The Trichoderma brevicompactum clade: A separate lineage with new species, new peptaibiotics, and mycotoxins

Mycological Progress

Volumn 7, Issue 3, 2008, Pages 177-219

  Degenkolb, Thomas ^a   Dieckmann, Ralf ^b   Nielsen, Kristian Fog ^c   Gräfenhan, Tom ^d   Theis, Christoph ^a   Zafari, Doustmorad ^e   Chaverri, Priscila ^f   Ismaiel, Adnan ^g   Brückner, Hans ^a   Von Döhren, Hans ^b   Thrane, Ulf ^c   Petrini, Orlando ^h   Samuels, Gary J ^g  

^a JUSTUS LIEBIG UNIVERSITY   (Germany)

^b TECHNISCHE UNIVERSITÄT BERLIN   (Germany)

^c TECHNICAL UNIVERSITY OF DENMARK   (Denmark)

^d AGRICULTURE AND AGRI FOOD CANADA   (Canada)

^e BU ALI SINA UNIVERSITY   (Iran)

^f HOWARD UNIVERSITY   (United States)

^g AGRICULTURAL RESEARCH SERVICE   (United States)

^h Istituto Cantonale di Microbiologia   (Switzerland)

Author keywords

Biocontrol; Endophyte; Harzianum A; Hydrophobins; Hypocrea; Hypocreaceae; Hypocreales; MALDI TOF; Systematics; Trichodermin; Trichothecene

Indexed keywords

ASCOMYCOTA; HYPOCREA; HYPOCREACEAE; HYPOCREALES; TRICHODERMA; TRICHODERMA BREVICOMPACTUM; TRICHODERMA VIRIDE;

EID: 48349131023     PISSN: 1617416X     EISSN: 18618952     Source Type: Journal    
DOI: 10.1007/s11557-008-0563-3     Document Type: Article

References (80)

