Jean-Luc DECOUT

Projets

• Drug design rationnel et cibles thérapeutiques complexes. Certaines cibles thérapeutiques sont complexes à modéliser, et nécessitent une expertise et des méthodes de calcul avancées. Leur étude requiert des associations innovantes entre chimie médicinale, RMN et calculs théoriques. L'objectif du projet est le développement de nouveaux inhibiteurs de métalloenzymes, d'interactions protéine-protéine, ou de multiples cibles, conçus de manière rationnelle.

Publications

• Article • Pharmacological Chaperones Improve Intra-Domain Stability and Inter-Domain Assembly via Distinct Binding Sites to Rescue Misfolded CFTR [Full paper ]

  N. Baatallah, A. Elbahnsi, J.-P. Mornon, B. Chevalier, I. Pranke, N. Servel, R. Zelli, J.-L. Decout, A. Edelman, I. Sermet-Gaudelus, I. Cellebaut, A. Hinzpeter

  Cell. Mol. Life Sci. 2021, 78, 7813-7829

• Article • Interest of Homodialkyl Neamine Derivatives against Resistant P. Aeruginosa, E. Coli, and β-Lactamases-Producing Bacteria—Effect of Alkyl Chain Length on the Interaction with LPS [Full paper ]

  J. Swain, C. Dezanet, H. Chalhoub, M. Auquière, J. Kempf, J.-L. Décout, M.-P. Mingeot-Leclercq

  Int. J. Mol. Sci. 2021, 22, 8707

• Patent • Method for synthesizing diversely substituted purines 

  Jean-Luc Decout, Renaud Zelli, Wael Zeinyeh, Benjamin Boucherle, Romain Haudecoeur

  2021 • 

• Article • Targeting different binding sites in the CFTR structures allows to synergistically potentiate channel activity [Full paper ]

  L. Froux, A. Elbahnsi, B. Boucherle, A. Billet, N. Baatallah, B. Hoffmann, J. Alliot, R. Zelli, W. Zeinyeh, R. Haudecoeur, A. Fortuné, S. Mirval, C. Simard, P. Lehn, J.-P. Mornon, I. Callebaut, J.-L. Décout

  Eur. J. Med. Chem. 2020, 190, 112116

• Patent • Compounds for treating cystic fibrosis 

  Isabelle Callebaut, Jean-paul Mornon, Jean-Luc Decout, Frederic Becq, Pierre Lehn, Brice Hoffman, Benjamin Boucherle, Romain Haudecoeur, Antoine Fortune, Clement Boinot, Julien Alliot

  2019 • 

• Article • A One-Pot Synthesis of Highly Functionalized Purines [Full paper ]

  R. Zelli, W. Zeinyeh, R. Haudecoeur, J. Alliot, B. Boucherle, I. Callebaut, J.-L. Decout

  Org. Lett. 19, 2017, 23, 6360-6363

• Article • A new straightforward synthesis of 2’, 3’-didehydro-2’, 3’-dideoxy-2’-(2”- (trimethylsilyl)ethylthio)thymidine, key intermediate for the synthesis of 2’-substituted thionucleosides 

  Maralise P. Oliveira, Lucas L. Franco, Maria C. A. Lima, Cláudia M. O. Simões, Suely L. Galdino, Ivan R. Pitta, Jean-Luc Décout, Ricardo J. Alves

  J. Braz. Chem. Soc. 26, 816-821, 2015

• Article • New 7-methylguanine derivatives targeting the influenza PB2 cap-binding domain. [Full paper ]

  S. Pautus, P. Sehr, J. Lewis, A. Fortuné, A. Wolkerstorfer, O. Szolar, D. Guilligay, T. Lunardi, J.-L. Decout, S. Cusack.

  J. Med. Chem. 2013, 56, 8915-8930.

• Article • Anti-retroviral and cytostatic activity of 2',3'-dideoxyribonucleotide 3'-disulfides. 

  B. Gerland, J. Desire, J. Balzarini, J.-L. Decout.

  Bioorg. Med. Chem. 2008, 16, 6824-6831.

• Article • Direct preparation of nucleoside vinyl disulfides from 2-(trimethylsilyl)ethyl sulfides, an access to vinylthiols. 

