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Fabricio Medinabolivar - One of the best experts on this subject based on the ideXlab platform.
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enhanced production of resveratrol piceatannol arachidin 1 and arachidin 3 in hairy root cultures of peanut co treated with methyl jasmonate and cyclodextrin
Journal of Agricultural and Food Chemistry, 2015Co-Authors: Tianhong Yang, Lingling Fang, Jose Condori, Cesar Nopoolazabal, Luis Nopoolazabal, Carlos Balmaceda, Fabricio MedinabolivarAbstract:Peanut (Arachis hypogaea) produces Stilbenoids upon exposure to abiotic and biotic stresses. Among these compounds, the prenylated Stilbenoids arachidin-1 and arachidin-3 have shown diverse biological activities with potential applications in human health. These compounds exhibit higher or novel biological activities in vitro when compared to their nonprenylated analogues piceatannol and resveratrol, respectively. However, assessment of these bioactivities in vivo has been challenging because of their limited availability. In this study, hairy root cultures of peanut were induced to produce Stilbenoids upon treatment with elicitors. Co-treatment with 100 μM methyl jasmonate (MeJA) and 9 g/L methyl-β-cyclodextrin (CD) led to sustained high levels of resveratrol, piceatannol, arachidin-1, and arachidin-3 in the culture medium when compared to other elicitor treatments. The average yields of arachidin-1 and arachidin-3 were 56 and 148 mg/L, respectively, after co-treatment with MeJA and CD. Furthermore, MeJA...
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differential induction of antioxidant Stilbenoids in hairy roots of vitis rotundifolia treated with methyl jasmonate and hydrogen peroxide
Plant Physiology and Biochemistry, 2014Co-Authors: Cesar Nopoolazabal, Jose Condori, Luis Nopoolazabal, Fabricio MedinabolivarAbstract:Abstract Stilbenoids are polyphenolic phytoalexins that exhibit potential health applications in humans. Hairy root cultures of muscadine grape (Vitis rotundifolia Michx.) were used to study the biochemical and molecular regulation of stilbenoid biosynthesis upon treatment with 100 μM methyl jasmonate (MeJA) or 10 mM hydrogen peroxide (H2O2) over a 96-h period. Resveratrol, piceid, and e-viniferin were identified in higher concentrations in the tissue whereas resveratrol was the most abundant stilbenoid in the medium under either treatment. An earlier increase in resveratrol accumulation was observed for the MeJA-treated group showing a maximum at 12 h in the tissue and 18 h in the medium. Furthermore, the antioxidant capacity of extracts from the tissue and medium was determined by the 2,2′-azinobis[3-ethylbenzthiazoline sulfonic acid] (ABTS) and the 2,2-diphenyl-1-picrylhydrazyl (DPPH) assays showing correlation with the stilbenoid content. Fourteen candidate reference genes for qPCR were tested under the described experimental conditions and resulted in the selection of 5 reference genes. Quantitative analyses of transcripts for phenylalanine ammonia-lyase (PAL), resveratrol synthase (RS), and two stilbene synthases (STS and STS2) showed the highest RNA level induction at 3 h for both treatments with a higher induction for the MeJA treatment. In contrast, the flavonoid-related chalcone synthase (CHS) transcripts showed induction and a decrease in expression for MeJA and H2O2 treatments, respectively. The observed responses could be related to an oxidative burst triggered by the exposure to abiotic stressor compounds with signaling function such as MeJA and H2O2 which have been previously related to the synthesis of secondary metabolites.