1. PM Adams JR Hanson 1972 Sesquiterpenoid metabolites of Trichoderma polysporum and T. sporulosum Phytochemistry 11 423
2. C Auvin-Guette S Rebuffat Y Prigent B Bodo 1992 Trichogin A IV, an 11-residue lipopeptaibol from Trichoderma longibrachiatum J Am Chem Soc 114 2170 2174
3. Auvin-Guette C, Rebuffat S, Vuidepot I, Massias M, Bodo B (1993) Structural elucidation of trichokoningins KA and KB, peptaibols from Trichoderma koningii. J Chem Soc Perkin Trans I:249-255
4. JR Bamburg FM Strong 1969 Mycotoxins of the trichothecane family produced by Fusarium tricinctum and Trichoderma lignorum Phytochemistry 8 2405 2410
5. J Bissett 1991 A revision of the genus Trichoderma. III. Section Pachybasium Can J Bot 69 2373 2417
6. H Brückner G Jung 1980 Identification of N-acetyl-α- aminobutryic acid after selective trifluoroacetolysis of alamethicin and related peptide antibiotics Chromatographia 13 170 174
7. I Carbone LM Kohn 1999 A method for designing primer sets for speciation studies in filamentous ascomycetes Mycologia 91 553 556
8. P Chaverri GJ Samuels 2003 Hypocrea/Trichoderma (Ascomycota, Hypocreales, Hypocreaceae): species with green ascospores Stud Mycol 48 1 116
9. P Chaverri JF Bischoff KT Hodge 2005 A new species of Hypocrella, H. macrostroma, and its relationship to other species with large stromata Mycol Res 109 1268 1275
10. Coats JH, Meyer CE, Reusser F (1974) Alamethicin and production therefor. Patent U.S.3833723 A61k 21/00 (424-118):1-8
11. DG Corley M Miller-Wideman RC Durley 1994 Isolation and structure of harzianum A: a new trichothecene from Trichoderma harzianum J Nat Prod 57 442 425
12. Z Cvetnić S Pepelnjak 1997 Distribution and mycotoxin-producing ability of some fungal isolates from the air Atmos Environ 31 491 495
13. T Degenkolb A Berg W Gams B Schlegel U Gräfe 2003 The occurrence of peptaibols and structurally related peptaibiotics and their mass spectrometric identification via diagnostic fragment ions J Pept Sci 9 666 678
14. T Degenkolb T Gräfenhan HI Nirenberg W Gams H Brückner 2006 Trichoderma brevicompactum Complex: Rich source of novel and recurrent plant-protective polypeptide antibiotics J Agric Food Chem 54 7047 7061
15. T Degenkolb T Gräfenhan A Berg HI Nirenberg W Gams H Brückner 2006 Peptaibiomics: Screening for polypeptide antibiotics (Peptaibiotics) from plant-protective Trichoderma species Chem Biodivers 3 593 610
16. T Degenkolb J Kirschbaum H Brückner 2007 New sequences, constituents, and producers of peptaibiotics: an updated review Chemis Biodivers 4 1052 1067
17. Degenkolb T, von Döhren H, Nielsen KF, Samuels GJ, Brückner H (2008a) Recent advances and future prospects in peptaibiotics and mycotoxin research and their importance for chemotaxonomy of Trichoderma and Hypocrea. Chem Biodivers 5:671-680 doi: 10.1002/cbdv.200890064 (May 20)
18. Degenkolb T, Gams W, Brückner H (2008b) Natural cyclo-peptaibiotics and related cyclo-tetrapeptides: structural diversity and future prospects. Chem Biodivers 5:693-706 doi: 10.1002/cbdv.200890066
19. JR Dettman DJ Jacobson JW Taylor 2003 A multilocus genealogical approach to phylogenetic species recognition in the model eukaryote Neurospora Evolution 57 2703 2720
20. S Dodd E Lieckfeldt P Chaverri BE Overton GJ Samuels 2002 Taxonomy and phylogenetic relationships of two species of Hypocrea with Trichoderma anamorphs Mycological Progress 1 409 428
21. Domsch KH, Gams W, Anderson T-H (2007) Compendium of soil fungi, 2nd taxonomically revised edition by W. Gams. IHW, Eching
22. RH Don PT Cox BJ Wainwright K Baker JS Mattick 1991 Touchdown PCR to circumvent spurious priming during gene amplification Nucleic Acids Res 19 4008
23. HC Evans KA Holmes SE Thomas 2003 Endophytes and mycoparasites associated with an indigenous forest tree, Theobroma gileri, in Equador and a preliminary assessment of their potential as biological control agents of cocoa diseases Mycol Prog 2 149 160
24. M Favilla L Macchia A Gallo C Altomare 2006 Toxicity assessment of fungal biocontrol agents using two different (Artemia salina and Daphnia magna) invertebrate bioassays Food Chem Toxicol 44 1922 1931
25. T Fujita S-I Wada A Iida T Nishimura M Kanai N Toyoma 1994 Fungal metabolites. XIII. Isolation and structure elucidation of new peptaibols, trichodecenins-I and -II from Trichoderma viride Chem Pharm Bull 42 489 494
26. M Gilly NR Benson M Pellegrini 1985 Affinity labeling the ribosome with eukaryotic-specific antibiotics - (bromoacetyl)trichodermin Biochemistry 24 5787 5792
27. WO Godtfredsen S Vangedal 1964 Trichodermin, a new antibiotic related to trichothecin Proc Chem Soc 1964 188 189
28. WO Godtfredsen S Vangedal 1965 Trichodermin, a new sesquiterpene antiobiotic Acta Chem Scand 19 1088 1102
