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Nukuhivensiums, Indolo[2,3-a]quinoliziniums from the Marquesan Plant Rauvolfia nukuhivensis
The first phytochemical inspection of the Marquesan endemic plant Rauvolfia nukuhivensis led to the isolation and structure characterization of two new indolo[2,3‑a]quinolizinium derivatives named nukuhivensium (1) and N(12)-methyl-nukuhivensium (2). They feature an aromatic indolo[2,3-a]quinolizini...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2012
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268674/ https://www.ncbi.nlm.nih.gov/pubmed/23085652 http://dx.doi.org/10.3390/molecules171012015 |
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author | Martin, Nicolas J. Prado, Soizic Lecellier, Gael Thomas, Olivier P. Raharivelomanana, Phila |
author_facet | Martin, Nicolas J. Prado, Soizic Lecellier, Gael Thomas, Olivier P. Raharivelomanana, Phila |
author_sort | Martin, Nicolas J. |
collection | PubMed |
description | The first phytochemical inspection of the Marquesan endemic plant Rauvolfia nukuhivensis led to the isolation and structure characterization of two new indolo[2,3‑a]quinolizinium derivatives named nukuhivensium (1) and N(12)-methyl-nukuhivensium (2). They feature an aromatic indolo[2,3-a]quinolizinium core, substituted at C-2 by a n-propyl group, which is unusual in this family of alkaloid derivatives. The structure elucidation was performed on the basis of NMR spectroscopy and especially by interpretation of 2D HMBC correlations. A biosynthetic pathway is proposed on the basis of known enzymatic transformations for this family of natural products. These compounds exhibited low antimicrobial activities. |
format | Online Article Text |
id | pubmed-6268674 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2012 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-62686742018-12-12 Nukuhivensiums, Indolo[2,3-a]quinoliziniums from the Marquesan Plant Rauvolfia nukuhivensis Martin, Nicolas J. Prado, Soizic Lecellier, Gael Thomas, Olivier P. Raharivelomanana, Phila Molecules Article The first phytochemical inspection of the Marquesan endemic plant Rauvolfia nukuhivensis led to the isolation and structure characterization of two new indolo[2,3‑a]quinolizinium derivatives named nukuhivensium (1) and N(12)-methyl-nukuhivensium (2). They feature an aromatic indolo[2,3-a]quinolizinium core, substituted at C-2 by a n-propyl group, which is unusual in this family of alkaloid derivatives. The structure elucidation was performed on the basis of NMR spectroscopy and especially by interpretation of 2D HMBC correlations. A biosynthetic pathway is proposed on the basis of known enzymatic transformations for this family of natural products. These compounds exhibited low antimicrobial activities. MDPI 2012-10-12 /pmc/articles/PMC6268674/ /pubmed/23085652 http://dx.doi.org/10.3390/molecules171012015 Text en © 2012 by the authors; licensee MDPI, Basel, Switzerland. http://creativecommons.org/licenses/by/3.0/ This article is an open-access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/). |
spellingShingle | Article Martin, Nicolas J. Prado, Soizic Lecellier, Gael Thomas, Olivier P. Raharivelomanana, Phila Nukuhivensiums, Indolo[2,3-a]quinoliziniums from the Marquesan Plant Rauvolfia nukuhivensis |
title | Nukuhivensiums, Indolo[2,3-a]quinoliziniums from the Marquesan Plant Rauvolfia nukuhivensis |
title_full | Nukuhivensiums, Indolo[2,3-a]quinoliziniums from the Marquesan Plant Rauvolfia nukuhivensis |
title_fullStr | Nukuhivensiums, Indolo[2,3-a]quinoliziniums from the Marquesan Plant Rauvolfia nukuhivensis |
title_full_unstemmed | Nukuhivensiums, Indolo[2,3-a]quinoliziniums from the Marquesan Plant Rauvolfia nukuhivensis |
title_short | Nukuhivensiums, Indolo[2,3-a]quinoliziniums from the Marquesan Plant Rauvolfia nukuhivensis |
title_sort | nukuhivensiums, indolo[2,3-a]quinoliziniums from the marquesan plant rauvolfia nukuhivensis |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6268674/ https://www.ncbi.nlm.nih.gov/pubmed/23085652 http://dx.doi.org/10.3390/molecules171012015 |
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