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5 results on '"Institut de Recherche Pierre Fabre"'

1. Cytisine-like alkaloids from Ormosia hosiei Hemsl.E.H. Wilson

Author

Isabelle Pouny, Sirong Yi, Muriel Batut, Laure Vendier, François Sautel, Bruno David, Georges Massiot, Paola B. Arimondo, Pharmacochimie de la Régulation Epigénétique du Cancer (ETaC), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-PIERRE FABRE, Laboratoire de chimie de coordination (LCC), Institut National Polytechnique (Toulouse) (Toulouse INP), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie de Toulouse (ICT-FR 2599), Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Université Toulouse III - Paul Sabatier (UT3), Université Fédérale Toulouse Midi-Pyrénées-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut de Recherche pour le Développement (IRD)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Institut de Recherche Pierre FABRE (INSTITUT DE RECHERCHE PIERRE FABRE), Centre de Recherche Pierre Fabre (Centre de R&D Pierre Fabre), PIERRE FABRE-PIERRE FABRE, Chongqing Institute of Medicinal Plant Cultivation, and China Academy of Chinese Medical Sciences

Subjects
Stereochemistry, Molecular Conformation, Plant Science, Horticulture, Ormosia hosiei, Receptors, Nicotinic, Crystallography, X-Ray, Biochemistry, Plant Roots, chemistry.chemical_compound, Cytisine, Alkaloids, [CHIM.COOR]Chemical Sciences/Coordination chemistry, Molecular Biology, Nuclear Magnetic Resonance, Biomolecular, Octane, biology, Molecular Structure, Plant Stems, Chemistry, Absolute configuration, Fabaceae, General Medicine, biology.organism_classification, Azocines, Nicotinic agonist, Alpha-4 beta-2 nicotinic receptor, Quinolizines
Abstract

International audience; Four alkaloids named hosieines A–D were isolated from the root and stem of Ormosia hosiei. Their flat structures were established by mass spectrometry and by a combination of NMR experiments. These molecules probably share a common biosynthetic origin with the lupin alkaloids but they differ in the formation of the last ring, being here part of a rare 2-azabicyclo[3.2.1]octane system. Their absolute configuration was determined by X-ray crystallography using CuKα radiation. As has been described for cytisine, they display a remarkable affinity towards neuronal nicotinic acetylcholine α4β2 receptor.

Published
2014
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2. Bioactive flavonoids of Tanacetum parthenium revisited

Author

Christophe Long, Frédéric Ausseil, Bruno David, Georges Massiot, Catherine Lavaud, Pierre Sauleau, Valerie Cassabois, Institut de Recherche Pierre FABRE (INSTITUT DE RECHERCHE PIERRE FABRE), Centre de Recherche Pierre Fabre (Centre de R&D Pierre Fabre), PIERRE FABRE-PIERRE FABRE, Laboratoire de Pharmacognosie, Université de Reims Champagne-Ardenne (URCA), Institut de pharmacologie et de biologie structurale (IPBS), Centre National de la Recherche Scientifique (CNRS)-Université Toulouse III - Paul Sabatier (UT3), and Université Fédérale Toulouse Midi-Pyrénées-Université Fédérale Toulouse Midi-Pyrénées

Subjects
0106 biological sciences, Jaceidin, Flavonols, Flavonoid, Mitosis, Antineoplastic Agents, Plant Science, [CHIM.THER]Chemical Sciences/Medicinal Chemistry, Horticulture, Biology, Chemical Fractionation, Tanacetum parthenium, 01 natural sciences, Biochemistry, chemistry.chemical_compound, Inhibitory Concentration 50, Botany, medicine, Inhibitory concentration 50, Animals, Molecular Biology, ComputingMilieux_MISCELLANEOUS, Confusion, chemistry.chemical_classification, Flavonoids, Centaureidin, Traditional medicine, 010405 organic chemistry, Plant Extracts, General Medicine, 0104 chemical sciences, 3. Good health, 010404 medicinal & biomolecular chemistry, chemistry, medicine.symptom, 010606 plant biology & botany
Abstract

Bio-guided fractionation of an extract from Tanacetum parthenium showing activity as mitotic blocker allowed the isolation and identification of santin 3, jaceidin 2 and centaureidin 1. The latter two closely related flavonols, which, to the best of our knowledge, are isolated here together for the first time, form a mixture difficult to resolve and which is probably the reason for the confusion in the literature regarding their occurrence. Centaureidin 1 had an IC50 of 1 microM while jaceidin 2 and santin 3 were 200 times less active.

