A Platform of Regioselective Methodologies to Access Polysubstituted 2-Methyl-1,4-naphthoquinone Derivatives: Scope and Limitations
Cesar Rodo, E.; Feng, L.; Jida,M.; Ehrhardt, K.; Bielitza, M.; Boilevin, J.; Lanzer, M.; Williams, Lanfranchi D. L.; Davioud-Charvet, E.

Understanding the tautomerism in azacalixphyrins
Marchand, G.; Giraudeau, P.; Chen, Z.; Elhabiri, M.; Siri, O.; Jacquemin, D.

[C–H...anion] interactions mediate the templation and anion binding properties of topologically non-trivial metal–organic structures in aqueous solutions
Bilbeisi, R.A.; Prakasam, T.; M. Lusi, C. Platas-Iglesias, M. Maaloum, L. Charbonniere, J.-C. Olsen, M. Elhabiri, A. Trabolsi

Iron-quercetin complexes reduction of lipids and proteins oxidation in organs target of streptozotocin diabetes rats complications independently to glucose lowering
Berroukeche, F.; Mokhtari-Soulimane, N.; Imessaoudene, A.; Cherrak, A. S.; Merzouk, H.; Elhabiri, M.

Redox Polypharmacology is an Emerging Strategy to Combat Malarial Parasites
Sidorov, P.; Desta, I.; Chessé, M.; Horvath, D.; Marcou, G.; Varnek, A.; Davioud-Charvet, E.; Elhabiri, M.

1,3-Alternate Tetra-amido-Azacalix[4]arenes as Selective Anion Receptors
Canard, G.; Andeme Edzang, J.; Chen, Z.; Chessé, M.; Elhabiri, M.; Giorgi, M.; Siri, O.

Beneficial Effects of Quercetin Iron Complexes on Serum and Tissue Lipids and Redox Status in Obese Rats
Imessaoudene, A.; Merzouk, H.; Berroukeche, F.; Mokhtari, N.; Bensenane, B.; Merzouk, S.A.; Elhabiri, M.

Synthesis and evaluation of 1,4-naphthoquinone ether derivatives as SmTGR inhibitors and new antischistosomal drug
Johann, L., Belorgey, D., Huang, H.H., Day, L., Chessé, M., Becker, K., Williams, D.L., Davioud-Charvet E.

Antimalarial NADPH-Consuming Redox-Cyclers as Superior G6PD Deficiency Copycats
Bielitza, M., Belorgey, D., Ehrhardt, K., Johann, L., Lanfranchi, D. A., Gallo, V., Schwarzer, E., Mohring, F., Jortzik, E., Williams, D. L., Becker, K., Arese, P., Elhabiri, M., Davioud-Charvet, E.

Importance of Outer-Sphere and Aggregation Phenomena in the Relaxation Properties of Phosphonated Gadolinium Complexes with Potential Applications as MRI Contrast Agents
Elhabiri, M., Abada, S., Sy, M., Nonat, A., Choquet, P., Esteban-Gomez, D., Cassino, C., Platas-Iglesias, C. Botta, M., Charbonniere, L. J.

Diastereoselective synthesis of 2,6-diaryltetrahydrothiopyran-4-ones by phase transfer catalysis
Gendron, T., Kessedjian, H., Davioud-Charvet, E., Lanfranchi, D. A.

Electrochemical Properties of Substituted 2-Methyl-1,4-Naphthoquinones: Redox Behavior Predictions
Elhabiri, M.; Sidorov, P.; Cesar-Rodo, E.; Marcou, G.; Lanfranchi, D.A.; Davioud-Charvet, E.; Horvath, D.; Varnek, A.

Effect of pyoverdine supply on cadmium and nickel complexation and phytoavailability in hydroponics.
Ferret, C.; Cornu, J.Y.; Elhabiri, M.; Sterckeman, T.; Braud, A.; Jezeque, K.; Lollier, M.; Lebeau, T.; Schalk, I.J.; Geoffroy, V.A.

