Bioprospection of Tenellins Produced by the Entomopathogenic Fungus <i>Beauveria neobassiana</i>
Fungi are known as prolific producers of bioactive secondary metabolites with applications across various fields, including infectious diseases, as well as in biological control. However, some of the well-known species are still underexplored. Our current study evaluated the production of secondary...
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| Format: | Article |
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MDPI AG
2024-01-01
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| Series: | Journal of Fungi |
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| Online Access: | https://www.mdpi.com/2309-608X/10/1/69 |
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| author | Rita Toshe Esteban Charria-Girón Artit Khonsanit Janet Jennifer Luangsa-ard Syeda Javariya Khalid Hedda Schrey Sherif S. Ebada Marc Stadler |
| author_facet | Rita Toshe Esteban Charria-Girón Artit Khonsanit Janet Jennifer Luangsa-ard Syeda Javariya Khalid Hedda Schrey Sherif S. Ebada Marc Stadler |
| author_sort | Rita Toshe |
| collection | DOAJ |
| description | Fungi are known as prolific producers of bioactive secondary metabolites with applications across various fields, including infectious diseases, as well as in biological control. However, some of the well-known species are still underexplored. Our current study evaluated the production of secondary metabolites by the entomopathogenic fungus <i>Beauveria neobassiana</i> from Thailand. The fermentation of this fungus in a liquid medium, followed by preparative high-performance liquid chromatography (HPLC) purification, resulted in the isolation of a new tenellin congener, namely pretenellin C (<b>1</b>), together with five known derivatives (<b>2</b>–<b>6</b>). Their chemical structures were elucidated by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy in combination with high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). We evaluated the antimicrobial and cytotoxic activities from all isolated compounds, as well as their inhibitory properties on biofilm formation by <i>Staphylococcus aureus</i>. Generally, tenellins displayed varying antibiofilm and cytotoxic effects, allowing us to propose preliminary structure-activity relationships (SARs). Among the tested compounds, prototenellin D (<b>2</b>) exhibited the most prominent antibiofilm activity, while its 2-pyridone congener, tenellin (<b>4</b>), demonstrated potent cytotoxic activity against all tested cell lines. Given the fact that the biological activities of the tenellins have so far been neglected in the past, our study could provide a good starting point to establish more concise structure-activity relationships in the near future. |
| first_indexed | 2024-03-08T10:45:07Z |
| format | Article |
| id | doaj.art-34f49efff9c746bc9823ef03a223e8d0 |
| institution | Directory Open Access Journal |
| issn | 2309-608X |
| language | English |
| last_indexed | 2024-03-08T10:45:07Z |
| publishDate | 2024-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Journal of Fungi |
| spelling | doaj.art-34f49efff9c746bc9823ef03a223e8d02024-01-26T17:19:10ZengMDPI AGJournal of Fungi2309-608X2024-01-011016910.3390/jof10010069Bioprospection of Tenellins Produced by the Entomopathogenic Fungus <i>Beauveria neobassiana</i>Rita Toshe0Esteban Charria-Girón1Artit Khonsanit2Janet Jennifer Luangsa-ard3Syeda Javariya Khalid4Hedda Schrey5Sherif S. Ebada6Marc Stadler7Department of Microbial Drugs, Helmholtz Centre for Infection Research GmbH (HZI), Inhoffenstraße 7, 38124 Braunschweig, GermanyDepartment of Microbial Drugs, Helmholtz Centre for Infection Research GmbH (HZI), Inhoffenstraße 7, 38124 Braunschweig, GermanyNational Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), 113 Thailand Science Park, Phahonyothin Rd., Khlong Nueng, Khlong Luang, Pathum Thani 12120, ThailandNational Center for Genetic Engineering and Biotechnology (BIOTEC), National Science and Technology Development Agency (NSTDA), 113 Thailand Science Park, Phahonyothin Rd., Khlong Nueng, Khlong Luang, Pathum Thani 12120, ThailandDepartment of Microbial Drugs, Helmholtz Centre for Infection Research GmbH (HZI), Inhoffenstraße 7, 38124 Braunschweig, GermanyDepartment of Microbial Drugs, Helmholtz Centre for Infection Research GmbH (HZI), Inhoffenstraße 7, 38124 Braunschweig, GermanyDepartment of Microbial Drugs, Helmholtz Centre for Infection Research GmbH (HZI), Inhoffenstraße 7, 38124 Braunschweig, GermanyDepartment of Microbial Drugs, Helmholtz Centre for Infection Research GmbH (HZI), Inhoffenstraße 7, 38124 Braunschweig, GermanyFungi are known as prolific producers of bioactive secondary metabolites with applications across various fields, including infectious diseases, as well as in biological control. However, some of the well-known species are still underexplored. Our current study evaluated the production of secondary metabolites by the entomopathogenic fungus <i>Beauveria neobassiana</i> from Thailand. The fermentation of this fungus in a liquid medium, followed by preparative high-performance liquid chromatography (HPLC) purification, resulted in the isolation of a new tenellin congener, namely pretenellin C (<b>1</b>), together with five known derivatives (<b>2</b>–<b>6</b>). Their chemical structures were elucidated by 1D and 2D nuclear magnetic resonance (NMR) spectroscopy in combination with high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). We evaluated the antimicrobial and cytotoxic activities from all isolated compounds, as well as their inhibitory properties on biofilm formation by <i>Staphylococcus aureus</i>. Generally, tenellins displayed varying antibiofilm and cytotoxic effects, allowing us to propose preliminary structure-activity relationships (SARs). Among the tested compounds, prototenellin D (<b>2</b>) exhibited the most prominent antibiofilm activity, while its 2-pyridone congener, tenellin (<b>4</b>), demonstrated potent cytotoxic activity against all tested cell lines. Given the fact that the biological activities of the tenellins have so far been neglected in the past, our study could provide a good starting point to establish more concise structure-activity relationships in the near future.https://www.mdpi.com/2309-608X/10/1/69Cordycipitaceaeinsect fungibiofilm inhibitionantiproliferativeSARPKS-NRPS |
| spellingShingle | Rita Toshe Esteban Charria-Girón Artit Khonsanit Janet Jennifer Luangsa-ard Syeda Javariya Khalid Hedda Schrey Sherif S. Ebada Marc Stadler Bioprospection of Tenellins Produced by the Entomopathogenic Fungus <i>Beauveria neobassiana</i> Journal of Fungi Cordycipitaceae insect fungi biofilm inhibition antiproliferative SAR PKS-NRPS |
| title | Bioprospection of Tenellins Produced by the Entomopathogenic Fungus <i>Beauveria neobassiana</i> |
| title_full | Bioprospection of Tenellins Produced by the Entomopathogenic Fungus <i>Beauveria neobassiana</i> |
| title_fullStr | Bioprospection of Tenellins Produced by the Entomopathogenic Fungus <i>Beauveria neobassiana</i> |
| title_full_unstemmed | Bioprospection of Tenellins Produced by the Entomopathogenic Fungus <i>Beauveria neobassiana</i> |
| title_short | Bioprospection of Tenellins Produced by the Entomopathogenic Fungus <i>Beauveria neobassiana</i> |
| title_sort | bioprospection of tenellins produced by the entomopathogenic fungus i beauveria neobassiana i |
| topic | Cordycipitaceae insect fungi biofilm inhibition antiproliferative SAR PKS-NRPS |
| url | https://www.mdpi.com/2309-608X/10/1/69 |
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