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Ponasterone A and F, Ecdysteroids from the Arctic Bryozoan Alcyonidium gelatinosum

Authors :
Eirin Glomsaker
Johan Isaksson
Espen Hansen
Jeanette Hammer Andersen
Kine Østnes Hansen
Source :
Molecules, Vol 23, Iss 6, p 1481 (2018), Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry, Molecules, Volume 23, Issue 6
Publication Year :
2018
Publisher :
MDPI AG, 2018.

Abstract

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 Edge&oslash<br />ya, 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 &alpha<br />and &beta<br />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.

Details

Language :
English
ISSN :
14203049
Volume :
23
Issue :
6
Database :
OpenAIRE
Journal :
Molecules
Accession number :
edsair.doi.dedup.....3e3b6f999e399e37fce2604cff13a783