Ponasterone A and F, Ecdysteroids from the Arctic Bryozoan Alcyonidium gelatinosum
A new ecdysteroid, ponasterone F (1) and the previously reported compound ponasterone A (2) were isolated from specimens of the Arctic marine bryozoan Alcyonidium gelatinosum collected at Hopenbanken, off the coast of Edgeøya, Svalbard. The structure of 1 was elucidated, and the structure of 2 confi...
Published in: | Molecules |
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Main Authors: | , , , , |
Format: | Text |
Language: | English |
Published: |
Multidisciplinary Digital Publishing Institute
2018
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Subjects: | |
Online Access: | https://doi.org/10.3390/molecules23061481 |
_version_ | 1821823199005900800 |
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author | Kine Østnes Hansen Johan Isaksson Eirin Glomsaker Jeanette Hammer Andersen Espen Hansen |
author_facet | Kine Østnes Hansen Johan Isaksson Eirin Glomsaker Jeanette Hammer Andersen Espen Hansen |
author_sort | Kine Østnes Hansen |
collection | MDPI Open Access Publishing |
container_issue | 6 |
container_start_page | 1481 |
container_title | Molecules |
container_volume | 23 |
description | A new ecdysteroid, ponasterone F (1) and the previously reported compound ponasterone A (2) were isolated from specimens of the Arctic marine bryozoan Alcyonidium gelatinosum collected at Hopenbanken, off the coast of Edgeøya, Svalbard. The structure of 1 was elucidated, and the structure of 2 confirmed by spectroscopic methods including 1D and 2D NMR and analysis of HR-MS data. The compounds were evaluated for their ability to affect bacterial survival and cell viability, as well as their agonistic activities towards the estrogen receptors α and β. The compounds were not active in these assays. Compound 2 is an arthropod hormone controlling molting and are known to act as an allelochemical when produced by plants. Even though its structure has been previously reported, this is the first time a ponasterone has been isolated from a bryozoan. A. gelatinosum produced 1 and 2 in concentrations surpassing those expected of hormonal molecules, indicating their function as defence molecules against molting predators. This work adds to the chemical diversity reported from marine bryozoans and expanded our knowledge of the chemical modifications of the ponasterones. |
format | Text |
genre | Arctic Edgeøya Svalbard |
genre_facet | Arctic Edgeøya Svalbard |
geographic | Arctic Edgeøya Svalbard |
geographic_facet | Arctic Edgeøya Svalbard |
id | ftmdpi:oai:mdpi.com:/1420-3049/23/6/1481/ |
institution | Open Polar |
language | English |
long_lat | ENVELOPE(22.500,22.500,77.750,77.750) |
op_collection_id | ftmdpi |
op_coverage | agris |
op_doi | https://doi.org/10.3390/molecules23061481 |
op_relation | Natural Products Chemistry https://dx.doi.org/10.3390/molecules23061481 |
op_rights | https://creativecommons.org/licenses/by/4.0/ |
op_source | Molecules; Volume 23; Issue 6; Pages: 1481 |
publishDate | 2018 |
publisher | Multidisciplinary Digital Publishing Institute |
record_format | openpolar |
spelling | ftmdpi:oai:mdpi.com:/1420-3049/23/6/1481/ 2025-01-16T20:28:13+00:00 Ponasterone A and F, Ecdysteroids from the Arctic Bryozoan Alcyonidium gelatinosum Kine Østnes Hansen Johan Isaksson Eirin Glomsaker Jeanette Hammer Andersen Espen Hansen agris 2018-06-19 application/pdf https://doi.org/10.3390/molecules23061481 EN eng Multidisciplinary Digital Publishing Institute Natural Products Chemistry https://dx.doi.org/10.3390/molecules23061481 https://creativecommons.org/licenses/by/4.0/ Molecules; Volume 23; Issue 6; Pages: 1481 marine bryozoan Alcyonidium gelatinosum ponasterone ecdysteroids marine bioprospecting allelochemicals Text 2018 ftmdpi https://doi.org/10.3390/molecules23061481 2023-07-31T21:35:00Z A new ecdysteroid, ponasterone F (1) and the previously reported compound ponasterone A (2) were isolated from specimens of the Arctic marine bryozoan Alcyonidium gelatinosum collected at Hopenbanken, off the coast of Edgeøya, Svalbard. The structure of 1 was elucidated, and the structure of 2 confirmed by spectroscopic methods including 1D and 2D NMR and analysis of HR-MS data. The compounds were evaluated for their ability to affect bacterial survival and cell viability, as well as their agonistic activities towards the estrogen receptors α and β. The compounds were not active in these assays. Compound 2 is an arthropod hormone controlling molting and are known to act as an allelochemical when produced by plants. Even though its structure has been previously reported, this is the first time a ponasterone has been isolated from a bryozoan. A. gelatinosum produced 1 and 2 in concentrations surpassing those expected of hormonal molecules, indicating their function as defence molecules against molting predators. This work adds to the chemical diversity reported from marine bryozoans and expanded our knowledge of the chemical modifications of the ponasterones. Text Arctic Edgeøya Svalbard MDPI Open Access Publishing Arctic Edgeøya ENVELOPE(22.500,22.500,77.750,77.750) Svalbard Molecules 23 6 1481 |
spellingShingle | marine bryozoan Alcyonidium gelatinosum ponasterone ecdysteroids marine bioprospecting allelochemicals Kine Østnes Hansen Johan Isaksson Eirin Glomsaker Jeanette Hammer Andersen Espen Hansen Ponasterone A and F, Ecdysteroids from the Arctic Bryozoan Alcyonidium gelatinosum |
title | Ponasterone A and F, Ecdysteroids from the Arctic Bryozoan Alcyonidium gelatinosum |
title_full | Ponasterone A and F, Ecdysteroids from the Arctic Bryozoan Alcyonidium gelatinosum |
title_fullStr | Ponasterone A and F, Ecdysteroids from the Arctic Bryozoan Alcyonidium gelatinosum |
title_full_unstemmed | Ponasterone A and F, Ecdysteroids from the Arctic Bryozoan Alcyonidium gelatinosum |
title_short | Ponasterone A and F, Ecdysteroids from the Arctic Bryozoan Alcyonidium gelatinosum |
title_sort | ponasterone a and f, ecdysteroids from the arctic bryozoan alcyonidium gelatinosum |
topic | marine bryozoan Alcyonidium gelatinosum ponasterone ecdysteroids marine bioprospecting allelochemicals |
topic_facet | marine bryozoan Alcyonidium gelatinosum ponasterone ecdysteroids marine bioprospecting allelochemicals |
url | https://doi.org/10.3390/molecules23061481 |