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Téléphone
05 40 00 30 42
Groupe de recherche
Synthèse organique et substances naturelles
Statut
Permanent
Poste
Enseignant-chercheur
Batiment
A12
Etage
RDC Ouest
Publications
(). Total Synthesis of (–)-Vescalagin, the Iconic Member of the C-Glucosidic Ellagitannin Family. In Chemistry - A European Journal. https://doi.org/10.1002/chem.202501159
(). Total Synthesis of the Bacterial ortho-Quinol (+)-Strepantibin A through Iodyl-Type λ5-Iodane-Promoted Asymmetric Hydroxylative Phenol Dearomatization. In Organic Letters (Vol. 26, Issue 29, p. 6086-6091). https://doi.org/10.1021/acs.orglett.4c01653
(). Synthesis of obovatol and related neolignan analogues as α-glucosidase and α-amylase inhibitors. In Bioorganic Chemistry (Vol. 147, p. 107392). https://doi.org/10.1016/j.bioorg.2024.107392
(). Copper(II)-Amine Complex-Mediated Intramolecular Coupling of Gallates: A Bioinspired Solution to the Atroposelective Synthesis of Ellagitannins. In Angewandte Chemie - International Edition. https://doi.org/10.1002/anie.202412036
(). Fast and precise chiroptical spectroscopy by photoelectron elliptical dichroism. In Physical Chemistry Chemical Physics (Vol. 25, Issue 24, p. 16246-16263). https://doi.org/10.1039/d3cp01057k
(). ortho-Quinols in (Bio)Synthesis of Natural Products. In European Journal of Organic Chemistry (Vol. 26, Issue 13, p. e202201224). https://doi.org/10.1002/ejoc.202201224
(). Preparation of a ε-caprolactonic diterpenoid derivate by unexpected oxidative cleavage/lactonization of 2-oxoaustroeupatol. In Natural Products and Bioprospecting (Vol. 12, Issue 1, p. 20). https://doi.org/10.1007/s13659-022-00343-2
(). Novel 7-Chloro-(4-thioalkylquinoline) Derivatives: Synthesis and Antiproliferative Activity through Inducing Apoptosis and DNA/RNA Damage. In Pharmaceuticals (Vol. 15, Issue 10, p. 1234). https://doi.org/10.3390/ph15101234
(). Bispericyclic Diels–Alder Dimerization of ortho-Quinols in Natural Product (Bio)Synthesis: Bioinspired Chemical 6-Step Synthesis of (+)-Maytenone. In Angewandte Chemie - International Edition (Vol. 60, Issue 27, p. 14967-14974). https://doi.org/10.1002/anie.202103410
(). Real-Time Analysis of Polyphenol–Protein Interactions by Surface Plasmon Resonance Using Surface-Bound Polyphenols. In Chemistry - A European Journal (Vol. 27, Issue 17, p. 5498-5508). https://doi.org/10.1002/chem.202005187
(). C-glucosidic ellagitannins and galloylated glucoses as potential functional food ingredients with anti-diabetic properties: a study of α-glucosidase and α-amylase inhibition. In Food Chemistry (Vol. 313, p. 126099). https://doi.org/10.1016/j.foodchem.2019.126099
(). Synthesis and leishmanicidal evaluation of sulfanyl- and sulfonyl-tethered functionalized benzoate derivatives featuring a nitroimidazole moiety. In Archiv der Pharmazie (Vol. 353, Issue 5, p. e2000002). https://doi.org/10.1002/ardp.202000002
(). Impact of polyphenols on receptor–ligand interactions by NMR: the case of neurotensin (NT)–neurotensin receptor fragment (NTS1) complex. In Journal of Biomolecular Structure and Dynamics (Vol. 38, Issue 5, p. 1467-1478). https://doi.org/10.1080/07391102.2019.1608863
(). Blue LED Irradiation of Iodonium Ylides Gives Diradical Intermediates for Efficient Metal-free Cyclopropanation with Alkenes. In Angewandte Chemie - International Edition (Vol. 58, Issue 47, p. 16959-16965). https://doi.org/10.1002/anie.201908994
