Search results for: Jean Herscovici

Items from 1 to 20 out of 30 results

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A novel thiazolidine compound induces caspase-9 dependent apoptosis in cancer cells

F. Esra Onen-Bayram, Irem Durmaz, Daniel Scherman, Jean Herscovici, more

Bioorganic & Medicinal Chemistry > 2012 > 20 > 17 > 5094-5102

The forward chemogenomics strategy allowed us to identify a potent cytotoxic thiazolidine compound as an apoptosis-inducing agent. Chemical structures were designed around a thiazolidine ring, a structure already noted for its anticancer properties. Initially, we evaluated these novel compounds on liver, breast, colon and endometrial cancer cell lines. The compound 3 (ALC67) showed the strongest cytotoxic...

article

Chemoselective preparation of disymmetric bistriazoles from bisalkynes

Hichem Elamari, Faouzi Meganem, Jean Herscovici, Christian Girard

Tetrahedron Letters > 2011 > 52 > 6 > 658-660

Best of both worlds, molecules bearing two alkyne groups, activated and unactivated, can selectively react on the activated one in a copper-free version of Huisgen’s reaction to form a first triazole ring, with a good selectivity toward the 1,4-isomer, which is solely isolated by a simple trituration procedure. The other alkyne function is then submitted to the selective reaction using a polymer-supported...

article

On the reactivity of activated alkynes in copper and solvent-free Huisgen’s reaction

Hichem Elamari, Ibtissem Jlalia, Charlotte Louet, Jean Herscovici, more

Tetrahedron: Asymmetry > 2010 > 21 > 9-10 > 1179-1183

Terminal alkynes substituted by a carbonyl-type electron-withdrawing group have been found to undergo Huisgen’s cycloaddition with azides at room temperature in a solvent-free manner; without a need of either heating or catalysis. Metallic salts, other than the copper ones also efficiently catalyzed the reactions. The yields were good and the products isolated mainly as their 1,4-disubstituted isomer.

article

Lipopolythiourea/DNA interaction: A biophysical study

Teresa Kral, Jeanne Leblond, Martin Hof, Daniel Scherman, more

Biophysical Chemistry > 2010 > 148 > 1-3 > 68-73

Lipopolythioureas (LPT) are original non cationic systems representing an alternative to cationic lipids. Their high transfection efficiency prompted us to investigate further their biophysical properties, and in particular how thiourea lipids interact with DNA. The interaction of lipopolythiourea with DNA was investigated by fluorescence correlation microscopy (FCS). Influence of the lipid length...

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Comparative gene transfer between cationic and thiourea lipoplexes

Marie Breton, Jeanne Leblond, Johanne Seguin, Patrick Midoux, more

The Journal of Gene Medicine > 12 > 1 > 45 - 54

BackgroundWe have previously developed lipopolythiourea lipids as neutral DNA condensing agents for systemic gene delivery. Optimization of the lipopolythiourea structure led to efficient transfecting agents. To further evaluate these lipids, we investigated the internalization process of the thiourea lipoplexes and their intracellular mechanism of transfection versus that of cationic lipoplexes....

article

Iminothiol/thiourea tautomeric equilibrium in thiourea lipids impacts DNA compaction by inducing a cationic nucleation for complex assembly

Marie Breton, Michel Bessodes, Serge Bouaziz, Jean Herscovici, more

Biophysical Chemistry > 2009 > 145 > 1 > 7-16

Our research on lipidic vectors for transfection led us to develop thiourea lipids able to interact with DNA. Hence, we developed a series of lipopolythioureas based on the strong hydrogen bond donor ability of thiourea. More recently we have reported a branched hydroxylated bis-thiourea derivative with interesting transfecting properties. The last step of the syntheses involved a strong acidic condition,...

article

Copper(I)-doped Wyoming’s montmorillonite for the synthesis of disubstituted 1,2,3-triazoles

Ibtissem Jlalia, Hichem Elamari, Faouzi Meganem, Jean Herscovici, more

Tetrahedron Letters > 2008 > 49 > 48 > 6756-6758

A new catalytic system based on copper(I)-doped Wyoming’s montmorillonite was elaborated. This system was studied and was found to catalyze the formation of 1,4-disubstituted 1,2,3-triazoles when starting from azides and alkynes. It was used for the synthesis of a few triazole derivatives to show its usefulness.

article

Design, synthesis and evaluation of potent thymidylate synthase X inhibitors

F. Esra Önen, Yap Boum, Claire Jacquement, Maria Vittoria Spanedda, more

Bioorganic & Medicinal Chemistry Letters > 2008 > 18 > 12 > 3628-3631

Three synthesized series of compounds based on a thiazolidine core allowed identification of potent inhibitors of thymidylate synthase X. The evaluation of the catalytic activity of the enzyme in the presence of these molecules revealed two distinct classes of compounds that inhibit ThyX with submicromolar concentrations, which could lead, after optimization, to effective inhibitors with potential...

article

A single thiourea group is not enough to get stable thiourea lipoplexes

Eihab Kabha, Claire Jacquement, Gaëlle Pembouong, Nathalie Mignet, more

Bioorganic & Medicinal Chemistry > 2008 > 16 > 7 > 4003-4008

The preparation of a new family of lipothiourea is reported using an automatic synthetic workstation. In these compounds the headgroups were made from single thiourea derivatives. The physicochemical properties and the transfection efficiency of several members of the family were studied. It was found that in the presence of DMPC small lipoplexes could be prepared. In opposite to the previously described...

article

Synthesis and antibiotic activity of a small molecules library of 1,2,3-triazole derivatives

