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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2018
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6100090/ https://www.ncbi.nlm.nih.gov/pubmed/29921766 http://dx.doi.org/10.3390/molecules23061481 |
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author | Hansen, Kine Østnes Isaksson, Johan Glomsaker, Eirin Andersen, Jeanette Hammer Hansen, Espen |
author_facet | Hansen, Kine Østnes Isaksson, Johan Glomsaker, Eirin Andersen, Jeanette Hammer Hansen, Espen |
author_sort | Hansen, Kine Østnes |
collection | PubMed |
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 | Online Article Text |
id | pubmed-6100090 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-61000902018-11-13 Ponasterone A and F, Ecdysteroids from the Arctic Bryozoan Alcyonidium gelatinosum Hansen, Kine Østnes Isaksson, Johan Glomsaker, Eirin Andersen, Jeanette Hammer Hansen, Espen Molecules Article 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. MDPI 2018-06-19 /pmc/articles/PMC6100090/ /pubmed/29921766 http://dx.doi.org/10.3390/molecules23061481 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Hansen, Kine Østnes Isaksson, Johan Glomsaker, Eirin Andersen, Jeanette Hammer Hansen, Espen 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 | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6100090/ https://www.ncbi.nlm.nih.gov/pubmed/29921766 http://dx.doi.org/10.3390/molecules23061481 |
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