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1. (Article ID: 7861)
Weber RWS, Kappe R, Paululat T, Mösker E, Anke H
Anti-Candida metabolites from endophytic fungi
Phytochemistry 68(6) (2007)
886-892
Submerged cultures of some 1500 Ascomycota and Basidiomycota isolated from their fruit-bodies or as soil-borne, coprophilous or endophytic fungi were screened for activity against Candida albicans and a range of other pathogenic and saprotrophic fungi. Considerably more Ascomycota (11-16%) than Basidiomycota (3.5%) produced metabolites with activity against C. albicans. From five species of endophytes, six bioactive compounds were isolated and identified, viz. cerulenin (1), arundifungin (2), sphaeropsidin A (3), 5-(1,3-butadiene-1-yl)-3-(propene-1-yl)-2-(5H)-furanone (4), ascosteroside A (formerly called ascosteroside; 5) and a derivative of 5, ascosteroside B (6). 1, 3 and 5 were isolated from fungi belonging to different orders than previously described producers. Antifungal activities of 2 and 4-6 in the agar diffusion test were comparable with those of amphotericin B. Compound 6 exhibited a similar antifungal activity as 5 but its cytotoxicity towards Hep G2 cells was considerably lower. This study points to endophytic fungi related to hemibiotrophic or latent plant pathogens as an important source of bio- and chemodiversity.
endophytes, biodiversity, antifungal metabolites, ascosteroside B, cerulenin, screening, sphaeropsidin A
NCBI PubMed ID: 17286994Publication DOI: 10.1016/j.phytochem.2006.12.017Journal NLM ID: 0151434Publisher: Elsevier
Correspondence: anke
ibwf.de
Institutions: Department of Biotechnology, University of Kaiserslautern, Kaiserslautern, Germany, Südharz-Krankenhaus, Nordhausen, Germany, Department of Organic Chemistry II, University of Siegen, Siegen, Germany, DPI GmbH, Heidelberg, Germany, Institute of Biotechnology and Drug Research (IBWF), Kaiserslautern, Germany
Methods: 13C NMR, 1H NMR, DNA techniques, biological assays, HPLC, extraction, gel filtration chromatography, cell growth, HR-ESI-MS, cytotoxicity assay, evaporation, antifungal activity test
The publication contains the following compound(s):
- Compound ID: 19884
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a-D-Glcp4Me-(1-3)-Subst
Subst = ascosteroside C aglycon = SMILES C=C(CC[C@@H](C)[C@H]1C{15}[C@@H](O)[C@@]2({30}C(=O)O)/C4=C(CC[C@]12C)/[C@@]3(C)CC{3}[C@H](O)C(=C)[C@@H]3CC4)C(C)C |
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Structure type: monomer
Trivial name: ascosteroside A
Compound class: glycan, glycoside, triterpenoid glycoside
- Compound ID: 19885
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a-D-Glcp4Me-(1-3)-Subst
Subst = ascosteroside B aglycon = SMILES C=C1{3}[C@@H](O)CC[C@]2(C)/C4=C(CC[C@@H]12)/[C@]3({30}C(=O)O){15}[C@H](O)C[C@H]([C@H](C)CC/C=C(C)\C)[C@@]3(C)CC4 |
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Structure type: monomer
; 655.38161 [M+Na]+
C36H56O9
Trivial name: ascosteroside B
Compound class: glycoside
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