Structural simplification of the 3‐nitroimidazo[1,2‐a]pyridine antileishmanial pharmacophore: Design, synthesis, and antileishmanial activity of novel 2,4-disubstituted 5-nitroimidazoles

Authors: Paoli-Lombardo Romain, Primas Nicolas, Hutter Sébastien, Castera-Ducros Caroline, Jacquet Inès, Verhaeghe Pierre, Azas Nadine, Rathelot Pascal, Vanelle Patrice

Source: Heterocyclic Communications, Vol 30, Iss 1, Pp 312-25 (2024)

Subject Terms: structural simplification, 5-nitroimidazole, vicarious nucleophilic substitution (vns), tetrakis(dimethylamino)ethylene (tdae), antileishmanial activity, Organic chemistry, QD241-441

File Description: electronic resource

Relation: https://doaj.org/toc/2191-0197

Access URL: https://doaj.org/article/42f0656e44c145f09a7d0e0afbba7a75

Novel thienopyrimidones targeting hepatic and erythrocytic stages of Plasmodium parasites with increased microsomal stability

Authors: Lagardère, Prisca, Mustière, Romain, Amanzougaghene, Nadia, Hutter, Sébastien, Casanova, Marion, Franetich, Jean-François, Tajeri, Shahin, Malzert-Fréon, Aurélie, Corvaisier, Sophie, Since, Marc, Azas, Nadine, Vanelle, Patrice, Verhaeghe, Pierre, Primas, Nicolas, Mazier, Dominique, Masurier, Nicolas, Lisowski, Vincent

Source: In European Journal of Medicinal Chemistry 5 December 2023 261

New antiplasmodial 4-amino-thieno[3,2-d]pyrimidines with improved intestinal permeability and microsomal stability

Authors: Lagardère, Prisca ^a, Mustière, Romain ^b, Amanzougaghene, Nadia ^c, Hutter, Sébastien ^d, Casanova, Marion ^d, Franetich, Jean-François ^c, Tajeri, Shahin ^c, Malzert-Fréon, Aurélie ^e, Corvaisier, Sophie ^e, Azas, Nadine ^d, Vanelle, Patrice ^{b, f}, Verhaeghe, Pierre ^{g, h, i}, Primas, Nicolas ^{b, f}, Mazier, Dominique ^c, Masurier, Nicolas ^{a, ∗}, Lisowski, Vincent ^{a, ∗∗}

Source: In European Journal of Medicinal Chemistry 5 March 2023 249

Synthesis of antiplasmodial 2-aminothieno[3,2-d]pyrimidin-4(3H)-one analogues using the scaffold hopping strategy

Authors: Mustière, Romain, Lagardère, Prisca, Hutter, Sébastien, Dell’Orco, Viviana, Amanzougaghene, Nadia, Tajeri, Shahin, Franetich, Jean-François, Corvaisier, Sophie, Since, Marc, Malzert-Fréon, Aurélie, Masurier, Nicolas, Lisowski, Vincent, Verhaeghe, Pierre, Mazier, Dominique, Azas, Nadine, Vanelle, Patrice, Primas, Nicolas

Source: In European Journal of Medicinal Chemistry 5 November 2022 241

Drug screening approach against mycobacterial fatty acyl-AMP ligase FAAL32 renews the interest of the salicylanilide pharmacophore in the fight against tuberculosis

Authors: Le, Nguyen-Hung, Constant, Patricia, Tranier, Samuel, Nahoum, Virginie, Guillet, Valérie, Maveyraud, Laurent, Daffé, Mamadou, Mourey, Lionel, Verhaeghe, Pierre, Marrakchi, Hedia

Source: In Bioorganic & Medicinal Chemistry 1 October 2022 71

Star-like poly(peptoid)s with selective antibacterial activityElectronic supplementary information (ESI) available. See DOI: 10.1039/d1py01529j