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induced biosynthesis of resveratrol and the prenylated Stilbenoids arachidin 1 and arachidin 3 in hairy root cultures of peanut effects of culture medium and growth stage
Plant Physiology and Biochemistry, 2010Co-Authors: Jose Condori, Victor S Sobolev, G Sivakumar, John Hubstenberger, Maureen C Dolan, Fabricio MedinabolivarAbstract:Previously, we have shown that hairy root cultures of peanut provide a controlled, sustainable and scalable production system that can be induced to produce Stilbenoids. However to leverage peanut hairy roots to study the biosynthesis of this polyphenolic biosynthetic pathway, growing conditions and elicitation kinetics of these tissue cultures must be defined and understood. To this end, a new peanut cv. Hull hairy root (line 3) that produces resveratrol and its prenylated analogues arachidin-1 and arachidin-3 upon sodium acetate-mediated elicitation was established. Two culture media were compared for impact on root growth and stilbenoid biosynthesis/secretion. The levels of ammonium, nitrate, phosphate and residual sugars were monitored along growth and elicitation period. A modified MS (MSV) medium resulted in higher root biomass when compared to B5 medium. The stilbenoid profile after elicitation varied depending on the age of the culture (6, 9, 12, and 15-day old). After elicitation at day 9 (exponential growth in MSV medium), over 90% of the total resveratrol, arachidin-1 and arachidin-3 accumulated in the medium. Our studies demonstrate the benefits of the hairy root culture system to study the biosynthesis of Stilbenoids including valuable prenylated polyphenolic compounds.
Jean-michel Mérillon - One of the best experts on this subject based on the ideXlab platform.
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Diastereomeric stilbenoid glucoside dimers from the rhizomes of Gnetum africanum
Phytochemistry Letters, 2020Co-Authors: Julien Gabaston, Jonathan Bisson, Jean-michel Mérillon, Thierry Buffeteau, Thierry Brotin, Caroline Rouger, Pierre Waffo-téguoAbstract:Abstract In a continuing search for neuroprotective Stilbenoids, two uncommon diastereomeric stilbenoid glucosides, africanoside A (1) and B (2) as well as fifteen known stilbenes, E-resveratrol, E-gnetifolin E, E-piceid, E-resveratroloside, E-gnetifolin K, E-gnetol, E-isorhapontigenin, E-isorhapontin, E-isorhapontigenin-4′-O-glucopyranoside, E-gnetin C, E-bisisorhapontigenin B, E-gnemonoside A, E-gnemonoside C, E-gnemonoside D, and E-gnetin E, were isolated from rhizomes of Gnetum africanum, using a combination of centrifugal partition chromatography and preparative HPLC. The structure of these two Stilbenoids was investigated by NMR, vibrational circular dichroism (VCD), and electronic circular dichroism (ECD) experiments. The absolute configurations of 1, and 2 were established by VCD as (7aS,8aS) and (7aR,8aR), respectively. Compound 1 significantly chelated Fe(II) at 100, 250 and 500 μM. The ability of Stilbenoids to chelate ferrous ions which are implicated in physiopathological hallmark of Alzheimer’s disease provides useful data for potential treatment.
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Potential cancer-chemopreventive activities of wine Stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures
2016Co-Authors: Pierre Waffo-téguo, Jean-michel Mérillon, Michael E. Hawthorne, Muriel Cuendet, Douglas A. Kinghorn, John M. Pezzuto, Rajendra G. MehtaAbstract:Abstract: Moderate consumption of wine is associated with a reduced risk of cancer. Grape plant cell cultures were used to purify 12 phenols: the Stilbenoids trans-astringin, trans-piceid (2), trans-resveratroloside, trans-resveratrol, trans-piceatannol, cis-resveratroloside, cis-piceid, and cis-resveratrol; the flavans (+)-catechin, ()-epicatechin, and epicatechin 3-O-gallate; and the flavan dimer procyanidin B2 3-O-gallate. These compounds were evaluated for po-tential to inhibit cyclooxygenases and preneoplastic lesion formation in carcinogen-treated mouse mammary glands in organ culture. At 10 µg/ml, trans-astringin and trans-pice-atannol inhibited development of 7,12-dimethylbenz[a]an-thracene-induced preneoplastic lesions in mouse mammary glands with 68.8 % and 76.9 % inhibition, respectively, com-pared with untreated glands. The latter compound was the most potent of the 12 compounds tested in this assay, with the exception of trans-resveratrol (87.5 % inhibition). In the cyclooxygenase (COX)-1 assay, trans isomers of the