(). Bio-inspired Total Synthesis of Twelve Securinega Alkaloids: Structural Reassignments of (+)-Virosine B and (−)-Episecurinol A. In Chemistry - A European Journal (Vol. 25, Issue 49, p. 11574-11580). https://doi.org/10.1002/chem.201903122
(). Hemisynthesis and Bactericidal Activity of Several Substituted Benzoic Acid Esters of 13(S)-Labdan-8α,15-Diol, a Diterpene from Oxylobus glanduliferus. In Chemistry of Natural Compounds (Vol. 55, Issue 4, p. 677-684). https://doi.org/10.1007/s10600-019-02777-6
(). Synthesis of [7]Helicene Enantiomers and Exploratory Study of Their Conversion into Helically Chiral Iodoarenes and Iodanes. In Chemistry - A European Journal (Vol. 25, Issue 11, p. 2852-2858). https://doi.org/10.1002/chem.201805761
(). Reactivity of wine polyphenols under oxidation conditions: Hemisynthesis of adducts between grape catechins or oak ellagitannins and odoriferous thiols. In Tetrahedron (Vol. 75, Issue 5, p. 551-560). https://doi.org/10.1016/j.tet.2018.11.071
(). Preparation and bactericidal activity of oxidation derivatives of austroeupatol, an ent-nor-furano diterpenoid of the labdane series from Austroeupatorium inulifolium. In Phytochemistry Letters (Vol. 29, p. 47-52). https://doi.org/10.1016/j.phytol.2018.11.007
(). Anti-Herpes Simplex Virus Type 1 Activity of Specially Selected Groups of Tannins. In Drug Research (Vol. 69, Issue 7, p. 374-381). https://doi.org/10.1055/a-0640-2557
(). Two new oleanane-type saponins from hydrocotyle multifida. In Natural Product Communications (Vol. 13, Issue 11, p. 1453-1456). https://doi.org/10.1177/1934578x1801301110
(). Synthesis of Scyphostatin Analogues through Hypervalent Iodine-Mediated Phenol Dearomatization. In Journal of Organic Chemistry (Vol. 82, Issue 22, p. 11816-11828). https://doi.org/10.1021/acs.joc.7b02366
(). Bioinspired Total Synthesis of (−)-Vescalin: A Nonahydroxytriphenoylated C-Glucosidic Ellagitannin. In Angewandte Chemie - International Edition (Vol. 56, Issue 44, p. 13833-13837). https://doi.org/10.1002/anie.201707613
(). Asymmetric Alkynylation of β-Ketoesters and Naphthols Promoted by New Chiral Biphenylic Iodanes. In Chemistry - A European Journal (Vol. 23, Issue 54, p. 13309-13313). https://doi.org/10.1002/chem.201703238
(). Triterpene saponins from Billia rosea. In Phytochemistry (Vol. 141, p. 105-113). https://doi.org/10.1016/j.phytochem.2017.04.023
(). Oleanane-type glycosides from Pittosporum tenuifolium “variegatum” and P. tenuifolium “gold star”. In Phytochemistry (Vol. 140, p. 166-173). https://doi.org/10.1016/j.phytochem.2017.04.013
(). Ortho-Quinol Acetate Chemistry: Reactivity toward Aryl-Based Nucleophiles and Applications to the Synthesis of Natural Products. In Journal of Organic Chemistry (Vol. 82, Issue 7, p. 3990-3995). https://doi.org/10.1021/acs.joc.7b00250
(). Asymmetric dearomative spirolactonization of naphthols using λ3-iodanes under chiral phase-transfer catalysis. In Tetrahedron (Vol. 73, Issue 26, p. 3684-3690). https://doi.org/10.1016/j.tet.2017.04.028
(). Phenol dearomatization with hypervalent iodine reagents. In Topics in Current Chemistry (Vol. 373, p. 25-74). https://doi.org/10.1007/128_2015_665