29. Gräfenhan T (2006) Epidemiology and biological control of latent grapevine trunk diseases. PhD Thesis. Faculty of Agriculture and Horticulture, Humboldt-University Berlin, Germany. 138 pp
30. Hanada RE, de Souza JT, Pomella AWV, Hebbar KP, Pereira JO, Ismaiel A, Samuels GJ (2008) Trichoderma martiale sp. nov., a new endophyte from sapwood of Theobroma cacao with a potential for biological control. Mycol Res (In press)
31. DL Hawksworth 2001 The magnitude of fungal diversity, the 1.5 million estimate revisited Mycol Res 105 1422 1432
32. Q Huang Y Tezuka T Kikuchi A Nishi K Tubaki K Tanaka 1995 Studies on metabolites of mycoparasitic fungi. II. Metabolites of Trichoderma koningii Chem Pharm Bull 43 223 229
33. Huelsenbeck JP (2000) MrBayes: Bayesian inferences of phylogeny (software). University of Rochester, New York
34. JP Huelsenbeck F Ronquist ES Nielsen JP Bollback 2001 Bayesian inference of phylogeny and its impact on evolutionary biology Science 294 2310 2314
35. WM Jaklitsch GJ Samuels SL Dodd B-S Lu IS Druzhinina 2006 Hypocrea rufa/Trichoderma viride: a reassessment, and description of five closely related species with and without warted conidia Stud Mycol 56 135 177
36. H-Z Jin J-H Lee W-D Zhang H-B Lee Y-S Hong Y-H Kim J-J Lee 2007 Harzianums A and B produced by a fungal strain, Hypocrea sp. F000527, and their cytotoxicity against tumor cell lines J Asian Nat Prod Res 9 203 207
37. J Kindermann Y El-Ayouti GJ Samuels CP Kubicek 1998 Phylogeny of the genus Trichoderma based on sequence analysis of the internal transcript spacer 1 of the rDNA cluster Fungal Genet Biol 24 298 309
38. J Kirschbaum C Krause RK Winzheimer H Brückner 2003 Alamethicin sequences reconsidered and reconciled J Pept Sci 9 799 809
39. Kornerup A, Wanscher JH (1978) Methuen handbook of colour, 3rd edn. Eyre Methuen, London
40. GF Kraus I Druzhinina W Gams J Bissett D Zafari G Szakacs A Koptchinski H Prillinger R Zare CP Kubicek 2004 Trichoderma brevicompactum sp. nov Mycologia 96 1059 1073
41. C Krause J Kirschbaum H Brückner 2006 Peptaibiomics: an advanced, rapid and selective analysis of peptaibiotics/peptaibols by SPE/LC-ES-MS Amino Acids 30 435 443
42. Kubicek CP, Baker S, Gamauf C, Kennerley CM, Druzhinina IS (2008) Purifying selection and birth-and-death evolution in the class II hydrophobin gene families of the ascomycete Trichoderma/Hypocrea. BMC Evol Biol 8:4 doi: 10.1186/1471-2148-8-4
43. E Küsters A Portmann 1994 Enantiomeric separation of amino alcohols by gas chromatography on a chiral stationary phase; influence of the perfluoroacetylating reagent on the separation J High Resolut Chromatogr 17 639 642
44. Laatsch H (2007) AntiBase 2007. The natural compound identifier. Wiley, Weinheim, Germany
45. A Landreau YF Pouchus C Sallenave-Namont J-F Biard M-C Boumard T Robiou Du Pont F Mondeguer C Goulard J-F Verbist 2002 Combined use of LC/MS and a biological test for rapid identification of marine mycotoxins produced by Trichoderma koningii J Microbiol Methods 48 181 194
46. HB Lee Y Kim HZ Jin JJ Lee C-J Kim JY Park HS Jung 2005 A new Hypocrea strain producing harzianum A cytotoxic to tumour cell lines Lett Appl Microbiol 40 497 503
47. B Leitgeb A Szekeres A Manczinger C Vágvölgyi L Kredics 2007 The history of alamethicin: a review of the most extensively studied peptaibol Chem Biodivers 4 1027 1051
48. LL Liao AP Grollman SB Horwitz 1976 Mechanism of action of 12,13-epoxytrichothecene, anguidine, an inhibitor of protein-synthesis Biochim Biophys Acta 454 273 284
49. MB Linder GR Szilvay T Nakari-Setälä ME Penttilä 2005 Hydrophobins: the protein-amphiphiles of filamentous fungi FEMS Microbiol Rev 29 877 896
50. YJ Liu S Whelen BD Hall 1999 Phylogenetic relationships among Ascomycetes: Evidence from an RNA polymerase II subunit Mol Biol Evol 16 1799 1808
51. M Lorito V Farkas S Rebuffat B Bodo CP Kubicek 1996 Cell wall synthesis is a major target of mycoparasitic antagonism by Trichoderma harzianum J Bacteriol 178 6382 6385
52. Maddison DR, Maddison WM (2005) MacClade 4 Analysis of phylogeny and character evolution (version 4.06). Sinauer Associates, Sunderland Mass. http://macclade.org/index.html
53. RJ Mason-Gamer EA Kellogg 1996 Testing for phylogenetic conflict among molecular data sets in the tribe Triticeae (Gramineae) Syst Biol 45 524 545
54. B Mau M Newton B Larget 1999 Bayesian phylogenetic inference via Markov chain Monte Carlo methods Biometrics 55 1 12
55. M Mohamed-Benkada M Montagu JF Biard F Modeguer P Vérité M Dalgalarrondo J Bissett YF Pouchus 2006 New short peptaibols from a marine Trichoderma strain Rapid Comm Mass Spectrometry 20 1176 1180
