Rhamnellosides A and B, ω-Phenylpentaene Fatty Acid Amide Diglycosides from the Fruits of Rhamnella franguloides

Two new ω-phenylpentaene fatty acid amide diglycosides, rhamnellosides A (1) and B (2), were isolated from the fruits of Rhamnella franguloides (Rhamnaceae). These compounds were prioritized using LC-MS/MS molecular networking dereplication based on our previous discovery of 2-acetoxy-ω-phenylpentae...

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Autores principales: Kang, Kyo Bin, Gao, Ming, Kim, Geum Jin, Choi, Hyukjae, Sung, Sang Hyun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017831/
https://www.ncbi.nlm.nih.gov/pubmed/29587348
http://dx.doi.org/10.3390/molecules23040752
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author Kang, Kyo Bin
Gao, Ming
Kim, Geum Jin
Choi, Hyukjae
Sung, Sang Hyun
author_facet Kang, Kyo Bin
Gao, Ming
Kim, Geum Jin
Choi, Hyukjae
Sung, Sang Hyun
author_sort Kang, Kyo Bin
collection PubMed
description Two new ω-phenylpentaene fatty acid amide diglycosides, rhamnellosides A (1) and B (2), were isolated from the fruits of Rhamnella franguloides (Rhamnaceae). These compounds were prioritized using LC-MS/MS molecular networking dereplication based on our previous discovery of 2-acetoxy-ω-phenylpentaene fatty acid triglycosides berchemiosides A−C from a phylogenetically related species, Berchemia berchemiifolia. The structures of the isolated compounds were elucidated by spectroscopic analyses in combination with chemical derivatization. The pentaene groups of 1 and 2 were found to have (6E, 8E, 10Z, 12Z, 14E)-geometry, which is the same as that found in berchemioside A.
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spelling pubmed-60178312018-11-13 Rhamnellosides A and B, ω-Phenylpentaene Fatty Acid Amide Diglycosides from the Fruits of Rhamnella franguloides Kang, Kyo Bin Gao, Ming Kim, Geum Jin Choi, Hyukjae Sung, Sang Hyun Molecules Article Two new ω-phenylpentaene fatty acid amide diglycosides, rhamnellosides A (1) and B (2), were isolated from the fruits of Rhamnella franguloides (Rhamnaceae). These compounds were prioritized using LC-MS/MS molecular networking dereplication based on our previous discovery of 2-acetoxy-ω-phenylpentaene fatty acid triglycosides berchemiosides A−C from a phylogenetically related species, Berchemia berchemiifolia. The structures of the isolated compounds were elucidated by spectroscopic analyses in combination with chemical derivatization. The pentaene groups of 1 and 2 were found to have (6E, 8E, 10Z, 12Z, 14E)-geometry, which is the same as that found in berchemioside A. MDPI 2018-03-24 /pmc/articles/PMC6017831/ /pubmed/29587348 http://dx.doi.org/10.3390/molecules23040752 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
Kang, Kyo Bin
Gao, Ming
Kim, Geum Jin
Choi, Hyukjae
Sung, Sang Hyun
Rhamnellosides A and B, ω-Phenylpentaene Fatty Acid Amide Diglycosides from the Fruits of Rhamnella franguloides
title Rhamnellosides A and B, ω-Phenylpentaene Fatty Acid Amide Diglycosides from the Fruits of Rhamnella franguloides
title_full Rhamnellosides A and B, ω-Phenylpentaene Fatty Acid Amide Diglycosides from the Fruits of Rhamnella franguloides
title_fullStr Rhamnellosides A and B, ω-Phenylpentaene Fatty Acid Amide Diglycosides from the Fruits of Rhamnella franguloides
title_full_unstemmed Rhamnellosides A and B, ω-Phenylpentaene Fatty Acid Amide Diglycosides from the Fruits of Rhamnella franguloides
title_short Rhamnellosides A and B, ω-Phenylpentaene Fatty Acid Amide Diglycosides from the Fruits of Rhamnella franguloides
title_sort rhamnellosides a and b, ω-phenylpentaene fatty acid amide diglycosides from the fruits of rhamnella franguloides
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6017831/
https://www.ncbi.nlm.nih.gov/pubmed/29587348
http://dx.doi.org/10.3390/molecules23040752
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