Phosphonated Chelates for Nuclear Imaging
Christine, C.; Sabatier, L.; Abada, S.; Lecointre, A.; Orend, G.; Laquerriere, P.; Brasse, D.; Elhabiri, M.; Ouadi, A.; Hussenet, T.; Saupe, F.; Charbonniere, L.J.

Radical-cation dimerization overwhelms inclusion in[n]pseudorotaxanes.
Nchimi-Nono, K.; Dalvand, P.; Wadhwa, K.; Nuryyeva, S.; Alneyadi, S.; Prakasam, T.; Fahrenbach, A.; Olsen, J.-C.; Asfari, Z.; Platas-Iglesias, C.; Elhabiri, M.; Trabolsi, A.

A practical and economical high-yielding six steps-sequence synthesis of a flavone: application to the multigram scale synthesis of ladanein.
Martin-Benlloch, X.; Elhabiri, M.; Lanfranchi, D. A.; Davioud-Charvet, E.

Antiglioma activity of GoPI-sugar, a novel gold(I)-phosphole inhibitor: chemical synthesis, mechanistic studies, and effectiveness in vivo.
Jortzik, E.; Farhadi, M.; Ahmadi, R.; Tóth, K.; Lohr J.; Helmke, B. M.; Kehr, S.; Unterberg, A.; Ott, I.; Gust, R.; Deborde, V.; Davioud-Charvet, E.; Réau, R.; Becker, K.; Herold-Mende, C.

Contrasting effects of pyoverdine on the phytoextraction of Cu and Cd in a calcareous soil.
Cornu, J. Y.; Elhabiri, M.; Ferret, C.; Geoffroy, V. A.; Jezequel, K.; Leva, Y.; Lollier, M.; Schalk, I. J.; Lebeau, T.

Fused Azacalix[4]arenes.
Haddoub, R.; Touil, M.; Chen, Z.; Raimundo, J.-M.; Marsal, P.; Elhabiri, M.; Siri, O.

Simultaneous self-assembly of a [2]catenane, a trefoil knot, and a Solomon link from a simple pair of ligands.
Prakasam, T.; Lusi, L.; Elhabiri, M.; Platas-Iglesias, C.; Olsen, J.-C.; Asfari, Z.; Cianférani-Sanglier, S.; Debaene, F.; Charbonnière, L. J.; Trabolsi, A.

Azacalixphyrin: the hidden porphyrin cousin brought to light.
Chen, Z.; Giorgi, M.; Jacquemin, D.; Elhabiri, M.; Siri, O.

Reactive centre loop mutants of alpha-1-antitrypsin reveal position-specific effects on intermediate formation along the polymerisation pathway.
Haq, I.; Irving, J. A.; Faull, S. V.; Dickens, J. A.; Ordóñez, A.; Belorgey, D.; Gooptu, B.; Lomas, D. A.

The mitochondrial electron transport chain is dispensable for the antimalarial activities of methylene blue and the lead 1,4-naphthoquinone 2-[4-(trifluoromethyl)benzyl]-menadione.
Ehrhardt, K.; Davioud-Charvet, E.; Ke, H.; Vaidya, A.; Lanzer, M.; Deponte, M.

1,4-Naphthoquinones and other NADPH-dependent glutathione reductase-catalyzed redox cyclers as antimalarial agents.
Belorgey, D.; Lanfranchi, D. A.; Davioud-Charvet, E.

Opinion on "Drug discovery in infectious diseases, volume 3: parasitic helminths: targets, screens, drugs and vaccines. Ed. Conor R. Caffrey."
Davioud-Charvet, E.

A new bis-tetraamine ligand with a chromophoric 4-(9-anthracenyl)-2,6-dimethylpyridinyl linker for glyphosate and ATP sensing.
Pouessel, J.; Abada, S.; Le Bris, N., Elhabiri, M.; Charbonnière, L. J.; Tripier, R.

