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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2018
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_16121872_v15_n8_p_Siless http://hdl.handle.net/20.500.12110/paper_16121872_v15_n8_p_Siless |
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paper:paper_16121872_v15_n8_p_Siless2023-06-08T16:25:11Z Metabolites from the Dark Septate Endophyte Drechslera sp. Evaluation by LC/MS and Principal Component Analysis of Culture Extracts with Histone Deacetylase Inhibitors asperpentyn Drechslera lysosphingolipid macrosphelides SAHA asperpentyn benzoic acid derivative chroman derivative hexosylphytosphyngosine histone deacetylase inhibitor macrosphelide natural product piperazinedione prenylhydroxybenzoic acid prenylquinoid sphingolipid sphingosine derivative unclassified drug vorinostat xenobiotic agent antifungal agent histone deacetylase histone deacetylase inhibitor antifungal activity Article biotransformation Drechslera endophyte epigenetics fungus fungus culture liquid chromatography-mass spectrometry Lolium metabolite mycelium nonhuman principal component analysis Ascomycetes chemistry drug effect endophyte evaluation study isolation and purification liquid chromatography metabolism microbial sensitivity test principal component analysis tandem mass spectrometry Antifungal Agents Ascomycota Chromatography, Liquid Endophytes Histone Deacetylase Inhibitors Histone Deacetylases Microbial Sensitivity Tests Principal Component Analysis Tandem Mass Spectrometry 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. © 2018 Wiley-VHCA AG, Zurich, Switzerland 2018 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_16121872_v15_n8_p_Siless http://hdl.handle.net/20.500.12110/paper_16121872_v15_n8_p_Siless |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
asperpentyn Drechslera lysosphingolipid macrosphelides SAHA asperpentyn benzoic acid derivative chroman derivative hexosylphytosphyngosine histone deacetylase inhibitor macrosphelide natural product piperazinedione prenylhydroxybenzoic acid prenylquinoid sphingolipid sphingosine derivative unclassified drug vorinostat xenobiotic agent antifungal agent histone deacetylase histone deacetylase inhibitor antifungal activity Article biotransformation Drechslera endophyte epigenetics fungus fungus culture liquid chromatography-mass spectrometry Lolium metabolite mycelium nonhuman principal component analysis Ascomycetes chemistry drug effect endophyte evaluation study isolation and purification liquid chromatography metabolism microbial sensitivity test principal component analysis tandem mass spectrometry Antifungal Agents Ascomycota Chromatography, Liquid Endophytes Histone Deacetylase Inhibitors Histone Deacetylases Microbial Sensitivity Tests Principal Component Analysis Tandem Mass Spectrometry |
| spellingShingle |
asperpentyn Drechslera lysosphingolipid macrosphelides SAHA asperpentyn benzoic acid derivative chroman derivative hexosylphytosphyngosine histone deacetylase inhibitor macrosphelide natural product piperazinedione prenylhydroxybenzoic acid prenylquinoid sphingolipid sphingosine derivative unclassified drug vorinostat xenobiotic agent antifungal agent histone deacetylase histone deacetylase inhibitor antifungal activity Article biotransformation Drechslera endophyte epigenetics fungus fungus culture liquid chromatography-mass spectrometry Lolium metabolite mycelium nonhuman principal component analysis Ascomycetes chemistry drug effect endophyte evaluation study isolation and purification liquid chromatography metabolism microbial sensitivity test principal component analysis tandem mass spectrometry Antifungal Agents Ascomycota Chromatography, Liquid Endophytes Histone Deacetylase Inhibitors Histone Deacetylases Microbial Sensitivity Tests Principal Component Analysis Tandem Mass Spectrometry Metabolites from the Dark Septate Endophyte Drechslera sp. Evaluation by LC/MS and Principal Component Analysis of Culture Extracts with Histone Deacetylase Inhibitors |
| topic_facet |
asperpentyn Drechslera lysosphingolipid macrosphelides SAHA asperpentyn benzoic acid derivative chroman derivative hexosylphytosphyngosine histone deacetylase inhibitor macrosphelide natural product piperazinedione prenylhydroxybenzoic acid prenylquinoid sphingolipid sphingosine derivative unclassified drug vorinostat xenobiotic agent antifungal agent histone deacetylase histone deacetylase inhibitor antifungal activity Article biotransformation Drechslera endophyte epigenetics fungus fungus culture liquid chromatography-mass spectrometry Lolium metabolite mycelium nonhuman principal component analysis Ascomycetes chemistry drug effect endophyte evaluation study isolation and purification liquid chromatography metabolism microbial sensitivity test principal component analysis tandem mass spectrometry Antifungal Agents Ascomycota Chromatography, Liquid Endophytes Histone Deacetylase Inhibitors Histone Deacetylases Microbial Sensitivity Tests Principal Component Analysis Tandem Mass Spectrometry |
| description |
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. © 2018 Wiley-VHCA AG, Zurich, Switzerland |
| title |
Metabolites from the Dark Septate Endophyte Drechslera sp. Evaluation by LC/MS and Principal Component Analysis of Culture Extracts with Histone Deacetylase Inhibitors |
| title_short |
Metabolites from the Dark Septate Endophyte Drechslera sp. Evaluation by LC/MS and Principal Component Analysis of Culture Extracts with Histone Deacetylase Inhibitors |
| title_full |
Metabolites from the Dark Septate Endophyte Drechslera sp. Evaluation by LC/MS and Principal Component Analysis of Culture Extracts with Histone Deacetylase Inhibitors |
| title_fullStr |
Metabolites from the Dark Septate Endophyte Drechslera sp. Evaluation by LC/MS and Principal Component Analysis of Culture Extracts with Histone Deacetylase Inhibitors |
| title_full_unstemmed |
Metabolites from the Dark Septate Endophyte Drechslera sp. Evaluation by LC/MS and Principal Component Analysis of Culture Extracts with Histone Deacetylase Inhibitors |
| title_sort |
metabolites from the dark septate endophyte drechslera sp. evaluation by lc/ms and principal component analysis of culture extracts with histone deacetylase inhibitors |
| publishDate |
2018 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_16121872_v15_n8_p_Siless http://hdl.handle.net/20.500.12110/paper_16121872_v15_n8_p_Siless |
| _version_ |
1768544152818024448 |