(). Total Synthesis of (-)-Bacchopetiolone via an Asymmetric Hydroxylative Phenol Dearomatization/[4+2]-Dimerization Cascade Promoted by a Novel Salen-Type Chiral Iodane. In Organic Letters (Vol. 18, Issue 5, p. 1120-1123). https://doi.org/10.1021/acs.orglett.6b00224
(). Gallotannins and Tannic Acid: First Chemical Syntheses and in Vitro Inhibitory Activity on Alzheimer's Amyloid β-Peptide Aggregation. In Angewandte Chemie - International Edition (Vol. 54, Issue 28, p. 8217-8221). https://doi.org/10.1002/anie.201411606
(). About the impact of oak ellagitannins on wine odoriferous thiols under acidic and oxidation conditions. In Tetrahedron (Vol. 71, Issue 20, p. 2991-2998). https://doi.org/10.1016/j.tet.2015.02.036
(). Chemical composition of the essential oil of gynoxys meridana from mérida, Venezuela. In Natural Product Communications (Vol. 10, Issue 4, p. 653-654). https://doi.org/10.1177/1934578x1501000431
(). Asymmetric hydroxylative phenol dearomatization promoted by chiral binaphthylic and biphenylic iodanes. In Angewandte Chemie - International Edition (Vol. 53, Issue 37, p. 9860-9864). https://doi.org/10.1002/anie.201403571
(). Acylated oleanane-type saponins from Ganophyllum giganteum. In Phytochemistry (Vol. 98, p. 236-242). https://doi.org/10.1016/j.phytochem.2013.11.003
(). Protecting-group-free solid-phase anchoring of polyphenolic C-glucosidic ellagitannins and synthesis of 1-alkylamino-vescalagin derivatives. In European Journal of Organic Chemistry (Vol. 2014, Issue 23, p. 4963-4972). https://doi.org/10.1002/ejoc.201402444
(). Oxidative Coupling of Phenols and Phenol Ethers. In Comprehensive Organic Synthesis: Second Edition (Vol. 3, p. 656-740). https://doi.org/10.1016/B978-0-08-097742-3.00318-9
(). Remarkable biomimetic chemoselective aerobic oxidation of flavano-ellagitannins found in oak-aged wine. In Angewandte Chemie - International Edition (Vol. 52, Issue 44, p. 11530-11533). https://doi.org/10.1002/anie.201305839
(). Steroidal saponins from the fruits of Solanum torvum. In Phytochemistry (Vol. 86, p. 137-143). https://doi.org/10.1016/j.phytochem.2012.10.010
(). Hydrolyzable tannins: Gallotannins and ellagitannins. In Natural Products: Phytochemistry, Botany and Metabolism of Alkaloids, Phenolics and Terpenes (p. 1975-2010). https://doi.org/10.1007/978-3-642-22144-6_65
(). Synthetic studies toward c-glucosidic ellagitannins: A biomimetic total synthesis of 5-O-desgalloylepipunicacortein A. In Chemistry - A European Journal (Vol. 18, Issue 29, p. 9063-9074). https://doi.org/10.1002/chem.201200517
(). Resveratrol still has something to say about aging!. In Angewandte Chemie - International Edition (Vol. 51, Issue 28, p. 6824-6826). https://doi.org/10.1002/anie.201203059
(). The polyphenolic ellagitannin vescalagin acts as a preferential catalytic inhibitor of the α isoform of human DNA topoisomerase II. In Molecular Pharmacology (Vol. 82, Issue 1, p. 134-141). https://doi.org/10.1124/mol.111.077537
(). Synthesis of Biologically Active Catecholic Compounds via ortho-Selective Oxygenation of Phenolic Compounds Using Hypervalent Iodine(V) Reagents. In Current Organic Synthesis (Vol. 9, Issue 5, p. 650-669). https://doi.org/10.2174/157017912803251792
(). Hydrolyzable tannins: Gallotannins, ellagitannins, and ellagic acid. In Handbook of Analysis of Active Compounds in Functional Foods (p. 435-459). https://doi.org/10.1201/b11653