Marie Aufort, Jean Herscovici, Pascale Bouhours, Nicole Moreau, more

Bioorganic & Medicinal Chemistry Letters > 2008 > 18 > 3 > 1195-1198

A small library of simple 1,4-disubstituted 1,2,3-triazoles was prepared using a known one-pot procedure starting from organic halides and terminal alkynes. The compounds were then tested for their antibacterial activity against normal and resistant species of Staphylococcus aureus.

article

Lipopolythiourea Transfecting Agents: Lysine Thiourea Derivatives

Jeanne Leblond, Nathalie Mignet, Céline Largeau, Johanne Seguin, more

Bioconjugate Chemistry > 2008 > 19 > 1 > 306 - 314

article

A theoretical investigation on the interaction of a new gene vector with DNA

Laurence Petit, Laurent Joubert, Isabelle Tranchant, Jean Herscovici, more

Theoretical Chemistry Accounts > 2008 > 120 > 4-6 > 507-513

A new neutral gene vector, based on a lipopolythiourea N-(2-(3-[2-(2-(3-[2-(3-methyl-thioueido)-ethyl] -thioureido)-ethylamino)-ethyl]-thioureido)-ethyl)- N′, N′- ditetradecyl-succinamide (DTTU) has recently been synthetized but its behavior is difficult to study at the experimental level. Density functional theory (DFT) calculations have thus been performed to predict its interaction mode with B-DNA...

article

Lipopolythioureas: A New Non-Cationic System for Gene Transfer

Jeanne Leblond, Nathalie Mignet, Céline Largeau, Maria-Vittoria Spanedda, more

Bioconjugate Chemistry > 2007 > 18 > 2 > 484 - 493

article

Design, Synthesis, and Evaluation of Enhanced DNA Binding New Lipopolythioureas

Jeanne Leblond, Nathalie Mignet, Lucie Leseurre, Céline Largeau, more

Bioconjugate Chemistry > 2006 > 17 > 5 > 1200 - 1208

article

Reusable Polymer-Supported Catalyst for the [3+2] Huisgen Cycloaddition in Automation Protocols

Christian Girard, Esra Önen, Marie Aufort, Sophie Beauvière, more

Organic Letters > 2006 > 8 > 8 > 1689 - 1692

article

Lipopolythioureas: Non Cationic System for Gene Delivery

Jeanne Leblond, Nathalie Mignet, Maria-Vittoria Spanedda, Daniel Scherman, more

Molecular Therapy > 2006 > 13 > Supplement 1 > S199

article

Sialyl Lewisx analogs based on a quinic acid scaffold as the fucose mimic

Christian Girard, Jennifer Dourlat, Aline Savarin, Christine Surcin, more

Bioorganic & Medicinal Chemistry Letters > 2005 > 15 > 13 > 3224-3228

(−)-Quinic acid was used as a starting material for the preparation of sialyl Lewis ^x mimetics in order to target E-selectin. Spatial orientation of the hydroxyl groups of quinic acid could mimic the l-fucose ones. Introduction of a side chain ending with a carboxylic acid was effected to replace the sialic acid interaction at the carbohydrate recognition domain. A first series of derivatives,...

article

DNA Complexing Lipopolythiourea

Isabelle Tranchant, Nathalie Mignet, Estelle Crozat, Jeanne Leblond, more

Bioconjugate Chemistry > 2004 > 15 > 6 > 1342 - 1348

article

Short Synthesis of Polyoxygenated Macrocyclic Rings Using Acetal Linkages. Application to the Preparation of a New Lipidic Polyamine

Marie-Laure Miramon, Nathalie Mignet, Jean Herscovici

The Journal of Organic Chemistry > 2004 > 69 > 20 > 6949 - 6952

article

Development of a DNA Interaction Test with Small Molecules Still Grafted on Solid Phase

Christian Girard, Isabelle Tranchant, Virginie Gorteau, Laurette Potey, more

Journal of Combinatorial Chemistry > 2004 > 6 > 2 > 275 - 278

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Search results for: Jean Herscovici

A novel thiazolidine compound induces caspase-9 dependent apoptosis in cancer cells

Chemoselective preparation of disymmetric bistriazoles from bisalkynes

On the reactivity of activated alkynes in copper and solvent-free Huisgen’s reaction

Lipopolythiourea/DNA interaction: A biophysical study

Comparative gene transfer between cationic and thiourea lipoplexes

Iminothiol/thiourea tautomeric equilibrium in thiourea lipids impacts DNA compaction by inducing a cationic nucleation for complex assembly

Copper(I)-doped Wyoming’s montmorillonite for the synthesis of disubstituted 1,2,3-triazoles

Design, synthesis and evaluation of potent thymidylate synthase X inhibitors

A single thiourea group is not enough to get stable thiourea lipoplexes

Synthesis and antibiotic activity of a small molecules library of 1,2,3-triazole derivatives

Lipopolythiourea Transfecting Agents: Lysine Thiourea Derivatives

A theoretical investigation on the interaction of a new gene vector with DNA

Lipopolythioureas: A New Non-Cationic System for Gene Transfer

Design, Synthesis, and Evaluation of Enhanced DNA Binding New Lipopolythioureas

Reusable Polymer-Supported Catalyst for the [3+2] Huisgen Cycloaddition in Automation Protocols

Lipopolythioureas: Non Cationic System for Gene Delivery

Sialyl Lewisx analogs based on a quinic acid scaffold as the fucose mimic

DNA Complexing Lipopolythiourea

Short Synthesis of Polyoxygenated Macrocyclic Rings Using Acetal Linkages. Application to the Preparation of a New Lipidic Polyamine

Development of a DNA Interaction Test with Small Molecules Still Grafted on Solid Phase

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