Principaux résultats

1. Publications 2016-2011

  • Publications 2016 :

De Gaetano Y., Hubert J., Mohamadou A., Boudesocque S., Plantier-Royon R., Renault J.-H., Dupont L.. Removal of pesticides from wastewater by ion pair centrifugal partition extraction using betaine- derived ionic liquids as extractants. Chem. Eng. J. 2016, 285, 596-604

Bourguet E., Brazhnik K., Sukhanova A., Moroy G., Brassart-Pasco S., Martin A-P., Villena I., Bellon G., Sapi J., Nabiev I.. Design, Synthesis, and Use of MMP-​2 Inhibitor-​Conjugated Quantum Dots in Functional Biochemical Assays. Bioconjug. Chem. 2016, 27, 1067-1081

Cornelio B., Laronze-Cochard M., Ceruso M., Ferraroni M., Rance G. A., Carta F., Khlobystov A. N., Fontana A., Supuran C. T., Sapi J.. 4-​Arylbenzenesulfonamides as Human Carbonic Anhydrase Inhibitors (hCAIs)​: Synthesis by Pd Nanocatalyst-​Mediated Suzuki-​Miyaura Reaction, Enzyme Inhibition, and X-​ray Crystallographic Studies. J. Med. Chem. 2016, 59, 721-732

Flos M., Lameiras P., Denhez C., Mirand C., Berber H.. Atropisomerism about Aryl-​C(sp3) Bonds: Conformational Behavior of Substituted Phenylcyclohexanes in Solution. J. Org. Chem. 2016, 81, 2372-2382

Chatron-Colliet A., Brusa C., Bertin-Jung I., Gulberti S., Ramalanjaona N., Fournel-Gigleux S., Brezillon, S., Muzard M., Plantier-Royon R., Rémond C., Wegrowski, Y.. « Click » xylosides as initiators of the biosynthesis of glycosaminoglycans : comparison of mono-xylosides to xylobiosides. Chem. Biol. Drug Des. 2016, in press.

Nasir M. N., Crowet, J.-M., Lins L., Obounou Akong F., Haudrechy A., Bouquillon S., Deleu M.. Interactions of sugar-​based bolaamphiphiles with biomimetic systems of plasma membranes. Biochimie 2016, 10.1016/j.biochi.2016.04.001

  • Publications 2015 :

Goumain S., Taghzouti H., Harakat D., Portella C., Behr J.-B., Plantier-Royon R.. Synthesis of 2-carboxymethyl polyhydroxyazepanes and their evaluation as glycosidase inhibitors. Bioorg. Chem. 2015, 58, 11-17

Kartah B., Harhar H., Elmonfalouti H., Gharby S., Guillaume D., Charrouf Z.. Chemical composition of the essential oil of Teucrium antiatlanticum (lamiaceae). Pharma Chemica 2015, 7, 23-25

Paskowska J., Novo Fernandez O., Wandzik I., Boudesocque S., Dupont L., Plantier-Royon R., Behr J.-B.. Perfluoroalkylation of nitrones for the synthesis of new series of fucosidase inhibitors. Eur. J. Org. Chem. 2015, 6, 1198-1202

De Gaetano Y., Mohamadou A., Boudesocque S., Hubert J., Plantier-Royon R., Dupont L.. Hydrophobic ionic liquids derived from esters of Glycine Betaine: Synthesis and characterisation. J. Mol. Liq. 2015, 207, 60-66

Renzetti A., Di Crescenzo A., Nie F., Bond A., Andrew D.; Gérard S., Sapi J., Fontana A., Villani C.. Diastereomer Interconversion via Enolization : A Case Study. Chirality 2015, 27, 779-783

Renzetti A., Marrone A., Gérard S., Sapi J., Nakazawa H., Re N., Fontana A.. TiCl4-promoted condensation of methyl acetoacetate, isobutyraldehyde, and indole: a theoretical and experimental study. Phys. Chem. Chem. Phys. 2015, 17, 8964-8972.

