Laboratoire LG2A
LG2A

Laboratoire de Glycochimie, des Antimicrobiens
et des Agroressources UMR 7378 CNRS

Nos tutelles

  • Tutelle du CNRS
  • Tutelle UPJV

Nos Fédérations

Intranet

Espace Communication

Mot du directeur

Prof. : José Kovensky


José Kovensky

L'activité de recherche de l'unité comprend 2 axes :

Le premier se situe dans le domaine de la Chimie pour le vivant, avec deux composantes principales : les Antimicrobiens (antiviraux, antibactériens, antiparasitaires), et la Reconnaissance Moléculaire et Vectorisation (interactions sucres-lectines, multivalence, capteurs, oligosaccharides). Nous avons des compétences largement reconnues aux niveaux nationaux et internationaux.

Le deuxième axe est celui de la Chimie pour le Développement Durable, axe émergent qui met en synergie plusieurs compétences du laboratoire. D’une part, l’Utilisation et Développement de Méthodologies en chimie durable appliquée aux substrats glucidiques. D’autre part, la Valorisation de la Biomasse, et notamment des agro-ressources. Cet Axe est en étroite relation avec la Chimie Verte et notre participation dans des investissements d’avenir : l’IEED PIVERT et le réseau RS2E. Nous développons des méthodologies de synthèse innovantes à partir des agro-ressources.

Le Laboratoire est placé nœud d'un réseau dense de relations avec des organismes de recherche et des industries.


Voici quelques exemples des publications récentes :


Axe Chimie pour le vivant


Antiviraux, antibactériens, antiparasitaires

Facile Access to Antigens Related to Anthrose: Exploiting the Synthetic Versatility of Cyclic Sulfites/Sulfates, O. Milhomme, C. John, F. Djedaïni-Pilard, C. Grandjean. J. Org Chem, 2011, 76, 5985-5998.

Synthesis and in vitro activity of novel N-3 acylated TSAO-T compounds against HIV-1 and HCV. M. Moura, S. Josse, A. Nguyen Van Nhien, C. Fournier, G. Duverlie, S. Castelain, E. Soriano, J. Marco-Contelles, J. Balzarini, D. Postel. Eur. J. Med. Chem., 2011, 46, 5046-5056.

Spiro-sulfamidate and sulfate nucleosides via 2' and 3'-C-branched-chain sugars and nucleosides. J. Lalot, T. Tite, A. Wadouachi, D. Postel, A. Nguyen Van Nhien. Tetrahedron, 2011, 67, 6006-6017.

Strong Aphicidal Activity of GlcNAc(β1→4)Glc Disaccharides: Synthesis, Physiological Effects and Chitinase Inhibition, C. Dussouy, L. Bultel, J. Saguez, A. Cherqui, M. Khelifa, E. Grand, P. Giordanengo, J. Kovensky. Chem. Eur. J., 2012, 18, 10021-10028.

An anionic synthetic sugar containing 6-SO3-NAcGlc mimics the sulfated cruzipain epitope that plays a central role in immune recognition, A.S. Couto, L.L. Soprano, M. Landoni, M. Pourcelot, D.M. Acosta, L. Bultel, J. Parente, M.R. Ferrero, M. Barbier, C. Dussouy, M.I. Esteva, J. Kovensky, V.G. Duschak. FEBS J., 2012, 279, 3665-3679.

The Reaction Coordinate of a Bacterial GH47 alpha Mannosidase: a combined Quantum Mechanical & Structural Approach, A.J. Thompson, J. Dabin, J. Iglesias-Fernández, A. Ardèvol, Z. Dinev, S.J. Williams, A. Siriwardena, O. Bande, C. Moreland, T.-C. Hu, D.K. Smith, H.J. Gilbert, C. Rovira, G.J. Davies, Angew. Chem. Int. Ed., 2012, 51, 10997-11001.

Synthesis of 2-(1-aminocyclopropyl)pyrrolidine-3,4-diol derivatives applying titanium-mediated reaction conditions. D. Declerck, A. Nguyen Van Nhien, S. Josse, J. Szymoniak, P. Bertus, C. Bello, P. Vogel, D. Postel. Tetrahedron, 2012, 68, 1802-1809.

Prevalence of efflux-mediated ciprofloxacin and levofloxacin resistance in recent clinical isolates of Pseudomonas aeruginosa and its reversal by efflux pump inhibitors 1-(1-naphthylmethyl)-piperazine and phenylalanine-arginine-β-naphthylamide, P. Sonnet, D. Izard, C. Mullié. Int. J. Antimicrob. Agents, 2012, 39, 77-80.

Differences in antimalarial activity of 4-aminoalcohol quinoline enantiomers and investigation of the presumed underlying mechanism of action. Mullié, A. Jonet, C. Desgrouas, N. Taudon, P. Sonnet. Malar. J., 2012, 11, 65.

