Publications

Our research results are mostly published in mainstream journals of the chemical sciences and organic chemistry, as well as in more specialized journals of bioorganic chemistry, natural products chemistry and medicinal chemistry.

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Research articles

2019

Richard, T.; Petit, E.; Pouységu, L.; Monti, J.-P.; Bondon, A.; Sylla, T.; Mérillon, J.-M.; Quideau, S.; Da Costa, G.

“Impact of Polyphenols on Receptor-ligand Interactions by NMR: the Case of Neurotensin (NT)-Neurotensin Receptor Fragment (NTS1) Complex”.

J. Biomol. Struct. Dyn. 2019, 37, in press.

 

Chacón-Morales, P. A.; Amaro-Luis, J. M.; Rojas Fermín, L. B.; Ríos Tesch, N. N.; Lucena Escalona, M. E.; Rodríguez Peña, M. A.; Peixoto, P. A.; Jacquet, R.; Deffieux, D.; Pouységu, L.; Quideau, S.

Hemisynthesis and Bactericidal Activity of Several Substituted Benzoic Acid Esters of 13(S)-Labdan-8a,15-diol, a Diterpene from Oxylobys glanduliferus.

Chem. Nat. Compd. 2019, 55, in press.

 

Vilhelmova-Ilieva, N.; Jacquet, R.; Deffieux, D.; Pouységu, L.; Sylla, T.; Chassaing, S.; Nikolova, I.; Quideau, S.; Galabov, A. S.

Anti-Herpes Simplex Virus Type 1 Activity of Specially Selected Groups of Tannins.

Drug Res. 2019, 69, 374–381.

 

 Antien, K.; Pouységu, L.; Deffieux, D.; Massip, S.; Peixoto, P. A.; Quideau, S.

Synthesis of [7]Helicene Enantiomers and Exploratory Study of their Conversion into Helically Chiral Iodoarenes and Iodanes.

Chem. Eur. J. 2019, 25, 2852–2858.

 

Petit, E.; Jacquet, R.; Pouységu, L.; Deffieux, D.; Quideau, S.

Reactivity of Wine Polyphenols Under Oxidation Conditions: Hemisynthesis of Adducts Between Grape Catechins or Oak Ellagitannins and Odoriferous Thiols.

Tetrahedron 2019, 75, 551–560.

 

 Chacón-Morales, P. A.; Amaro-Luis, J. M.; Rojas Fermín, L. B.; Peixoto, P. A.; Deffieux, D.; Pouységu, L.; Quideau, S.

Preparation and Bactericidal Activity of Oxidation Derivatives of Austroeupatol, an ent-nor-Furano Diterpenoid of the Labdane Series from Austroeupatorium inulifolium.

Phytochemistry Lett. 2019, 29, 47–52. 

2018

 Georgess, D.; Spuul, P.; Le Clainche, C.; Le Nihouannen, D.; Fremaux, I.; Dakhli, T.; Delannoy López, D. M.; Deffieux, D.; Jurdic, P.; Quideau, S.; Génot, E.

Anti-osteoclastic Effects of C-Glucosidic Ellagitannins Mediated by Actin Perturbation.

Eur. J. Cell. Biol. 2018, 97, 533–545.

 

Rengifo Carrillo, M.; Mitaine-Offer, A.-C.; Paululat, T.; Pouységu, L.; Quideau, S.; Rojas, L.; Rosquete Porcar, C.; Lacaille-Dubois, M.-A.

Two New Oleanane-type Saponins from Hydrocotyle multifida.

Nat. Prod. Commun. 2018, 13, 1453–1456.

 

 Dilly, S.; Fotso, A.; Lejal, N.; Zedda, G.; Chebbo, M.; Rahman, F.; Companys, S.; Bertrand, H. C.; Vidic, J.; Noiray, M.; Alessi, M.-C.; Tarus, B.; Quideau, S.; Riteau, B.; Slama-Schwok, A.

From Naproxen Repurposing to Naproxen Analogues and their Antiviral Activity Against Influenza A Virus.

J. Med. Chem. 2018, 61, 7202–7217.

 

 Bowers, J. J.; Gunawardena, H. P.; Cornu, A.; Narvekar, A. S.; Richieu, A.; Deffieux, D.; Quideau, S.; Tharayila, N.

Rapid Screening of Ellagitannins in Natural Sources via Targeted Reporter Ion Triggered Tandem Mass Spectrometry.

Sci. Rep. 2018, 8, 10399.

 

 Vilhelmova-Ilieva, N.; Deffieux, D.; Quideau, S.; Galabov, A. S.

Castalagin: Some Aspects of the Mode of Anti-Herpes Virus Activity.

Ann. Antivir. Antiretrovir. 2018, 2, 4–7.

2017

 El Assal, M.; Peixoto, P. A.; Coffinier, R.; Garnier, T.; Deffieux, D.; Miqueu, K.; Sotiropoulos, J.-M.; Pouységu, L.; Quideau, S.

Synthesis of Scyphostatin Analogues through Hypervalent Iodine-mediated Phenol Dearomatization.

J. Org. Chem. 2017, 82, 11816–11828.

 

Richieu, A.; Peixoto, P. A.; Pouységu, L.; Deffieux, D.; Quideau, S.

Bio-inspired Total Synthesis of (–)-Vescalin, A Nonahydroxy-triphenoylated C-Glucosidic Ellagitannin.

Angew. Chem. Int. Ed. 2017, 56, 13833–13837.

 

• Companys, S.; Peixoto, P. A.; Bosset, C.; Chassaing, S.; Miqueu, K.; Sotiropoulos, J.-M.; Pouységu, L.; Quideau, S.

Asymmetric Alkynylation of β-Ketoesters and Naphthols Promoted by New Chiral Biphenylic Iodanes.

Chem. Eur. J. 2017, 23, 13309–13313.