  B. Gerland, J. Desire, M. Lepoivre, J.-L. Decout

  Org. Lett. 9, 2007, 3021-3023.

• Patent • Process for the preparation of nucleoside disulfides and thiosulfinates 

  J.-L. Decout, B. Gerland, J. Desire

  2006 • Université de Grenoble I / CNRS

• Patent • Preparation of thionucleosides as antiviral and antitumor agents 

  J.-L. Decout, B. Gerland, J. Desire, M. Lepoivre, J. Balzarini.

  2006 • Université de Grenoble I / CNRS

• Article • Sugar-Modified Thionucleosides: Chemistry and Inhibition of Ribonucleotide Reductases and S-Adenosyl-L-Homocysteine Hydrolases. 

  J.-L. Decout, S. F. Wnuk

  Frontiers in Nucleosides and Nucleic Acids Ed. by RF Schinazi and DC Liotta, 2004 IHL Press

• Book • Frontiers in Nucleosides and Nucleic Acids 

  Sugar-Modified Thionucleosides: Chemistry and Inhibition of Ribonucleotide Reductases and S-Adenosyl-L-Homocysteine Hydrolases.

  J.-L. Decout, S. F. Wnuk

  2004 • 235-266, IHL Press - Tucker (GA), USA

• Article • Deoxyribonucleoside 2’- or 3’-mixed disulfides: prodrugs to target ribonucleotide reductase and/or to inhibit HIV reverse transcription 

  B. Roy, S. Chambert, M. Lepoivre, A.-M. Aubertin, J. Balzarini, J.-L. Decout

  J. Med. Chem. 2003, 46, 2565-2568

• Article • Thionucleotides as inhibitors of ribonucleotide reductase 

  B. Roy, S. Chambert, M. Lepoivre, J.-L. Decout

  Nucleosides Nucleotides Nucleic Acids 2003, 22, 883-885.

• Article • Recent developments in the synthesis, the chemical modifications and the biological applications of sulfur modified nucleosides, nucleotides and oligonucleotides. 

  S. Chambert, J.-L. Decout

  Org. Prep. Proc. Int. 2002, 34, 27-85.

• Article • 2-Trimethylsilylethyl sulfides in the von Braun cyanogen bromide reaction : selective preparation of thiocyanates and application to nucleoside chemistry. 

  S. Chambert, F. Thomasson, J.-L. Decout

  J. Org. Chem. 2002, 67, 1898 - 1904.

• Article • The 2-(trimethylsilyl)ethyl sulfur group in synthesis 

  S. Chambert, J. Desire, J.-L. Decout

  Synthesis 2002, 16, 2319-2334 (revue)

• Article • Combining theoretical and experimental data to decipher CFTR 3D structures and functions 

  B. Hoffmann, A. Elbahnsi, P. Lehn, J.-L. Décout, F. Pietrucci, J.-P. Mornon, I. Callebaut

  Cell. Mol. Life Sci. 2018, in press.

• Oral Comm • Une approche rationnelle pour la thérapie de la mucoviscidose 

  Benjamin Boucherle

• Oral Comm • Discovery of novel tailored F508del-CFTR binder correctors based on 3D structure models of entire CFTR protein for treating Cystic Fibrosis 

  Clément Boinot, Mathilde Jollivet Souchet, Brice Hoffmann, Jean-Paul Mornon, Benjamin Boucherle, Antoine Fortuné, Jean-Luc Decout, Pierre Lehn, Isabelle Callebaut, Frédéric Becq

• Oral Comm • Models of the 3D structure of CFTR: from the understanding of the protein functions to the design of correctors  

  Brice Hoffmann, Jean-Paul Mornon, Benjamin Boucherle, Antoine Fortuné, Romain Haudecoeur, Clément Boinot, Mathilde Jollivet, Jean-Luc Decout, Frédéric Becq, Pierre Lehn, Isabelle Callebaut

• Article • A new 9-alkyladenine-cyclic methylglyoxal diadduct activates wt- and F508del-cystic fibrosis transmembrane conductance regulator (CFTR) in vitro and in vivo. 

