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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

Laboratory UMR 241 EIO, University of French Polynesia, 98702 Faa'a, Tahiti, French Polynesia
Laboratory UMR 7245 CNRS, National Museum of Natural History, 63 rue Buffon, 75005 Paris, France
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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MDPI and ACS Style

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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