LDRI
Avenue Mounier 73/B1.73.10
1200 Woluwe-Saint-Lambert
Raphaël Frédérick
Professeur ordinaire
- Diploma
Year Label Educational Organization 2000 Licences en sciences chimiques Facultés Universitaires Notre Dame de la Paix à Namur 2006 Docteur en sciences pharmaceutiques Facultés Universitaires Notre Dame de la Paix à Namur
- Courses
Name ID Medicinal chemistry LCHM2244 Conception de synthèses organiques de médicaments WFACE2102 The molecular aspect of drugs WFARM1004 Organical chemistry of drugs WFARM1231 Pharmaceutical organic chemistry WFARM1302 Integrated Seminar in Pharmaceutical Sciences WFARM1349 Drug design en chimie pharmaceutique WFARM1359 Drugs and sustainable development WFARM1375 Chimie médicinale WFARM2118 Processus de découverte, de développement et de mise sur le marché du médicament WFARM2128 Seminary and practical exercises integred of pharmaceutical sciences WFARM2135 Etude critique d'un article de recherche en sciences pharmaceutiques WFARM2175 Présentation d'un travail de recherche en sciences pharmaceutiques WFARM2176 Exercice de communication scientifique WFARM2275 Chimie pharmaceutique avancée et drug design WFARM2501 Recherche translationnelle : de la dysfonction biologique à la validation de nouveaux traitements WFARM2521
More information regarding our research activities can be found here : https://uclouvain.be/en/research-institutes/ldri/cmfa-in-detail.html
2024
Deskeuvre, Marine ; Lan, Junjie ; Messens, Joris ; Riant, Olivier ; Feron, Olivier ; Frédérick, Raphaël. A novel approach to pH-Responsive targeted cancer Therapy: Inhibition of FaDu cancer cell proliferation with a pH low insertion Peptide-Conjugated DGAT1 inhibitor. In: International Journal of Pharmaceutics, Vol. 657, p. 124132 (2024). doi:10.1016/j.ijpharm.2024.124132.
2024
Tan, Yonghua ; Pierrard, François ; Frédérick, Raphaël ; Riant, Olivier. Enhancing Tsuji–Trost deallylation in living cells with an internal-nucleophile coumarin-based probe. In: RSC Advances, Vol. 14, no.8, p. 5492-5498 (2024). doi:10.1039/d3ra08938j.
2023
Tan, Yonghua ; Lefevre, Marine ; Pierrard, François ; Soetens, Mathieu ; Shoueiry, Maria ; Yildiz, Esra ; Ibanez, Sébastien ; Ozkan, Kubra ; Feron, Olivier ; Frédérick, Raphaël ; Riant, Olivier. Tandem Heck/Tsuji-Trost Reaction for Uncaging of Alloc-Protected Amines with Palladium Complexes in Living Cells. In: Journal of Organometallic Chemistry, Vol. 996, no.-, p. 122743 (2023). doi:10.1016/j.jorganchem.2023.122743.
2023
Solvay, Marie ; Holfelder, Pauline ; Klaessens, Simon ; Pilotte, Luc ; Stroobant, Vincent ; Lamy, Juliette ; Naulaerts, Stefan ; Spillier, Quentin ; Frédérick, Raphaël ; De Plaen, Etienne ; Sers, Christine ; Opitz, Christiane A ; Van den Eynde, Benoit ; Zhu, Jingjing. Tryptophan depletion sensitizes the AHR pathway by increasing AHR expression and GCN2/LAT1-mediated kynurenine uptake, and potentiates induction of regulatory T lymphocytes. In: Journal for ImmunoTherapy of Cancer, Vol. 11, no. 6, p. e006728 (2023). doi:10.1136/jitc-2023-006728.
2022
Thabault, Léopold ; Brustenga, Chiara ; Savoyen, Perrine ; Van Gysel, Mégane ; Wouters, Johan ; Sonveaux, Pierre ; Frédérick, Raphaël ; Liberelle, Maxime. Discovery of small molecules interacting at lactate dehydrogenases tetrameric interface using a biophysical screening cascade.. In: European journal of medicinal chemistry, Vol. 230, p. 114102 [1-10] (2022). doi:10.1016/j.ejmech.2022.114102.
2022
Shrestha, Neha ; Xu, Yining ; Prévost, Julien R C ; McCartney, Fiona ; Brayden, David ; Frédérick, Raphaël ; Beloqui Garcia, Ana ; Préat, Véronique. Impact of PEGylation on an antibody-loaded nanoparticle-based drug delivery system for the treatment of inflammatory bowel disease.. In: Acta biomaterialia, Vol. 140, p. 561-572 (2022). doi:10.1016/j.actbio.2021.12.015.
2022
Kozlova, Arina ; Thabault, Léopold ; Dauguet, Nicolas ; Deskeuvre, Marine ; Stroobant, Vincent ; Pilotte, Luc ; Liberelle, Maxime ; Van den Eynde, Benoit ; Frédérick, Raphaël. Investigation of chalcogen bioisosteric replacement in a series of heterocyclic inhibitors of tryptophan 2,3-dioxygenase. In: European journal of medicinal chemistry, Vol. 227, p. 113892 [1-12] (2022). doi:10.1016/j.ejmech.2021.113892.
2022
Reynaerts, Audrey ; Vermeulen, François ; Mottais, Angélique ; Gohy, Sophie ; Lebecque, Patrick ; Frédérick, Raphaël ; Vanbever, Rita ; Leal, Teresinha. Needle-free iontophoresis-driven β-adrenergic sweat rate test.. In: Journal of cystic fibrosis, Vol. 21, no. 3, p. 407-415 (2022). doi:10.1016/j.jcf.2021.08.012.