 

Rios, N.; Villalobos, D.; Rojas-Fermín, L.; Aparicio, R.; Usubillaga, A.; Mitaine-Offer, A.-C.; Lacaille-Dubois, M.-A.; Deffieux, D.; Peixoto, P.; Pouységu, L.; Quideau, S.

In Vivo Anti-inflammatory Activity of Grandiflorenic Acid and Kaurenic Acid Isolated from Coespeletia moritzianaand Espeletia semiglobulata.

Rev. Fac. Farm. (ULA, Mérida) 2017, 59, 17–21.

 

De Freitas, L.; Jimenez, D.; Pimentel, S.; Mitaine-Offer, A.-C.; Pouységu, L.; Quideau, S.; Paululat, T.; Gonzalez-Mujica, F.; Rojas, L. B.; Rodríguez, M.; Lacaille-Dubois, M.-A.

Triterpene Saponins from Billia rosea.

Phytochemistry 2017, 141, 105–113.

 

Rengifo Carrillo, M.; Mitaine-Offer, A.-C.; Miyamoto, T.; Tanaka, C.; Pouységu, L.; Quideau, S.; Rojas, L. B.; Rosquete Porcar, C.; Lacaille-Dubois, M.-A.

Oleanane-Type Glycosides from Pittosporum tenuifolium “Variegatum” and P. tenuifolium “Gold Star”.

Phytochemistry 2017, 140, 166–173.

 

Antien, K.; Viault, G.; Pouységu, L.; Peixoto, P. A.; Quideau, S.

Asymmetric Dearomative Spirolactonization of Naphthols using λ3-Iodanes Under Chiral Phase-Transfer Catalysis.

Tetrahedron 2017, 73, 3684–3690.

Companys, S.; Pouységu, L.; Peixoto, P. A.; Chassaing, S.; Quideau, S.

ortho-Quinol Acetate Chemistry – Reactivity towards Aryl-Based Nucleophiles and Applications to the Synthesis of Natural Products.

J. Org. Chem. 2017, 82, 3990–3995.

2016

 Bracho-Niño, I.; Rojas-Fermín, L.; Usubillaga, A.; Carmona, J.; Carrero, J.; Hernández, J.; Deffieux, D.; Pouységu, L.; Quideau, S.

Phytochemical Study of the Resin of Protium carana March (Burseraceae), Semi-synthetic Derivatives of the Triterpenes α-, β-Amyrins, Determination of Antioxidant Activity and Antibacterial Activity Evaluation.

Rev. Fac. Farm. (ULA, Mérida) 2016, 58, 9-15.

 

 Watrelot, A. A.; Tran, D. T.; Buffeteau, T.; Deffieux, D.; Le Bourvellec, C.; Quideau, S.; Renard, C. M. G. C.

Immobilization of Flavan-3-ols onto Sensor Chips to Study their Interactions with Proteins and Pectins by SPR.

Appl. Surf. Sci. 2016, 371, 512-518.

 

 Coffinier, R.; El Assal, M.; Peixoto, P. A.; Bosset, C.; Miqueu, K.; Sotiropoulos, J.-M.; Pouységu, L.; Quideau, S.

Total Synthesis of (–)-Bacchopetiolone via an Asymmetric Hydroxylative Phenol Dearomatization/[4+2] Dimerization Cascade Promoted by a Novel Salen-type Chiral Iodane.

Org. Lett. 2016, 18, 1120–1123.

 

Moilanen, J.; Karonen, M.; Tähtinen, P.; Jacquet, R.; Quideau, S.; Salminen, J.-P.

Biological Activity of Ellagitannins: Effects as Anti-Oxidants, Pro-Oxidants and Metal Chelators.

Phytochemistry 2016, 125, 65–72.

2015

 Obregón-Díaz, Y.; Rojas-Fermín, L.; Usubillaga, A.; Pouységu, L.; Quideau, S.

Study of the Chemical Composition of the Essential Oil from the Hybrid Asteradeae

Carramboa tachirensis (Aristeg.) Cuatrec.

Rev. Fac. Farm. (ULA, Mérida) 2015, 57, 17–21.

 

Sylla, T.; Pouységu, L.; Da Costa, G.; Deffieux, D.; Monti, J.-P.; Quideau, S.

Gallotannins and Tannic Acid: First Chemical Syntheses and In Vitro Inhibitory Activity on Alzheimer’s Amyloid β-Peptide Aggregation.

Angew. Chem. Int. Ed. 2015, 54, 8217–8221.

 

 

Sosic, A.; Cappellini, M.; Sinigaglia, L.; Jacquet. R.; Deffieux, D.; Fabris, D.; Quideau, S.; Gatto, B.

Polyphenolic C-Glucosidic Ellagitannins Present in Oak-Aged Wine Inhibit HIV-1 Nucleocapsid Protein.

In Chemistry in the Vine and Wine Sciences, Quideau, S., Snyder, S. A., Eds; Tetrahedron Symposium-in-Print, Tetrahedron, 2015, 71, 3020–3026 (Open Access).

 

Petit, E.; Jacquet, R.; Pouységu, L.; Deffieux, D.; Quideau, S.

About the Impact of Oak Ellagitannins on Wine Odoriferous Thiols under Acidic and Oxidation Conditions.

In Chemistry in the Vine and Wine Sciences, Quideau, S., Snyder, S. A., Eds; Tetrahedron Symposium-in-Print, Tetrahedron, 2015, 71, 2991–2998.

 

Quideau, S.; Snyder, S. A. Preface. In Chemistry in the Vine and Wine Sciences, Quideau, S., Snyder, S. A., Eds; Tetrahedron Symposium-in-Print, Tetrahedron, 2015, 71, 2969–2970.

 

Tarus, B.; Bertrand, H.; Zedda, G.; Di Primo, C.; Quideau, S.; Slama-Schwok, A.