Authors: Salas-Ambrosio, Pedro, Tronnet, Antoine, Badreldin, Mostafa, Reyes, Luzangel, Since, Marc, Bourgeade-Delmas, Sandra, Dupuy, Bruno, Verhaeghe, Pierre, Bonduelle, Colin

Source: Polymer chemistry. 13(5):600-612

Availability: http://explore.bl.uk/primo_library/libweb/action/display.do?tabs=detailsTab&gathStatTab=true&ct=display&fn=search&doc=ETOCvdc_100140085566.0x000001&indx=1&recIds=ETOCvdc_100140085566.0x000001

Effect of N-alkylation in N-carboxyanhydride (NCA) ring-opening polymerization kineticsElectronic supplementary information (ESI) available: Preparation of N-Boc-glycine derivatives, 1H-NMR spectra, SEC, MALDI TOF and FTIR of the polymers synthesized. See DOI: https://doi.org/10.1039/d2py00985d

Authors: Salas-Ambrosio, Pedro, Tronnet, Antoine, Badreldin, Mostafa, Ji, Sifan, Lecommandoux, Sebastien, Harrisson, Simon, Verhaeghe, Pierre, Bonduelle, Colin

Source: Polymer chemistry. 13(43):6149-6161

Availability: http://explore.bl.uk/primo_library/libweb/action/display.do?tabs=detailsTab&gathStatTab=true&ct=display&fn=search&doc=ETOCvdc_100164527295.0x000001&indx=1&recIds=ETOCvdc_100164527295.0x000001

Pd-catalyzed C–C and C–N cross-coupling reactions in 2-aminothieno[3, 2-d]pyrimidin-4(3H)-one series for antiplasmodial pharmacomodulationElectronic supplementary information (ESI) available. See https://doi.org/10.1039/d2ra01687g

Authors: Mustière, Romain, Lagardère, Prisca, Hutter, Sébastien, Deraeve, Céline, Schwalen, Florian, Amrane, Dyhia, Masurier, Nicolas, Azas, Nadine, Lisowski, Vincent, Verhaeghe, Pierre, Mazier, Dominique, Vanelle, Patrice, Primas, Nicolas

Source: RSC advances. 12(31):20004-20021

Availability: http://explore.bl.uk/primo_library/libweb/action/display.do?tabs=detailsTab&gathStatTab=true&ct=display&fn=search&doc=ETOCvdc_100156179796.0x000001&indx=1&recIds=ETOCvdc_100156179796.0x000001

Antiplasmodial 2-thiophenoxy-3-trichloromethyl quinoxalines target the apicoplast of Plasmodium falciparum

Authors: Amrane, Dyhia, Primas, Nicolas, Arnold, Christophe-Sébastien, Hutter, Sébastien, Louis, Béatrice, Sanz-Serrano, Julen, Azqueta, Amaya, Amanzougaghene, Nadia, Tajeri, Shahin, Mazier, Dominique, Verhaeghe, Pierre, Azas, Nadine, Botté, Cyrille, Vanelle, Patrice

Source: In European Journal of Medicinal Chemistry 15 November 2021 224

Gold(III) porphyrins: Synthesis and interaction with G-quadruplex DNA

Authors: Rundstadler, Tiffany, Mothes, Emmanuelle, Amrane, Samir, Stigliani, Jean-Luc, Verhaeghe, Pierre, Pratviel, Geneviève

Source: In Journal of Inorganic Biochemistry October 2021 223

Cyclic Poly(α-peptoid)s by Lithium bis(trimethylsilyl)amide (LiHMDS)-Mediated Ring-Expansion Polymerization: Simple Access to Bioactive Backbones

Authors: Salas-Ambrosio, Pedro, Tronnet, Antoine, Since, Marc, Bourgeade-Delmas, Sandra, Stigliani, Jean-Luc, Vax, Amelie, Lecommandoux, Sébastien, Dupuy, Bruno, Verhaeghe, Pierre, Bonduelle, Colin

