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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: Merian Nassra, Stéphanie Krisa, Yorgos Papastamoulis, Gilbert Deccaux Kapche, Jonathan BissonORCID , Caroline André, Jan-Pieter Konsman, Jean-Marie Schmitter, Jean-Michel Mérillon, Pierre Waffo-Téguo
Journal: Planta Medica (RoMEO status: Blue)
Subjects: Pharmacognosy Phytochemistry Vine Wine Stilbenoids Polyphenols Bioactivity
Microglia-driven inflammatory processes are thought to play an important role in ageing and several neurological disorders. Since consumption of a diet rich in polyphenols has been associated with anti-inflammatory and neuroprotective effects, we studied the effects of twenty-five stilbenoids isolated from Milicia excelsa, Morus alba, Gnetum africanum, and Vitis vinifera. These compounds were tested at 5 and 10 µM on BV-2 microglial cells stimulated with bacterial lipopolysaccharide. Ten stilbenoids reduced lipopolysaccharide-induced nitric oxide production at 5 and/or 10 µM.
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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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Authors: Jonathan BissonORCID , Pascal Poupard, Alison D. Pawlus, Alexandre Pons, Philippe Darriet, Jean-Michel Mérillon, Pierre Waffo-Téguo
Journal: Journal of Chromatography A (RoMEO status: Green)
Subjects: Analytical Chemistry Preparative chemistry Hyphenation CPC MS back-step Vine Wine
The phytochemical study of the root extract of the stilbenoid-rich Vitis riparia × Vitis berlandieri grapevine was carried out by centrifugal partition chromatography (CPC). For this reason, we developed a new elution mode we named back-step, which allowed us to obtain cleaner fractions and a more efficient separation process when used in conjunction with a classical elution approach. Three hydroxystilbenes: (E)-resveratrol, (E)-ɛ-viniferin and (E)-vitisin C, with greater than 90% purity were thus obtained through such process, with minimal sample handling and purification steps.
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