  B. Boucherle, J. Bertrand, B. Maurin, B.-L. Renard, A. Fortuné, B. Tremblier, F. Becq, C. Norez, J.-L. Decout.

  Eur. J. Med. Chem. 2014, 83, 455-465.

• Patent • Compounds for treating cystic fibrosis 

  Isabelle Callebaut, Jean-Paul Mornon, Jean-Luc Decout, Frédéric Becq, Pierre Lehn, Brice Hoffmann, Benjamin Boucherle, Romain Haudecoeur, Antoine Fortuné, Clément Boinot, Julien Alliot

  2014 • 

• Article • In vivo study and validation of novel pharmacological modulators of water and ionic intestinal secretion for future therapeutic applications. 

  L. Dannhoffer, J.-L. Decout, F. Becq.

  Fund. Clin. Pharmacol. 2011, 25, 79.

• Article • An expeditious access to 5-pyrimidinol derivatives from cyclic methylglyoxal diadducts, formation of argpyrimidines under physiological conditions and discovery of new CFTR inhibitors. 

  B.-L. Renard, B. Boucherle, B. Maurin, M.-C. Molina, C. Norez, F. Becq, J.-L. Decout.

  Eur. J. Med. Chem. 2011, 46, 1935-1941.

• Article • Identification of a novel water soluble activator of wild-type and F508del CFTR: GPact-11a. 

  J. Bertrand, B. Boucherle, A. Billet, P. Melin-Heschel, L. Dannhoffer, C. Vandebrouck, C. Jayle, C. Routaboul, M.-C. Molina, J.-L. Decout, F. Becq, C. Norez.

  Eur. Respir. J. 2010, 36, 311-322.

• Oral Comm • Pharmacological characterization of a novel water-soluble activator of F508del-CFTR 

  J. Bertrand, B. Boucherle, L. Dannhoffer, P. Melin, C. Routaboul, J. L. Décout, F. Becq, C. Norez

• Oral Comm • Activation of chloride secretion in human airway epithelial cells by a new pyrrolo[2,3-b]pyrazine 

  L. Dannhoffer, P. Melin, C. Faveau, B. Boucherle, C. Jayle, P. Corbi, Y. Mettey, J. L. Décout, F. Becq

• Article • Discovery of alpha-aminoazaheterocycle-methylglyoxal adducts as a new class of high affinity inhibitors of CFTR chloride channels. 

  C. Routaboul, C. Norez, P. Melin, M.-C. Molina, B. Boucherle, F. Bossard, S. Noel, R. Robert, C. Gauthier, F. Becq, J.-L. Decout.

  J. Pharmacol. Exp. Ther. 2007, 322, 1023-1035.

• Patent • Zwitterionic CFTR channel modulators, preparation, pharmaceutical compositions and therapeutic use. 

  J.-L. Decout, C. Routaboul, F. Becq, C. Norez

  2003 • Université Grenoble I / CNRS / Université de Poitiers

• Article • New stereoselective reaction of methylglyoxal with 2-aminopyridines and adenine derivatives : formation of imino acid-nucleic base derivatives in water under mild conditions. 

  C. Routaboul, L. Dumas, I. Gautier-Luneau, J. Vergne, M.-C. Maurel, J.-L. Decout

  Chem. Commun. 2002, 1114-1115.

• Article • Effect of cardiolipin on the antimicrobial activity of a new amphiphilic aminoglycoside derivative on Pseudomonas aeruginosa 

  J. Swain, M. El Khoury, J. Kempf, F. Briée, P. Van Der Smissen, J.-L. Décout, M.-P. Mingeot-Leclercq

  PLoS One 2018, 13, e0201752

• Article • Broad-spectrum antibacterial amphiphilic aminoglycosides: A new focus on the structure of the lipophilic groups extends the series of active dialkyl neamines 

  L. Zimmermann, J. Kempf, F. Briée, J. Swain, M.-P. Mingeot-Leclercq, J.-L. Décout

  Eur. J. Med. Chem. 2018, in press.