Structure-Based Design of Novel Naproxen Derivatives Targeting Monomeric Nucleoprotein of Influenza A Virus.

J. Biomol. Struct. Dyn. 2015, 33, 1899–1912.

 

Hernández, J.; Rojas-Fermin, L. B.; Amaro-Luis, J.; Pouységu, L.; Quideau, S.; Usubillaga, A.

Chemical Composition of the Essential Oil of Gynoxys meridana from Mérida, Venezuela.

Nat. Prod. Commun. 2015, 10, 653–654.

2014

Bosset, C.; Coffinier, R.; Peixoto, P. A.; El Assal, M.; Miqueu, K.; Sotiropoulos, J.-M.; Pouységu, L.; Quideau, S.

Asymmetric Hydroxylative Phenol Dearomatization Promoted by Chiral Binaphthylic and Biphenylic Iodanes.

Angew. Chem. Int. Ed. 2014, 53, 9860–9864.

 

Vilhelmova-Ilieva, N.; Jacquet, R.; Quideau, S.; Galabov, A. S.

Ellagitannins as synergists of ACV on the replication of ACV-resistant strains of HSV 1 and 2.

Antiviral Res. 2014, 110, 104-114.

 

Douat, C.; Berni, E.; Jacquet, R.; Pouységu, L.; Deffieux, D.; Quideau, S.

Protecting Group-Free Solid-Phase Anchoring of Polyphenolic C-Glucosidic Ellagitannins and Synthesis of 1-Alkylamino-Vescalagin Derivatives.

Eur. J. Org. Chem. 2014, 4963–4972. (selected for the cover).

 

Carrié, H.; Tran, D. T.; Rousseau, S.; Chaignepain, S.; Schmitter, J.-M.; Deffieux, D.; Quideau, S.

New Affinity-Based Probes for Capture of Flavonoid-Binding Proteins.

Chem. Commun. 2014, 50, 9387–9389.

 

Deffieux, D.; Gossart, P.; Quideau, S.

Facile and Sustainable Synthesis of the Natural Antioxidant Hydroxytyrosol.

Tetrahedron Lett. 2014, 55, 2455–2458.

 

Galarraga Montes, E.; Mitaine-Offer, A.-C.; Amaro-Luis, J. M.; Paululat, T.; Delaude, C.; Pouységu, L.; Quideau, S.; Rojas, L. B.; Delemasure, S.; Dutartre, P.; Lacaille-Dubois, M.-A.

Acylated Oleanane-Type Saponins from Ganophyllum giganteum.

Phytochemistry 2014, 98, 236–242.

2013

García-Estévez, I.; Gavara, R.; Alcalde-Eon, C.; Rivas-Gonzalo, J. C.; Quideau, S.; Escribano-Bailon, M. T.; Pina, F.

Thermodynamic and Kinetic Properties of a New Myrtillin-Vescalagin Hybrid Pigment.

J. Agric. Food Chem. 2013, 61, 11569–11578.

 

García-Estévez, I.; Jacquet, R.; Alcalde-Eon, C.; Rivas-Gonzalo, J. C.; Escribano-Bailon, M. T.; Quideau, S.

Hemisynthesis, Structural and Chromatic Characterization of Delphinidin 3-O-Glucoside-Vescalagin Hybrid Pigments.

J. Agric. Food Chem. 2013, 61, 11560–11568.

 

Petit, E.; Lefeuvre, D.; Jacquet, R.; Pouységu, L.; Deffieux, D.; Quideau, S.

Remarkable Biomimetic Chemoselective Aerobic Oxidation of Oak Found-in-Wine Flavano-Ellagitannins.

Angew. Chem. Int. Ed. 2013, 52, 11530–11533.

 

Pérez Colmenares, A.; Rojas, L. B.; Mitaine-Offer, A.-C.; Pouységu, L.; Quideau, S.; Miyamoto, T.; Tanaka, C.; Paululat, T.; Usubillaga, A.; Lacaille-Dubois, M.-A.

Steroidal Saponins from the Fruits of Solanum torvum.

Phytochemistry 2013, 86, 137–143.

2012

Malik, G.; Natangelo, A.; Charris, J.; Pouységu, L.; Manfredini, S.; Cavagnat, D.; Buffeteau, T.; Deffieux, D.; Quideau, S.

Synthetic Studies Toward C-Glucosidic Ellagitannins. A Biomimetic Total Synthesis of 5-O-Desgalloylepipunicacortein A.

Chem. Eur. J. 2012, 18, 9063–9074.

 

Auzanneau, C.; Montaudon D.; Jacquet, R.; Puyo, S.; Pouységu, L.; Deffieux, D.; Elkaoukabi-Chaibi, A.; De Giorgi, F.; Ichas, F.; Quideau, S.; Pourquier, P.

The Polyphenolic Ellagitannin Vescalagin Acts as a Preferential Catalytic Inhibitor of the Alpha Isoform of Human DNA Topoisomerasse II.

Mol. Pharmacol. 2012, 82, 134–141.

 

Nikolantonaki, M.; Jourdes, M.; Shinoda, K.; Tesseidre, P.-L.; Quideau, S.; Darriet, P.

Identification of Adducts Between Odoriferous Volatile Thiols and Oxidized Grape Phenolic Compounds – Kinetic Study of Adduct Formation under Chemical and Enzymatic Oxidation Conditions.

J. Agric. Food Chem. 2012, 60, 2647–2656.

2011

Galarraga Montes, E.; Mitaine-Offer, A.-C.; Amaro-Luis, J. M.; Miyamoto, C.; Tanaka, C.; Pouységu, L.; Quideau, S.; Rojas, L. B.; Lacaille-Dubois, M.-A.

Steroidal Saponins from the Fruits of Cestrum ruizteranianum.

Nat. Prod. Commun. 2011, 6, 1825–1826.

