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Authors: Jonathan BissonORCID , Marion Brunel, Alain Badoc, Grégory Da Costa, Tristan Richard, Jean-Michel Mérillon, Pierre Waffo-Téguo
Journal: Analytical Chemistry (RoMEO status: White)
Subjects: Analytical Chemistry Preparative chemistry Reverse engineering Hyphenation CPC NMR SPE
Centrifugal partition chromatography (CPC) and all countercurrent separation apparatus provide chemists with efficient ways to work with complex matrixes, especially in the domain of natural products. However, despite the great advances provided by these techniques, more efficient ways of analyzing the output flow would bring further enhancement. This study describe a hyphenated approach made by coupling NMR with CPC through a hybrid-indirect coupling made possible by using a solid phase extraction (SPE) apparatus intended for high-pressure liquid chromatography (HPLC)-NMR hyphenation.
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Authors: Yorgos Papastamoulis, Jonathan BissonORCID , Hamza Temsamani, Tristan Richard, Axel Marchal, Jean-Michel Mérillon, Pierre Waffo-Téguo
Journal: Tetrahedron (RoMEO status: Green)
Subjects: Pharmacognosy Phytochemistry Vine Wine Stilbenoids Polyphenols CPC Mass Spectrometry
Stilbenoids have received increasing attention over the last two decades since the discovery of resveratrol in wine. With an ever-growing rhythm, a multitude of biological activities of naturally occurring stilbenes are being reported. In this work, we investigated minor stilbenoid compounds from Vitis vinifera stalks. The compounds were purified by means of centrifugal partition chromatography (CPC), a countercurrent-separation technique. Electrospray ionization–ion trap mass spectrometry (ESI–IT-MS) after optimization proved to be extremely efficient for the detection of these new molecules, providing both structural information for structure elucidation and a means to achieve identification even with minute amounts.
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Authors: Carole Lambert, Tristan Richard, Elodie Renouf, Jonathan BissonORCID , Pierre Waffo-Téguo, Louis Bordenave, Nathalie Ollat, Jean-Michel Mérillon, Stéphanie Cluzet
Journal: Journal of Agricultural and Food Chemistry (RoMEO status: White)
Subjects: Pharmacognosy Phytochemistry Vine Wine Stilbenoids Polyphenols NMR Mass Spectrometry
Grapevine canes are rich in resveratrol and its complex derivatives. These compounds have many biological activities and are needed mainly for health purposes. Canes, which are often wasted, can be used to produce these high-value compounds at low cost. We studied sixteen Vitis vinifera L. cultivars among the most widely cultivated ones worldwide. Polyphenols were extracted from their canes and identified by liquid chromatography–nuclear magnetic resonance spectroscopy. We accurately determined the content of E-ε-viniferin, E-resveratrol, E-piceatannol, and vitisin B and, for the first time, that of hopeaphenol and miyabenol C.
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Authors: Davide Slaghenaufi, Stéphanie Marchand-Marion, Tristan Richard, Pierre Waffo-Téguo, Jonathan BissonORCID , Jean-Pierre Monti, Jean-Michel Mérillon, Gilles de Revel
Journal: Food Chemistry (RoMEO status: Green)
Subjects: CPC Oak Wood Flavor Wine
Flavours extracted from oak wood during barrel ageing contribute to the organoleptic character of wines and spirits. The aim of this work was to identify the glycosidic precursors of the key volatile compounds responsible for oak wood aroma. Oak extract is a very complex matrix and, furthermore, precursors are present in very small quantities. Preparative centrifugal partition chromatography (CPC) is a promising solution for purifying the oak extract. The solvent system was selected on the basis of the partition coefficient of glycosidase enzyme activity (Kca).
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Authors: Alison D. Pawlus, Emma Cantos-Villar, Tristan Richard, Jonathan BissonORCID , Pascal Poupard, Yorgos Papastamoulis, Jean-Pierre Monti, Pierre-Louis Teissedre, Pierre Waffo-Téguo, Jean-Michel Mérillon
Journal: Journal of Chromatography A (RoMEO status: Green)
Subjects: Analytical Chemistry Dereplication LC-NMR Vine Wine
Wine is a major dietary source of numerous potentially health promoting stilbenoids that have been the subject of many qualitative and quantitative studies. However, our initial HPLC–MS analyses of crude wine samples demonstrated the presence of compounds with molecular weights matching characteristic stilbenoid dimers, trimers, and tetramers that were unaccounted for in the literature. Due to the likelihood that these are known compounds, a chemical dereplication method is highly desirable. We developed such a method using LC-DAD–MS monitored fractionation steps, using adsorption and centrifugal partition chromatography (CPC), to obtain fractions rich in stilbenoids for analysis in stopped-flow LC–NMR.
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Authors: Alison D. Pawlus, Ramla Sahli, Jonathan BissonORCID , Céline Rivière, Jean-Claude Delaunay, Tristan Richard, Eric Gomès, Louis Bordenave, Pierre Waffo-Téguo, Jean-Michel Mérillon
Journal: Journal of Agricultural and Food Chemistry (RoMEO status: White)
Subjects: Pharmacognosy Phytochemistry Vine Wine Stilbenoids Polyphenols NMR Mass Spectrometry
We present stilbenoid profiles of canes from 16 grapevines. Fifteen stilbenoids were obtained through isolation and structure identification using MS, NMR, and [α]D or as commercial standards. An HPLC–UV method for the simultaneous quantification of nine of these stilbenoids was developed and applied to canes of Vitis amurensis, Vitis arizonica, Vitis berlandieri, Vitis betulifolia, Vitis cinerea, Vitis × champini, Vitis × doaniana, Vitis labrusca, Vitis candicans (syn. Vitis mustangensis), Vitis riparia, Vitis rupestris, Vitis vinifera, Muscadinia rotundifolia, and a V.
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Authors: Carole Lambert, Jonathan BissonORCID , Pierre Waffo-Téguo, Yorgos Papastamoulis, Tristan Richard, Marie-France Corio-Costet, Jean-Michel Mérillon, Stéphanie Cluzet
Journal: Journal of Agricultural and Food Chemistry (RoMEO status: White)
Subjects: Pharmacognosy Phytochemistry Vine Wine Stilbenoids Polyphenols Bioactivity Antifungal
The interaction between Vitis vinifera and trunk disease fungi requires better understanding. We studied the role of phenolics as possible plant defense compounds in this context. The impact of 24 grapevine phenolic compounds was determined on 6 major wood decay fungi by an in vitro agar plate assay. Hydroxystilbenoids, especially oligomers such as miyabenol C, isohopeaphenol, and vitisin A and B, greatly reduced the growth of the fungi, except that of Phaeoacremonium aleophilum.
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