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Molecules 2012, 17(10), 12015-12022; doi:10.3390/molecules171012015

Nukuhivensiums, Indolo[2,3-a]quinoliziniums from the Marquesan Plant Rauvolfia nukuhivensis

3,*  and 1,*
1 Laboratory UMR 241 EIO, University of French Polynesia, 98702 Faa'a, Tahiti, French Polynesia 2 Laboratory UMR 7245 CNRS, National Museum of Natural History, 63 rue Buffon, 75005 Paris, France 3 Nice Institute of Chemistry UMR 7272 CNRS-PCRE, University of Nice-Sophia Antipolis, Parc Valrose, 06108 Nice, France
* Authors to whom correspondence should be addressed.
Received: 13 September 2012 / Revised: 7 October 2012 / Accepted: 9 October 2012 / Published: 12 October 2012
(This article belongs to the Section Natural Products)
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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 N12-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.
Keywords: alkaloid; Rauvolfia; antimicrobial; indoles; biosynthesis alkaloid; Rauvolfia; antimicrobial; indoles; biosynthesis
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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Martin, N.J.; Prado, S.; Lecellier, G.; Thomas, O.P.; Raharivelomanana, P. Nukuhivensiums, Indolo[2,3-a]quinoliziniums from the Marquesan Plant Rauvolfia nukuhivensis. Molecules 2012, 17, 12015-12022.

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