stilbe-noids appear to be more active than cis isomers: trans-resveratrol [50 % inhibitory concentration (IC50) = 14.9 µM, 96%] vs. cis-resveratrol (IC50 = 55.4 µM). In the COX-2 as-say, among the compounds tested, only trans- and cis-res-veratrol exhibited significant inhibitory activity (IC50 = 32.2 and 50.2 µM, respectively). This is the first report show-ing the potential cancer-chemopreventive activity of trans-astringin, a plant stilbenoid recently found in wine. trans-Astringin and its aglycone trans-piceatannol were active in the mouse mammary gland organ culture assay but did not exhibit activity in COX-1 and COX-2 assays. trans-Res-veratrol was active in all three of the bioassays used in this investigation. These findings suggest that trans-astringin and trans-piceatannol may function as potential cancer-chemopreventive agents by a mechanism different from that of trans-resveratrol
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New E-miyabenol isomer isolated from grapevine cane using centrifugal partition chromatography guided by mass spectrometry
Tetrahedron, 2015Co-Authors: Yorgos Papastamoulis, Tristan Richard, Jonathan Bisson, Jean-michel Mérillon, Hamza Temsamani, Axel Marchal, Pierre Waffo-téguoAbstract: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. Here a new stereoisomer of E-miyabenol C, E-cis-cis-miyabenol C (2), along with the already reported E-trans-cis-miyabenol C (1) and E-cis-trans-miyabenol C (3), was purified from a complex Vitis vinifera cane extract, using adapted solvent systems K and L from the ‘Arizona’ solvent system range, without the need for any solid support. Moreover, compounds 1–3 showed an inhibitory activity on α-synuclein filament formation.
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inhibitory activity of plant Stilbenoids against nitric oxide production by lipopolysaccharide activated microglia
Planta Medica, 2013Co-Authors: Merian Nassra, Jonathan Bisson, Yorgos Papastamoulis, Jean-michel Mérillon, Stephanie Krisa, Gilbert Deccaux Kapche, Caroline Andre, Jan Pieter Konsman, Jeanmarie Schmitter, Pierre WaffoteguoAbstract: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. Two tetramers, E-vitisin A and E-vitisin B, were the most effective molecules. Moreover, they attenuated the expression of the inducible NO synthase protein and gene.
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Stilbenoid Profiles of Canes from Vitis and Muscadinia Species
Journal of agricultural and food chemistry, 2013Co-Authors: Alison D. Pawlus, Tristan Richard, Jonathan Bisson, Pierre Waffo-téguo, Céline Rivière, Louis Bordenave, Jean-claude Delaunay, Ramla Sahli, Eric Gomès, Jean-michel MérillonAbstract: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. vinifera × M. rotundifolia hybrid. In these species, E-ampelopsin E, E-amurensin B, E-piceid, E-piceatannol, E-resveratrol, E-resveratroloside, E-e-viniferin, E-ω-viniferin, and E-vitisin B were quantified, when found in sufficient amounts. Total concentrations ranged from ~2.2 to 19.5 g/kg of dry weight. Additional Stilbenoids, E-3,5,4'-trihydroxystilbene 2-C-glucoside, Z-ampelopsin E, Z-trans-miyabenol C, E-trans-miyabenol C, scirpusin A, and Z-vitisin B, were identified but not quantified. Our results indicate that canes, particularly those of non-vinifera species, have substantial quantities of valuable, health-promoting Stilbenoids.
Alison D. Pawlus - One of the best experts on this subject based on the ideXlab platform.
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Stilbenoid Profiles of Canes from Vitis and Muscadinia Species
Journal of agricultural and food chemistry, 2013Co-Authors: Alison D. Pawlus, Tristan Richard, Jonathan Bisson, Pierre Waffo-téguo, Céline Rivière, Louis Bordenave, Jean-claude Delaunay, Ramla Sahli, Eric Gomès, Jean-michel MérillonAbstract: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. vinifera × M. rotundifolia hybrid. In these species, E-ampelopsin E, E-amurensin B, E-piceid, E-piceatannol, E-resveratrol, E-resveratroloside, E-e-viniferin, E-ω-viniferin, and E-vitisin B were quantified, when found in sufficient amounts. Total concentrations ranged from ~2.2 to 19.5 g/kg of dry weight. Additional Stilbenoids, E-3,5,4'-trihydroxystilbene 2-C-glucoside, Z-ampelopsin E, Z-trans-miyabenol C, E-trans-miyabenol C, scirpusin A, and Z-vitisin B, were identified but not quantified. Our results indicate that canes, particularly those of non-vinifera species, have substantial quantities of valuable, health-promoting Stilbenoids.