2022
Marteau, Romain ; Ravez, Séverine (co-first author) ; Mazhari Dorooee, Darius ; Bouchaoui, Hind ; Porte, Karine ; Devedjian, Jean-Christophe ; Melnyk, Patricia ; Devos, David ; Frédérick, Raphaël ; El Bakali, Jamal. Repositioning of FDA-Approved antifungal agents to interrogate Acyl-CoA synthetase long chain family member 4 (ACSL4) in ferroptosis. In: Biochemical pharmacology, Vol. 204, p. 115239 [1-12] (2022). doi:10.1016/j.bcp.2022.115239.
2022
Mirgaux, Manon ; Scaillet, Tanguy ; Kozlova, Arina ; Tumanov, Nikolay ; Frédérick, Raphaël ; Bodart, Laurie ; Wouters, Johan. Structural study of bioisosteric derivatives of 5-(1H-indol-3-yl)-benzotriazole and their ability to form chalcogen bonds. In: Acta Crystallographica Section E Crystallographic Communications, Vol. 78, no. 4, p. 418-424 (2022). doi:10.1107/s2056989022002948.
2022
Deskeuvre, Marine ; Lan, Junjie ; Dierge, Emeline ; Messens, Joris ; Riant, Olivier ; Corbet, Cyril ; Feron, Olivier ; Frédérick, Raphaël. Targeting cancer cells in acidosis with conjugates between the carnitine palmitoyltransferase 1 inhibitor etomoxir and pH (low) insertion peptides. In: International Journal of Pharmaceutics, Vol. 624, no.1, p. 122041 (2022). doi:10.1016/j.ijpharm.2022.122041.
2021
Thabault, Léopold ; Liberelle, Maxime ; Koruza, Katarina ; Yildiz, Esra ; Joudiou, Nicolas ; Messens, Joris ; Brisson, Lucie ; Wouters, Johan ; Sonveaux, Pierre ; Frédérick, Raphaël. Discovery of a novel lactate dehydrogenase tetramerization domain using epitope mapping and peptides. In: Journal of Biological Chemistry, Vol. 296, p. 100422 (2021). doi:10.1016/j.jbc.2021.100422.
2021
Zampieri, Luca ; Sboarina, Martina ; Cacace, Andrea ; Grasso, Debora ; Thabault, Léopold ; Hamelin, Loïc ; Vazeille, Thibaut ; Dumon, Elodie ; Rossignol, Rodrigue ; Frédérick, Raphaël ; Sonveaux, Etienne ; Lefranc, Florence ; Sonveaux, Pierre. Olaparib is a mitochondrial Complex I inhibitor that kills temozolomide-resistant human glioblastoma cells. In: International Journal of Molecular Sciences, Vol. 22, no.11938, p. 17 (2021). doi:10.3390/ijms222111938.
2021
Spillier, Quentin ; Frédérick, Raphaël. Phosphoglycerate dehydrogenase (PHGDH) inhibitors: a comprehensive review 2015-2020. In: Expert Opinion on Therapeutic Patents, Vol. 31, no. 7, p. 597-608 (2021). doi:10.1080/13543776.2021.1890028 (Accepté/Sous presse).
2021
Kozlova, Arina ; Thabault, Léopold ; Liberelle, Maxime ; Klaessens, Simon ; Prévost, Julien R. C. ; Mathieu, Caroline ; Pilotte, Luc ; Stroobant, Vincent ; Van den Eynde, Benoît ; Frédérick, Raphaël. Rational Design of Original Fused-Cycle Selective Inhibitors of Tryptophan 2,3-Dioxygenase. In: Journal of Medicinal Chemistry, (2021). doi:10.1021/acs.jmedchem.1c00323 (Accepté/Sous presse).
2021
Thabault, Léopold ; Liberelle, Maxime ; Frédérick, Raphaël. Targeting protein self-association in drug design.. In: Drug Discovery Today, Vol. 26, no. 5, p. 1148-1163 (2021). doi:10.1016/j.drudis.2021.01.028.
2021
Kentache, Takfarinas ; Thabault, Léopold ; Deumer, Gladys ; Haufroid, Vincent ; Frédérick, Raphaël ; Linster, Carole ; Peracchi, Alessio ; Veiga da Cunha, Maria ; Bommer, Guido ; Van Schaftingen, Emile. The metalloprotein YhcH is an anomerase providing N-acetylneuraminate aldolase with the open form of its substrate. In: The Journal of biological chemistry, Vol. 296, p. 100699 [1-12] (2021). doi:10.1016/j.jbc.2021.100699.
2021
Spillier, Quentin ; Ravez, Séverine ; Dochain Simon ; Vertommen, Didier ; Thabault, Léopold ; Feron, Olivier ; Frédérick, Raphaël. Unravelling the Allosteric Targeting of PHGDH at the ACT-Binding Domain with a Photoactivatable Diazirine Probe and Mass Spectrometry Experiments. In: Molecules, Vol. 26, no. 2, p. 477 (2021). doi:10.3390/molecules26020477.
2020
Thabault, Léopold ; Brisson, Lucie ; Brustenga, Chiara ; Martinez Gache, Santiago A ; Prévost, Julien ; Kozlova, Arina ; Spillier, Quentin ; Liberelle, Maxime ; Benyahia, Zohra ; Messens, Joris ; Copetti, Tamara ; Sonveaux, Pierre ; Frédérick, Raphaël. Interrogating the lactate dehydrogenase tetramerization site using (stapled) peptides.. In: Journal of medicinal chemistry, Vol. 63, no.9, p. 4628-4643 (2020). doi:10.1021/acs.jmedchem.9b01955.
2020
Ameryckx, Alice ; Pochet, Lionel ; Wang, Gang ; Yildiz, Esra ; Es Saadi, Bouazza ; Wouters, Johan ; Van Bambeke, Françoise ; Frédérick, Raphaël. Pharmacomodulations of the benzoyl-thiosemicarbazide scaffold reveal antimicrobial agents targeting D-alanyl-D-alanine ligase in bacterio. In: European Journal of Medicinal Chemistry, Vol. 200, no.1, p. 112444 (2020). doi:10.1016/j.ejmech.2020.112444.