(). Steroidal Saponins from the Fruits of Cestrum ruizteranianum. In Natural Product Communications (Vol. 6, Issue 12). https://doi.org/10.1177/1934578X1100601209
(). First and biomimetic total synthesis of a member of the C-glucosidic subclass of ellagitannins, 5-O-desgalloylepipunicacortein A. In Chemical Communications (Vol. 47, Issue 5, p. 1628-1630). https://doi.org/10.1039/c0cc04007j
(). Plant polyphenols: Chemical properties, biological activities, and synthesis. In Angewandte Chemie - International Edition (Vol. 50, Issue 3, p. 586-621). https://doi.org/10.1002/anie.201000044
(). Synthesis of ellagitannin natural products. In Natural Product Reports (Vol. 28, Issue 5, p. 853-874). https://doi.org/10.1039/c0np00058b
(). New triterpenoid and ergostane glycosides from the leaves of Hydrocotyle umbellata L.. In Helvetica Chimica Acta (Vol. 94, Issue 10, p. 1850-1859). https://doi.org/10.1002/hlca.201100109
(). Hypervalent iodine-mediated oxygenative phenol dearomatization reactions. In Tetrahedron (Vol. 66, Issue 31, p. 5908-5917). https://doi.org/10.1016/j.tet.2010.05.078
(). Triterpene Saponins from the Fruits of Phytolacca rugosa (Phytolaccaceae). In Natural Product Communications (Vol. 5, Issue 5). https://doi.org/10.1177/1934578X1000500519
(). Hypervalent iodine-mediated phenol dearomatization in natural product synthesis. In Tetrahedron (Vol. 66, Issue 13, p. 2235-2261). https://doi.org/10.1016/j.tet.2009.12.046
(). New steroidal alkaloids from Solanum hypomalacophyllum. In Natural Product Communications (Vol. 5, Issue 11, p. 1743-1746). https://doi.org/10.1177/1934578x1000501108
(). Highly diastereoselective synthesis of orthoquinone monoketals through λ13-iodane-mediated oxidative dearomatization of phenols. In Angewandte Chemie - International Edition (Vol. 47, Issue 19, p. 3552-3555). https://doi.org/10.1002/anie.200705816
(). Oxidative dearomatization of phenols: Why, how and what for?. In Synlett (Issue 4, p. 467-495). https://doi.org/10.1055/s-2008-1032094
(). Total synthesis of wasabidienones B1 and B0 via SIBX-mediated hydroxylative phenol dearomatization. In Organic Letters (Vol. 10, Issue 22, p. 5211-5214). https://doi.org/10.1021/ol802183p
(). Regio- and stereoselectivities in Diels-Alder cyclodimerizations of orthoquinonoid cyclohexa-2,4-dienones. In Tetrahedron (Vol. 63, Issue 28, p. 6493-6505). https://doi.org/10.1016/j.tet.2007.03.035
(). Evaluation of selected South African medicinal plants for inhibitory properties against human immunodeficiency virus type 1 reverse transcriptase and integrase. In Journal of Ethnopharmacology (Vol. 99, Issue 1, p. 83-91). https://doi.org/10.1016/j.jep.2005.01.056
(). Oxidative dearomatization of phenols and anilines via λ3 - and λ5-iodane-mediated phenylation and oxygenation. In Molecules (Vol. 10, Issue 1, p. 201-216). https://doi.org/10.3390/10010201
(). Chemical and electrochemical oxidative activation of arenol derivatives for carbon-carbon bond formation. In Current Organic Chemistry (Vol. 8, Issue 2, p. 113-148). https://doi.org/10.2174/1385272043486016
(). A stabilized formulation of IBX (SIBX) for safe oxidation reactions including a new oxidative demethylation of phenolic methyl aryl ethers. In Organic Letters (Vol. 5, Issue 16, p. 2903-2906). https://doi.org/10.1021/ol0349965
(). A convenient synthesis of the Echinacea-derived immunostimulator and HIV-1 integrase inhibitor (-)-(2R,3R)-chicoric acid. In Helvetica Chimica Acta (Vol. 85, Issue 8, p. 2328-2334). https://doi.org/10.1002/1522-2675(200208)85:8<2328::AID-HLCA2328>3.0.CO;2-X