• Article • New broad-spectrum antibacterial amphiphilic aminoglycosides active against resistant bacteria: From neamine derivatives to smaller neosamine analogues. [Full paper ]

  L. Zimmermann, I. Das, J. Desire, G. Sautrey, V. Barros R. S., M. El Khoury, M.-P. Mingeot-Leclercq, J.-L. Decout

  J. Med. Chem. 2016, 59, 9350-9369

• Article • New amphiphilic neamine derivatives active against resistant Pseudomonas aeruginosa and their interactions with lipopolysaccharides [Full paper ]

  Guillaume Sautrey, Louis Zimmermann, Magali Deleu, Alicia Delbar, Luiza Souza Machado, Katy Jeannot, Françoise Van Bambeke, Julien M. Buyck, Jean-Luc Decout, Marie-Paule Mingeot-Leclercq

  Antimicrob. Agents Chemother. 2014, 58, 4420-4430.

• Article • Tuning the antibacterial activity of amphiphilic neamine derivatives and comparison to paromamine homologues. [Full paper ]

  L. Zimmermann, A. Bussiere, M. Ouberai, I. Baussanne, C. Jolivalt, M.-P. Mingeot-Leclercq, J.-L. Decout.

  J. Med. Chem. 2013, 56, 7691-7705.

• Article • Antibiotic drugs aminoglycosides cleave DNA at abasic sites: Shedding new light on their toxicity? [Full paper ]

  M. Perigolo, J.-F. Constant, M. Peuchmaur, I. Pitta, J.-L. Decout.

  Chem. Res. Tox. 2013, 26, 1710–1719.

• Article • Major increase of the reactivity and selectivity in aminoglycoside O-alkylation due to the presence of fluoride ions. 

  O. Jackowski, A. Bussière, C. Vanhaverbeke, I. Baussanne, E. Peyrin, M.-P. Mingeot-Leclercq, J.-L. Decout.

  Tetrahedron 2012, 68, 737-746.

• Article • A Peptide Nucleic Acid-aminosugar conjugate targeting transactivation response element of HIV-1 RNA genome shows a high bioavailability in human cells and strongly inhibits tat-mediated transactivation of HIV-1. [Full paper ]

  I. Das, J. Desire, D. Manvar, I. Baussanne, V. N. Pandey, J.-L. Decout.

  J. Med. Chem. 2012, 55, 6021-6032.

• Article • The Pseudomonas aeruginosa membranes: a target for a new amphiphilic aminoglycoside derivative? 

  M. Ouberai, F. El Garch, A. Bussiere, M. Riou, D. Alsteens, L. Lins, I. Baussanne, Y. F. Dufrene, R. Brasseur, J.-L. Decout, M.-P. Mingeot-Leclercq.

  BBA - Biomembranes 2011, 1808, 1716–1727.

• Article • Synthesis and antimicrobial evaluation of amphiphilic neamine derivatives. 

  I. Baussanne, A. Bussiere, S. Halder, C. Ganem-Elbaz, M. Ouberai, M. Riou, J.-M. Paris, E. Ennifar, M.-P. Mingeot-Leclercq, J.-L. Decout.

  J. Med. Chem. 2010, 53, 119-127.

• Patent • Derives de glucosamine et leur utilisation comme agents antibacteriens. Brevet français déposé le 9/11/2010 (Université de Grenoble/CNRS). 

  J.-L. Decout, I. Das, J. Desire, I. Baussanne, M.-P. Mingeot-Leclercq.

  2010 • Université Joseph Fourier/CNRS

• Article • Synthesis and transfection properties of a series of lipidic neamine derivatives. 

  T. Le Gall, I. Baussanne, S. Halder, N. Carmoy, T. Montier, P. Lehn, J.-L. Decout.

  Bioconjugate Chem. 2009, 20, 2032-2046.

• Article • Copper(II) complexes of lipophilic aminoglycoside derivatives for the amino acid enantiomeric separation by ligand-exchange liquid chromatography. 

  M. Zaher, I. Baussanne, C. Ravelet, S. Halder, M. Haroun, J. Fize, J.-L. Decout, E. Peyrin.

  J Chromatogr A. 2008, 1185, 291-295.