2020
Spillier, Quentin ; Ravez, Severine ; Unterlass, Judith ; Corbet, Cyril ; Degavre, Charline ; Feron, Olivier ; Frédérick, Raphaël. Structure–Activity Relationships (SARs) of α-Ketothioamides as Inhibitors of Phosphoglycerate Dehydrogenase (PHGDH). In: Pharmaceuticals, Vol. 13, no.2, p. 20 (2020). doi:10.3390/ph13020020.
2020
Kentache, Takfarinas ; Thabault, Léopold ; Peracchi, Alessio ; Frédérick, Raphaël ; Bommer, Guido ; Van Schaftingen, Emile. The putative Escherichia coli dehydrogenase YjhC metabolises two dehydrated forms of N-acetylneuraminate produced by some sialidases. In: Bioscience Reports, Vol. 40, no.6, p. 1-15 (2020). doi:10.1042/bsr20200927.
2019
Kassehin, Comlan Urbain ; Adjibode, Steeve A ; Bautista, Oscar ; Gbaguidi, Fernand A ; Quetin-Leclercq, Joëlle ; McCurdy, Christopher R ; Frédérick, Raphaël ; Poupaert, Jacques. Anomalous reactivity of benzopinacolone towards 4-phenylthiosemicarbazide, a nucleophile endowed with alpha-effect. In: Journal of Medicinal and Chemical Sciences, Vol. 2, no.1, p. 17-20 (2019). doi:10.26655/JMCHEMSCI.2019.6.3.
2019
Spillier, Quentin ; Vertommen, Didier ; Séverine Ravez ; Marteau, Romain ; THÉMANS, Quentin ; Corbet, Cyril ; Feron, Olivier ; Wouters, Johan ; Frédérick, Raphaël. Anti-alcohol abuse drug disulfiram inhibits human PHGDH via disruption of its active tetrameric form through a specific cysteine oxidation. In: Scientific Reports, Vol. 9, no. 1, p. 4737 (2019).
2019
Kozlova, Arina ; Frédérick, Raphaël. Current state on tryptophan 2,3-dioxygenase inhibitors: a patent review. In: Expert Opinion on Therapeutic Patents, Vol. 29, no. 1, p. 11-23 (2019). doi:10.1080/13543776.2019.1556638 (Accepté/Sous presse).
2018
Ameryckx, Alice ; Thabault, Léopold ; Pochet, Lionel ; Leimanis, Serge ; Poupaert, Jacques ; Wouters, Johan ; Joris, Bernard ; Van Bambeke, Françoise ; Frédérick, Raphaël. 1-(2-Hydroxybenzoyl)-thiosemicarbazides are promising antimicrobial agents targeting d-alanine-d-alanine ligase in bacterio. In: European Journal of Medicinal Chemistry, Vol. 159, p. 324-338 (2018). doi:10.1016/j.ejmech.2018.09.067.
2018
Prevost, Julien R.C. ; Kozlova, Arina ; Es Saadi, Bouazza ; Yildiz, Esra ; Modaffari, Sara ; Lambert, Didier M. ; Pochet, Lionel ; Wouters, Johan ; Dolušić, Eduard ; Frédérick, Raphaël. Convenient one-pot formation of highly functionalized 5-bromo-2-aminothiazoles, potential endocannabinoid hydrolase MAGL inhibitors. In: Tetrahedron Letters, Vol. 59, no.49, p. 4315-4319 (2018). doi:10.1016/j.tetlet.2018.10.055.
2017
Frédérick, Raphaël ; Pochet, Lionel ; De Tullio, Pascal ; Dufrasne, François. 31ièmes Journées Franco-Belges de Pharmacochimie: Meeting Report.. In: Pharmaceuticals, Vol. 10, p. 94 [1-12] (2017). doi:10.3390/ph10040094.
2017
Mortier, Jérémie ; Prévost, Julien ; Sydow, Dominique ; Teuchert, Sabine ; Omieczynski, Christian ; Bermudez, Marcel ; Frédérick, Raphaël ; Wolber, Gerhard. Arginase Structure and Inhibition: Catalytic Site Plasticity Reveals New Modulation Possibilities.. In: Scientific Reports, Vol. 7, p. 13616 [1-9] (2017). doi:10.1038/s41598-017-13366-4.
2017
Ravez, Séverine ; Spillier, Quentin ; Marteau, Romain ; Feron, Olivier ; Frédérick, Raphaël. Challenges and Opportunities in the Development of Serine Synthetic Pathway Inhibitors for Cancer Therapy.. In: Journal of Medicinal Chemistry, Vol. 60, no. 4, p. 1227-1237 (2017). doi:10.1021/acs.jmedchem.6b01167.
2017
Kassehin, Urbain C. ; Fagla, Sèdami M. ; Gbaguidi, Fernand A. ; Prévost, Julien ; Frédérick, Raphaël ; Poupaert, Jacques. DMF. I2 Complex as Efficient Green Catalyst in the Diels-alder Reaction of Anthracene-9-Methanol with Maleimide. In: Current Green Chemistry, Vol. 4, no. 1, p. 45-49 (2017). doi:10.2174/2213346104666170704112332.
2017
Van Hee, Vincent F ; Labar, Daniel ; Dehon, Gwenaël ; Grasso, Debora ; Gregoire, Vincent ; Muccioli, Giulio ; Frédérick, Raphaël ; Sonveaux, Pierre. Radiosynthesis and validation of (±)-[18F]-3-fluoro-2-hydroxypropionate ([18F]-FLac) as a PET tracer of lactate to monitor MCT1-dependent lactate uptake in tumors. In: OncoTarget, Vol. 8, no. 15, p. 24415-24428 (2017). doi:10.18632/oncotarget.14705.
2017
Ravez, Séverine ; Corbet, Cyril ; Spillier, Quentin ; Dutu, Alice ; Robin, Anita D ; Mullarky, Edouard ; Cantley, Lewis Clayton ; Feron, Olivier ; Frédérick, Raphaël. α-Ketothioamide derivatives: a promising tool to interrogate the phosphoglycerate dehydrogenase (PHGDH).. In: Journal of Medicinal Chemistry, (2017). doi:10.1021/acs.jmedchem.6b01166 (Accepté/Sous presse).