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Stilbenoid Profiles of Canes from Vitis and Muscadinia Species
2013Co-Authors: Alison D. Pawlus, Tristan Richard, Jonathan Bisson, Louis Bordenave, Jean-claude Delaunay, Ramla Sahli, Céline Rivière, Eric Gomès, Pierre Waffo-téguo, Jean-michel MérillonAbstract: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. vinifera × M. rotundifolia hybrid. In these species, E-ampelopsin E, E-amurensin B, E-piceid, E-piceatannol, E-resveratrol, E-resveratroloside, E-ε-viniferin, E-ω-viniferin, and E-vitisin B were quantified, when found in sufficient amounts. Total concentrations ranged from ∼2.2 to 19.5 g/kg of dry weight. Additional Stilbenoids, E-3,5,4′-trihydroxystilbene 2-C-glucoside, Z-ampelopsin E, Z-trans-miyabenol C, E-trans-miyabenol C, scirpusin A, and Z-vitisin B, were identified but not quantified. Our results indicate that canes, particularly those of non-vinifera species, have substantial quantities of valuable, health-promoting Stilbenoids
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Development of hybrid elution systems for efficient purification of Stilbenoids using centrifugal partition chromatography coupled to mass spectrometry
Journal of Chromatography A, 2011Co-Authors: Jonathan Bisson, Alison D. Pawlus, Pascal Poupard, Jean-michel Mérillon, Alexandre Pons, Philippe Darriet, Pierre Waffo-téguoAbstract: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. Online coupling of CPC to ESI mass spectrometry was used for optimization of the separation parameters and to facilitate the characterization of the Stilbenoids. This study details the first phytochemical investigation of Stilbenoids from the hybrid species together with a new elution mode able to widen the range of ARIZONA biphasic systems.
Jonathan Bisson - One of the best experts on this subject based on the ideXlab platform.
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Diastereomeric stilbenoid glucoside dimers from the rhizomes of Gnetum africanum
Phytochemistry Letters, 2020Co-Authors: Julien Gabaston, Jonathan Bisson, Jean-michel Mérillon, Thierry Buffeteau, Thierry Brotin, Caroline Rouger, Pierre Waffo-téguoAbstract:Abstract In a continuing search for neuroprotective Stilbenoids, two uncommon diastereomeric stilbenoid glucosides, africanoside A (1) and B (2) as well as fifteen known stilbenes, E-resveratrol, E-gnetifolin E, E-piceid, E-resveratroloside, E-gnetifolin K, E-gnetol, E-isorhapontigenin, E-isorhapontin, E-isorhapontigenin-4′-O-glucopyranoside, E-gnetin C, E-bisisorhapontigenin B, E-gnemonoside A, E-gnemonoside C, E-gnemonoside D, and E-gnetin E, were isolated from rhizomes of Gnetum africanum, using a combination of centrifugal partition chromatography and preparative HPLC. The structure of these two Stilbenoids was investigated by NMR, vibrational circular dichroism (VCD), and electronic circular dichroism (ECD) experiments. The absolute configurations of 1, and 2 were established by VCD as (7aS,8aS) and (7aR,8aR), respectively. Compound 1 significantly chelated Fe(II) at 100, 250 and 500 μM. The ability of Stilbenoids to chelate ferrous ions which are implicated in physiopathological hallmark of Alzheimer’s disease provides useful data for potential treatment.
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New E-miyabenol isomer isolated from grapevine cane using centrifugal partition chromatography guided by mass spectrometry
Tetrahedron, 2015Co-Authors: Yorgos Papastamoulis, Tristan Richard, Jonathan Bisson, Jean-michel Mérillon, Hamza Temsamani, Axel Marchal, Pierre Waffo-téguoAbstract: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. Here a new stereoisomer of E-miyabenol C, E-cis-cis-miyabenol C (2), along with the already reported E-trans-cis-miyabenol C (1) and E-cis-trans-miyabenol C (3), was purified from a complex Vitis vinifera cane extract, using adapted solvent systems K and L from the ‘Arizona’ solvent system range, without the need for any solid support. Moreover, compounds 1–3 showed an inhibitory activity on α-synuclein filament formation.