Cornelio B., Saunders A. R., Solomonsz W. A., Laronze-Cochard M., Fontana A., Sapi J., Khlobystov A. N., Rance, G. A.. Palladium nanoparticles in catalytic carbon nanoreactors: the effect of confinement on Suzuki- Miyaura reactions. J. Mater. Chem. A 2015, 3, 3918-3927

Gatard S., Deraedt C., Rapakousiou A., Sonet D., Salmon L., Ruiz J., Astruc D..New Polysilyl Dendritic Precursors of Triazolylferrocenyl and Triazolylcobalticenium Dendrimers: Comparative Electrochemical Study and Stabilization of Small, Catalytically Active Pd Nanoparticles. Organometallics 2015, 34, 1643-1650

Noté O. P., Jihu, D., Antheaume, C., Zeniou, M., Pegnyem, D. E., Guillaume D., Chneiwess H., Kilhoffer M. C., Lobstein A.. Triterpenoid saponins from Albizia lebbeck (L.) Benth and their inhibitory effect on the survival of high grade human brain tumor cells. Carbohyd. Res. 2015, 404, 23-33

Menhour B., Mayon P., Plé K., Bouquillon S., Dorey S., Clément C., Deleu M., Haudrechy A.. Stereocontrolled Synthesis of Hydrophobic Moiety of Rhamnolipids Derivatives. Tetrahedron Lett. 2015, 56, 1159-1161

Jakhlal J., Coantic-Castex S., Denhez C., Petermann C., Martinez A., Harakat D., Guillaume D., Clivio P.. 5'- vs. 3'-end sugar conformational control in shaping up dinucleotides. Chem. Commun. 2015, 51, 12381-12383

Moriou C., Denhez C., Plashkevych O., Coantic-Castex S., Chattopadhyaya J., Guillaume D., Clivio P.. A Minute Amount of S-Puckered Sugars Is Sufficient for (6-4) Photoproduct Formation at the Dinucleotide Level. J. Org. Chem. 2015, 80, 615-619

Haschka T., Hénon E., Jaillet C., Martini L., Etchebest C., Dauchez M.. Direct Minimization: Alternative to the Traditional L2 Norm to Derive Partial Atomic Charges. Comp. Theor. Chem. 2015, 1074, 50-57.

Brusa C., Muzard M., Rémond C., Plantier-Royon R.. Review: beta-Xylopyranosides: synthesis and applications. RSC Adv. 2015, 5, 91026-91055

  • Publications 2014 :

Berber H., Lameiras P., Denhez C., Antheaume C., Clayden J.. Atropisomerism about Aryl-Csp3 Bonds: The Electronic and Steric Influence of ortho-Substituents on Conformational Exchange in Cannabidiol and Linderatin Derivatives. J. Org. Chem. 2014, 79, 6015-6027

Huynh T. N. T., Retailleau P., Denhez C., Nguyen K. P. P., Guillaume D.. Regioselective synthesis of 3,4,5-trisubstituted 2-aminofurans. Org. Biomol. Chem. 2014, 12, 5098-5101

Laurent X., Renault N., Farce A., Chavatte P., Hénon E.. Relationships between Th1 or Th2 iNKT cell activity and structures of CD1d-antigen complexes : Meta-analysis of CD1d-glycolipids dynamics simulations. PLOS Comput. Biol. 2014, 10, 1-15

Laurent X., Bertin B., Renault N., Farce A., Speca S., Milhomme O., Millet R., Desreumaux P., Hénon E., Chavatte P.. Switching Invariant Natural Killer T (iNKT) Cell Response from Anticancerous to Anti-Inflammatory Effect: Molecular Bases. J. Med. Chem. 2014, 57, 5489-5508

Barberot C., Boisson J.-C., Gérard S., Khartabil H., Thiriot E., Monard G., Hénon E.. AlgoGen: a tool coupling a linear scaling-quantum method with a genetic algorithm for exploring non - covalent interactions. Comput. Theor. Chem. 2014, 1028, 7-18

Canneaux S., Bohr F., Hénon E.. KiSThelP: a program to predict thermodynamics properties and rate constants from quantum- chemical results. J. Comput. Chem. 2014, 35, 82-93

Brusa C., Ochs M., Rémond C., Muzard M., Plantier-Royon R.. Chemoenzymatic synthesis of “click” xylosides and xylobiosides from lignocellulosic biomass. RSC Adv. 2014, 4, 9330-9338

