Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom Digitatispora marina
As part of our search for bioactive metabolites from understudied marine microorganisms, the new chlorinated metabolite chlovalicin B (1) was isolated from liquid cultures of the marine basidiomycete Digitatispora marina, which was collected and isolated from driftwood found at Vannøya, Norway. The...
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ftunivtroemsoe:oai:munin.uit.no:10037/23774 2023-05-15T14:27:44+02:00 Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom Digitatispora marina Jenssen, Marte Kristoffersen, Venke Motiram-Corral, Kumar Isaksson, Johan Rämä, Teppo Andersen, Jeanette Hammer Hansen, Espen Østnes Hansen, Kine 2021-12-13 https://hdl.handle.net/10037/23774 https://doi.org/10.3390/molecules26247560 eng eng MDPI Jenssen, M. (2022). Bioprospecting of marine microorganisms for the discovery of antibacterial compounds - Isolation, structure elucidation and bioactivity assessment of marine microbial natural products. (Doctoral thesis). https://hdl.handle.net/10037/24722 . Molecules info:eu-repo/grantAgreement/RCN/BIOTEK2021/269425/Norway/DL: Digital discovery of antimicrobial molecules from marine Arctic resources with reduced risk of triggering resistance// Jenssen, Kristoffersen, Motiram-Corral, Isaksson, Rämä, Andersen, Hansen, Østnes Hansen. Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom Digitatispora marina. Molecules. 2021;26(24) FRIDAID 1970064 doi:10.3390/molecules26247560 1420-3049 https://hdl.handle.net/10037/23774 openAccess Copyright 2021 The Author(s) Journal article Tidsskriftartikkel Peer reviewed publishedVersion 2021 ftunivtroemsoe https://doi.org/10.3390/molecules26247560 2022-04-06T22:58:30Z As part of our search for bioactive metabolites from understudied marine microorganisms, the new chlorinated metabolite chlovalicin B (1) was isolated from liquid cultures of the marine basidiomycete Digitatispora marina, which was collected and isolated from driftwood found at Vannøya, Norway. The structure of the novel compound was elucidated by spectroscopic methods including 1D and 2D NMR and analysis of HRMS data, revealing that 1 shares its molecular scaffold with a previously isolated compound, chlovalicin. This represents the first compound isolated from the Digitatispora genus, and the first reported fumagillin/ovalicin-like compound isolated from Basidiomycota. Compound 1 was evaluated for antibacterial activities against a panel of five bacteria, its ability to inhibit bacterial biofilm formation, for antifungal activity against Candida albicans, and for cytotoxic activities against malignant and non-malignant human cell lines. Compound 1 displayed weak cytotoxic activity against the human melanoma cell line A2058 (~50% survival at 50 µM). No activity was detected against biofilm formation or C. albicans at 50 µM, or against bacterial growth at 100 µM nor against the production of cytokines by the human acute monocytic leukemia cell line THP-1 at 50 µM Article in Journal/Newspaper Arctic Vannøya University of Tromsø: Munin Open Research Archive Norway Vannøya ENVELOPE(19.701,19.701,70.182,70.182) Molecules 26 24 7560 |
institution |
Open Polar |
collection |
University of Tromsø: Munin Open Research Archive |
op_collection_id |
ftunivtroemsoe |
language |
English |
description |
As part of our search for bioactive metabolites from understudied marine microorganisms, the new chlorinated metabolite chlovalicin B (1) was isolated from liquid cultures of the marine basidiomycete Digitatispora marina, which was collected and isolated from driftwood found at Vannøya, Norway. The structure of the novel compound was elucidated by spectroscopic methods including 1D and 2D NMR and analysis of HRMS data, revealing that 1 shares its molecular scaffold with a previously isolated compound, chlovalicin. This represents the first compound isolated from the Digitatispora genus, and the first reported fumagillin/ovalicin-like compound isolated from Basidiomycota. Compound 1 was evaluated for antibacterial activities against a panel of five bacteria, its ability to inhibit bacterial biofilm formation, for antifungal activity against Candida albicans, and for cytotoxic activities against malignant and non-malignant human cell lines. Compound 1 displayed weak cytotoxic activity against the human melanoma cell line A2058 (~50% survival at 50 µM). No activity was detected against biofilm formation or C. albicans at 50 µM, or against bacterial growth at 100 µM nor against the production of cytokines by the human acute monocytic leukemia cell line THP-1 at 50 µM |
format |
Article in Journal/Newspaper |
author |
Jenssen, Marte Kristoffersen, Venke Motiram-Corral, Kumar Isaksson, Johan Rämä, Teppo Andersen, Jeanette Hammer Hansen, Espen Østnes Hansen, Kine |
spellingShingle |
Jenssen, Marte Kristoffersen, Venke Motiram-Corral, Kumar Isaksson, Johan Rämä, Teppo Andersen, Jeanette Hammer Hansen, Espen Østnes Hansen, Kine Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom Digitatispora marina |
author_facet |
Jenssen, Marte Kristoffersen, Venke Motiram-Corral, Kumar Isaksson, Johan Rämä, Teppo Andersen, Jeanette Hammer Hansen, Espen Østnes Hansen, Kine |
author_sort |
Jenssen, Marte |
title |
Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom Digitatispora marina |
title_short |
Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom Digitatispora marina |
title_full |
Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom Digitatispora marina |
title_fullStr |
Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom Digitatispora marina |
title_full_unstemmed |
Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom Digitatispora marina |
title_sort |
chlovalicin b, a chlorinated sesquiterpene isolated from the marine mushroom digitatispora marina |
publisher |
MDPI |
publishDate |
2021 |
url |
https://hdl.handle.net/10037/23774 https://doi.org/10.3390/molecules26247560 |
long_lat |
ENVELOPE(19.701,19.701,70.182,70.182) |
geographic |
Norway Vannøya |
geographic_facet |
Norway Vannøya |
genre |
Arctic Vannøya |
genre_facet |
Arctic Vannøya |
op_relation |
Jenssen, M. (2022). Bioprospecting of marine microorganisms for the discovery of antibacterial compounds - Isolation, structure elucidation and bioactivity assessment of marine microbial natural products. (Doctoral thesis). https://hdl.handle.net/10037/24722 . Molecules info:eu-repo/grantAgreement/RCN/BIOTEK2021/269425/Norway/DL: Digital discovery of antimicrobial molecules from marine Arctic resources with reduced risk of triggering resistance// Jenssen, Kristoffersen, Motiram-Corral, Isaksson, Rämä, Andersen, Hansen, Østnes Hansen. Chlovalicin B, a Chlorinated Sesquiterpene Isolated from the Marine Mushroom Digitatispora marina. Molecules. 2021;26(24) FRIDAID 1970064 doi:10.3390/molecules26247560 1420-3049 https://hdl.handle.net/10037/23774 |
op_rights |
openAccess Copyright 2021 The Author(s) |
op_doi |
https://doi.org/10.3390/molecules26247560 |
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Molecules |
container_volume |
26 |
container_issue |
24 |
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7560 |
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1766301619525255168 |