(). Iodine (III)-mediated generation of nitrogen-tethered orthoquinol acetates for the construction of oxygenated indole, quinoline, and phenanthridine alkaloid motifs. In Journal of Organic Chemistry (Vol. 67, Issue 10, p. 3425-3436). https://doi.org/10.1021/jo020010d
(). Spectral editing of carbon thirteen hexopyranose ring nuclei by one-dimensional NMR extended distortionless enhancement by polarization transfer experiments. In Applied Spectroscopy (Vol. 56, Issue 2, p. 243-249). https://doi.org/10.1366/0003702021954502
(). Structural analysis of partially acetylated glycosides by refocused-decoupled insensitive nuclei enhanced by polarization transfer (INEPT) experiments: A qualitative and quantitative method. In Chemical and Pharmaceutical Bulletin (Vol. 50, Issue 8, p. 1114-1117). https://doi.org/10.1248/cpb.50.1114
(). Hypervalent iodine(III)-mediated oxidative acetoxylation of 2-methoxyphenols for regiocontrolled nitrogen benzannulation. In Tetrahedron Letters (Vol. 42, Issue 42, p. 7393-7396). https://doi.org/10.1016/S0040-4039(01)01514-3
(). Cellulose phosphates as biomaterials. Mineralization of chemically modified regenerated cellulose hydrogels. In Journal of Materials Science (Vol. 36, Issue 9, p. 2163-2172). https://doi.org/10.1023/A:1017587815583
(). 2-Alkoxyarenol-derived orthoquinols in carbon-oxygen, carbon-nitrogen and carbon-carbon bond-forming reactions. In Tetrahedron (Vol. 57, Issue 2, p. 319-329). https://doi.org/10.1016/S0040-4020(00)00939-X
(). 31P NMR INEPT spectroscopy: A powerful tool for structural analysis of phosphitylated carbohydrates. In Magnetic Resonance in Chemistry (Vol. 38, Issue 8, p. 668-674). https://doi.org/10.1002/1097-458X(200008)38:8<668::AID-MRC712>3.0.CO;2-D
(). Oxidized arenol intermediates in intermolecular carbon-carbon bond formation. Naphthoid cyclohexa-2,4-dienones via oxidative nucleophilic substitution. In Organic Letters (Vol. 1, Issue 10, p. 1651-1654). https://doi.org/10.1021/ol9910363
(). Orthoquinone monoketal chemistry. Experimental and density functional theory studies on orthoquinol acetate rearrangements. In Tetrahedron Letters (Vol. 40, Issue 4, p. 615-618). https://doi.org/10.1016/S0040-4039(98)02448-4
(). Investigations on computed 13C NMR one-dimensional non-refocused INEPT experiments for structural determinations in O-methylated glycosides. In Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy (Vol. 55, Issue 12, p. 2383-2391). https://doi.org/10.1016/S1386-1425(99)00025-6
(). Synthetic uses of orthoquinone monoketals and their orthoquinol variants. A review. In Organic Preparations and Procedures International (Vol. 31, Issue 6, p. 617-680). https://doi.org/10.1080/00304949909355348
(). Novel preparation of orthoquinol acetates and their application in oxygen heterocyclization reactions. In Journal of Organic Chemistry (Vol. 63, Issue 25, p. 9597-9600). https://doi.org/10.1021/jo9817669
(). The geometrical imprint domain: A 1D and 2D spectra editing tool in refocused-decoupled INEPT experiments for structural analysis of silylated and acetylated glycosides. In Magnetic Resonance in Chemistry (Vol. 35, Issue 11, p. 735-742). https://doi.org/10.1002/(SICI)1097-458X(199711)35:11<735::AID-OMR163>3.0.CO;2-%23