2016
Neyrinck, Audrey M. ; Pachikian, Barbara D. ; Taminiau , Bernard ; Daube , Georges ; Frédérick, Raphaël ; Cani, Patrice D. ; Bindels, Laure B. ; Delzenne, Nathalie M.. Intestinal Sucrase as a Novel Target Contributing to the Regulation of Glycemia by Prebiotics. In: PLoS One, Vol. 11, no.8, p. e0160488 [1-13] (2016). doi:10.1371/journal.pone.0160488.
2016
Brisson, Lucie ; Banski, Piotr ; Sboarina, Martina ; Dethier, Coralie ; Danhier, Pierre ; Fontenille, Marie-Joséphine ; Van Hee, Vincent F ; Vazeille, Thibaut ; Tardy, Morgane ; Falces Ramos, Jorge ; Bouzin, Caroline ; Porporato, Paolo ; Frédérick, Raphaël ; Michiels, Carine ; Copetti, Tamara ; Sonveaux, Pierre. Lactate Dehydrogenase B Controls Lysosome Activity and Autophagy in Cancer.. In: Cancer Cell, Vol. 30, no.3, p. 418-431 (2016). doi:10.1016/j.ccell.2016.08.005.
2016
Luo, Tian ; Magnusson, J ; Préat, Véronique ; Frédérick, Raphaël ; Alexander, Cameron ; Bosquillon, Cynthia ; Vanbever, Rita. Synthesis and in vitro evaluation of polyethylene glycol paclitaxel conjugates for lung cancer therapy. In: Pharmaceutical Research, Vol. 33, no. 7, p. 1671-1681. doi:10.1007/s11095-016-1908-2.
2016
Bouckaert, Charlotte ; Serra, Silvia ; Rondelet, Grégoire ; Dolušić, Eduard ; Wouters, Johan ; Dogné, Jean-Michel ; Frédérick, Raphaël ; Pochet, Lionel. Synthesis, evaluation and structure-activity relationship of new 3-carboxamide coumarins as FXIIa inhibitors. In: European Journal of Medicinal Chemistry, Vol. 110, p. 181-194 (2016). doi:10.1016/j.ejmech.2016.01.023.
2015
The Members of the Organizing Committee ; Frédérick, Raphaël ; Pochet, Lionel ; De Tullio, Pascal ; Dufrasne, François E.. 29ièmes Journées Franco-Belges de Pharmacochimie: Meeting Report. In: Pharmaceuticals, Vol. 8, no.4, p. 758-777 (2015). doi:10.3390/ph8040758.
2015
Meinguet, Céline ; Bruyère, Céline ; Frédérick, Raphaël ; Mathieu, Véronique ; Vancraeynest, Christelle ; Pochet, Lionel ; Laloy, Julie ; Mortier, Jérémie ; Wolber, Gerhard ; Kiss, Robert ; Masereel, Bernard ; Wouters, Johan. 3D-QSAR, design, synthesis and characterization of trisubstituted harmine derivatives with in vitro antiproliferative properties. In: European Journal of Medicinal Chemistry, Vol. 94, no. 1, p. 45-55 (2015). doi:10.1016/j.ejmech.2015.02.044.
2015
Gbaguidi, Fernand A. ; Kassehin, Comlan Urbain ; Prévost, Julien ; Frédérick, Raphaël ; McCurdy, Christopher R. ; Poupaert, Jacques. Insight into the Diels-Alder reaction : A green chemistry revisitation of the synthesis of a cantharidine-like trypanocidal pilot-molecule . In: Journal of Chemical and Pharmaceutical Research, Vol. 7, no.7, p. 1109-1113 (2015).
2015
Ravez, Séverine ; Arsenlis, Stéphane ; Barczyk, Amélie ; Dupont, Anthony ; Frédérick, Raphaël ; Hesse, Stéphanie ; Kirsch, Gilbert ; Depreux, Patrick ; Goossens, Laurence. Synthesis and biological evaluation of di-aryl urea derivatives as c-Kit inhibitors. In: Bioorganic & Medicinal Chemistry : the tetrahedron journal for research at the interface of chemistry and biology, Vol. 23, no.22, p. 7340-7347 (2015). doi:10.1016/j.bmc.2015.10.035.
2014
Kendall, Jackie D. ; Marshall, Andrew J. ; Giddens, Anna C. ; Tsang, Kit Yee ; Boyd, Maruta ; Frédérick, Raphaël ; Lill, Claire L. ; Lee, Woo-Jeong ; Kolekar, Sharada ; Chao, Mindy ; Malik, Alisha ; Yu, Shuqiao ; Chaussade, Claire ; Buchanan, Christina M. ; Rewcastle, Gordon W. ; Baguley, Bruce C. ; Flanagan, Jack U. ; Denny, William A. ; Shepherd, Peter R.. Novel pyrazolo[1,5-a]pyridines as PI3K inhibitors: variation of the central linker group. In: MedChemComm, Vol. 5, no.1, p. 41 [1-6] (2014). doi:10.1039/C3MD00221G.
2014
Serra, Silvia ; Moineaux, Laurence ; Vancraeynest, Christelle ; Masereel, Bernard ; Wouters, Johan ; Pochet, Lionel ; Frédérick, Raphaël. Thiosemicarbazide, a fragment with promising indolamine-2,3-dioxygenase (IDO) inhibition properties. In: European Journal of Medicinal Chemistry, Vol. 82, p. 96-105 (2014). doi:10.1016/j.ejmech.2014.05.044.
2013
Dolusic, Eduard ; Frédérick, Raphaël. Indoleamine 2,3-dioxygenase inhibitors: a patent review (2008 - 2012).. In: Expert Opinion on Therapeutic Patents, Vol. 23, no.10, p. 1367-1381 (2013). doi:10.1517/13543776.2013.827662.