 

Sosa, A.; Rosquete, C.; Bruno, J.; Rojas, L.; Pouységu, L.; Quideau, S.; Léger, J.-M.; Massip, S.; Lacaille-Dubois, M.-A.; Mitaine-Offer, A.-C.

Crystal Structure Analysis of 6,7-Di-O-Methyl-Quercetagetin-3-O-β-D-Glucopyranoside Dihydrate Isolated from Urena sinuata L.

Avances en Química, 2011, 6, 55–59.

 

Sosa, A.; Rosquete, C.; Rojas, L.; Pouységu, L.; Quideau, S.; Paululat, T.; Mitaine-Offer, A.-C.; Lacaille-Dubois, M.-A.

New Triterpenoid and Ergostane Glycosides from the Leaves of Hydrocotyle umbellata L.

Helv. Chim. Acta 2011, 94, 1850–1859.

 

Jourdes, M.; Michel, J.; Saucier, C.; Quideau, S.; Teissedre, P.-L.

Identification, Amounts and Kinetics of Extraction of C-Glucosidic Ellagitannins During Wine Aging in Oak Barrels or in Stainless Steel Tanks with Oak Chips.

Anal. Bioanal. Chem. 2011, 401, 1531–1539.

 

Chalumeau, C.; Deffieux, D.; Chaignepain, S.; Quideau, S.

Development of an Affinity-Based Proteomic Strategy for the Elucidation of Proanthocyanidin Biosynthesis.

ChemBioChem 2011, 12, 1193–1197.

 

Quideau, S.; Douat-Casassus, C.; Delannoy López, D. M.; Di Primo, C.; Chassaing, S.; Jacquet, R.; Saltel, F.; Genot, E.

Binding of Filamentous Actin and Winding into Fibrillar Aggregates by the Polyphenolic C-Glucosidic Ellagitannin Vescalagin.

Angew. Chem. Int. Ed. 2011, 50, 5099–5104.

 

Vilhelmova, N.; Jacquet, R.; Quideau, S.; Stoyanova, A.; Galabov, A. S.

Three-Dimensional Analysis of Combination Effect of Ellagitannins and Acyclovir on Herpes Simplex Virus Types 1 and 2.

Antiviral Res. 2011, 89, 174–181.

 

Deffieux, D.; Natangelo, A.; Malik, G.; Pouységu, L.; Charris, J.; Quideau, S.

First and Biomimetic Total Synthesis of a Member of the C-Glucosidic Subclass of Ellagitannins, 5-O-Desgalloylepipunicacortein A.

Chem. Commun. 2011, 47, 1628–1630.

2010

Pérez Colmenares, A.; Alarcón, L.; Rojas, L. B.; Mitaine-Offer, A.-C.; Pouységu, L; Quideau, S.; Paululat, T.; Usubillaga, A.; Lacaille-Dubois, M.-A.

New Steroidal Alkaloids from Solanum hypomalacophyllum.

Nat. Prod. Commun. 2010, 5, 1743–1746.

 

Tarbe, M.; Azcune, I.; Balentová, E.; Miles, J. J.; Edwards, E. E.; Miles, K. M.; Do, P.; Baker, B. M.; Sewell, A. K.; Aizpurua, J. M.; Douat-Casassus, C.; Quideau, S.

Design, Synthesis and Evaluation of β-Lactam Antigenic Peptide Hybrids – Unusual Opening of the β-Lactam Ring in Acidic Media.

Org. Biomol. Chem. 2010, 8, 5345–5353.

 

 Douat-Casassus, C.; Borbulevych, O.; Tarbe, M.; Gervois, N.; Jotereau, F.; Baker, B. M.; Quideau, S.

Crystal Structures of HLA-A*0201 Complexed with Melan-A/MART-126(27L)-35 Peptidomimetics Reveal Conformational Heterogeneity and Highlight Degeneracy of T Cell Recognition.

J. Med. Chem. 2010, 53, 7061–7066.

 

Pouységu, L.; Sylla, T.; Garnier, T.; Rojas, L. B.; Charris, J.; Deffieux, D.; Quideau, S.

Hypervalent Iodine-Mediated Oxygenative Phenol Dearomatization Reactions.

In Hypervalent Iodine Chemistry – Recent Advances and Applications, Quideau, S., Wirth, T., Eds; Tetrahedron Symposium-in-Print, Tetrahedron, 2010, 66, 5908–5917.

 

Quideau, S.; Wirth, T. Preface. In Hypervalent Iodine Chemistry – Recent Advances and Applications, Quideau, S., Wirth, T., Eds; Tetrahedron Symposium-in-Print, Tetrahedron, 2010, 66, 5737–5738.

 

Galarraga M. E.; Mitaine-Offer, A.-C.; Amaro-Luis, J. M.; Miyamoto, T.; Pouységu, L; Quideau, S.; Rojas, L. B.; Lacaille-Dubois, M.-A.

Triterpene Saponins from the Fruits of Phytolacca rugosa (Phytolaccaceae).

Nat. Prod. Commun. 2010, 5, 775–776.

 

de Vasconcelos, M. d. C. B. M.; Bennett, R. N.; Quideau, S.; Jacquet, R.; Rosa, E. A. S.; Ferreira-Cardoso, J. V.

Evaluating the Potential of Chestnut (Castanea sativa Mill.) Fruit Pericarp and Integument as a Source of Tocopherols, Pigments and Polyphenols.

Ind. Crops Prod. 2010, 31, 301–311.

 

Chassaing, S.; Lefeuvre, D.; Jacquet, R.; Jourdes, M.; Ducasse, L.; Galland, S.; Grelard, A.; Saucier, C.; Teissedre, P.-L.; Dangles, O.; Quideau, S.

Physicochemical Studies of New Anthocyano-Ellagitannin Hybrid Pigments. About the Origin of the Influence of Oak C-Glycosidic Ellagitannins on Wine Color.

