Bioactivity and Metabolome Mining of Deep-Sea Sediment-Derived Microorganisms Reveal New Hybrid PKS-NRPS Macrolactone from Aspergillus versicolor PS108-62
Despite low temperatures, poor nutrient levels and high pressure, microorganisms thrive in deep-sea environments of polar regions. The adaptability to such extreme environments renders deep-sea microorganisms an encouraging source of novel, bioactive secondary metabolites. In this study, we isolated...
Published in: | Marine Drugs |
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MDPI
2023
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Online Access: | https://oceanrep.geomar.de/id/eprint/57845/ https://oceanrep.geomar.de/id/eprint/57845/1/marinedrugs-21-00095.pdf https://oceanrep.geomar.de/id/eprint/57845/2/marinedrugs-21-00095-s001.zip https://www.mdpi.com/1660-3397/21/2/95 https://doi.org/10.3390/md21020095 |
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ftoceanrep:oai:oceanrep.geomar.de:57845 2024-09-15T17:54:15+00:00 Bioactivity and Metabolome Mining of Deep-Sea Sediment-Derived Microorganisms Reveal New Hybrid PKS-NRPS Macrolactone from Aspergillus versicolor PS108-62 Magot, Florent Van Soen, Gwendoline Buedenbender, Larissa Soltwedel, Thomas Grauso, Laura Mangoni, Alfonso Blümel, Martina Tasdemir, Deniz 2023-01-28 text archive https://oceanrep.geomar.de/id/eprint/57845/ https://oceanrep.geomar.de/id/eprint/57845/1/marinedrugs-21-00095.pdf https://oceanrep.geomar.de/id/eprint/57845/2/marinedrugs-21-00095-s001.zip https://www.mdpi.com/1660-3397/21/2/95 https://doi.org/10.3390/md21020095 en eng MDPI https://oceanrep.geomar.de/id/eprint/57845/1/marinedrugs-21-00095.pdf https://oceanrep.geomar.de/id/eprint/57845/2/marinedrugs-21-00095-s001.zip Magot, F., Van Soen, G., Buedenbender, L., Soltwedel, T., Grauso, L., Mangoni, A., Blümel, M. and Tasdemir, D. (2023) Bioactivity and Metabolome Mining of Deep-Sea Sediment-Derived Microorganisms Reveal New Hybrid PKS-NRPS Macrolactone from Aspergillus versicolor PS108-62. Open Access Marine Drugs, 21 (2). Art.Nr. 95. DOI 10.3390/md21020095 <https://doi.org/10.3390/md21020095>. doi:10.3390/md21020095 cc_by_4.0 info:eu-repo/semantics/openAccess Article PeerReviewed info:eu-repo/semantics/article 2023 ftoceanrep https://doi.org/10.3390/md21020095 2024-08-13T14:03:58Z Despite low temperatures, poor nutrient levels and high pressure, microorganisms thrive in deep-sea environments of polar regions. The adaptability to such extreme environments renders deep-sea microorganisms an encouraging source of novel, bioactive secondary metabolites. In this study, we isolated 77 microorganisms collected by a remotely operated vehicle from the seafloor in the Fram Strait, Arctic Ocean (depth of 2454 m). Thirty-two bacteria and six fungal strains that represented the phylogenetic diversity of the isolates were cultured using an One-Strain-Many-Compounds (OSMAC) approach. The crude EtOAc extracts were tested for antimicrobial and anticancer activities. While antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA) and Enterococcus faecium was common for many isolates, only two bacteria displayed anticancer activity, and two fungi inhibited the pathogenic yeast Candida albicans. Due to bioactivity against C. albicans and rich chemical diversity based on molecular network-based untargeted metabolomics, Aspergillus versicolor PS108-62 was selected for an in-depth chemical investigation. A chemical work-up of the SPE-fractions of its dichloromethane subextract led to the isolation of a new PKS-NRPS hybrid macrolactone, versicolide A (1), a new quinazoline (−)-isoversicomide A (3), as well as three known compounds, burnettramic acid A (2), cyclopenol (4) and cyclopenin (5). Their structures were elucidated by a combination of HRMS, NMR, [α]D, FT-IR spectroscopy and computational approaches. Due to the low amounts obtained, only compounds 2 and 4 could be tested for bioactivity, with 2 inhibiting the growth of C. albicans (IC50 7.2 µg/mL). These findings highlight, on the one hand, the vast potential of the genus Aspergillus to produce novel chemistry, particularly from underexplored ecological niches such as the Arctic deep sea, and on the other, the importance of untargeted metabolomics for selection of marine extracts for downstream chemical investigations. Article in Journal/Newspaper Arctic Ocean Fram Strait OceanRep (GEOMAR Helmholtz Centre für Ocean Research Kiel) Marine Drugs 21 2 95 |
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Open Polar |
collection |
OceanRep (GEOMAR Helmholtz Centre für Ocean Research Kiel) |
op_collection_id |
ftoceanrep |
language |
English |
description |