2013
Dolusic, Eduard ; Larrieu, Pierre ; Meinguet, Céline ; Colette, Delphine ; Rives, Arnaud ; Blanc, Sébastien ; Ferain, Thierry ; Pilotte, Luc ; Stroobant, Vincent ; Wouters, Johan ; Van den Eynde, Benoît ; Masereel, Bernard ; Delfourne, Evelyne ; Frédérick, Raphaël. Indoleamine 2,3-dioxygenase inhibitory activity of derivatives of marine alkaloid tsitsikammamine A.. In: Bioorganic & Medicinal Chemistry Letters, Vol. 23, no.1, p. 47-54 (2013). doi:10.1016/j.bmcl.2012.11.036.
2013
Rogez-Florent, Tiphaine ; Meignan, Samuel ; Foulon, Catherine ; Six, Perrine ; Gros, Abigaëlle ; Bal-Mahieu, Christine ; Supuran, Claudiu T. ; Scozzafava, Andrea ; Frédérick, Raphaël ; Masereel, Bernard ; Depreux, Patrick ; Lansiaux, Amélie ; Goossens, Jean-François ; Gluszok, Sébastien ; Goossens, Laurence. New selective carbonic anhydrase IX inhibitors: Synthesis and pharmacological evaluation of diarylpyrazole-benzenesulfonamides. In: Bioorganic & Medicinal Chemistry : the tetrahedron journal for research at the interface of chemistry and biology, Vol. 21, no. 6, p. 1451-1464 (2013). doi:10.1016/j.bmc.2012.10.029.
2012
Mortier, Jeremie ; Rakers, Christin ; Frédérick, Raphaël ; Wolber, Gerhard. Computational tools for in silico fragment-based drug design. In: Current Topics in Medicinal Chemistry, Vol. 12, no. 17, p. 1935-1943 (2012). doi:10.2174/156802612804547371.
2012
Kendall, Jackie D. ; O'Connor, Patrick D. ; Marshall, Andrew J. ; Frédérick, Raphaël ; Marshall, Elaine S. ; Lill, Claire L. ; Lee, Woo-Jeong ; Kolekar, Sharada ; Chao, Mindy ; Malik, Alisha ; Yu, Shuqiao ; Chaussade, Claire ; Buchanan, Christina ; Rewcastle, Gordon W. ; Baguley, Bruce C. ; Flanagan, Jack U. ; Jamieson, Stephen M.F. ; Denny, William A. ; Shepherd, Peter R.. Discovery of pyrazolo[1,5-a]pyridines as p110α-selective PI3 kinase inhibitors. In: Bioorganic & Medicinal Chemistry : the tetrahedron journal for research at the interface of chemistry and biology, Vol. 20, no. 1, p. 69-85 (2012).
2012
Kendall, Jackie D. ; Giddens, Anna C. ; Tsang, Kit Yee ; Frédérick, Raphaël ; Marshall, Elaine S. ; Singh, Ripudaman ; Lill, Claire L. ; Lee, Woo-Jeong ; Kolekar, Sharada ; Chao, Mindy ; Malik, Alisha ; Yu, Shuqiao ; Chaussade, Claire ; Buchanan, Christina ; Rewcastle, Gordon W. ; Baguley, Bruce C. ; Flanagan, Jack U. ; Jamieson, Stephen M.F. ; Denny, William A. ; Shepherd, Peter R.. Novel pyrazolo[1,5-a]pyridines as p110α-selective PI3 kinase inhibitors: Exploring the benzenesulfonohydrazide SAR. In: Bioorganic & Medicinal Chemistry : the tetrahedron journal for research at the interface of chemistry and biology, Vol. 20, no. 1, p. 58-68 (2012). doi:10.1016/j.bmc.2011.11.031.
2012
Frédérick, Raphaël ; Bruyére, Céline ; Vancraeynest, Christelle ; Reniers, Jérémy ; Meinguet, Céline ; Pochet, Lionel ; Backlund, Anders ; Masereel, Bernard ; Kiss, Robert ; Wouters, Johan. Novel trisubstituted harmine derivatives with original in vitro anticancer activity. In: Journal of Medicinal Chemistry, Vol. 55, no. 14, p. 6489-6501 (2012). doi:10.1021/jm300542e.
2012
Pilotte, Luc ; Larrieu, Pierre ; Stroobant, Vincent ; Colau, Didier ; Dolusic, Eduard ; Frédérick, Raphaël ; De Plaen, Etienne ; Uyttenhove, Catherine ; Wouters, Johan ; Masereel, Bernard ; Van den Eynde, Benoît. Reversal of tumoral immune resistance by inhibition of tryptophan 2,3-dioxygenase.. In: Proceedings of the National Academy of Sciences of the United States of America, Vol. 109, no. 7, p. 2497-2502 (2012). doi:10.1073/pnas.1113873109.
2012
Moineaux, Laurence ; Laurent, Sophie ; Reniers, Jérémy ; Dolušić, Eduard ; Galleni, Moreno ; Frère, Jean-Marie ; Masereel, Bernard ; Frédérick, Raphaël ; Wouters, Johan. Synthesis, crystal structures and electronic properties of isomers of chloro-pyridinylvinyl-1H-indoles. In: European Journal of Medicinal Chemistry, Vol. 54, no. 1, p. 95-102 (2012). doi:10.1016/j.ejmech.2012.04.033.
2011
Dolusic, Eduard ; Larrieu, Pierre ; Blanc, Sébastien ; Sapunaric, Frédéric ; Norberg, Bernadette ; Moineaux, Laurence ; Colette, Delphine ; Stroobant, Vincent ; Pilotte, Luc ; Colau, Didier ; Ferain, Thierry ; Fraser, Graeme ; Galleni, Moreno ; Frre, Jean-Marie ; Masereel, Bernard ; Van den Eynde, Benoît ; Wouters, Johan ; Frédérick, Raphaël. Corrigendum to "Indol-2-yl ethanones as novel indoleamine 2,3-dioxygenase (IDO) inhibitors" (Bioorganic and Medicinal Chemistry (2011) (1550-1561)). In: Bioorganic & Medicinal Chemistry : the tetrahedron journal for research at the interface of chemistry and biology, Vol. 19, no.9, p. 3029 (2011).