Intramolecular redox-induced dimerization in a viologen dendrimer.
Wadhwa, K.; Nuryyeva, S.; Fahrenbach, A. C.; Elhabiri, M.; Platas-Iglesias, C.; Trabolsi, A.

Versatile synthesis of dissymmetric diarylideneacetones via Pd-catalyzed coupling-isomerization reaction.
Gendron, T.; Davioud-Charvet, E.; Müller, T. J. J.

Synthesis and biological evaluation of 1,4-naphthoquinones and quinoline-5,8-diones as antimalarial and schistosomicidal agents.
Lanfranchi, D. A.; Cesar-Rodo, E.; Bertrand, B.; Huang, H.-H.; Day, L.; Johann, L.; Elhabiri, M.; Becker, K.; Williams, D. L.; Davioud-Charvet, E.

Exploring the trifluoromenadione core as a template to design antimalarial redox-active agents interacting with glutathione reductase.
Lanfranchi, D. A.; Belorgey, D.; Müller, T.; Vezin, H.; Bauer, H.; Lanzer, M.; Davioud-Charvet, E.

A physico-biochemical study on potential redox-cyclers as antimalarial and antischistosomal drugs.
Johann, L.; Lanfranchi, D. A.; Davioud-Charvet, E.; Elhabiri, M.

A plant-derived flavonoid inhibits entry of all HCV genotypes into human hepatocytes.
Haid, S.; Novodomská, A.; Gentzsch, J.; Grethe, C.; Geuenich, S.; Bankwitz, D.; Chhatwal, P.; Jannack, B.; Hennebelle, T.; Bailleul, F.; Keppler, O. T.; Pönisch, M.; Bartenschlager, R.; Hernandez, C.; Lemasson, M.; Rosenberg, A. R.; Wong-Staal, F.; Davioud-Charvet, E.; Pietschmann T.

Interactions of the antimalarial drug methylene blue with methemoglobin and heme targets in Plasmodium falciparum: a physico-biochemical study.
Blank, O.; Davioud-Charvet, E.; Elhabiri, M.

Solution-Phase Mechanistic Study and Solid-State Structure of a Tris(Bipyridinium Radical Cation) Inclusion Complex.
Fahrenbach, A. C.; Barnes, J. C.; Lanfranchi, D. A.; Hao, L.; Coskun, A.; Gassensmith, J. J.; Liu, Z; Benítez, D.; Trabolsi, A.; Goddard, W. A.; Elhabiri, M.; Stoddart, J. F.

Pyochelin, a siderophore of Pseudomonas aeruginosa: physicochemical characterization of the iron(III), copper(II) and zinc(II) complexes.
Brandel, J.; Humbert, N.; Elhabiri, M.; Schalk, I. J.; Mislin, G. L. A.; Albrecht-Gary, A. M.

Highly relaxing gadolinium based MRI contrast agents responsive to Mg2+ sensing.
Abada, S.; Lecointre, A.; Elhabiri, M.; Esteban-Gómez, D.; Platas-Iglesias, C.; Tallec, G.; Mazzanti, M.; Charbonnière, L. J.

Anionic RR120 dye adsorption onto raw clay: Surface properties and adsorption mechanism.
Errais, E.; Duplay, J.; Elhabiri, M.; Khodja, M.; Ocampo, R.; Baltenweck-Guyot, R.; Darragi, F.

A glutathione reductase-catalyzed cascade of redox reactions to bioactivate potent antimalarial 1,4-naphthoquinones – A new strategy to combat malarial parasites.
Müller, T.; Johann, L.; Jannack, B.; Brückner, M.; Lanfranchi, D. A.; Bauer, H.; Sanchez, C.; Yardley, V.; Deregnaucourt, C.; Schrével, J.; Lanzer, M.; Schirmer, R. H.; Davioud-Charvet, E.

