Combination of Pseudo-LC-NMR and HRMS/MS-Based Molecular Networking for the Rapid Identification of Antimicrobial Metabolites From Fusarium petroliphilum
An endophytic fungal strain isolated from a seagrass endemic to the Mediterranean Sea (Posidonia oceanica) was studied in order to identify its antimicrobial constituents and further characterize the composition of its metabolome. It was identified as Fusarium petroliphilum by in-depth phylogenetic...
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| Format: | Article |
| Language: | English |
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Frontiers Media S.A.
2021-10-01
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| Series: | Frontiers in Molecular Biosciences |
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| Online Access: | https://www.frontiersin.org/articles/10.3389/fmolb.2021.725691/full |
| _version_ | 1818398913572372480 |
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| author | Abdulelah Alfattani Abdulelah Alfattani Laurence Marcourt Laurence Marcourt Valérie Hofstetter Emerson Ferreira Queiroz Emerson Ferreira Queiroz Sara Leoni Pierre-Marie Allard Pierre-Marie Allard Katia Gindro Didier Stien Karl Perron Jean-Luc Wolfender Jean-Luc Wolfender |
| author_facet | Abdulelah Alfattani Abdulelah Alfattani Laurence Marcourt Laurence Marcourt Valérie Hofstetter Emerson Ferreira Queiroz Emerson Ferreira Queiroz Sara Leoni Pierre-Marie Allard Pierre-Marie Allard Katia Gindro Didier Stien Karl Perron Jean-Luc Wolfender Jean-Luc Wolfender |
| author_sort | Abdulelah Alfattani |
| collection | DOAJ |
| description | An endophytic fungal strain isolated from a seagrass endemic to the Mediterranean Sea (Posidonia oceanica) was studied in order to identify its antimicrobial constituents and further characterize the composition of its metabolome. It was identified as Fusarium petroliphilum by in-depth phylogenetic analyses. The ethyl acetate extract of that strain exhibited antimicrobial activities and an ability to inhibit quorum sensing of Staphylococcus aureus. To perform this study with a few tens of mg of extract, an innovative one-step generic strategy was devised. On one side, the extract was analyzed by UHPLC-HRMS/MS molecular networking for dereplication. On the other side, semi-preparative HPLC using a similar gradient profile was used for a single-step high-resolution fractionation. All fractions were systematically profiled by 1H-NMR. The data were assembled into a 2D contour map, which we call “pseudo-LC-NMR,” and combined with those of UHPLC-HRMS/MS. This further highlighted the connection within structurally related compounds, facilitated data interpretation, and provided an unbiased quantitative profiling of the main extract constituents. This innovative strategy led to an unambiguous characterization of all major specialized metabolites of that extract and to the localization of its bioactive compounds. Altogether, this approach identified 22 compounds, 13 of them being new natural products and six being inhibitors of the quorum sensing mechanism of S. aureus and Pseudomonas aeruginosa. Minor analogues were also identified by annotation propagation through the corresponding HRMS/MS molecular network, which enabled a consistent annotation of 27 additional metabolites. This approach was designed to be generic and applicable to natural extracts of the same polarity range. |
| first_indexed | 2024-12-14T07:12:20Z |
| format | Article |
| id | doaj.art-78bb488389c34b778277664c8262e750 |
| institution | Directory Open Access Journal |
| issn | 2296-889X |
| language | English |
| last_indexed | 2024-12-14T07:12:20Z |
| publishDate | 2021-10-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Molecular Biosciences |
| spelling | doaj.art-78bb488389c34b778277664c8262e7502022-12-21T23:11:47ZengFrontiers Media S.A.Frontiers in Molecular Biosciences2296-889X2021-10-01810.3389/fmolb.2021.725691725691Combination of Pseudo-LC-NMR and HRMS/MS-Based Molecular Networking for the Rapid Identification of Antimicrobial Metabolites From Fusarium petroliphilumAbdulelah Alfattani0Abdulelah Alfattani1Laurence Marcourt2Laurence Marcourt3Valérie Hofstetter4Emerson Ferreira Queiroz5Emerson Ferreira Queiroz6Sara Leoni7Pierre-Marie Allard8Pierre-Marie Allard9Katia Gindro10Didier Stien11Karl Perron12Jean-Luc Wolfender13Jean-Luc Wolfender14School of Pharmaceutical Sciences, University of Geneva, Geneva, SwitzerlandInstitute of Pharmaceutical Sciences of Western Switzerland, ISPSO, University of Geneva, Geneva, SwitzerlandSchool of Pharmaceutical Sciences, University of Geneva, Geneva, SwitzerlandInstitute of Pharmaceutical Sciences of Western Switzerland, ISPSO, University of Geneva, Geneva, SwitzerlandInstitute for Plant Production Sciences IPS, Agroscope, Nyon, SwitzerlandSchool of Pharmaceutical Sciences, University