• Article • Unusual addition of amines to C-2 of vinyl sulfone-modified-β-D-pent-2-enofuranosyl carbohydrates: synthesis of a new class of β-anomeric D-arabino-2,3-Dideoxy-2-aminofuranosides. 

  I. Das, C. G. Suresh, J.-L. Decout, T. Pathak.

  Carbohydrate Res. 2008, 343, 1287-1296.

• Patent • Nouveaux dérivés de la néamine, méthode de préparation et propriétés antibiotiques. 

  J.-L. Decout, I. Baussanne, J. Desire, J.-M. Paris.

  2008 • Université Joseph Fourier/CNRS

• Article • A structure-based approach for targeting the HIV-1 genomic RNA dimerization initiation site. 

  E. Ennifar, J.-C. Paillart, S. Bernacchi, P. Walter, P. Pale, J.-L. Decout, R. Marquet, P. Dumas.

  Biochimie 2007, 89, 1195-1203

• Article • Mechanism of RNA cleavage catalyzed by sequence specific polyamide nucleic acid-neamine conjugate. 

  B. Chaubey, S. Tripathi, J. Desire, I. Baussanne, J.-L. Decout, V. Pandey.

  Oligonucleotides 2007, 17, 302-313.

• Article • Neamine dimers targeting the HIV-1 TAR RNA. 

  E. Riguet, J. Désiré, O. Boden, V. Ludwig, M. Göbel, C. Bailly, J.-L.Decout

  Bioorg. Med. Chem. Lett. 2005, 15, 4651-4655.

• Article • A route for preparing new neamine derivatives targeting HIV-1 TAR RNA. 

  E. Riguet, J. Desire, C. Bailly, J.-L. Decout

  Tetrahedron 2004, 60, 8053-8064.

• Article • A peptide nucleic acid-neamine conjugate that targets and cleaves HIV-1 TAR RNA inhibits viral replication. 

  E. Riguet, S. Tripathi, B. Chaubey, J. Desire, V. N. Pandey, J.-L. Decout.

  J. Med. Chem. 2004, 47, 4806-4809.

• Patent • PNA-neamine conjugates and methods for producing and using the same. 

  J.-L. Decout, V. N. Pandey, E. Riguet

  2003 • University of Medicine and Dentistry of New Jersey, Newark, USA / Université de Grenoble I / CNRS

• Article • Deficient Pseudomonas aeruginosa in MlaA/VacJ outer membrane lipoprotein shows decrease in rhamnolipids secretion, motility, and biofilm formation, and increase in fluoroquinolones susceptibility and innate immune response  [Full paper ]

  M. Kaur, J. M. Buyck, F. Goormaghtigh, J. -L. Decout, N. Mozaheb, M. -P. Mingeot-Leclercq

  Res. Microbiol. 2023, 174, 104132

• Article • An Evolutionary Conserved Detoxification System for Membrane Lipid–Derived Peroxyl Radicals in Gram-Negative Bacteria [Full paper ]

  Marwa Naguib, Nicolás Feldman, Paulina Zarodkiewicz, Holly Shropshire, Christina Biamis, Omar M. El-Halfawy, Julia McCain, Clément Dezanet, Jean-Luc Décout, Yin Chen, Gonzalo Cosa, Miguel A. Valvano

  PLOS Biol. 2022, 20, e3001610

• Article • In Vitro Rescue of the Bile Acid Transport Function of ABCB11 Variants by CFTR Potentiators [Full paper ]

  Elodie Mareux, Martine Lapalus, Amel Ben Saad, Renaud Zelli, Mounia Lakli, Yosra Riahi, Marion Almes, Manon Banet, Isabelle Callebaut, Jean-Luc Decout, Thomas Falguières, Emmanuel Jacquemin, Emmanuel Gonzales

  Int. J. Mol. Sci. 2022, 18, 10758

• Article • A short chemically modified dsRNA-binding PNA (dbPNA) inhibits influenza viral replication by targeting viral RNA panhandle structure [Full paper ]

  J. Kesy, K. M. Patil, S. R. Kumar, Z. Shu, H. Y. Yong, L. Zimmermann, A. A. Lerk Ong, D.-F. Kaixin Toh, M. S. Krishna, L. Yang, J.-L. Decout, D. Luo, M. Prabakaran, G. Chen, E. Kierzek

  Bioconjugate Chem. 2019, 30, 931–943

• Article • Chiral ligand-exchange chromatography of amino acids using porous graphitic carbon coated with a dinaphthyl derivative of neamine. 