Isomerization mechanism in hydrazone-based rotary switches: lateral shift, rotation, or tautomerization?
Landge, S. M.; Tkatchouk, E.; Benítez, D.; Lanfranchi, D. A.; Elhabiri, M.; Goddard, W. A.; Aprahamian I.

Highly stable acyclic bifunctional chelator for 64Cu PET imaging.
Abada, S.; Lecointre, A.; Déchamps-Olivier, I.; Platas-Iglesias, C.; Christine, C.; Elhabiri, M.; Charbonnière, L. J.

Synthesis and new properties of the emerging azacalix[14]arenes.
Touil, M.; Elhabiri, M.; Lachkar, M.; Siri, O.

Electrostatic stabilization of rotaxanes and pseudorotaxanes.
Thmadeh, M.; Fahrenbach, A. C.; Basu, S.; Trabolsi, A.; Benítez, D.; Li, H.; Albrecht-Gary, A. M.; Elhabiri, M.; Stoddart J. F.

Hydroxyquinoline based binders: promising ligands for chelato-therapy?
Budimir, A.; Humbert, N.; Elhabiri, M.; Osinska, I.; Birus, M.; Albrecht-Gary A. M.

Enantioselective access to key intermediates for salvinorin A and analogues.
Lanfranchi, D. A.; Bour, C.; Hanquet G.

Enantiomeric differentiation of atropine [(+-)-Hyoscyamine] by 13C NMR spectroscopy and its application to Datura stramonium extract.
Lanfranchi, D. A.; Tomi, F.; Casanova, J.

Ring-closing of 1,7- and 1,8-enynes of propargylic o,o-acetals by ruthenium-catalyzed intramolecular metathesis.
Lanfranchi, D. A.; Bour, C.; Boff, B.; Hanquet G.

Antimalarial versus cytotoxic properties of dual drugs derived from 4-aminoquinolines and Mannich bases: interaction with DNA.
Wenzel, N. I.; Chavain, N.; Wang, Y.; Friebolin, W.; Maes, L.; Pradines, B.; Lanzer, M.; Yardley, V.; Brun, R.; Herold-Mende, C.; Biot, C.; Tóth, K.; Davioud-Charvet, E.

Antimalarial activities of ferroquine conjugates with either glutathione reductase inhibitors or glutathione depletors via a hydrolyzable amide linker.
Chavain, N.; Davioud-Charvet, E.; Trivelli, X.; Mbeki, L.; Rottmann, M.; Brun, R.; Biot C.

Antitrypanosomal unsaturated Mannich bases active against multidrug-resistant T. brucei brucei strains.
Wenzel, N. I.; Wong, P. E.; Maes, L.; Müller, T. J. J.; Krauth-Siegel, L. R.; Barrett, M.; Davioud-Charvet E.

A sugar-modified phosphole gold complex with antiproliferative properties acting as a thioredoxin reductase inhibitor in MCF-7 cells.
Viry, E.; Battaglia, E.; Deborde, V.; Müller, T.; Réau, R.; Davioud-Charvet, E.; Bagrel D.

The aza-analogues of 1,4-naphthoquinones are potent substrates and inhibitors of plasmodial thioredoxin and glutathione reductases and of human erythrocyte glutathione reductase.
Morin, C.; Besset, T.; Moutet, J.-C.; Fayolle, M.; Brückner, M.; Limosin, D.; Becker, K.; Davioud-Charvet, E.

Antimalarial dual drugs based on potent inhibitors of glutathione reductase from Plasmodium falciparum.
Friebolin, W.; Jannack, B.; Wenzel, N.; Furrer, J.; Oeser, T.; Sanchez, C. P.; Lanzer, M.; Yardley, V.; Becker, K.; Davioud-Charvet, E.

Thioredoxin glutathione reductase from Schistosoma mansoni: an essential parasite enzyme and a key drug target.
Kuntz, A. N.; Davioud-Charvet, E.; Dessolin, J.; Sayed, A. A.; Califf, L. L.; Arnér, E. S. J.; Williams, D. L.