Eur. J. Org. Chem. 2010, 55–63. (selected for the cover).

2009

Deffieux, D.; Gaudrel-Grosay, S.; Grelard, A.; Chalumeau, C.; Quideau, S.

Stable Solid-Supported Leucoanthocyanidin Variants for Flavanoid Biosynthesis Elucidation.

Tetrahedron Lett. 2009, 50, 6567–6571.

 

Douat-Casassus, C.; Chassaing, S.; Di Primo, C.; Quideau, S.

Specific or Non Specific Protein-Polyphenol Interactions ? Discrimination in Real Time by Surface Plasmon Resonance.

ChemBioChem 2009, 10, 2321–2324.

 

Quideau, S.; Lyvinec, G.; Marguerit, M.; Bathany, K.; Ozanne-Beaudenon, A.; Buffeteau, T.; Cavagnat, D.; Chénedé, A.

Asymmetric Hydroxylative Phenol Dearomatization Via In Situ Generation of Iodanes from Chiral Iodoarenes and m-CPBA.

Angew. Chem. Int. Ed. 2009, 48, 4605–4609.

 

Pouységu, L.; Marguerit, M.; Gagnepain, J.; Lyvinec, G.; Eatherton, A. J.; Quideau, S.

Total Synthesis of Wasabidienones B1 and BO via SIBX-Mediated Hydroxylative Phenol Dearomatization.

Org. Lett. 2008, 10, 5211–5214. (Highlighted in Synfacts, 2009, 5, 465; ibid., 2009, 6, 588).

2008

Pouységu, L.; Marguerit, M.; Gagnepain, J.; Lyvinec, G.; Eatherton, A. J.; Quideau, S.

Total Synthesis of Wasabidienones B1and Bvia SIBX-Mediated Hydroxylative Phenol Dearomatization.

Org. Lett. 2008, 10, 5211–5214.

 

Pouységu, L.; Chassaing, S.; Dejugnac, D.; Lamidey, A.-M.; Miqueu, K.; Sotiropoulos, J.-M.; Quideau, S.

Highly Diastereoselective Synthesis of ortho-Quinone Monoketals via λ3-Mediated Oxidative Dearomatization of Phenols.

Angew. Chem. Int. Ed. 2008, 47, 3552–3555.

2007

Lebrasseur, N.; Gagnepain, J.; Ozanne-Beaudenon, A.; Léger, J.M.; Quideau, S.

Efficient Access to Orthoquinols and Their [4+2] Cyclodimers via SIBX-Mediated Hydroxylative Phenol Dearomatization.

J. Org. Chem. 2007, 72, 6280–6283.

 

Gagnepain, J.; Méreau, R.; Dejugnac, D.; Léger, J.-M.; Castet, F.; Deffieux, D.; Pouységu, L.; Quideau, S.

Regio- and Stereoselectivities in Diels–Alder Cyclodimerizations of Orthoquinonoid Cyclohexa-2,4-dienones.

In Celebrating the 50th Anniversary of Tetrahedron, Martin, S. F., Ed; Tetrahedron Symposium-in-Print, Tetrahedron 2007, 63, 6493–6505.

 

Montaudon, D.; Palle, K.; Rivory, L. P.; Robert, J.; Douat-Casassus, C.; Quideau, S.; Bjornst, M.-A.; Pourquier, P.

Inhibition of Topoisomerase I Cleavage Activity by Thiol-reactive Compounds. Importance of Vicinal Cysteines 504 and 505.

J. Biol. Chem. 2007, 282, 14403–14412.

 

Douat-Casassus, C.; Marchand-Geneste, N.; Diez, E.; Gervois, N.; Jotereau, F.; Quideau, S.

Synthetic Anticancer Vaccine Candidates: Rational Design of Antigenic Peptide Mimetics That Activate Tumor-Specific T-Cells.

J. Med. Chem. 2007, 50, 1598–1609.

 

Gagnepain, J.; Castet, F.; Quideau, S.

Total Synthesis of (+)-Aquaticol via Biomimetic Phenol Dearomatization. A Case of Double Diastereofacial Differentiation in Diels-Alder Dimerization of Orthoquinols Involving a C2-Symmetric Transition State.

Angew. Chem. Int. Ed. 2007, 46, 1533–1535; Ibid, 2008, 47, 628 (corrigendum).

 

Zhari, S.; Belloncle, C.; Charrier, F.; Pardon, P.; Quideau, S.; Charrier, B.

UV Light Impact on Ellagitannins and Wood Surface Colour of European Oak (Quercus petrea and Quercus robur).

Appl. Surf. Sci. 2007, 253, 4985–4989.

2006

Ozanne-Beaudenon, A.; Quideau, S.

Safe Oxidation of Sulfides into Sulfoxides Using SIBX.

Tetrahedron Lett. 2006, 47, 5869–5873.

 

Saucier, C.; Jourdes, M.; Glories, Y.; Quideau, S.

Extraction, Detection and Quantification of Flavano-Ellagitannins and Ethylvescalagin in a Bordeaux Red Wine Aged in Oak Barrels.

J. Agric. Food Chem. 2006, 54, 7349–7354.

 

Douat-Casassus, C.; Marchand-Geneste, M.; Diez, E.; Aznar, C.; Picard, P.; Geoffre, S.; Huet, A.; Bourguet-Kondracki, M.-L.; Gervois, N.; Jotereau, F.; Quideau, S.

Covalent Modification of a Melanoma-Derived Antigenic Peptide with a Natural Quinone Methide. Preliminary Chemical, Molecular Modelling and Immunological Evaluation Studies.

Mol. BioSyst. 2006, 2, 240–249. (selected for the cover).

 

Richard, T.; Lefeuvre, D.; Descendit, A.; Quideau, S.; Monti, J.-P.