Banchet-Cadeddu A., Haudrechy A.. From D-Xylose to a D-Glycero-L-altrose derivative. Tetrahedron Lett. 2014, 55, 4605-4607

Renzetti A., Boffa E., Colazzo M., Gérard S., Sapi J., Chan T.-H., Nakazawa H., Villani C., Fontana A.. Yonemitsu-type condensations catalysed by proline and Eu(OTf)3. RSC Adv. 2014, 4, 47992-47999

Miambo R. F., Laronze-Cochard M., Lawson A.-M., Guillot R., Baldeyrou B., Lansiaux A., Supuran C. T., Sapi J.. Synthesis of new biologically active isothiazolo[4,5-b]carbazole-type tetracyclic derivatives via an indole-2,3-quinodimethane approach. Tetrahedron 2014, 70, 8286-8302

Gurry M., Allart-Simon I., McArdle P., Gérard S., Sapi J., Aldabbagh F.. Photochemical Aryl Radical Cyclizations to Give (E)-3-Ylideneoxindoles. Molecules 2014, 19, 15891-15899

Sapi J., Schmidt F., Van Hijfte L., George P.. Interfacing Chemical Biology and Drug Discovery: Report from the 50th International Conference on Medicinal Chemistry of the SCT, July 2-4, 2014, Rouen, France. ACS Chem. Biol. 2014, 9, 2702-2707

  • Publications 2013 :

Gourdain S., Dairou J., Denhez C., Bui L. C., Rodrigues-Lima F., Janel N., Delabar J.M., Cariou K., Dodd R. H.. Development of DANDYs, New 3,5-Diaryl-7-azaindoles Demonstrating Potent DYRK1A Kinase Inhibitory Activity. J. Med. Chem. 2013, 56, 9569-9585

El Monfalouti H., Charrouf Z., Giordano M., Guillaume D., Kartah B., Harhar H., Gharby S., Denhez C., Zeppa G.. Volatile compound formation during argan kernel roasting. Nat. Prod. Commun. 2013, 8, 33-36

Gharby S., Harhar H., Kartah B., El Monfalouti H., Denhez C., Hilali M., Guillaume D., Charrouf Z.. Can fruit-form be a marker for argan oil production? Nat. Prod. Commun. 2013, 8, 25-28

Clivio P., Coantic-Castex S., Guillaume D.. (3'-5')-Cyclic Dinucleotides : Synthetic Strategies and Biological Potential. Chem. Rev. 2013, 113, 7354-7401

Behr J.-B., Chavaria D., Plantier-Royon R.. Trifluoromethide as a strong base: [CF3-] mediates dichloromethylation of nitrones by proton abstraction from the solvent. J. Org. Chem. 2013, 78, 11477-11482

Ochs M., Belloy N., Dauchez M., Muzard M., Plantier-Royon R., Rémond C.. Role of hydrophobic residues in the aglycone binding subsite of a GH39 beta-xylosidase in alkylxylosides synthesis. J. Mol. Catal. B : Enzym. 2013, 96, 21-26

Morar C., Lameiras P., Soran A., Khartabil H., Antheaume C., Bratu I., Moldovan O., Sacalis C., Darabantu M.. Synthesis and stereochemistry of new 1,3-thiazolidine systems based on 2-amino-2(mercaptomethyl)propane-1,3-diol : 4,4-bis(hydroxymethyl)-1,3-thiazolidines and c-5-hydroxymethyl-3-oxa-7-thia-r-1-azabicyclo[3.3.0] octanes. Tetrahedron 2013, 69, 9966-9985

Hottin A., Wright D., Dubar F., Steenackers A., Delannoy P., Biot C., Davies G. J., Behr J.-B.. Alpha-L-Fucosidase Inhibition by Pyrrolidine-Ferrocene Hybrids: Rationalization of Ligand-Binding Properties by Structural Studies. Chem. Eur. J. 2013, 19, 9526-9533

Mohammed F. A. E., Bchitou R., Bouhaouss A., Gharby S., Harhar H., Guillaume D., Charrouf Z.. Can the dietary element content of virgin argan oils really be used for adulteration detection? Food Chem. 2013, 136, 105-108

