Immunomodulatory N-acyl Dopamine Glycosides from the Icelandic Marine Sponge Myxilla incrustans Collected at a Hydrothermal Vent Site.
Average rating
Cast your vote
You can rate an item by clicking the amount of stars they wish to award to this item.
When enough users have cast their vote on this item, the average rating will also be shown.
Star rating
Your vote was cast
Thank you for your feedback
Thank you for your feedback
Authors
Einarsdottir, EydisLiu, Hong-Bing
Freysdottir, Jona
Gotfredsen, Charlotte Held
Omarsdottir, Sesselja
Issue Date
2016-06
Metadata
Show full item recordCitation
Immunomodulatory N-acyl Dopamine Glycosides from the Icelandic Marine Sponge Myxilla incrustans Collected at a Hydrothermal Vent Site. 2016, 82 (9-10):903-9 Planta Med.Abstract
A chemical investigation of the sponge (Porifera) Myxilla incrustans collected from the unique submarine hydrothermal vent site Strytan, North of Iceland, revealed a novel family of closely related N-acyl dopamine glycosides. Three new compounds, myxillin A (1), B (2) and C (3), were isolated and structurally elucidated using several analytical techniques, such as HR-MS, 1D and 2D NMR spectroscopy. Myxillin A (1) and B (2)were shown to be structurally similar, composed of a dopamine moiety, but differ in the acyl chain length and saturation. The myxillin C (3) has a dehydrotyrosine moiety composing the same acyl chain and glycosylation as myxillin B (2). Myxillins A (1) and C (3) were tested for immunomodulating activity in an in vitro dendritic cell model. Dendritic cells matured and stimulated in the presence of myxillin A (1) secreted lower levels of IL-12p40, whilst dendritic cells matured and stimulated in the presence of myxillin C (3) secreted lower levels of IL-10 compared with dendritic cells matured and stimulated in the presence of the solvent alone. These opposing results indicate that the structural differences in the aromatic ring part of the molecules could have an impact on the immunological effects of dendritic cells. These molecules could, therefore, prove to be important in preventing inflammatory diseases on the one hand, and inducing a response to fight tumors and/or pathogens on the other hand. Further studies will be needed to confirm these potential uses.Description
To access publisher's full text version of this article click on the hyperlink at the bottom of the pageAdditional Links
http://dx.doi.org/ 10.1055/s-0042-105877Rights
Archived with thanks to Planta medicaae974a485f413a2113503eed53cd6c53
10.1055/s-0042-105877
Scopus Count
Collections
Related articles
- Cyclic Steroid Glycosides from the Starfish Echinaster luzonicus: Structures and Immunomodulatory Activities.
- Authors: Kicha AA, Kalinovsky AI, Malyarenko TV, Ivanchina NV, Dmitrenok PS, Menchinskaya ES, Yurchenko EA, Pislyagin EA, Aminin DL, Huong TT, Long PQ, Stonik VA
- Issue date: 2015 Jun 26
- Isolation of steroidal glycosides from the Caribbean sponge Pandaros acanthifolium.
- Authors: Berrué F, McCulloch MW, Boland P, Hart S, Harper MK, Johnston J, Kerr R
- Issue date: 2012 Dec 28
- Metabolic Profiling as a Screening Tool for Cytotoxic Compounds: Identification of 3-Alkyl Pyridine Alkaloids from Sponges Collected at a Shallow Water Hydrothermal Vent Site North of Iceland.
- Authors: Einarsdottir E, Magnusdottir M, Astarita G, Köck M, Ögmundsdottir HM, Thorsteinsdottir M, Rapp HT, Omarsdottir S, Paglia G
- Issue date: 2017 Feb 22
- Aurantoside C, a new tetramic acid glycoside from the sponge Homophymia conferta.
- Authors: Wolf D, Schmitz FJ, Qiu F, Kelly-Borges M
- Issue date: 1999 Jan
- Sulfated steroids: ptilosteroids A-C and ptilosaponosides A and B from the Solomon Islands marine sponge Ptilocaulis spiculifer.
- Authors: Gabant M, Schmitz-Afonso I, Gallard JF, Menou JL, Laurent D, Debitus C, Al-Mourabit A
- Issue date: 2009 Apr