2011
Dolusic, Eduard ; Larrieu, Pierre ; Blanc, Sébastien ; Sapunaric, Frédéric ; Pouyez, Jenny ; Moineaux, Laurence ; Colette, Delphine ; Stroobant, Vincent ; Pilotte, Luc ; Colau, Didier ; Ferain, Thierry ; Fraser, Graeme ; Galleni, Moreno ; Frère, Jean-Marie ; Masereel, Bernard ; Van den Eynde, Benoît ; Wouters, Johan ; Frédérick, Raphaël. Discovery and preliminary SARs of keto-indoles as novel indoleamine 2,3-dioxygenase (IDO) inhibitors. In: European Journal of Medicinal Chemistry, Vol. 46, no. 7, p. 3058-3065 (2011). doi:10.1016/j.ejmech.2011.02.049.
2011
Dolusic, Eduard ; Larrieu, Pierre ; Blanc, Sébastien ; Sapunaric, Frédéric ; Norberg, Bernadette ; Moineaux, Laurence ; Colette, Delphine ; Stroobant, Vincent ; Pilotte, Luc ; Colau, Didier ; Ferain, Thierry ; Fraser, Graeme ; Galleni, Moreno ; Frère, Jean-Marie ; Masereel, Bernard ; Van den Eynde, Benoît ; Wouters, Johan ; Frédérick, Raphaël. Indol-2-yl ethanones as novel indoleamine 2,3-dioxygenase (IDO) inhibitors. In: Bioorganic & Medicinal Chemistry, Vol. 19, no. 4, p. 1550-1561 (2011). doi:10.1016/j.bmc.2010.12.032.
2011
Rewcastle, Gordon W. ; Gamage, Swarna A. ; Flanagan, Jack U. ; Frédérick, Raphaël ; Denny, William A. ; Baguley, Bruce C. ; Kestell, Philip ; Singh, Ripudaman ; Kendall, Jackie D. ; Marshall, Elaine S. ; Lill, Claire L. ; Lee, Woo-Jeong ; Kolekar, Sharada ; Buchanan, Christina M. ; Jamieson, Stephen M.F. ; Shepherd, Peter R.. Synthesis and biological evaluation of novel analogues of the pan class i phosphatidylinositol 3-kinase (PI3K) inhibitor 2-(Difluoromethyl)-1-[4,6-di(4- morpholinyl)-1,3,5-triazin-2-yl]-1 H -benzimidazole (ZSTK474). In: Journal of Medicinal Chemistry, Vol. 54, no.20, p. 7105-7126 (2011). doi:10.1021/jm200688y.
2011
Reniers, Jérémy ; Robert, S. ; Frédérick, Raphaël ; Masereel, Bernard ; Vincent, S. ; Wouters, Johan. Synthesis and evaluation of β-carboline derivatives as potential monoamine oxidase inhibitors. In: European Journal of Medicinal Chemistry, Vol. 19, no. 1, p. 134-144 (2011). doi:10.1016/j.bmc.2010.11.041.
2011
Reniers, Jérémy ; Meinguet, Céline ; Moineaux, Laurence ; Masereel, Bernard ; Vincent, S.P. ; Frédérick, Raphaël ; Wouters, Johan. Synthesis and inhibition study of monoamine oxidase, indoleamine 2,3-dioxygenase and tryptophan 2,3-dioxygenase by 3,8-substituted 5H-indeno[1,2-c]pyridazin-5-one derivatives. In: European Journal of Medicinal Chemistry, Vol. 46, no. 12, p. 6104-6111 (2011). doi:10.1016/j.ejmech.2011.09.042.
2011
Dolusic, Eduard ; Larrieu, Pierre ; Moineaux, Laurence ; Stroobant, Vincent ; Pilotte, Luc ; Colau, Didier ; Pochet, Lionel ; Van den Eynde, Benoît ; Masereel, Bernard ; Wouters, Johan ; Frédérick, Raphaël. Tryptophan 2,3-dioxygenase (TDO) inhibitors. 3-(2-(pyridyl)ethenyl)indoles as potential anticancer immunomodulators. In: Journal of Medicinal Chemistry, Vol. 54, no. 15, p. 5320-5334 (11/08/2011). doi:10.1021/jm2006782.
2010
Gluszok, Sebastien ; Frédérick, Raphaël ; Foulon, Catherine ; Klupsch, Frederique ; Supuran, Claudiu T. ; Vullo, Daniela ; Scozzafava, Andrea ; Goossens, Jean-Francois ; Masereel, Bernard ; Depreux, Patrick ; Goossens, Laurence. Design, solid-phase synthesis, and biological evaluation of novel 1,5-diarylpyrrole-3-carboxamides as carbonic anhydrase IX inhibitors. In: Bioorganic & Medicinal Chemistry : the tetrahedron journal for research at the interface of chemistry and biology, Vol. 18, no. 21, p. 7392-7401 (2010). doi:10.1016/j.bmc.2010.09.007.
2010
Mortier, Jérémie ; Masereel, Bernard ; Remouchamps, Caroline ; Ganeff, Corinne ; Piette, Jacques ; Frédérick, Raphaël. NF-κB inducing kinase (NIK) inhibitors: Identification of new scaffolds using virtual screening. In: Bioorganic & Medicinal Chemistry Letters : the tetrahedron journal for research at the interface of chemistry and biology, Vol. 20, no. 15, p. 4515-4520 (2010). doi:10.1016/j.bmcl.2010.06.027.