Do T. M. L., Truong A. V., Pinnock T. G., Pratt L. M., Yamamoto S., Watarai H., Guillaume D., NGuyen K. P. P.. New rotenoids and coumaronochromonoids from the aerial part of Boerhaavia erect. Chem. Pharm. Bull. 2013, 61, 624-630

Castagnolo D., Foley D. J., Berber H., Luisi R., Clayden J.. Carbolithiation of S-Alkenyl-N-aryl Thiocarbamates: Carbanion Arylation in a Connective Route to Tertiary Thiols. Org. Lett. 2013, 15, 2116-2119

Szalata C., Szymoniak J., Fabis F., Butt-Gueulle S., Rault S., Bertus P., Gérard S., Sapi J.. Cyclopropyl-tryptamine Analogues: Synthesis and Biological Evaluation as 5-HT6 Receptor Ligands. ChemMedChem 2013, 8, 70-73

Cornelio B., Rance G. A., Laronze-Cochard M., Fontana A., Sapi J., Khlobystov A. N.. Palladium nanoparticles on carbon nanotubes as catalysts of cross-coupling reactions. J. Mater. Chem. A 2013, 1, 8737-8744

Peyrane F., Clivio P.. Sensitized photochemistry of di(4-tetrazolouracil) dinucleoside monophosphate as a route to dicytosine cyclobutane photoproduct precursors. Photochem. Photobiol. Sci. 2013, 12, 1366-1374

Balieu S., Guilleret A., Reynaud R., Haudrechy A.. Stereoselective synthesis of (2S,3S,4R,5S)-2,5-dihydroxymethyl-3,4-dihydroxypyrrolidine derivatives from L-Sorbose. Carb. Res. 2013, 374, 14-22

  • Publications 2012 :

El Monfalouti H., Charrouf Z., Belviso S., Ghirardello D., Scursatone B., Guillaume D., Denhez C., Zeppa G.. Analysis and antioxidant capacity of the phenolic compounds from argan fruit (Argania spinosa (L.) Skeels). Eur. J. Lipid Sci. Technol. 2012, 114, 446-452

Popa F., Lameiras P., Moldovan O., Tomoaia-Cotisel M., Hénon E., Martinez A., Sacalis C., Mocanu A., Ramondenc Y., Darabantu M.. Design, synthesis and structure of new dendritic melamines. First use of a tandem C-2-substituted serinol-O,O-masked 4-piperidone as a peripheral unit in iterative synthesis. Tetrahedron 2012, 68, 8945-8967

Goumain S., Taghzouti H., Portella C., Behr J.-B., Plantier-Royon R.. Convenient strategy for the synthesis of highly functionalizable hydroxylated unsaturated azepanes. Tetrahedron Lett. 2012, 53, 4440-4443

Diab S. A., De Schutter C., Muzard M., Plantier-Royon R., Pfund E., Lequeux T.. Fluorophosphonylated nucleoside derivatives as new series of Thymidine Phosphorylase multisubstrate inhibitors. J. Med. Chem. 2012, 55, 2758-2768

Moroy G., Alix A. J. P., Sapi J., Hornebeck W., Bourguet E.. Neutrophil Elastase as a Target in Lung Cancer. Anti-Cancer Agents in Medicinal Chemistry 2012, 12, 565-579

Allam A., Dupont L., Behr J.-B., Plantier-Royon R.. Convenient synthesis of a galacturonic acid-based macrocycle with potential copper complexing abilities. Eur. J. Org. Chem. 2012, 0, 817-823

Smaali I., Jazzar S., Soussi A., Muzard M., Aubry N., Marzouki M. N.. Enzymatic Synthesis of Fructooligosaccharides from Date By-products Using an Immobilized Crude Enzyme Preparation of beta-D-fructofuranosidase from Aspergillus awamori NBRC 4033. Biotechnol. Bioproc. Eng. 2012, 17, 385-392

Behr J.-B., Hottin A., Ndoye A.. Highly Selective Indium Mediated Allylation of Unprotected Pentosylamines. Org. Lett. 2012, 14, 1536-1539

