Dereplication-guided isolation of depsides thielavins S-T and lecanorins D-F from the endophytic fungus Setophoma sp
Dereplication methodology using UHPLC-DAD-QTOFMS was applied during the metabolic profiling investigation of the endophyte Setophoma sp., a fungus isolated from symptomless guava fruits. The approach performed allowed a fast analysis of the microbial secondary metabolites. From this fungus, seven hi...
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| Veröffentlicht in: | Phytochemistry (Oxford) 2015-03, Vol.111, p.154-162 |
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| container_title | Phytochemistry (Oxford) |
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| creator | de Medeiros, Lívia S Abreu, Lucas M Nielsen, Anita Ingmer, Hanne Larsen, Thomas O Nielsen, Kristian F Rodrigues-Filho, Edson |
| description | Dereplication methodology using UHPLC-DAD-QTOFMS was applied during the metabolic profiling investigation of the endophyte Setophoma sp., a fungus isolated from symptomless guava fruits. The approach performed allowed a fast analysis of the microbial secondary metabolites. From this fungus, seven highly C-alkylated depsides were isolated and identified as polyketides thielavins S, T, U and V and lecanorins D, E and F. Their structures were elucidated through spectroscopic methods including NMR, HRMS and especially with assistance of HRMS/MS experiments. The compounds were tested for quorum sensing regulation activity in the virulence gene expression of Staphylococcus aureus, but no inhibitory effect was detected. Nevertheless, moderate antibacterial activity was encountered in three of tested depsides, particularly with thielavin T, whose MIC was 6.25 μg/mL against S. aureus. |
| doi_str_mv | 10.1016/j.phytochem.2014.12.020 |
| format | Article |
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| identifier | ISSN: 0031-9422 |
| ispartof | Phytochemistry (Oxford), 2015-03, Vol.111, p.154-162 |
| issn | 0031-9422 1873-3700 |
| language | eng |
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| source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
| subjects | Anti-Bacterial Agents - chemistry Anti-Bacterial Agents - isolation & purification Anti-Bacterial Agents - pharmacology Ascomycota - chemistry Depsides - chemistry Depsides - isolation & purification Depsides - pharmacology Fruit - microbiology Microbial Sensitivity Tests Molecular Structure Nuclear Magnetic Resonance, Biomolecular Psidium - microbiology Staphylococcus aureus - drug effects |
| title | Dereplication-guided isolation of depsides thielavins S-T and lecanorins D-F from the endophytic fungus Setophoma sp |
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