Despite low temperatures, poor nutrient levels and high pressure, microorganisms thrive in deep-sea environments of polar regions. The adaptability to such extreme environments renders deep-sea microorganisms an encouraging source of novel, bioactive secondary metabolites. In this study, we isolated 77 microorganisms collected by a remotely operated vehicle from the seafloor in the Fram Strait, Arctic Ocean (depth of 2454 m). Thirty-two bacteria and six fungal strains that represented the phylogenetic diversity of the isolates were cultured using an One-Strain-Many-Compounds (OSMAC) approach. The crude EtOAc extracts were tested for antimicrobial and anticancer activities. While antibacterial activity against methicillin-resistant Staphylococcus aureus (MRSA) and Enterococcus faecium was common for many isolates, only two bacteria displayed anticancer activity, and two fungi inhibited the pathogenic yeast Candida albicans. Due to bioactivity against C. albicans and rich chemical diversity based on molecular network-based untargeted metabolomics, Aspergillus versicolor PS108-62 was selected for an in-depth chemical investigation. A chemical work-up of the SPE-fractions of its dichloromethane subextract led to the isolation of a new PKS-NRPS hybrid macrolactone, versicolide A (1), a new quinazoline (−)-isoversicomide A (3), as well as three known compounds, burnettramic acid A (2), cyclopenol (4) and cyclopenin (5). Their structures were elucidated by a combination of HRMS, NMR, [α]D, FT-IR spectroscopy and computational approaches. Due to the low amounts obtained, only compounds 2 and 4 could be tested for bioactivity, with 2 inhibiting the growth of C. albicans (IC50 7.2 µg/mL). These findings highlight, on the one hand, the vast potential of the genus Aspergillus to produce novel chemistry, particularly from underexplored ecological niches such as the Arctic deep sea, and on the other, the importance of untargeted metabolomics for selection of marine extracts for downstream chemical investigations. |
format |
Article in Journal/Newspaper |
author |
Magot, Florent Van Soen, Gwendoline Buedenbender, Larissa Soltwedel, Thomas Grauso, Laura Mangoni, Alfonso Blümel, Martina Tasdemir, Deniz |
spellingShingle |
Magot, Florent Van Soen, Gwendoline Buedenbender, Larissa Soltwedel, Thomas Grauso, Laura Mangoni, Alfonso Blümel, Martina Tasdemir, Deniz Bioactivity and Metabolome Mining of Deep-Sea Sediment-Derived Microorganisms Reveal New Hybrid PKS-NRPS Macrolactone from Aspergillus versicolor PS108-62 |
author_facet |
Magot, Florent Van Soen, Gwendoline Buedenbender, Larissa Soltwedel, Thomas Grauso, Laura Mangoni, Alfonso Blümel, Martina Tasdemir, Deniz |
author_sort |
Magot, Florent |
title |
Bioactivity and Metabolome Mining of Deep-Sea Sediment-Derived Microorganisms Reveal New Hybrid PKS-NRPS Macrolactone from Aspergillus versicolor PS108-62 |
title_short |
Bioactivity and Metabolome Mining of Deep-Sea Sediment-Derived Microorganisms Reveal New Hybrid PKS-NRPS Macrolactone from Aspergillus versicolor PS108-62 |
title_full |
Bioactivity and Metabolome Mining of Deep-Sea Sediment-Derived Microorganisms Reveal New Hybrid PKS-NRPS Macrolactone from Aspergillus versicolor PS108-62 |
title_fullStr |
Bioactivity and Metabolome Mining of Deep-Sea Sediment-Derived Microorganisms Reveal New Hybrid PKS-NRPS Macrolactone from Aspergillus versicolor PS108-62 |
title_full_unstemmed |
Bioactivity and Metabolome Mining of Deep-Sea Sediment-Derived Microorganisms Reveal New Hybrid PKS-NRPS Macrolactone from Aspergillus versicolor PS108-62 |
title_sort |
bioactivity and metabolome mining of deep-sea sediment-derived microorganisms reveal new hybrid pks-nrps macrolactone from aspergillus versicolor ps108-62 |
publisher |
MDPI |
publishDate |
2023 |
url |
https://oceanrep.geomar.de/id/eprint/57845/ https://oceanrep.geomar.de/id/eprint/57845/1/marinedrugs-21-00095.pdf https://oceanrep.geomar.de/id/eprint/57845/2/marinedrugs-21-00095-s001.zip https://www.mdpi.com/1660-3397/21/2/95 https://doi.org/10.3390/md21020095 |
genre |
Arctic Ocean Fram Strait |
genre_facet |
Arctic Ocean Fram Strait |
op_relation |
https://oceanrep.geomar.de/id/eprint/57845/1/marinedrugs-21-00095.pdf https://oceanrep.geomar.de/id/eprint/57845/2/marinedrugs-21-00095-s001.zip Magot, F., Van Soen, G., Buedenbender, L., Soltwedel, T., Grauso, L., Mangoni, A., Blümel, M. and Tasdemir, D. (2023) Bioactivity and Metabolome Mining of Deep-Sea Sediment-Derived Microorganisms Reveal New Hybrid PKS-NRPS Macrolactone from Aspergillus versicolor PS108-62. Open Access Marine Drugs, 21 (2). Art.Nr. 95. DOI 10.3390/md21020095 <https://doi.org/10.3390/md21020095>. doi:10.3390/md21020095 |
op_rights |
cc_by_4.0 info:eu-repo/semantics/openAccess |
op_doi |
https://doi.org/10.3390/md21020095 |
container_title |
Marine Drugs |
container_volume |
21 |
container_issue |
2 |
container_start_page |
95 |
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1810430505896640512 |