Hottin A., Dubar F., Steenackers A., Delannoy P., Biot C., Behr J.-B.. Iminosugar-Ferrocene Conjugates as Potential Anticancer Agents. Org. Biomol. Chem. 2012, 10, 5592-5597

Corrêa da Cruz R., Agertt V., Boligon A. A., Janovika V., de Campos M. A., Guillaume D., Athayde M. L.. In vitro antimycobacterial activity and HPLC-DAD screening of phenolics from Ficus benjamina L. and Ficus luschnathiana (Miq.) Miq. Leaves. Nat. Prod. Res. 2012, 26, 2251-2254

Gharby S., Harhar H., Guillaume D., Haddad A., Charrouf Z. The Origin of Virgin Argan Oil’s High Oxidative Stability Unraveled. Nat. Prod. Commun 2012, 7, 621-624

Pudlo M., Allart-Simon I., Tinant B., Gérard S., J. Sapi.. First domino radical cyclisation/Smiles rearrangement combination. Chem. Commun. 2012 , 48, 2442-2444

Humbert A., Plé K., Harakat D., Martinez A., Haudrechy A.. A further contribution to the study of Sagittamide A: Synthesis of a pivotal intermediate belonging to a rare L-series. Molecules 2012, 17, 7709-7721

Sukhorukov A., Boyko Y., Nelyubina Y., Gérard S., Ioffe S., Tartakovsky V., Malleret L., Belaaouaj A.. Synthesis of PDE IVb Inhibitors. 3. Synthesis of (+)-, (-)-, and (±)-7-[3-(cyclopentylox-)-4- methoxyphenyl]hexahydro-3H-pyrrolizin-3-one via reductive domino transformations of 3-beta- carbomethoxyethyl-substituted six-membered cyclic nitronates. J. Org. Chem. 2012, 77, 5465-5469

  • Publications 2011 :

Popa F., Lameiras P., Hénon E., Moldovan O., Martinez A., Batiu C., Ramondenc Y., Darabantu M.. Amino-s-triazines. Synthesis and Stereochemistry of Restricted Rotational Phenomena (I). First Use of a C-2-Substituted Serinol in Tandem with Masked 4-Piperidone for Selective Amination of Cyanuric Chloride. Can. J. Chem. 2011, 89, 1207-1121

Banchet-Cadeddu A., Martinez A., Guillarme S., Parietti V., Monneaux F., Hénon E., Renault J.-H., Nuzillard J.-M., Haudrechy A.. Use of the NEO strategy (Nucleophilic addition/Epoxide Opening) for the synthesis of a new C- galactoside ester analogue of KRN 7000. Bioorg. Med. Chem. Lett. 2011, 21, 2510-2514

Banchet-Cadeddu A., Hénon E. , Dauchez M., Renault J-H., Monneaux F., Haudrechy A.. The Stimulating adventure of KRN7000. Org. Biomol. Chem. 2011, 9, 3080-3104

Ochs M., Muzard M., Plantier-Royon R., Estrine B., Rémond C.. Enzymatic synthesis of alkyl béta-D-xylosides and oligoxylosides from xylans and from hydrothermally pretreated wheat bran. Green Chem. 2011, 13, 2380-2388

Allam A., Dechamps-Olivier I., Behr J.-B., Dupont L., Plantier-Royon R.. Thermodynamic, spectroscopic studies and catechol oxidase activity of copper (II) complexes with amphiphilic D-galacturonic acid derived ligands. Inorg. Chim. Acta 2011, 366, 310-319

Kotland A., Accadbled F., Robeyns K., Behr J.-B.. Synthesis and Fucosidase Inhibitory Study of Unnatural Pyrrolidine Alkaloid 4-epi-(-)-Codonopsinine. J. Org. Chem. 2011, 76, 4097-4098

Behr J.-B.. Chitin Synthase, a Fungal Glycosyltransferase that Is a Valuable Antifungal Target. Chimia 2011, 65, 49-53

Guillaume D.. The Mediterranean diet: A cultural journey. Lancet 2011, 378, 766-767

Gourdain S., Petermann C., Martinez A., Harakat D., Clivio P.. Synthesis and Photochemical Behavior of the tetrazolo tautomer of 2-Azido-4-pyrimidinone-2'- deoxyriboside. J. Org. Chem. 2011, 76, 1906-1909