2010
Mortier, Jérémie ; Frédérick, Raphaël ; Ganeff, Corinne ; Remouchamps, Caroline ; Talaga, Patrice ; Pochet, Lionel ; Wouters, Johan ; Piette, Jacques ; Dejardin, Emmanuel ; Masereel, Bernard. Pyrazolo[4,3-c]isoquinolines as potential inhibitors of NF-κB activation. In: Biochemical Pharmacology, Vol. 79, no. 10, p. 1462-1472 (2010). doi:10.1016/j.bcp.2010.01.007.
2009
Thiry, Anne ; Ledecq, Marie ; Cecchi, Alessandro ; Frédérick, Raphaël ; Dogné, Jean-Michel ; Supuran, Caudiu T ; Wouters, Johan ; Masereel, Bernard. Ligand-based and structure-based virtual screening to identify carbonic anhydrase IX inhibitors. In: Bioorganic & medicinal chemistry, Vol. 17, no. 2, p. 553-557 (2009). doi:10.1016/j.bmc.2008.11.071.
2009
Frédérick, Raphaël ; Mawson, Claire ; Kendall, Jackie D ; Chaussade, Claire ; Rewcastle, Gordon W ; Shepherd, Peter R ; Denny, William A. Phosphoinositide-3-kinase (PI3K) inhibitors: identification of new scaffolds using virtual screening. In: Bioorganic & Medicinal Chemistry Letters : the tetrahedron journal for research at the interface of chemistry and biology, Vol. 19, no.20, p. 5842-5847 (2009). doi:10.1016/j.bmcl.2009.08.087.
2008
Frédérick, Raphaël ; Denny, William A.. Phosphoinositide-3-kinases (PI3Ks): Combined comparative modeling and 3D-QSAR to rationalize the inhibition of p110α. In: Journal of Chemical Information and Modeling, Vol. 48, no. 3, p. 629-638 (2008). doi:10.1021/ci700348m.
2007
Frédérick, Raphaël ; Robert, S. ; Charlier, Caroline ; Wouters, Johan ; Masereel, Bernard ; Pochet, Lionel. Mechanism-based thrombin inhibitors: design, synthesis, and molecular docking of a new selective 2-oxo-2H-1-benzopyran derivative.. In: Journal of medicinal chemistry, Vol. 50, no. 15, p. 3645-3650 (2007). doi:10.1021/jm061368v.
2007
Kendall, Jackie D. ; Rewcastle, Gordon W. ; Frédérick, Raphaël ; Mawson, Claire ; Denny, William A. ; Marshall, Elaine S. ; Baguley, Bruce C. ; Chaussade, Claire ; Jackson, Shaun P. ; Shepherd, Peter R.. Synthesis, biological evaluation and molecular modelling of sulfonohydrazides as selective PI3K p110α inhibitors. In: Bioorganic & Medicinal Chemistry : the tetrahedron journal for research at the interface of chemistry and biology, Vol. 15, no. 24, p. 7677-7687 (2007). doi:10.1016/j.bmc.2007.08.062.
2006
Frédérick, Raphaël ; Charlier, Caroline ; Robert, S. ; Wouters, Johan ; Masereel, Bernard ; Pochet, Lionel. Investigation of mechanism-based thrombin inhibitors: Implications of a highly conserved water molecule for the binding of coumarins within the S pocket.. In: Bioorganic & Medicinal Chemistry Letters : the tetrahedron journal for research at the interface of chemistry and biology, Vol. 16, no. 7, p. 2017-2021 (2006). doi:10.1016/j.bmcl.2005.12.070.
2006
Frédérick, Raphaël ; Dumont, Willy ; Ooms, Frederic ; Aschenbach, Lindsey ; van der Schyf, Cornelis J. ; Castagnoli, Neal ; Wouters, Johan ; Krief, Alain. Synthesis, structural reassignment, and biological activity of type B MAO inhibitors based on the 5H-indeno[1,2-c]pyridazin-5-one core. In: Journal of Medicinal Chemistry, Vol. 49, no. 12, p. 3743-3747 (2006). doi:10.1021/jm051091j.
2005
Frédérick, Raphaël ; Ooms, Frédéric ; Castagnoli, Neal ; Petzer, Jacques P ; Feng, JiangFan ; Schwarzschild, Michael A ; Van der Schyf, Cornelis J. ; Wouters, Johan. (E)-8-(3-Chlorostyryl)-1,3,7-trimethylxanthine, a caffeine derivative acting both as antagonist of adenosine A2A receptors and as inhibitor of MAO-B. In: Acta crystallographica. Section C , Crystal structure communications, Vol. 61, no. Pt 9, p. O531-O532 (2005). doi:10.1107/S0108270105023140.
2005
Frédérick, Raphaël ; Robert, S. ; Charlier, Caroline ; de Ruyck, Jérôme ; Wouters, Johan ; Pirotte, Bernard ; Masereel, Bernard ; Pochet, Lionel. 3,6-disubstituted coumarins as mechanism-based inhibitors of thrombin and factor Xa. In: Journal of Medicinal Chemistry, Vol. 48, no. 24, p. 7592-7603 (2005). doi:10.1021/jm050448g.
2005
Frédérick, Raphaël ; Pochet, Lionel ; Charlier, Caroline ; Masereel, Bernard. Modulators of the coagulation cascade: focus and recent advances in inhibitors of tissue factor, factor VIIa and their complex. In: Current medicinal chemistry, Vol. 12, no. 4, p. 397-417 (2005). doi:10.2174/0929867053363108#sthash.ktd5dWDd.dpuf.
2004
Pochet, Lionel ; Frédérick, Raphaël ; Masereel, Bernard. Coumarin and isocoumarin as serine protease inhibitors. In: Current pharmaceutical design, Vol. 10, no. 30, p. 3781-3796 (2004). doi:10.2174/1381612043382684.
2004
Frédérick, Raphaël ; Norberg, Bernadette ; Durant, François ; Ooms, Frederic ; Wouters, Johan. Three 5H-indeno[1,2-c]pyridazin-5-one derivatives, potent type-B monoamine oxidase inhibitors. In: Acta crystallographica. Section C, Crystal structure communications, Vol. 60, no. Pt 9, p. O623-O626 (2004). doi:10.1107/S0108270104014660.
