Metabolites from the Dark Septate Endophyte Drechslera sp. Evaluation by LC/MS and Principal Component Analysis of Culture Extracts with Histone Deacetylase Inhibitors

Secondary metabolites from the cultures of the dark septate fungal endophyte (DSE) Drechslera sp., isolated from the roots of rye grass (Lollium sp.) and cultured under different experimental conditions, are described here for the first time. The use of suberoylanilidehydroxamic acid (SAHA) and othe...

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Bibliographic Details
Published in:Chemistry & biodiversity 2018-08, Vol.15 (8), p.e1800133-n/a
Main Authors: Siless, Gastón E., Gallardo, Gabriela L., Rodriguez, María Alejandra, Rincón, Yuliet A., Godeas, Alicia M., Cabrera, Gabriela M.
Format: Article
Language:English
Subjects:
Acids
Antifungal activity
asperpentyn
Biotransformation
Culture
Drechslera
Endophytes
Fungi
Fungicides
Histone deacetylase
Inhibitors
lysosphingolipid
macrosphelides
Metabolites
Natural products
Principal components analysis
Rye
SAHA
Secondary metabolites
Xenobiotics
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Summary:Secondary metabolites from the cultures of the dark septate fungal endophyte (DSE) Drechslera sp., isolated from the roots of rye grass (Lollium sp.) and cultured under different experimental conditions, are described here for the first time. The use of suberoylanilidehydroxamic acid (SAHA) and other histone deacetylase inhibitors as epigenetic modifiers in the culture medium was evaluated by LC/MS and LC/MS/MS. Several differences in the metabolite production were detected by means of supervised principal component analysis (PCA) of LC/MS data. The presence of the compounds in the culture medium or in the mycelium was compared. In order to confirm their structure, many of these natural products were isolated from a larger scale culture. These metabolites were characterized as prenylhydroxybenzoic acids and chromans, two compounds, one of each class were previously undescribed, prenylquinoids, diketopiperazines and macrosphelides. Some of the compounds, which were released to the medium, showed good antifungal activity, suggesting that these compounds could protect Lollium from fungal phytopatogens. The use of SAHA as an additive of the cultures also induced the release of hexosylphytosphyngosine to the culture medium. The biotransformation of the inhibitors was observed in addition to the production of antifungal metabolites, showing the ability of this endophytic strain to control xenobiotics.
ISSN:1612-1872
1612-1880
DOI:10.1002/cbdv.201800133