Source: Journal of the American Chemical Society. 143(10):3697-3702

Availability: http://explore.bl.uk/primo_library/libweb/action/display.do?tabs=detailsTab&gathStatTab=true&ct=display&fn=search&doc=ETOCRN625845244&indx=1&recIds=ETOCRN625845244

Synthetic Polypeptide Polymers as Simplified Analogues of Antimicrobial Peptides

Authors: Salas-Ambrosio, Pedro, Tronnet, Antoine, Verhaeghe, Pierre, Bonduelle, Colin

Source: Biomacromolecules. 22(1):57-75

Availability: http://explore.bl.uk/primo_library/libweb/action/display.do?tabs=detailsTab&gathStatTab=true&ct=display&fn=search&doc=ETOCRN632317705&indx=1&recIds=ETOCRN632317705

Antikinetoplastid SAR study in 3-nitroimidazopyridine series: Identification of a novel non-genotoxic and potent anti-T. b. brucei hit-compound with improved pharmacokinetic properties

Authors: Fersing, Cyril, Boudot, Clotilde, Paoli-Lombardo, Romain, Primas, Nicolas, Pinault, Emilie, Hutter, Sébastien, Castera-Ducros, Caroline, Kabri, Youssef, Pedron, Julien, Bourgeade-Delmas, Sandra, Sournia-Saquet, Alix, Stigliani, Jean-Luc, Valentin, Alexis, Azqueta, Amaya, Muruzabal, Damián, Destere, Alexandre, Wyllie, Susan, Fairlamb, Alan H., Corvaisier, Sophie, Since, Marc, Malzert-Fréon, Aurélie, Di Giorgio, Carole, Rathelot, Pascal, Azas, Nadine, Courtioux, Bertrand, Vanelle, Patrice, Verhaeghe, Pierre

Source: In European Journal of Medicinal Chemistry 15 November 2020 206

8-Alkynyl-3-nitroimidazopyridines display potent antitrypanosomal activity against both T. b. brucei and cruzi

Authors: Fersing, Cyril, Boudot, Clotilde, Castera-Ducros, Caroline, Pinault, Emilie, Hutter, Sébastien, Paoli-Lombardo, Romain, Primas, Nicolas, Pedron, Julien, Seguy, Line, Bourgeade-Delmas, Sandra, Sournia-Saquet, Alix, Stigliani, Jean-Luc, Brossas, Jean-Yves, Paris, Luc, Valentin, Alexis, Wyllie, Susan, Fairlamb, Alan H., Boutet-Robinet, Élisa, Corvaisier, Sophie, Since, Marc, Malzert-Fréon, Aurélie, Destere, Alexandre, Mazier, Dominique, Rathelot, Pascal, Courtioux, Bertrand, Azas, Nadine, Verhaeghe, Pierre, Vanelle, Patrice

Source: In European Journal of Medicinal Chemistry 15 September 2020 202

New antiplasmodial 4-amino-thieno[3, 2-d]pyrimidines with improved intestinal permeability and microsomal stability

Authors: Lagardère, Prisca, Mustière, Romain, Amanzougaghene, Nadia, Hutter, Sébastien, Casanova, Marion, Franetich, Jean-François, Tajeri, Shahin, Malzert-Fréon, Aurélie, Corvaisier, Sophie, Azas, Nadine, Vanelle, Patrice, Verhaeghe, Pierre, Primas, Nicolas, Mazier, Dominique, Masurier, Nicolas, Lisowski, Vincent

Source: European journal of medicinal chemistry. 249

Availability: http://explore.bl.uk/primo_library/libweb/action/display.do?tabs=detailsTab&gathStatTab=true&ct=display&fn=search&doc=ETOCvdc_100183345998.0x000001&indx=1&recIds=ETOCvdc_100183345998.0x000001