  M. Zaher, C. Ravelet, I. Baussanne, A. Ravel, C. Grosset, J.-L Decout, E. Peyrin.

  Anal. Bioanal. Chem. 2009, 393, 655-660.

• Article • Enantioseparation by micellar electrokinetic chromatography using a ligand exchange-based chiral pseudostationary phase 

  M. Zaher, C. Ravelet, C. Vanhaverbeke, I. Baussanne, S. Perrier, J. Fize, J.-L. Decout, E. Peyrin

  Electrophoresis, 2009, 30, 2869-2873

• Article • Covalently bonded DNA aptamer chiral stationary phase for the chromatographic resolution of adenosine. 

  J. Ruta, C. Ravelet, J. Désiré, J.-L. Décout, E. Peyrin.

  Anal. Bioanal. Chem. 2008, 390, 1051-1057.

• Article • Competitive affinity capillary electrophoresis assay based on a hybrid pre-incubation/on-capillary mixing format using an enantioselective aptamer as affinity ligand. 

  J. Ruta, C. Ravelet, I. Baussanne, J. Fize, J.-L. Decout, E. Peyrin.

  J. Sep.Sci. 2008, 31, 2239-2243

• Patent • Chiral selectors for separating enantiomers of a compound. 

  E. Peyrin, J.-L. Décout, C. Ravelet, I. Baussanne.

  2007 • Université de Grenoble I/CNRS

• Article • Aptamer-based enantioselective competitive binding assay for the trace enantiomer detection. 

  J. Ruta, C. Ravelet, I. Baussanne, J.-L. Decout, E. Peyrin.

  Anal. Chem. 2007, 79, 4716-4719.

• Article • Sequence-specific nucleic acid damage induced by “enzyme activable” peptide nucleic acid conjugates 

  P. Simon, J.-L. Decout, M. Fontecave

  Angew. Chem. Int. Ed. 2006,45, 6859-6861.

• Article • DNA detection through signal amplification using NADH:Flavin Oxidoreductase and oligonucleotide-flavin conjugates as cofactors 

  P. Simon, C. Dueymes, M. Fontecave, J.-L. Decout

  Angew. Chem. Int. Ed. 2005, 44, 2764-2767.

• Article • New flavin and deazaflavin oligonucleotide conjugates for the amperometric detection of DNA hybridization. 

  S. Cosnier, C. Gondran, C. Dueymes, P. Simon, M. Fontecave, J.-L. Decout

  Chem. Commun. 2004, 1624-1625.

• Article • Adenine-aptamer complexes : a bipartite RNA site which binds the adenine nucleic base. 

  M. Meli, J. Vergne, J.-L. Decout, M.C. Maurel

  J. Biol. Chem. 2002, 277, 2104-2111.

• Article • Fluorescent DNA microarrays using deazaflavin-oligonucleotide probes. 

  C. Dueymes, J.-L. Decout, P. Peltie, M. Fontecave

  Angew. Chem. Int. Ed. 2002, 41, 486-489

• Article • RNA-acting antibiotics: in vitro selection of RNA aptamers for the design of new bioactive molecules less susceptible to bacterial resistances 

  M.-C. Maurel, B. Biard, C. Moulinier, D. Braz, J. Nugier, I. Chaumas, M. Reboud-Ravaux, J-L. Decout

  J. Pharm. Pharmacol. 2002, 67, 1898-1904 (revue)

• Patent • Method and support for biological analysis using oligonucleotides comprising a marker capable of enzymatic activation. 

  J.-L. Decout, M. Fontecave, C. Dueymes

  2001 • CEA / Université de Grenoble I

• Patent • Analysis of biological targets using a biochip comprising a fluorescent marker 

  M. Cuzin, P. Peltie, M Fontecave, J.-L. Decout, C. Dueymes

  2000 • CEA / Université de Grenoble I