Selected publications < 2007  

Elisabeth Davioud-Charvet

A fluoro analogue of the menadione derivative 6-[2’-(3’-Methyl)-1’,4’-naphthoquinolyl]hexanoic acid is a suicide substrate of glutathione reductase. Crystal structure of the alkylated human enzyme.
Bauer, H.; Fritz-Wolf, K.; Winzer, A.; Kühner, S.; Little, S; Yardley, V.; Vezin, H.; Palfey, B.; Schirmer, H.; Davioud-Charvet E.

Undressing of phosphine gold(I) complexes as irreversible inhibitors of human disulfide reductases.
Urig, S.; Fritz-Wolf, K.; Réau, R.; Herold-Mende, C.; Toth, K.; Davioud-Charvet, E.; Becker, K.

5-Substituted tetrazoles as bioisosters of carboxylic acids. Bioisosterism and mechanistic studies on glutathione reductase inhibitors as antimalarials.
Biot, C.; Bauer, H.; Schirmer, R.H.; Davioud-Charvet, E.

Mechanism-based inactivation of thioredoxin reductase from Plasmodium falciparum by Mannich bases. Implication for cytotoxicity.
Davioud-Charvet, E.; McLeish, M. J.; Veine, D.; Giegel, D.; Arscott, L. D.; Andricopulo, A. D.; Becker, K.; Müller, S.; Schirmer, R. H.; Williams, C. H.; Kenyon, G. L.

A prodrug form of a Plasmodium falciparum glutathione reductase inhibitor conjugated with a 4-anilinoquinoline.
Davioud-Charvet, E.; Delarue, S.; Biot; C., Schwöbel, B.; Böhme, C. C.; Müssigbrodt, A.; Maes, L.; Sergheraert, C.; Grellier, P.; Schirmer, R. H.; Becker, K.

Bromination studies of the 2,3-dimethylnaphthazarin core allowing easy access to naphthazarin derivatives.
Dessolin, J.; Biot, C.; Davioud-Charvet, E.

2- and 3-substituted-1,4-naphthoquinone derivatives as subversive substrates of trypanothione reductase and lipoamide dehydrogenase from Trypanosoma cruzi: synthesis and correlation between redox-cycling activities and in vitro cytotoxicity.
Salmon-Chemin, L.; Buisine, E.; Yardley, V.; Kohler, S.; Debreu, M.A.; Landry, V.; Sergheraert, C.; Croft, S. L.; Krauth-Siegel, L. R.; Davioud-Charvet, E.

Evidence for the co-existence of glutathione reductase and trypanothione reductase in the nontrypanosomatid Euglenozoa: Euglena gracilis Z.
Montrichard, F.; Le Guen, F.; Laval-Martin, D.L.; Davioud-Charvet, E.

Mourad Elhabiri

Formation of very Stable and selective Cu(II) complexes with a non-macrocyclic ligand : can basicity rivals with pre-organization.
Abada, S.; Lecointre, A.; Christine, C.; Elhabiri, M., Charbonnière, L. J.

On the thermodynamic and kinetic investigations of a [c2]daisy chain polymer.
Hmadeh, M.; Fang, L.; Trabolsi, A.; Elhabiri, M.; Albrecht-Gary, A. M.; Stoddart, J.F.

Acid-Base Actuation of [c2]Daisy Chains.
Fang, L.; Hmadeh, M.; Wu, J.; Olson, M. A.; Spruell, J. M.; Trabolsi, A.; Yang, Y.-W.; Elhabiri, M.; Albrecht-Gary, A.M.; Stoddart, J. F.

Molecular tools for the self-assembly of bisporphyrin photodyads: a comprehensive physicochemical and photophysical study.
Brandel, J.; Trabolsi, A.; Traboulsi, H., Melin, F.; Koepf, M.; Wytko, J. A.; Elhabiri, M.; Weiss, J.; Albrecht-Gary, A .M.

