. A biosynthetic classification of fungal and Streptomyces fused-ring aromatic polyketides. ChemBioChem 2 (2001) 612-627
136. Thrane U. Grouping Fusarium section Discolor isolates by statistical analysis of quantitative high performance liquid cheromatographic data on secondary metabolite production. Journal of Microbiological Methods 12 (1990) 23-39
137. Thrane U. Fusarium species and their specific profiles of secondary metabolites. In: Chełkowski J. (Ed). Fusarium: mycotoxins, taxonomy and pathogenicity (1993), Elsevier, Amsterdam 199-225
138. Thrane U., and Hansen U. Chemical and physiological characterization of taxa in the Fusarium sambucinum complex. Mycopathologia 129 (1995) 183-190
139. Thrane U., Poulsen S.B., Nirenberg H.I., and Lieckfeldt E. Identification of Trichoderma strains by image analysis of hplc chromatograms. FEMS Microbiology Letters 203 (2001) 249-255
140. Thrane U., Adler A., Clasen P.E., Galvano F., Langseth W., Logrieco A., Nielsen K.F., and Ritieni A. Diversity in metabolite production by Fusarium langsethiae, Fusarium poae, and Fusarium sporotrichioides. International Journal of Food Microbiology 95 (2004) 257-266
141. Tosch W., Lanthaler K., Boote V., Stretz D., Robson G.D., Geiger E., and Drucker D.B. Molecular species of phosphatidylethanolamine from continuous cultures of Saccharomyces pastorianus syn. carlsbergensis strain. Yeast 23 (2006) 75-82
142. Turner W.B. Fungal Metabolites (1971), Academic Press, London
143. Turner W.B., and Aldridge D.C. Fungal Metabolites II (1983), Academic Press, London
144. Tyrrell D. Biochemical systematics and fungi. Botanical Review 35 (1969) 305-316
145. Van Ardenne R., Döpp H., Musso H., and Steglich W. Über das Vorkommen von Muscaflavin bei Hygrocyben (Agaricales) and seine Dihydroazepin-Struktur. Zeitschrift für Naturforschung 29C (1974) 637-639
146. Vaskovsky V.E., Khotimchenko S.V., and Boolukh E.M. Distribution of diacylglyceroltrimethylhomoserine and phosphatidylchloline in mushrooms. Phytochemistry 47 (1998) 755-760
147. Velázques E., del Villar M., Grondona I., Monte E., and González-Villa T. Ultrastructural and chemotaxonomic analysis of a xylanolytic strain of Cryptococcus adeliensis isolated from sheep droppings in Spain. Archives of Microbiology 186 (2006) 195-202
148. Weete J.D., and Gandhi S.R. Sterols and fatty acids of the Mortierellaceae: taxonomic implications. Mycologia 91 (1999) 642-649
149. Vicente M.F., Basilio A., Cabello A., and Peláez F. Microbial natural products as a source of antifungals. Clinical Microbiology and Infection 9 (2003) 15-32
150. Vitikainen O. William Nylander (1822-1899) and lichen chemotaxonomy. Bryologist 104 (2001) 263-267
151. Whalley A.J.S., and Edwards R.L. Xylariaceous fungi: use of secondary metabolites. In: Rayner A.D.M., Brasier C.M., and Moore D. (Eds). The Evolutionary Biology of Fungi (1987), Cambridge University Press, Cambridge 423-434
152. Whalley A.J.S., and Edwards R.L. Secondary metabolites and systematic arrangement of the Xylariaceae. Canadian Journal of Botany 73 Suppl (1995) S802-S810
153. Winner M., Gimenez A., Schmidt H., Sontag B., Steffan B., and Steglich W. Unusual pulvinic acid dimers from the common fungi Scleroderma citrinum (Common Earthball) and Chalciporus piperatus (Peppery Bolete). Angewandte Chemie International Edition 43 (2004) 1883-1886
154. Wollweber H., and Stadler M. Zur Kentniss der Gattung Daldinia in Deutschland und Europa. Zeitschrift für Mykologie 67 (2001) 3-53
155. Yu J.H., and Keller N. Regulation of secondary metabolism in filamentous fungi. Annual Review of Phytopathology 43 (2005) 437-458