8-Aryl-6-chloro-3-nitro-2-(phenylsulfonylmethyl)imidazo[1,2-a]pyridines as potent antitrypanosomatid molecules bioactivated by type 1 nitroreductases

Authors: Fersing, Cyril, Boudot, Clotilde, Pedron, Julien, Hutter, Sébastien, Primas, Nicolas, Castera-Ducros, Caroline, Bourgeade-Delmas, Sandra, Sournia-Saquet, Alix, Moreau, Alain, Cohen, Anita, Stigliani, Jean-Luc, Pratviel, Geneviève, Crozet, Maxime D., Wyllie, Susan, Fairlamb, Alan, Valentin, Alexis, Rathelot, Pascal, Azas, Nadine, Courtioux, Bertrand, Verhaeghe, Pierre, Vanelle, Patrice

Source: In European Journal of Medicinal Chemistry 5 September 2018 157:115-126

Novel 8-nitroquinolin-2(1H)-ones as NTR-bioactivated antikinetoplastid molecules: Synthesis, electrochemical and SAR study

Authors: Pedron, Julien, Boudot, Clotilde, Hutter, Sébastien, Bourgeade-Delmas, Sandra, Stigliani, Jean-Luc, Sournia-Saquet, Alix, Moreau, Alain, Boutet-Robinet, Elisa, Paloque, Lucie, Mothes, Emmanuelle, Laget, Michèle, Vendier, Laure, Pratviel, Geneviève, Wyllie, Susan, Fairlamb, Alan, Azas, Nadine, Courtioux, Bertrand, Valentin, Alexis, Verhaeghe, Pierre

Source: In European Journal of Medicinal Chemistry 15 July 2018 155:135-152

Synthesis of Nitrostyrylthiazolidine-2,4-dione Derivatives Displaying Antileishmanial Potential.

Authors: Khoumeri, Omar, Hutter, Sébastien, Primas, Nicolas, Castera-Ducros, Caroline, Carvalho, Sandra, Wyllie, Susan, Efrit, Mohamed Lotfi, Fayolle, Dimitri, Since, Marc, Vanelle, Patrice, Verhaeghe, Pierre, Azas, Nadine, El-Kashef, Hussein

Source: Pharmaceuticals (14248247); Jul2024, Vol. 17 Issue 7, p878, 23p

Subject Terms: VISCERAL leishmaniasis, DOSAGE forms of drugs, GROUP 15 elements, PHENYL group, LEISHMANIA infantum, ANTIPARASITIC agents

Synthesis of antiplasmodial 2-aminothieno[3, 2-d]pyrimidin-4(3H)-one analogues using the scaffold hopping strategy

Authors: Mustière, Romain, Lagardère, Prisca, Hutter, Sébastien, Dell'Orco, Viviana, Amanzougaghene, Nadia, Tajeri, Shahin, Franetich, Jean-François, Corvaisier, Sophie, Since, Marc, Malzert-Fréon, Aurélie, Masurier, Nicolas, Lisowski, Vincent, Verhaeghe, Pierre, Mazier, Dominique, Azas, Nadine, Vanelle, Patrice, Primas, Nicolas

Source: European journal of medicinal chemistry. 241

Availability: http://explore.bl.uk/primo_library/libweb/action/display.do?tabs=detailsTab&gathStatTab=true&ct=display&fn=search&doc=ETOCvdc_100170910469.0x000001&indx=1&recIds=ETOCvdc_100170910469.0x000001

Discovery of new hit-molecules targeting Plasmodium falciparum through a global SAR study of the 4-substituted-2-trichloromethylquinazoline antiplasmodial scaffold

Authors: Desroches, Justine, Kieffer, Charline, Primas, Nicolas, Hutter, Sébastien, Gellis, Armand, El-Kashef, Hussein, Rathelot, Pascal, Verhaeghe, Pierre, Azas, Nadine, Vanelle, Patrice

Source: In European Journal of Medicinal Chemistry 5 January 2017 125:68-86