Redox-driven switching in pseudorotaxanes.
Trabolsi, A.; Hmadeh, M.;Khashab, N. M.; Friedman, D .C.; Humbert, N.; Elhabiri, M.; Khatib, H. A.; Belowich, M. E.; Coskun, A.; Albrecht-Gary, A. M.; Stoddart, J .F.

Supramolecular edifices and switches based on metals.
Elhabiri, M.; Albrecht-Gary, A. M.

Complexation of Iron(III) by catecholate-type polyphenols.
Elhabiri, M.; Carrër, C.;Marmolle, F.; Traboulsi, H.


Flavone derivatives and their use.
Pietschmann, T.; Haid, S.; Gentzsch, J.; Elhabiri, M.; Lanfranchi, D. A.; Martin-Benlloch, X.; Davioud-Charvet, E.

Total synthesis of redox-active 1,4-naphthoquinones and metabolites, and their therapeutic use as antimalarial and schistomicidal agents.
Lanfranchi, D. A.; Johann, L.; Williams, D. L.; Cesar-Rodo, E.; Davioud-Charvet, E.

Dibenzylidene- and heteroarylideneacetone derivatives as kinetoplastideae parasiticides and their preparation, pharmaceutical compositions and use in the treatment of trypanosomiasis and leishmaniasis.
Davioud-Charvet, E.; Wenzel, I. N.; Müller, T. J. J.; Hanquet, G.; Lanfranchi, D. A.; Leroux, F.; Gendron, T.

1,4-Naphthoquinone derivatives, their preparation, pharmaceutical compositions, and use as antimalarial agents.
Davioud-Charvet, E.; Müller, T.; Bauer, H.; Schirmer, H.

Chapters in Books  

Redox-active agents in reactions involving the trypanothione/trypanothione reductase-based system to combat kinetoplastidal parasites. (2013)
Gendron, T.; Lanfranchi, D.A.; Davioud-Charvet, E.
in Drug discovery for trypanosomatid diseases, (Eds.: Flohė, L.; Jäger, T.; Koch, O.), volume 4, from the series Drug Discovery in Infectious Diseases, (Ed.: Selzer, P. M.), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, ISBN 978-3-527-33255-7

Subversive substrates of glutathione reductases from P. falciparum-infected red blood cells as antimalarial agents.(2011)
Davioud-Charvet, E.; Lanfranchi, D. A.
in Apicomplexan parasites – Molecular approaches toward targeted drug development, (Ed.: Becker, K.), volume 2, from the series Drug Discovery in Infectious Diseases, (Ed.: Selzer, P. M.), Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, ISBN 978-3-527-32731-7


Synthesis and evaluation of the antiparasitic activity of diarylideneacetones and their related thiopyranone and S-oxide prodrugs
November 23rd, 2012
Thibault Gendron

Synthèse de récepteurs macrocycliques fluorescents et propriétés complexantes de métaux lourds et de lanthanides.
June 26th, 2011
Bachir Bensenane

Synthesis and mechanism of 1,4-naphthoquinones as turncoat inhibitors of disulfide reductases affecting the redox equilibrium of schistosomes and malaria parasites.
May 20th, 2011
Laure Johann

Synthesis and Mechanism of Antiparasitic Mannich Base Derivatives Affecting the Redox Equilibrium of Trypanosomes and Malaria Parasites.
September 21st, 2009
Nicole Wenzel

Novel 1,4-Naphthoquinones as Inhibitors of Human and Plasmodial Glutathione Reductase and as Antimalarial Drugs. Synthesis, Enzymology and Activity Evaluation.
December 12th, 2008
Tobias Müller

Naphthochinone als Sabotage-Inhibitoren der glutathionreduktasen aus malaria-infizierten Erhythrozyten – Kinetische und kristallographische Analyse neuartiger Substanzen.
February 2007
Winzer Andreas