2003
Pochet, Lionel ; Dieu, Marc ; Frédérick, Raphaël ; Murray, Anne-Marie ; Kempen, Isabelle ; Pirotte, Bernad ; Masereel, Bernard. Investigation of the inhibition mechanism of coumarins on chymotrypsin by mass spectrometry. In: Tetrahedron, Vol. 59, no. 25, p. 4557-4561 (2003). doi:10.1016/S0040-4020(03)00660-4.
2003
Ooms, Frédéric ; Frédérick, Raphaël ; Durant, François ; Petzer, Jacobus P ; Castagnoli, Neal ; Van der Schyf, Cornelis J ; Wouters, Johan. Rational approaches towards reversible inhibition of type B monoamine oxidase. Design and evaluation of a novel 5H-Indeno[1,2-c]pyridazin-5-one derivative. In: Bioorganic & medicinal chemistry letters, Vol. 13, no. 1, p. 69-73 (2003). doi:10.1016/S0960-894X(02)00838-7.
2021
Sonveaux, Pierre ; Frédérick, Raphaël. Identification and development of LDH inhibitors to treat cancer. Seminar Series of the European Institute of Chemistry and Biology (IECB) (11/06/2021).
2020
Reynaerts, Audrey ; vermeulen, francois ; Melotti, paola ; Gohy, Sophie ; Frédérick, Raphaël ; Nietert, m ; Leal, Teresinha. Automated image analyses of cystic fibrosis transmembrane conductance regulation-dependent, β-adrenergically-evoked sweat secretion driven by iontophoresis. ECFS Conference 2020. In: Journal of Cystic Fibrosis, Vol. 19, no.S15, p. S15 (2020). doi:10.1016/S1569-1993(20)30213-7.
2018
Kassehin, Comlan Urbain ; Adjibode, Steeve A ; Bautista, Oscar ; Gbaguidi, Fernand ; Quetin-Leclercq, Joëlle ; McCurdy, Christopher R ; Frédérick, Raphaël ; Poupaert, Jacques. Anomalous reactivity of benzopinacolone towards 4-phenylthiosemicarbazide, a nucleophile endowed with alpha-effect.. 2èmes journées médico-pharmaceutiques de la Faculté des Sciences de la Santé ((Benin) Cotonou, du 04/10/2018 au 05/10/2018).
2018
Beaufay, Claire ; Bero, Joanne ; Bonneau, Natacha ; Girardi, Cynthia ; Sanchez, Marianela ; Leverrier, Aurélie ; Frédérick, Raphaël ; Palermo, Jorge ; Quetin-Leclercq, Joëlle. Evaluation of antitrypanosomal activity and selectivity of natural and semi-synthetic triterpenic derivatives. BSP Spring Meeting 2018 ((Wales) Aberyswyth, du 08/04/2018 au 11/04/2018).
2018
Spillier, Quentin ; Ravez, Séverine ; Corbet, Cyril ; Feron, Olivier ; Frédérick, Raphaël. Towards the development of new anti cancer agents targeting the serine synthetic pathway (. BACR Meeting (Liège, Belgium, 27/01/2018).
2016
Spillier, Quentin ; Ravez, Séverine ; Corbet, Cyril ; Feron, Olivier ; Frédérick, Raphaël. Target the serine synthetic pathway, a promising new anticancer strategy. ULB Cancer Research Centre (U CRC) opening symposium, Bruxelles, (Brussels, Belgium, 01/07/2016).
2016
Spillier, Quentin ; Ravez, Séverine ; Batista, O ; MARTEAU, Clément ; Corbet, Cyril ; Feron, Olivier ; Frédérick, Raphaël. Towards the development of new anti cancer agents targeting the serine synthetic pathway. Télévie Researchers Seminar (Brussels, Belgium, 08/12/2016).
2015
Spillier, Quentin ; Ravez, Séverine ; Corbet, Cyril ; Feron, Olivier ; Frédérick, Raphaël. Design of phosphoglycerate dehydrogenase (PHGDH) inhibitors: A promising target for the development of anticancer agents. 29ème Journées Franco Belges de Pharmacochimie (Spa, Belgium, 05/06/2015).
2024
Sonveaux, Pierre ; Frédérick, Raphaël ; Spillier, Quentin ; Kluge, Andreas ; Kaiser, Florian Tobias ; Leberecht Christoph ; Haupt, Joachim. Inhibitor of lactate dehydrogenase. Numéro de priorité ; Déposé (14/10/2024). European Patent Office.
2024
Sonveaux, Pierre ; Frédérick, Raphaël ; Spillier, Quentin ; Kluge, Andreas ; Kaiser, Florian Tobias ; Leberecht, Christoph ; Haupt, Joachim. Inhibitors of lactate dehydrogenase. Numéro de priorité ; Déposé (14/10/2024). European Patent Office.
2021
Sonveaux, Pierre ; Thabault, Léopold ; Liberelle, Maxime ; Frédérick, Raphaël. Polypeptide inhibitors of lactate dehydrogenase activity for use in cancer therapy. Déposé. .
2019
Frédérick, Raphaël ; Thabault, Léopold ; Brisson, Lucie ; Copetti, Tamara ; Sonveaux, Pierre. Lactate dehydrogenase inhibitor polypeptides for use in treatment of cancer. .
2018
Sonveaux, Pierre ; Labar, Daniel ; Van Hee, Vincent F ; Dehon, Gwenaël ; Frédérick, Raphaël. [18F]-labelled lactate derivative as PET radiotracer. Numéro de priorité ; Déposé (09/09/2016) ; Publié (31/12/2018). EU.
Frédérick, Raphaël ; Ravez, Séverine ; Spillier, Quentin ; Corbet, Cyril ; Feron, Olivier. Serine biosynthetic pathway inhibitors. Numéro de priorité. .