Recognition Characters in Peptide-Polyphenol Complex Formation.

Biochim. Biophys. Acta 2006, 1760, 951–958.

2005

Rojas, L. B.; Quideau, S.; Pardon, P.; Charrouf, Z.

Colorimetric Evaluation of Phenolic Content and GC-MS Characterization of Phenolic Composition of Alimentary and Cosmetic Argan Oil and Press Cake.

J. Agric. Food Chem. 2005, 53, 9122–9127.

 

Ozanne-Beaudenon, A.; Quideau, S.

Regioselective Hypervalent Iodine(III)-Mediated Dearomatizing Phenylation of Arenols via Direct Ligand Coupling.

Angew. Chem. Int. Ed. 2005, 44, 7065–7069.

 

Quideau, S.; Jourdes, M.; Lefeuvre, D.; Montaudon, D.; Saucier, C.; Glories, Y.; Pardon, P.; Pourquier, P.

The Chemistry of Wine Polyphenolic C-Glycosidic Ellagitannins Targeting Human Topoisomerase II.

Chem. Eur. J. 2005, 11, 6503–6513. (selected for the cover).

 

Lebrasseur, N.; Fan, G.-J.; Oxoby, M.; Looney, M. A.; Quideau, S.

λ3-Iodane-Mediated Arenol Dearomatization. Synthesis of Five-Membered Ring-Containing Analogues of the Aquayamycin ABC Tricyclic Unit and Novel Access to the Apoptosis Inducer Menadione.

Tetrahedron 2005, 61, 1551–1562.

 

Besson, P. O.; Obi, C. L.; Andréola, M.-L.; Rojas, L. B.; Pouységu, L.; Igumbor, E.; Marion Meyer, J.J.; Quideau, S., Litvak, S.

Evaluation of Selected South African Medicinal Plants for Inhibitory Properties Against Human Immunodeficiency Virus Type 1 Reverse Transcriptase and Integrase.

J. Ethnopharmacol. 2005, 99, 83–91.

 

Quideau, S.; Pouységu, L.; Ozanne, A.; Gagnepain, J.

Oxidative Dearomatization of Phenols and Anilines via λ3– and λ5-Iodane-Mediated Phenylation and Oxygenation.

Molecules 2005, 10, 201–216. (invitation, special issue on hypervalent iodine-based reagents).

2004

Deffieux, D.; Fabre, I.; Titz, A.; Léger, J.-M.; Quideau, S.

Electrochemical Synthesis of Dimerizing and Non-Dimerizing Orthoquinone Monoketals.

J. Org. Chem. 2004, 69, 8731–8738.

 

Quideau, S.; Fabre, I.; Deffieux, D.

First Asymmetric Synthesis of Orthoquinone Monoketal Enantiomers via Anodic Oxidation.

Org. Lett. 2004, 6, 4571–4573.

 

Lebrasseur, N.; Fan, G.-J.; Quideau, S.

Studies Toward the Synthesis of Angularly-Oxygenated Agucyclines Antibiotics.

Arkivoc 2004, 13, 5–16. (invitation, issue in honor of  Prof. Karsten Krohn for his 60th birthday).

 

Quideau, S.; Varadinova, T.; Karagiozova, D.; Jourdes, M.; Pardon, P.; Baudry, C.; Genova, P.; Diakov, T.; Petrova, R.

Main Structural and Stereochemical Selectivity in the Antiherpetic Activity of Nonahydroxyterphenoyl-Containing C-Glycosidic Ellagitannins.

Chem. Biodiv. 2004, 1, 247–258.

2003

Quideau, S.; Jourdes, M.; Saucier, C.; Glories, Y.; Pardon, P.; Baudry, C.

DNA Topoisomerase Inhibitor Acutissimin A and Other Flavano-Ellagitannins in Red Wine.

Angew. Chem. Int. Ed. 2003, 42, 6012–6014. (selected for the cover and press release by Wiley editions)

 

McNally, D. J.; Wurms, K. V.; Labbé, C.; Quideau, S.; Bélanger, R. R.

Complex C-Glycosyl Flavonoid Phytoalexins from Cucumis sativus.

J. Nat. Prod. 2003, 66, 1280–1283.

 

Ozanne, A.; Pouységu, L.; Depernet, D.; François, B.; Quideau, S.

A Stabilized Formulation of IBX (SIBX) for Safe Oxidation Reactions Including a New Oxidative Demethylation of Phenolic Methyl Aryl Ethers.

Org. Lett. 2003, 5, 2903–2906.

 

Quideau, S.; Pouységu, L.; Deffieux, D.; Ozanne, A.; Gagnepain, J.; Fabre, I.; Oxoby, M.

Iodane-Mediated and Electrochemical Oxidative Transformations of 2-Methoxy- and 2-Methylphenols.

Arkivoc 2003, 6, 106–119. (invitation, issue in honor of Prof. Anastasios Varvoglis).

2002

Quideau, S.; Lebon, M.; Lamidey, A.-M.

Enantiospecific Synthesis of the Antituberculosis Marine Sponge Metabolite (+)-Puupehenone. The Arenol Oxidative Activation Route.

Org. Lett. 2002, 4, 3975–3978.

 

Lamidey, A.-M.; Fernon, L.; Pouységu, L.; Delattre, C.; Pardon, P.; Quideau, S.

A Convenient Synthesis of the Echinacea-derived Immunostimulator and HIV-1 Integrase Inhibitor (2R,3R)-(–)-Chicoric Acid.

Helv. Chim. Acta 2002, 85, 2328–2334.

 

Deffieux, D.; Fabre, I.; Courseille, C.; Quideau, S.

Electrochemically-Induced Spirolactonization of a-(Methoxyphenoxy)-Alkanoic Acids into Quinone Ketals.

J. Org. Chem. 2002, 67, 4458–4465.

 

Pouységu, L.; Avellan, A.-V.; Quideau, S.

