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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...

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Autores principales: Hansen, Kine Østnes, Isaksson, Johan, Glomsaker, Eirin, Andersen, Jeanette Hammer, Hansen, Espen
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
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.
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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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