Synthèse totale de phytofuranes : nouveaux méthabolites de l'acide α-linolénique

Alpha-linolenic acid (ALA, C18:3 n-3) is the major polyunsaturated acid in plant membranes. During an oxidative stress, the non-enzymatic radical peroxidation of this acid would lead to tetrahydrofuran metabolites called phytofurans (PhytoFs). In order to bring into light their existence and to study their biological activities, we develop a divergent and flexible strategy to access to these metabolites.L'acide alpha-linolénique (ALA, C18:3 n-3) est présent dans les membranes lipidiques des végétaux. Lors d'un stress oxydant, l'oxydation radicalaire non-enzymatique de cet acide gras polyinsaturé pourrait conduire à la formation de métabolites tétrahydrofuraniques nommés phytofuranes (PhytoFs). Souhaitant mettre en évidence leur existence et étudier leurs potentielles activités biologiques, nous avons développé une stratégie de synthèse divergente et flexible permettant d'accéder à ces métabolites de type PhytoFs

Total synthesis of phytofurans : novels metabolites of α-Linolenic acid

L'acide alpha-linolénique (ALA, C18:3 n-3) est présent dans les membranes lipidiques des végétaux. Lors d'un stress oxydant, l'oxydation radicalaire non-enzymatique de cet acide gras polyinsaturé pourrait conduire à la formation de métabolites tétrahydrofuraniques nommés phytofuranes (PhytoFs). Souhaitant mettre en évidence leur existence et étudier leurs potentielles activités biologiques, nous avons développé une stratégie de synthèse divergente et flexible permettant d'accéder à ces métabolites de type PhytoFs.Alpha-linolenic acid (ALA, C18:3 n-3) is the major polyunsaturated acid in plant membranes. During an oxidative stress, the non-enzymatic radical peroxidation of this acid would lead to tetrahydrofuran metabolites called phytofurans (PhytoFs). In order to bring into light their existence and to study their biological activities, we develop a divergent and flexible strategy to access to these metabolites

Synthesis and discovery of phytofurans: metabolites of α-linolenic acid peroxidation

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Thermal Stress in Melon Plants: Phytoprostanes and Phytofurans as Oxidative Stress Biomarkers and the Effect of Antioxidant Supplementation

The extreme temperatures generated in the melon crop, early harvest, induce an increase in reactive oxygen species (ROS) plant levels leading to oxidative stress. Phytoprostanes (PhytoPs) and phytofurans (PhytoFs) are plant metabolites derived from α-linolenic acid oxidation induced by ROS. The aims of this work were to evaluate PhytoPs and PhytoFs as oxidative stress biomarkers in leaves of melon plants thermally stressed. In addition, to fortify melon plant antioxidantdefenses, foliar spraying was assayed using salicylic and gallic acid solutions and Ilex paraguariensis extract. PhytoP and PhytoF concentration ranges were 109−1146 and 130−4400 ng/g, respectively. Their levels in stressed plants were significantly higher than in nonstressed samples. In stressed samples treated with I. paraguariensis, PhytoP and PhytoF levels were significantly lowerthan in stressed samples without antioxidants. PhytoPs and PhytoFs represent relevant oxidative stress biomarkers in melon leaves. The use of natural antioxidants could reduce plant oxidative stress.Fil: Yonny, Melisa Evangelina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Santiago del Estero. Universidad Nacional de Santiago del Estero. Centro de Investigaciones y Transferencia de Santiago del Estero; ArgentinaFil: Rodriguez Torressi, Ariel. Instituto Nacional de Tecnología Agropecuaria; ArgentinaFil: Cuyamendous, Claire. Université de Montpellier. Institut des Biomolécules Max Mousseron; Francia. Centre National de la Recherche Scientifique; FranciaFil: Réverstat, Guillaume. Université de Montpellier. Institut des Biomolécules Max Mousseron; Francia. Centre National de la Recherche Scientifique; FranciaFil: Oger, Camille. Université de Montpellier. Institut des Biomolécules Max Mousseron; Francia. Centre National de la Recherche Scientifique; FranciaFil: Jean-Marie Galano. Université de Montpellier. Institut des Biomolécules Max Mousseron; Francia. Centre National de la Recherche Scientifique; FranciaFil: Durand, Thierry. Université de Montpellier. Institut des Biomolécules Max Mousseron; Francia. Centre National de la Recherche Scientifique; FranciaFil: Vigor, Claire. Université de Montpellier. Institut des Biomolécules Max Mousseron; Francia. Centre National de la Recherche Scientifique; FranciaFil: Nazareno, Mónica Azucena. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones y Transferencia de Santiago del Estero. Universidad Nacional de Santiago del Estero. Centro de Investigaciones y Transferencia de Santiago del Estero; Argentin

1-Ethyl-3-methylimidazolium tartrate chiral ionic liquids: preparation, characterization and opportunities thereof

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An Overview of Traditional Uses, Phytochemical Compositions and Biological Activities of Edible Fruits of European and Asian Cornus Species

International audienceCornus species are widely distributed in central and southern Europe, east Africa, southwest Asia, and America. Several species are known for edible fruits, especially Cornus mas and Cornus officinalis. These delicious fruits, characterized by their remarkable nutritional and biological values, are widely used in traditional medicine. In contrast to the other edible Cornus species, C. mas and C. officinalis are the most studied for which little information is available on the main phytochemicals and their biological activities. Fruits are characterised by several classes of secondary metabolites, such as flavonoids, phenolic acids, lignans, anthocyanins, tannins, triterpenoids, and iridoids. The available phytochemical data show that the different classes of metabolites have not been systematically studied. However, these edible species are all worthy of interest because similarities have been found. Thus, this review describes the traditional uses of Cornus species common in Europe and Asia, a detailed classification of the bioactive compounds that characterize the fruits, and their beneficial health effects. Cornus species are a rich source of phytochemicals with nutritional and functional properties that justify the growing interest in these berries, not only for applications in the food industry but also useful for their medicinal properties

History of Chemical Routes towards Cyclic Non-Enzymatic Oxygenated Metabolites of Polyunsaturated Fatty Acids

International audienceEnzymatically formed oxygenated metabolites of polyunsaturated fatty acids (PUFA) are of great interest for the scientific community being mediators and biomarkers in the physiological and pathological regulation of many key biological processes. More recently; metabolites of PUFA formed through a non-enzymatic free radical pathway have gained interest in diseases linked with oxidative stress. Thus, synthetic strategies leading to the total synthesis of such metabolites are an essential field of research, and this review will cover a structural presentation, will discuss their biological interests, and present total syntheses reported between 2008 and 2017

The novelty of phytofurans, isofurans, dihomo-isofurans and neurofurans: Discovery, synthesis and potential application

International audiencePolyunsaturated fatty acids (PUFA) are oxidized in vivo under oxidative stress through free radical pathway and release cyclic oxygenated metabolites, which are commonly classified as isoprostanes and isofurans. The discovery of isoprostanes goes back twenty-five years compared to fifteen years for iso-furans, and great many are discovered. The biosynthesis, the nomenclature, the chemical synthesis of furanoids from a-linolenic acid (ALA, C18:3 n-3), arachidonic acid (AA, C20:4 n-6), adrenic acid (AdA, 22:4 n-6) and docosahexaenoic acid (DHA, 22:6 n-3) as well as their identification and implication in biological systems are highlighted in this review