56. T Neuhof R Dieckmann IS Druzhinina CP Kubicek H von Döhren 2007 Intact-cell MALDI-TOF mass spectrometry analysis of peptaibol formation by the genus Trichoderma/Hypocrea: can molecular phylogeny of species predict peptaibol structures? Microbiology 153 3417 3437
57. T Neuhof R Dieckmann IS Druzhinina CP Kubicek T Nakari-Setälä M Penttilä H von Döhren 2007 Direct identification of hydrophobins and their processing in Trichoderma using Intact-Cell MALDI-TOF mass spectrometry FEBS J 274 841 852
58. AP New C Eckers NJ Haskins WA Neville S Elson JA Hueso-Rodriguez A Rivera-Sagredo 1996 Structures of polysporins A-D, four new peptaibols isolated from Trichoderma polysporum Tetrahedron Lett 37 3039 3042
59. KF Nielsen T Gräfenhan D Zafari U Thrane 2005 Trichothecene production by Trichoderma brevicompactum J Agric Food Chem 53 8190 8196
60. H Nirenberg 1976 Untersuchungen über die morphologische und biologische Differenzierung in der Fusarium-Sektion Liseola Mitt Biol Bundesanst Land- Forstwirtsch Berlin-Dahlem 169 1 117
61. S-U Oh B-S Yun J-H Kim I-D Yoo 2002 Atroviridins A-C and neoatroviridins A-D, novel peptaibol antibiotics produced by Trichoderma atroviride F80317 J Antibiot 55 557 564
62. L Poirier F Quiniou N Ruiz M Montagu J-C Amiard YF Pouchus 2007 Toxicity assessment of peptaibols and contaminated sediments on Crassostrea gigas embryos Aquat Toxicol 83 254 262
63. D Posada KA Crandall 1998 Modeltest: testing the model of DNA substitution Bioinformatics 14 917 918
64. A Psurek C Neusüss T Degenkolb H Brückner E Balaguer D Imhof GKE Scriba 2006 Detection of new amino acid sequences of alamethicins F30 by nonaqueous capillary electrophoresis-mass spectrometry J Pept Sci 12 279 290
65. Rambaut A, Drummond A (2004) TRACER v 1.2.1. http://evolve.zoo.ox.ac.uk/ software.html?id5tracer
66. B Rannala Z Yang 1996 Probability distribution of molecular evolutionary trees: a new method of phylogenetic interference J Mol Evol 43 304 311
67. Rebuffat S, Goulard C, Bodo B (1995) Antibiotic peptides from Trichoderma harzianum: harzianins HC, proline-rich 14-residue peptaibols. J Chem Soc Perkin Trans I:1849-1855
68. V Reeb F Lutzoni C Roux 2004 Contribution of RPB2 to multilocus phylogenetic studies of the Euascomycetes (Pezizomycotina, Fungi) with special emphasis on lichen-forming Acarosporaceae and evolution of polyspory Mol Phylogenet Evol 32 1036 1060
69. N Ruiz G Wielgoz-Collin L Poirier O Grovel KE Petit M Mohamed-Benkada T Robiou Du Pont J Bissett P Vérité G Barnathan YF Pouchus 2007 New trichobrachins, 11-residue peptaibols from a marine strain of Trichoderma longibrachiatum Peptides 28 1351 1358
70. Y Saikawa H Okamoto T Inui M Makabe T Okuno T Suda K Hashimoto M Nakata 2001 Toxic principles of a poisonous mushroom Podostroma cornu-damae Tetrahedron 57 8277 8281
71. C Sallenave YF Pouchus M Bardouil P Lassus F Roquebert J-F Verbist 1999 Bioaccumulation of mycotoxins by shellfish: contamination of mussels by metabolites of a Trichoderma koningii strain isolated in the marine environment Toxicon 37 77 83
72. GJ Samuels 2006 Trichoderma: systematics, the sexual state and ecology Phytopathology 96 195 206
73. GJ Samuels SL Dodd W Gams LA Castlebury O Petrini 2002 Trichoderma species associated with the green mold epidemic of commercially grown Agaricus bisporus Mycologia 94 146 170
74. GJ Samuels S Dodd B-S Lu O Petrini H-J Schroers IS Druzhinina 2006 The Trichoderma koningii aggregate species Stud Mycol 56 67 133
75. Sivasithamparam K, Ghisalberti EL (1998) Secondary metabolism in Trichoderma and Gliocladium. In: Kubicek CP, Harman GE (eds) Trichoderma and Gliocladium. Volume 1. Basic biology, taxonomy, and genetics. Francis & Taylor, London, pp 139-191
76. Swofford DL (2002) PAUP*: Phylogenetic analysis using parsimony (*and other methods). Version 4.06b10. Sinauer Associates, Sunderland, Mass.
77. JD Thompson TJ Gibson F Plewniak F Jeanmougin DG Higgins 1997 The ClustalX windows interface; flexible strategies for multiple sequence alignmjent aided by quality analysis tools Nucleic Acids Res 24 4876 4882
78. A Viterbo I Chet 2006 TasHyd1, a new hydrophobin gene from the biocontrol agent Trichoderma asperellum, is involved in plant root colonization Mol Plant Pathol 7 249 258
79. R Watts J Dahiya K Chaudhary P Tauro 1988 Isolation and characterization of a new antifungal metabolite of Trichoderma reesei Plant Soil 107 81 84
80. White TJ, Bruns T, Lee S, Taylor J (1990) Amplification and direct sequencing of fungal ribosomal RNA genes for phylogenetics. In: Innis MA, Gelfand DH, Sninsky JJ, White TJ (eds) PCR protocols: aguide to methods and applications. Academic Press, San Diego, pp 315-322