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inhibitory activity of plant Stilbenoids against nitric oxide production by lipopolysaccharide activated microglia
Planta Medica, 2013Co-Authors: Merian Nassra, Jonathan Bisson, Yorgos Papastamoulis, Jean-michel Mérillon, Stephanie Krisa, Gilbert Deccaux Kapche, Caroline Andre, Jan Pieter Konsman, Jeanmarie Schmitter, Pierre WaffoteguoAbstract: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. Two tetramers, E-vitisin A and E-vitisin B, were the most effective molecules. Moreover, they attenuated the expression of the inducible NO synthase protein and gene.
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Stilbenoid Profiles of Canes from Vitis and Muscadinia Species
Journal of agricultural and food chemistry, 2013Co-Authors: Alison D. Pawlus, Tristan Richard, Jonathan Bisson, Pierre Waffo-téguo, Céline Rivière, Louis Bordenave, Jean-claude Delaunay, Ramla Sahli, Eric Gomès, Jean-michel MérillonAbstract: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. vinifera × M. rotundifolia hybrid. In these species, E-ampelopsin E, E-amurensin B, E-piceid, E-piceatannol, E-resveratrol, E-resveratroloside, E-e-viniferin, E-ω-viniferin, and E-vitisin B were quantified, when found in sufficient amounts. Total concentrations ranged from ~2.2 to 19.5 g/kg of dry weight. Additional Stilbenoids, E-3,5,4'-trihydroxystilbene 2-C-glucoside, Z-ampelopsin E, Z-trans-miyabenol C, E-trans-miyabenol C, scirpusin A, and Z-vitisin B, were identified but not quantified. Our results indicate that canes, particularly those of non-vinifera species, have substantial quantities of valuable, health-promoting Stilbenoids.
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Stilbenoid Profiles of Canes from Vitis and Muscadinia Species
2013Co-Authors: Alison D. Pawlus, Tristan Richard, Jonathan Bisson, Louis Bordenave, Jean-claude Delaunay, Ramla Sahli, Céline Rivière, Eric Gomès, Pierre Waffo-téguo, Jean-michel MérillonAbstract: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. vinifera × M. rotundifolia hybrid. In these species, E-ampelopsin E, E-amurensin B, E-piceid, E-piceatannol, E-resveratrol, E-resveratroloside, E-ε-viniferin, E-ω-viniferin, and E-vitisin B were quantified, when found in sufficient amounts. Total concentrations ranged from ∼2.2 to 19.5 g/kg of dry weight. Additional Stilbenoids, E-3,5,4′-trihydroxystilbene 2-C-glucoside, Z-ampelopsin E, Z-trans-miyabenol C, E-trans-miyabenol C, scirpusin A, and Z-vitisin B, were identified but not quantified. Our results indicate that canes, particularly those of non-vinifera species, have substantial quantities of valuable, health-promoting Stilbenoids
Jose Condori - One of the best experts on this subject based on the ideXlab platform.
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enhanced production of resveratrol piceatannol arachidin 1 and arachidin 3 in hairy root cultures of peanut co treated with methyl jasmonate and cyclodextrin
Journal of Agricultural and Food Chemistry, 2015Co-Authors: Tianhong Yang, Lingling Fang, Jose Condori, Cesar Nopoolazabal, Luis Nopoolazabal, Carlos Balmaceda, Fabricio MedinabolivarAbstract:Peanut (Arachis hypogaea) produces Stilbenoids upon exposure to abiotic and biotic stresses. Among these compounds, the prenylated Stilbenoids arachidin-1 and arachidin-3 have shown diverse biological activities with potential applications in human health. These compounds exhibit higher or novel biological activities in vitro when compared to their nonprenylated analogues piceatannol and resveratrol, respectively. However, assessment of these bioactivities in vivo has been challenging because of their limited availability. In this study, hairy root cultures of peanut were induced to produce Stilbenoids upon treatment with elicitors. Co-treatment with 100 μM methyl jasmonate (MeJA) and 9 g/L methyl-β-cyclodextrin (CD) led to sustained high levels of resveratrol, piceatannol, arachidin-1, and arachidin-3 in the culture medium when compared to other elicitor treatments. The average yields of arachidin-1 and arachidin-3 were 56 and 148 mg/L, respectively, after co-treatment with MeJA and CD. Furthermore, MeJA...