Published
2003
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3. Constituents of Vigna angularis and their in vitro anti-inflammatory activity.

Author

Jiang Y, Zeng KW, David B, and Massiot G

Subjects
Animals, Anti-Inflammatory Agents chemistry, Diterpenes, Kaurane chemistry, Drugs, Chinese Herbal chemistry, In Vitro Techniques, Inhibitory Concentration 50, Lipopolysaccharides pharmacology, Macrophages drug effects, Mice, Molecular Structure, Nitric Oxide biosynthesis, Saponins chemistry, Seeds chemistry, Anti-Inflammatory Agents isolation & purification, Anti-Inflammatory Agents pharmacology, Diterpenes, Kaurane isolation & purification, Diterpenes, Kaurane pharmacology, Drugs, Chinese Herbal isolation & purification, Drugs, Chinese Herbal pharmacology, Fabaceae chemistry, Saponins isolation & purification, Saponins pharmacology
Abstract

Nine non-phenolic compounds, including four furanylmethyl glycosides, angularides A-D, one ent-kaurane diterpene glycoside, angularin A, and four triterpenoid saponins, angulasaponins A-D, were isolated from seeds of Vigna angularis, together with eight known compounds. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic analysis as well as chemical methods. Angularin A, angulasaponins A-C, and azukisaponins III and VI showed inhibition of nitric oxide production in LPS-activated RAW264.7 macrophages, with IC50 values ranging from 13μM to 24μM., (Copyright © 2014 Elsevier Ltd. All rights reserved.)

Published
2014
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4. Cytisine-like alkaloids from Ormosia hosiei Hemsl. & E.H. Wilson.

Author

Pouny I, Batut M, Vendier L, David B, Yi S, Sautel F, Arimondo PB, and Massiot G

Subjects
Alkaloids chemistry, Alkaloids pharmacology, Azocines chemistry, Azocines isolation & purification, Azocines pharmacology, Crystallography, X-Ray, Molecular Conformation, Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Plant Roots chemistry, Plant Stems chemistry, Quinolizines chemistry, Quinolizines isolation & purification, Quinolizines pharmacology, Alkaloids isolation & purification, Fabaceae chemistry, Receptors, Nicotinic drug effects
Abstract

Four alkaloids named hosieines A-D were isolated from the root and stem of Ormosia hosiei. Their flat structures were established by mass spectrometry and by a combination of NMR experiments. These molecules probably share a common biosynthetic origin with the lupin alkaloids but they differ in the formation of the last ring, being here part of a rare 2-azabicyclo[3.2.1]octane system. Their absolute configuration was determined by X-ray crystallography using CuKα radiation. As has been described for cytisine, they display a remarkable affinity towards neuronal nicotinic acetylcholine α4β2 receptor., (Copyright © 2014 Elsevier Ltd. All rights reserved.)

Published
2014
Full Text
View/download PDF

5. Bioactive flavonoids of Tanacetum parthenium revisited.

Author

Long C, Sauleau P, David B, Lavaud C, Cassabois V, Ausseil F, and Massiot G

Subjects
Animals, Antineoplastic Agents chemistry, Antineoplastic Agents isolation & purification, Antineoplastic Agents pharmacology, Chemical Fractionation methods, Flavonoids chemistry, Flavonols chemistry, Inhibitory Concentration 50, Mitosis drug effects, Plant Extracts chemistry, Flavonoids isolation & purification, Flavonoids pharmacology, Flavonols isolation & purification, Flavonols pharmacology, Tanacetum parthenium chemistry
Abstract

Bio-guided fractionation of an extract from Tanacetum parthenium showing activity as mitotic blocker allowed the isolation and identification of santin 3, jaceidin 2 and centaureidin 1. The latter two closely related flavonols, which, to the best of our knowledge, are isolated here together for the first time, form a mixture difficult to resolve and which is probably the reason for the confusion in the literature regarding their occurrence. Centaureidin 1 had an IC50 of 1 microM while jaceidin 2 and santin 3 were 200 times less active.

Published
2003
Full Text
View/download PDF

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