Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from Geodia barretti

Geobarrettin D (1), a new bromoindole alkaloid, was isolated from the marine sponge Geodia barretti collected from Icelandic waters. Its structure was elucidated by 1D, and 2D NMR (including (1)H-(15)N HSQC, (1)H-(15)N HMBC spectra), as well as HRESIMS data. Geobarrettin D (1) is a new 6-bromoindole...

Descripción completa

Detalles Bibliográficos
Autores principales: Di, Xiaxia, Hardardottir, Ingibjorg, Freysdottir, Jona, Wang, Dongdong, Gustafson, Kirk R., Omarsdottir, Sesselja, Molinski, Tadeusz F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Communication
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10095911/
https://www.ncbi.nlm.nih.gov/pubmed/37049700
http://dx.doi.org/10.3390/molecules28072937
_version_ 1785024195893133312
author Di, Xiaxia
Hardardottir, Ingibjorg
Freysdottir, Jona
Wang, Dongdong
Gustafson, Kirk R.
Omarsdottir, Sesselja
Molinski, Tadeusz F.
author_facet Di, Xiaxia
Hardardottir, Ingibjorg
Freysdottir, Jona
Wang, Dongdong
Gustafson, Kirk R.
Omarsdottir, Sesselja
Molinski, Tadeusz F.
author_sort Di, Xiaxia
collection PubMed
description Geobarrettin D (1), a new bromoindole alkaloid, was isolated from the marine sponge Geodia barretti collected from Icelandic waters. Its structure was elucidated by 1D, and 2D NMR (including (1)H-(15)N HSQC, (1)H-(15)N HMBC spectra), as well as HRESIMS data. Geobarrettin D (1) is a new 6-bromoindole featuring an unusual purinium herbipoline moiety. Geobarrettin D (1) decreased secretion of the pro-inflammatory cytokine IL-12p40 by human monocyte derived dendritic cells, without affecting secretion of the anti-inflammatory cytokine IL-10. Thus, compound 1 shows anti-inflammatory activity.
format Online
Article
Text
id pubmed-10095911
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher MDPI
record_format MEDLINE/PubMed
spelling pubmed-100959112023-04-13 Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from Geodia barretti Di, Xiaxia Hardardottir, Ingibjorg Freysdottir, Jona Wang, Dongdong Gustafson, Kirk R. Omarsdottir, Sesselja Molinski, Tadeusz F. Molecules Communication Geobarrettin D (1), a new bromoindole alkaloid, was isolated from the marine sponge Geodia barretti collected from Icelandic waters. Its structure was elucidated by 1D, and 2D NMR (including (1)H-(15)N HSQC, (1)H-(15)N HMBC spectra), as well as HRESIMS data. Geobarrettin D (1) is a new 6-bromoindole featuring an unusual purinium herbipoline moiety. Geobarrettin D (1) decreased secretion of the pro-inflammatory cytokine IL-12p40 by human monocyte derived dendritic cells, without affecting secretion of the anti-inflammatory cytokine IL-10. Thus, compound 1 shows anti-inflammatory activity. MDPI 2023-03-24 /pmc/articles/PMC10095911/ /pubmed/37049700 http://dx.doi.org/10.3390/molecules28072937 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Communication
Di, Xiaxia
Hardardottir, Ingibjorg
Freysdottir, Jona
Wang, Dongdong
Gustafson, Kirk R.
Omarsdottir, Sesselja
Molinski, Tadeusz F.
Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from Geodia barretti
title Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from Geodia barretti
title_full Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from Geodia barretti
title_fullStr Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from Geodia barretti
title_full_unstemmed Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from Geodia barretti
title_short Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from Geodia barretti
title_sort geobarrettin d, a rare herbipoline-containing 6-bromoindole alkaloid from geodia barretti
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10095911/
https://www.ncbi.nlm.nih.gov/pubmed/37049700
http://dx.doi.org/10.3390/molecules28072937
work_keys_str_mv AT dixiaxia geobarrettindarareherbipolinecontaining6bromoindolealkaloidfromgeodiabarretti
AT hardardottiringibjorg geobarrettindarareherbipolinecontaining6bromoindolealkaloidfromgeodiabarretti
AT freysdottirjona geobarrettindarareherbipolinecontaining6bromoindolealkaloidfromgeodiabarretti
AT wangdongdong geobarrettindarareherbipolinecontaining6bromoindolealkaloidfromgeodiabarretti
AT gustafsonkirkr geobarrettindarareherbipolinecontaining6bromoindolealkaloidfromgeodiabarretti
AT omarsdottirsesselja geobarrettindarareherbipolinecontaining6bromoindolealkaloidfromgeodiabarretti
AT molinskitadeuszf geobarrettindarareherbipolinecontaining6bromoindolealkaloidfromgeodiabarretti

Ejemplares similares