Choumane M., Banchet A., Probst N., Gérard S., Plé K., Haudrechy A.. The Synthesis of D-C-Mannopyranosides. Comptes Rendus Chimie 2011 ,14, 235-273

Zebiri I., Balieu S., Guilleret A., Reynaud R., Haudrechy A.. The Chemistry of L-Sorbose. Eur. J. Org. Chem. 2011, 16, 2905-2910

2. Chapitres d'ouvrage et ouvrages collectifs

  • Synthesis of 1,5-Di-C-alkylated 1,5-Iminoxylitols related to Deoxynojirimycin. V. Chagnault, P. Compain, O. R. Martin, J.-B. Behr

In “Carbohydrate Chemistry: Proven Synthetic Methods”, Paul Kovac, Taylor and Francis. 2011; 1, 259-267

  • The rebirth of the argan tree or how to stop the desert while giving a future to amazigh women. Charrouf Z., Guillaume D.

In “Long-term solutions for a short-term world”, Eds. Harpelle N., Muirhead B.; WLU Press. 2011; 71-86

  • L'huile d'argane, d'Ibn Al-Baytar à nos jours. Charrouf, Z., Dubé S., Guillaume D. 2011; 1-180, Editions Glyphe

  • Pharmacomodulation of broad spectrum matrix metalloproteinase inhibitors towards regulation of gelatinases. Bourguet E., Hornebeck W., Sapi J., Alix A. J. P., Moroy G.

In “Enzyme Inhibition and Bioapplications”, Ed. Sharma R.; InTech Publisher. 2012; 57-84

  • A Ring Dihedral Principal Component Analysis of furanose conformation. Coiffier C., Barberot C., Nuzillard J.-M., Goekjian P., Hénon E., Haudrechy A.

In “Carbohydrate chemistry: Volume 40 ”, 2014, 40, 378-400; Eds. Pilar Rauter A., Lindhorst T., Queneau Y.; , Royal Society of Chemistry.

  • Moroy G., Alix A.J.P., Sapi J., Hornebeck W., Bourguet E.

Neutrophil Elastase as a Target in Lung Cancer: the State of the Art. Advances in Cancer Drug Targets 2016, Vol. 3, 3-49; Bentham Science Publishers

  • Guillaume D., Charouff Z.

Functional food and sustainable development once met in the argan forest: The tale of the argan oil. In « Functional properties of traditional foods » Eds., Kristbergsson K., Ötles S.; 2015, Springer- Verlag New York Inc. (ISBN 978-1-4899-7660-4)

3. Brevets

  • Rémond C., Ochs M., Muzard M., Plantier-Royon R., Estrine B.

Procédés de préparation de compositions à base de polypentosides. Dépôt prioritaire FR2967164 du 11/04/2012

  • BouzBouz S., Pannecoucke X., Denhez C., Guillaume D., Malleret L., Bellaouaj A.

Inhibiteurs de métalloprotéases, leurs procédés de préparation et leurs utilisations thérapeutiques. Dépôt prioritaire FR1358368 du 02/09/2013

  • Dodd R. H., Cariou K., Gourdain S., Delabar J. M., Janel N., Rodrigues-Lima F., Dairou J., Denhez C.

Preparation of 3,5-diarylazaindoles as inhibitors of protein Dyrk1A for the treatment of cognitive deficiencies associated with Down syndrome and Alzheimer's disease. Dépôt prioritaire FR120062275 du 18/12/2012 WO14096093 (26/06/2014)

  • Gérard S., Bouillon J.-P., Hénon E., Belaaouaj A.

Pyridazinones fluorées pour le traitement des pathologies broncho-pulmonaires. BTFR1460501(2014)

  • Gérard S., Bouillon J.-P., Belaaouaj A., Hénon E.

Preparation of fluorinated pyridazin-​3-​ones as selective PDE4 inhibitors for treating lung diseases. Fr. Demande (2016), FR 3027901 A1 20160506; PCT Int. Appl. (2016), WO 2016066973; A1 20160506

Biomolécules : Synthèse et Mécanismes d'Action