Iodine(III)-Mediated Generation of Nitrogen-Tethered Orthoquinol Acetates for the Construction of Oxygenated Indole, Quinoline and Phenanthridine Alkaloid Motifs.

J. Org. Chem. 2002, 67, 3425–3436.

 

Doussot, F.; De Jéso, B.; Quideau, S.; Pardon, P.

Extractives Content in Cooperage Oak Wood during Natural Seasoning and Toasting; Influence of Tree Species, Geographic Location, and Single-Tree Effects.

J. Agric. Food Chem. 2002, 50, 5955–5961.

2001

Quideau, S.; Pouységu, L.; Avellan, A.-V.; Whelligan, D. K.; Looney, M. A.

Hypervalent Iodine(III)-mediated Oxidative Acetoxylation of 2-Methoxyphenols for Nitrogen Benzannulation.

Tetrahedron Lett. 2001, 42, 7393–7396.

 

Quideau, S.; Feldman, K. S.

Preface. In Oxidative Activation of Aromatic Rings: An Efficient Strategy for Arene Functionalization, Feldman, K. S., Quideau, S., Eds; Tetrahedron Symposium-in-Print, Tetrahedron 2001, 57, ix-x.

 

Quideau, S.; Pouységu, L.; Oxoby, M.; Looney, M. A.

2-Alkoxyarenol-Derived Orthoquinols in Carbon-Oxygen, Carbon-Nitrogen and Carbon-Carbon Bond-Forming Reactions.

In Oxidative Activation of Aromatic Rings: An Efficient Strategy for Arene Functionalization, Feldman, K. S., Quideau, S., Eds; Tetrahedron Symposium-in-Print, Tetrahedron 2001, 57, 319–329.

2000

Nes, W. D.; Lukyanenko, Y. O.; Jia, Z. H.; Quideau, S.; Howald, W. N.; Pratum, T. K.; West, R. R.; Hutson, J. C.

Identification of the Lipophilic Factor Produced by Macrophages That Stimulates Steroidogenesis.

Endocrinology 2000, 141, 953–958.

1999

Quideau, S.; Looney, M. A.; Pouységu, L.

Oxidized Arenol Intermediates in Intermolecular Carbon-Carbon Bond Formation. Naphthoid Cyclohexa-2,4-dienones via Oxidative Nucleophilic Substitution.

Org. Lett. 1999, 1, 1651–1654.

 

Quideau, S.; Pouységu, L.; Looney, M. A.; Ham, S.; Birney, D. M.

Orthoquinone Monoketal Chemistry. Experimental and Density Functional Theory Studies on Orthoquinol Acetate Rearrangements.

Tetrahedron Lett. 1999, 40, 615–618.

1998

Quideau, S.; Pouységu, L.; Looney, M. A.

Novel Preparation of Orthoquinol Acetates and Their Application in Oxygen Heterocyclization Reactions.

J. Org. Chem. 1998, 63, 9597-9600.

Review articles & Book chapters

2016

Quideau, S.; Pouységu, L.; Peixoto, P. A.; Deffieux D.

Phenol Dearomatization with Hypervalent Iodine Reagents.

Top. Curr. Chem. 2016, 373, 25–74.

2014

Quideau, S.; Deffieux, D.; Pouységu, L.

Oxidative Coupling of Phenols and Phenol Ethers.

In Comprehensive Organic Synthesis II (Second Edition). Knochel, P., Molander, G. A., Eds; Elsevier: Oxford, 2014, Vol. 3 (Carbon-Carbon Bond Formation, Marek, I., Ed.), Chapter 3.13, pp. 656-740.

2013

Jourdes, M.; Pouységu, L.; Deffieux, D.; Teissedre, P.-L.; Quideau, S.

Hydrolyzable Tannins: Gallotannins and Ellagitannins.

In Natural Products – Phytochemistry, Botany, and Metabolism of Alkaloids, Phenolics and Terpenes. Ramawat, K. G., Mérillon, J.-M., Eds; Springer-Verlag: Berlin, Heidelberg, 2013, Part VI, Chapter 64, pp. 1975-2010.

2012

Bernini, R.; Fabrizi, G.; Pouységu, L.; Deffieux, D.; Quideau, S.

Synthesis of Biologically Active Catecholic Compounds via ortho-Selective Oxygenation of Phenolic Compounds Using Hypervalent Iodine(V) Reagents.

Curr. Org. Synth. 2012, 9, 650-669.

 

Jourdes, M.; Pouységu, L.; Quideau, S.; Mattivi, F.; Truchado, P.; Tomás-Barberán, F. A.

Hydrolyzable Tannins: Gallotannins, Ellagitannins, and Ellagic Acid. In Handbook of Analysis of Active Compounds in Functional Foods.

Nollet, L. M. L., Toldrá, F., Eds; CRC Press – Taylor & Francis Group: Boca Raton, 2012, Chapter 20, pp. 435-459.

2011

Pouységu, L.; Deffieux, D.; Malik, G.; Natangelo, A.; Quideau, S.

Synthesis of Ellagitannin Natural Products.

Nat. Prod. Rep. 2011, 28, 853-874 (selected for the cover of the issue – Most Accessed NPR article in April 2011).

 

Quideau, S.; Deffieux, D.; Douat-Casassus, C.; Pouységu, L.

Plant Polyphenols – Chemical Properties, Biological Activities, and Synthesis.

Angew. Chem. Int. Ed. 2011, 50, 586-621 (Among Top 25 Most Accessed Angewandte Chemie articles from February 2011 to October 2012 – Among Top 25 Most Cited Angewandte Chemie articles among those published in 2011 or 2012 – Essential Science Indicators Top 1% Highly Cited Paper).

2010

Pouységu, L.; Deffieux, D.; Quideau, S.

