Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from <i>Geodia barretti</i>
Geobarrettin D (<b>1</b>), a new bromoindole alkaloid, was isolated from the marine sponge <i>Geodia barretti</i> collected from Icelandic waters. Its structure was elucidated by 1D, and 2D NMR (including <sup>1</sup>H-<sup>15</sup>N HSQC, <sup>1...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-03-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/7/2937 |
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| author | Xiaxia Di Ingibjorg Hardardottir Jona Freysdottir Dongdong Wang Kirk R. Gustafson Sesselja Omarsdottir Tadeusz F. Molinski |
| author_facet | Xiaxia Di Ingibjorg Hardardottir Jona Freysdottir Dongdong Wang Kirk R. Gustafson Sesselja Omarsdottir Tadeusz F. Molinski |
| author_sort | Xiaxia Di |
| collection | DOAJ |
| description | Geobarrettin D (<b>1</b>), a new bromoindole alkaloid, was isolated from the marine sponge <i>Geodia barretti</i> collected from Icelandic waters. Its structure was elucidated by 1D, and 2D NMR (including <sup>1</sup>H-<sup>15</sup>N HSQC, <sup>1</sup>H-<sup>15</sup>N HMBC spectra), as well as HRESIMS data. Geobarrettin D (<b>1</b>) is a new 6-bromoindole featuring an unusual purinium herbipoline moiety. Geobarrettin D (<b>1</b>) 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 <b>1</b> shows anti-inflammatory activity. |
| first_indexed | 2024-03-11T05:31:06Z |
| format | Article |
| id | doaj.art-c3be15501c57479284de7b26206564c0 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-11T05:31:06Z |
| publishDate | 2023-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-c3be15501c57479284de7b26206564c02023-11-17T17:11:09ZengMDPI AGMolecules1420-30492023-03-01287293710.3390/molecules28072937Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from <i>Geodia barretti</i>Xiaxia Di0Ingibjorg Hardardottir1Jona Freysdottir2Dongdong Wang3Kirk R. Gustafson4Sesselja Omarsdottir5Tadeusz F. Molinski6Faculty of Pharmaceutical Sciences, University of Iceland, Hagi, Hofsvallagata 53, IS-107 Reykjavik, IcelandDepartment of Immunology, Landspitali—The National University Hospital of Iceland, IS-101 Reykjavik, IcelandDepartment of Immunology, Landspitali—The National University Hospital of Iceland, IS-101 Reykjavik, IcelandMolecular Targets Program, Center for Cancer Research, National Cancer Institute, Frederick, MD 21702, USAMolecular Targets Program, Center for Cancer Research, National Cancer Institute, Frederick, MD 21702, USAFaculty of Pharmaceutical Sciences, University of Iceland, Hagi, Hofsvallagata 53, IS-107 Reykjavik, IcelandDepartment of Chemistry and Biochemistry, Skaggs School of Pharmacy and Pharmaceutical Sciences, University of California, San Diego, CA 92093, USAGeobarrettin D (<b>1</b>), a new bromoindole alkaloid, was isolated from the marine sponge <i>Geodia barretti</i> collected from Icelandic waters. Its structure was elucidated by 1D, and 2D NMR (including <sup>1</sup>H-<sup>15</sup>N HSQC, <sup>1</sup>H-<sup>15</sup>N HMBC spectra), as well as HRESIMS data. Geobarrettin D (<b>1</b>) is a new 6-bromoindole featuring an unusual purinium herbipoline moiety. Geobarrettin D (<b>1</b>) 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 <b>1</b> shows anti-inflammatory activity.https://www.mdpi.com/1420-3049/28/7/29376-bromoindoleherbipoline<i>Geodia barretti</i>anti-inflammatory activitydendritic cells |
| spellingShingle | Xiaxia Di Ingibjorg Hardardottir Jona Freysdottir Dongdong Wang Kirk R. Gustafson Sesselja Omarsdottir Tadeusz F. Molinski Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from <i>Geodia barretti</i> Molecules 6-bromoindole herbipoline <i>Geodia barretti</i> anti-inflammatory activity dendritic cells |
| title | Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from <i>Geodia barretti</i> |
| title_full | Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from <i>Geodia barretti</i> |
| title_fullStr | Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from <i>Geodia barretti</i> |
| title_full_unstemmed | Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from <i>Geodia barretti</i> |
| title_short | Geobarrettin D, a Rare Herbipoline-Containing 6-Bromoindole Alkaloid from <i>Geodia barretti</i> |
| title_sort | geobarrettin d a rare herbipoline containing 6 bromoindole alkaloid from i geodia barretti i |
| topic | 6-bromoindole herbipoline <i>Geodia barretti</i> anti-inflammatory activity dendritic cells |
| url | https://www.mdpi.com/1420-3049/28/7/2937 |
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