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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...

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Autores principales: Martin, Nicolas J., Prado, Soizic, Lecellier, Gael, Thomas, Olivier P., Raharivelomanana, Phila
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2012
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.
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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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