Hypervalent Iodine-Mediated Phenol Dearomatization in Natural Products Synthesis.

Tetrahedron 2010, 66, 2235-2261 (Tetrahedron Report N° 906).

 

Quideau, S.; Jourdes, M.; Lefeuvre, D.; Pardon, P.; Saucier, C.; Teissedre, P.-L.; Glories, Y.

Ellagitannins – An Underestimated Class of Plant Polyphenols: Chemical Reactivity of C-Glucosidic Ellagitannins in Relation to Wine Chemistry and Biological Activity.

In Recent Advances in Polyphenol Research. Santos-Buelga, C., Escribano-Bailon, M. T., Lattanzio, V., Eds; Wiley-Blackwell Publishing: Oxford, 2010, Vol. 2, Chapter 4, pp 81-137.

2009

Jourdes, M.; Lefeuvre, D.; Quideau, S.

C-Glycosidic Ellagitannins and Their Influence on Wine Chemistry.

In Chemistry and Biology of Ellagitannins – An Underestimated Class of Bioactive Plant Polyphenols. Quideau, S., Ed; World Scientific Publishing: Singapore, 2009, Chapter 9, pp. 320-365.

2008

Quideau, S.; Pouységu, L.; Deffieux, D.

Oxidative Dearomatization of Phenols – Why, How and What For?

Synlett 2008, 4, 467-495.

 

Lattanzio, V.; Kroon, P. A.; Quideau, S.; Treutter, D.

Plant Phenolics: Secondary Metabolites with Diverse Functions.

In Recent Advances in Polyphenol Research. Daayf, F., Lattanzio, V., Eds; Wiley-Blackwell Publishing: Oxford, 2008, Vol. 1, Chapter 1, pp 1-35.

2004

Quideau, S.; Pouységu, L.; Deffieux, D.

Chemical and Electrochemical Oxidative Activation of Arenol Derivatives for Carbon-Carbon Bond Formation.

Curr. Org. Chem. 2004, 8, 113-148.

2002

Quideau, S.

Oxidative Conversion of Arenols into ortho-Quinols and ortho-Quinone Monoketals – A Useful Tactic in Organic Synthesis.

In Modern Arene Chemistry, Astruc, D., Ed; Wiley-VCH: Weinheim, 2002, Chapter 15, pp. 539-573.

1999

Quideau, S.; Pouységu, L.

Synthetic Uses of Orthoquinone Monoketals and Their Orthoquinols Variants. A Review.

Org. Prep. Proced. Int. 1999, 31, 617–680. (invitation)

Highlights & Encyclopedia articles

2013

Quideau, S.

Plant Polyphenols.

In eLS; John Wiley & Sons Ltd: Chichester, April 2013, DOI: 10.1002/9780470015902.a0001913.pub2.

2012

Quideau, S.; Deffieux, D.; Pouységu, L.

Resveratrol Still Has Something to Say About Aging !

Angew. Chem. Int. Ed. 2012, 51, 6824-6826.

 

Quideau, S.; Chénedé, A.

Stabilized 2-Iodoxybenzoic Acid (SIBX).

In Encyclopedia of Reagents for Organic Synthesis [Online]; John Wiley & Sons Ltd: Chichester, March 2012, DOI: 10.1002/047084289X.rn01376.

2011

Quideau, S.

Triumph for Unnatural Synthesis.

Nature 2011, 474, 459-460 (News & Views).

2006

Quideau, S.

Why Bother with Polyphenols ?

Polyphénols Actualités 2006, 24, 10-14.

2004

Books

2018-2009

Halbwirth, H.; Stich, K.; Cheynier, V.; Quideau, S. (Eds).

Recent Advances in Polyphenol Research, Vol. 6.

Wiley-Blackwell: Oxford, 2018.

 

Yoshida, K.; Cheynier, V.; Quideau, S. (Eds).

Recent Advances in Polyphenol Research, Vol. 5.

Wiley-Blackwell: Oxford, 2017.

 

Romani, A.; Lattanzio, V.; Quideau, S. (Eds).

Recent Advances in Polyphenol Research, Vol. 4.

Wiley-Blackwell: Oxford, 2014.

 

Cheynier, V.; Sarni-Manchado, P.; Quideau, S. (Eds).

Recent Advances in Polyphenol Research, Vol. 3.

Wiley-Blackwell: Oxford, 2012.

 

Quideau, S. (Ed.).

Chemistry and Biology of Ellagitannins, An Underestimated Class of Bioactive Plant Polyphenols.

World Scientific Publishing/Imperial College Press: Singapore, 2009 (World Scientific Best Seller !)

Patents

Slama-Schwok, A.; Delmas, B.; Quideau, S.; Bertrand, H.; Tarus, B.;

Antiviral Compositions Directed Against the Influenza Virus Nucleoprotein.

N° FR1101253, N° PCT/EP2012/001720, N° WO/2012/143141.

 

Deffieux, D.; Quideau, S.

Method of Preparation of Hydroxytyrosol.

N° EP12305091.6.

 

Quideau, S.; Génot, E.; Saltel, F.; Douat-Casassus, C.; Delannoy López M. D.

C-Glucosidic Ellagitannin Compounds for Use for Altering the Supramolecular Arrangement of Actin.

N° EP11305186.6, N° PCT/EP2012/053017.

 

Depierre, G.; Quideau, S.; Jourdes, M.; Pardon, P.; Pourquier, P.

Polyphenol Type Compounds, Compositions Containing Same and Use Thereof for Preventing or Treating Diseases Involving Abnormal Cell Proliferation. N° FR05/07051, N° PCT/FR2006/001455, N° EP1901735, N° WO2007/003741-A2.

 

Quideau, S.; Lamidey, A.-M.; Pouységu, L.

Procédé de Synthèse de l’Acide Chicorique.

N° FR01/12582, N° PCT/FR02/03250.