Lysosomal disruption as a therapeutic strategy for acute myeloid leukemia. A. A. Sukhai, S. Prabha, R. Hurren, A. C. Rutledge, A. Y. Lee, S. Sriskanthadevan, H. Sun, X. Wang, M. Skrtic, A. Seneviratne, M. Cusimano, B. Jhas, M. Gronda, N. Maclean, E.E. Cho, P. A.Spagnuolo, S. Sharmeen, M. Gebbia, M. Urbanus, K. Eppert, D. Dissanayake, A. Jonet, A. Dassonville-Klimpt, X. Li, A. Datti, P. S. Ohashi, J. Wrana, I. Rogers, P. Sonnet, W. Ellis, S. J. Corey, C. J. Eaves, M. D. Minden, J.C.Y. Wang, J. E. Dick, C. Nislow, G. Giaever, A. D.Schimmer J. Clin. Invest., 2013, 123, 315-328.


Reconnaissance, interactions, vectorisation

R.E.D. Server: a web service for deriving RESP and ESP charges and building force field libraries for new molecules and molecular fragments. E. Vanquelef, S. Simon, G. Marquant, E. Garcia, G. Klimerak, J. C. Delepine, P. Cieplak and F.-Y. Dupradeau. Nucl. Acids Res., 2011, 39, W511-W517.

Synthesis of Multivalent Glycoclusters from 1-Thio-β-D-galactose and Their Inhibitory Activity against the β-Galactosidase from E. coli. A.J. Cagnoni, O. Varela, S.G. Gouin, J. Kovensky, M.L. Uhrig. J. Org. Chem., 2011, 76, 3064-3077.

Design and synthesis of a ‘‘click’’ high-mannose oligosaccharide mimic emulating Man8 binding affinity towards Con A. V. Cendret, M. Francois-Heude, A. Mendez-Ardoy, V. Moreau, J.M. Garcıa Fernandez, Florence Djedaïni-Pilard. Chem. Commun., 2012, 48, 3733–3735.

Synthesis, Physicochemical Studies, Molecular Dynamics Simulations and Metal-Ion-Dependent Antiproliferative and Antiangiogenic Properties of cone ICL670-Substituted Calix[4]arenes. P. Rouge, A. Dassonville-Klimpt, C. Cézard, S. Boudesocque, R. Ourouda, C. Amant, F. Gaboriau, I. Forfar, J. Guillon, E. Guillon, E. Vanquelef, P. Cieplak, F.Y. Dupradeau, L. Dupont, P. Sonnet. ChemPlusChem, 2012, 77, 1001-1016.

Probing the nature of the cluster effect observed with synthetic multivalent galactosides and PNA lectin. M. Almant, A. Mastouri, L. Gallego-Yerga, J.M. García Fernandez, C. Ortiz Mellet, J. Kovensky, S. Morandat, K. El Kiraat, S.G. Gouin. Chem. Eur. J., 2013, 19, 729-738.

Efficient Synthesis of Thiolactoside Glycoclusters by Ruthenium-Catalyzed Cycloaddition of Disubstituted Alkynes on Carbohydrate Scaffolds. A.J. Cagnoni, O. Varela, M.L. Uhrig, J. Kovensky. Eur. J. Org. Chem., 2013, 972-983.

Dynamic Lipid Lateral Segregation driven by Lauryl Cyclodextrin Interactions at the Membrane Surface. M. Roux, E. Sternin, V. Bonnet, C. Fajolles, F. Djedaini-Pilard. Langmuir, 2013, 9, 3677–3687.


Axe Chimie pour le Développement Durable


Lewis acidic polyoxometalates as reusable catalysts for the synthesis of glucuronic acid esters under microwave irradiation. M. Bosco, S. Rat, N. Dupré, B. Hasenknopf, E. Lacôte, M. Malacria, P. Rémy, J. Kovensky, S. Thorimbert, A. Wadouachi. ChemSusChem 2010, 3, 1249-1252.

Clean energy new deal for a sustainable world: from non-CO2 generating energy sources to greener electrochemical storage devices. P. Poizot, F. Dolhem. Energy Environ. Sci. 2011, 4, 2003-2019.

Native and sulfated oligoglucuronans as elicitors of defence-related responses inducing protection against Botrytis cinerea of Vitis vinifera. S. Caillot, S. Rat, M. L. Tavernier, P. Michaud, J. Kovensky, A. Wadouachi, C. Clément, F. Baillieul, E. Petit. Carbohydr. Polym. 2012, 87, 1728-1736.

Solvent-free chemo-enzymatic synthesis of fatty acyl-β-cyclodextrin, V. Bonnet, A. Favrelle, F. Aubry, C. Sarazin, F. Djedaini-Pilard. J. Incl. Phenom. Macrocycl. Chem. 2013, DOI:10.1007/s10847-012-0229-2.

Syntheses and characterisation of hydrophobic ionic liquids containing trialkyl(2-ethoxy-2-oxoethyl)ammonium or N-(1-methylpyrrolidyl-2-ethoxy-2-oxoethyl)ammonium cations. A. Messadi, A. Mohamadou, S. Boudesocque, L. Dupont, P. Fricoteaux, A. Nguyen-Van-Nhien, M. Courty. Journal of Molecular Liquids, 2013,184, 68–72

Metal-free oxidative lactonization of carbohydrates using molecular iodine, Fusaro, M. B.; Chagnault, V.; Josse, S.; Postel, D. Tetrahedron 2013, 69, 5880-5883.

Synthesis of glycosylamines and glyconamides using molecular iodine, Fusaro, M. B.; Chagnault, V.; Postel, D. Tetrahedron 2013, 69, 542-550.