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differential induction of antioxidant Stilbenoids in hairy roots of vitis rotundifolia treated with methyl jasmonate and hydrogen peroxide
Plant Physiology and Biochemistry, 2014Co-Authors: Cesar Nopoolazabal, Jose Condori, Luis Nopoolazabal, Fabricio MedinabolivarAbstract:Abstract Stilbenoids are polyphenolic phytoalexins that exhibit potential health applications in humans. Hairy root cultures of muscadine grape (Vitis rotundifolia Michx.) were used to study the biochemical and molecular regulation of stilbenoid biosynthesis upon treatment with 100 μM methyl jasmonate (MeJA) or 10 mM hydrogen peroxide (H2O2) over a 96-h period. Resveratrol, piceid, and e-viniferin were identified in higher concentrations in the tissue whereas resveratrol was the most abundant stilbenoid in the medium under either treatment. An earlier increase in resveratrol accumulation was observed for the MeJA-treated group showing a maximum at 12 h in the tissue and 18 h in the medium. Furthermore, the antioxidant capacity of extracts from the tissue and medium was determined by the 2,2′-azinobis[3-ethylbenzthiazoline sulfonic acid] (ABTS) and the 2,2-diphenyl-1-picrylhydrazyl (DPPH) assays showing correlation with the stilbenoid content. Fourteen candidate reference genes for qPCR were tested under the described experimental conditions and resulted in the selection of 5 reference genes. Quantitative analyses of transcripts for phenylalanine ammonia-lyase (PAL), resveratrol synthase (RS), and two stilbene synthases (STS and STS2) showed the highest RNA level induction at 3 h for both treatments with a higher induction for the MeJA treatment. In contrast, the flavonoid-related chalcone synthase (CHS) transcripts showed induction and a decrease in expression for MeJA and H2O2 treatments, respectively. The observed responses could be related to an oxidative burst triggered by the exposure to abiotic stressor compounds with signaling function such as MeJA and H2O2 which have been previously related to the synthesis of secondary metabolites.
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induced biosynthesis of resveratrol and the prenylated Stilbenoids arachidin 1 and arachidin 3 in hairy root cultures of peanut effects of culture medium and growth stage
Plant Physiology and Biochemistry, 2010Co-Authors: Jose Condori, Victor S Sobolev, G Sivakumar, John Hubstenberger, Maureen C Dolan, Fabricio MedinabolivarAbstract:Previously, we have shown that hairy root cultures of peanut provide a controlled, sustainable and scalable production system that can be induced to produce Stilbenoids. However to leverage peanut hairy roots to study the biosynthesis of this polyphenolic biosynthetic pathway, growing conditions and elicitation kinetics of these tissue cultures must be defined and understood. To this end, a new peanut cv. Hull hairy root (line 3) that produces resveratrol and its prenylated analogues arachidin-1 and arachidin-3 upon sodium acetate-mediated elicitation was established. Two culture media were compared for impact on root growth and stilbenoid biosynthesis/secretion. The levels of ammonium, nitrate, phosphate and residual sugars were monitored along growth and elicitation period. A modified MS (MSV) medium resulted in higher root biomass when compared to B5 medium. The stilbenoid profile after elicitation varied depending on the age of the culture (6, 9, 12, and 15-day old). After elicitation at day 9 (exponential growth in MSV medium), over 90% of the total resveratrol, arachidin-1 and arachidin-3 accumulated in the medium. Our studies demonstrate the benefits of the hairy root culture system to study the biosynthesis of Stilbenoids including valuable prenylated polyphenolic compounds.