of Geneva, Geneva, SwitzerlandInstitute of Pharmaceutical Sciences of Western Switzerland, ISPSO, University of Geneva, Geneva, SwitzerlandMicrobiology Unit, Department of Botany and Plant Biology, University of Geneva, Geneva, SwitzerlandSchool of Pharmaceutical Sciences, University of Geneva, Geneva, SwitzerlandInstitute of Pharmaceutical Sciences of Western Switzerland, ISPSO, University of Geneva, Geneva, SwitzerlandInstitute for Plant Production Sciences IPS, Agroscope, Nyon, SwitzerlandLaboratoire de Biodiversité et Biotechnologie Microbienne, USR3579, CNRS, Sorbonne Université, Banyuls-sur-mer, FranceMicrobiology Unit, Department of Botany and Plant Biology, University of Geneva, Geneva, SwitzerlandSchool of Pharmaceutical Sciences, University of Geneva, Geneva, SwitzerlandInstitute of Pharmaceutical Sciences of Western Switzerland, ISPSO, University of Geneva, Geneva, SwitzerlandAn endophytic fungal strain isolated from a seagrass endemic to the Mediterranean Sea (Posidonia oceanica) was studied in order to identify its antimicrobial constituents and further characterize the composition of its metabolome. It was identified as Fusarium petroliphilum by in-depth phylogenetic analyses. The ethyl acetate extract of that strain exhibited antimicrobial activities and an ability to inhibit quorum sensing of Staphylococcus aureus. To perform this study with a few tens of mg of extract, an innovative one-step generic strategy was devised. On one side, the extract was analyzed by UHPLC-HRMS/MS molecular networking for dereplication. On the other side, semi-preparative HPLC using a similar gradient profile was used for a single-step high-resolution fractionation. All fractions were systematically profiled by 1H-NMR. The data were assembled into a 2D contour map, which we call “pseudo-LC-NMR,” and combined with those of UHPLC-HRMS/MS. This further highlighted the connection within structurally related compounds, facilitated data interpretation, and provided an unbiased quantitative profiling of the main extract constituents. This innovative strategy led to an unambiguous characterization of all major specialized metabolites of that extract and to the localization of its bioactive compounds. Altogether, this approach identified 22 compounds, 13 of them being new natural products and six being inhibitors of the quorum sensing mechanism of S. aureus and Pseudomonas aeruginosa. Minor analogues were also identified by annotation propagation through the corresponding HRMS/MS molecular network, which enabled a consistent annotation of 27 additional metabolites. This approach was designed to be generic and applicable to natural extracts of the same polarity range.https://www.frontiersin.org/articles/10.3389/fmolb.2021.725691/fullPosidonia oceanicafungal endophyteFusarium petroliphilumUHPLC-HRMS/MS molecular networkinghigh-resolution semi-preparative HPLCpseudo-LC-NMR |
| spellingShingle | Abdulelah Alfattani Abdulelah Alfattani Laurence Marcourt Laurence Marcourt Valérie Hofstetter Emerson Ferreira Queiroz Emerson Ferreira Queiroz Sara Leoni Pierre-Marie Allard Pierre-Marie Allard Katia Gindro Didier Stien Karl Perron Jean-Luc Wolfender Jean-Luc Wolfender Combination of Pseudo-LC-NMR and HRMS/MS-Based Molecular Networking for the Rapid Identification of Antimicrobial Metabolites From Fusarium petroliphilum Frontiers in Molecular Biosciences Posidonia oceanica fungal endophyte Fusarium petroliphilum UHPLC-HRMS/MS molecular networking high-resolution semi-preparative HPLC pseudo-LC-NMR |
| title | Combination of Pseudo-LC-NMR and HRMS/MS-Based Molecular Networking for the Rapid Identification of Antimicrobial Metabolites From Fusarium petroliphilum |
| title_full | Combination of Pseudo-LC-NMR and HRMS/MS-Based Molecular Networking for the Rapid Identification of Antimicrobial Metabolites From Fusarium petroliphilum |
| title_fullStr | Combination of Pseudo-LC-NMR and HRMS/MS-Based Molecular Networking for the Rapid Identification of Antimicrobial Metabolites From Fusarium petroliphilum |
| title_full_unstemmed | Combination of Pseudo-LC-NMR and HRMS/MS-Based Molecular Networking for the Rapid Identification of Antimicrobial Metabolites From Fusarium petroliphilum |
| title_short | Combination of Pseudo-LC-NMR and HRMS/MS-Based Molecular Networking for the Rapid Identification of Antimicrobial Metabolites From Fusarium petroliphilum |
| title_sort | combination of pseudo lc nmr and hrms ms based molecular networking for the rapid identification of antimicrobial metabolites from fusarium petroliphilum |
| topic | Posidonia oceanica fungal endophyte Fusarium petroliphilum UHPLC-HRMS/MS molecular networking high-resolution semi-preparative HPLC pseudo-LC-NMR |
| url | https://www.frontiersin.org/articles/10.3389/fmolb.2021.725691/full |
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