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Research Output 1992 2020

2014

Thiosemicarbazide, a fragment with promising indolamine-2,3-dioxygenase (IDO) inhibition properties

Serra, S., Moineaux, L., Vancraeynest, C., Masereel, B., Wouters, J., Pochet, L. & Frédérick, R., 23 Jul 2014, In : European Journal of Medicinal Chemistry. 82, p. 96-105 10 p.

Research output: Contribution to journalArticle

Indoleamine-Pyrrole 2,3,-Dioxygenase
Derivatives
Scaffolds
Substitution reactions
Immunotherapy

Thiosemicarbazide Derivatives as Novel Indolamine-2,3-dioxygenase (IDO) Inhibitors

Serra, S., Moineaux, L., Vancraeynest, C., Masereel, B., Pochet, L., Wouters, J. & Frédérick, R., 2014, Chemmedchem EFMC-ISMC 2014 Book of Abstracts. p. 280

Research output: Contribution in Book/Catalog/Report/Conference proceedingConference contribution

2013
90 Downloads (Pure)

3-ALKENYL INDOLES AS TRYPTOPHAN 2,3-DIOXYGENASE INHIBITORS FOR THE ENHANCEMENT OF CANCER IMMUNOTHERAPY

Dolušić, E., Pilotte, L., Moineaux, L., Larrieu, P., Stroobant, V., Colau, D., Pochet, L., De Plaen, E., Uyttenhove, C., Van den Eynde, B., Wouters, J., Masereel, B., Lanners, S. & Frédérick, R., 27 May 2013, p. Book of Abstracts, Heterocycles in Bio-organic Chemistry, Riga, Latvia, 27 - 30 May 2013, PO129. 1 p.

Research output: Contribution to conferencePoster

Open Access
File
Tryptophan Oxygenase
Indoles
Tryptophan
Molecular modeling
Tumors

Alpha-heteroatom derivatized analogues of 3-(acetylhydroxyamino)propyl phosphonic acid (FR900098) as antimalarials

Verbrugghen, T., Van Calenbergh, S., Vandurm, P., Pouyez, J., Wouters, J. & Maes, L., 10 Jan 2013, In : Journal of Medicinal Chemistry. 56, 1, p. 376-380 5 p.

Research output: Contribution to journalArticle

Antimalarials
Plasmodium falciparum
Organophosphonates
Triazoles
Amides

Direct access to 1-aryl-5-amino-1,2,4-triazoles and [1,2,4]triazolo[1,5-a] pyridines by two new single-step reactions from 1,3,4-thiadiazol-2-amines

Mammoliti, O., Quinton, E. M., Loones, K. T. J., Nguyen, A. T., Wouters, J. & Van Lommen, G., 4 Feb 2013, In : Tetrahedron. 69, 5, p. 1669-1680 12 p.

Research output: Contribution to journalArticle

Thiadiazoles
Pyridines
Amines
1,2,4-triazole
1-fluoro-2-nitrobenzene
3 Downloads (Pure)

Indoleamine 2,3-Dioxygenase Inhibitory Activity of Derivatives of Marine Alkaloid Tsitsikammamine A

Dolusic, E., Larrieu, P., Meinguet, C., Colette, D., Rives, A., Blanc, S., Ferain, T., Pilotte, L., Stroobant, V., Wouters, J., Van den Eynde, B., Masereel, B., Delfourne, E. & Frédérick, R., 1 Jan 2013, In : Bioorganic and medicinal chemistry letters. 23, 1, p. 47-54 8 p.

Research output: Contribution to journalArticle

Pyrroloiminoquinones
Tryptophan Oxygenase
Indoleamine-Pyrrole 2,3,-Dioxygenase
Tumor Escape
Antimalarials

"Magic" surface clustering of borazines driven by repulsive intermolecular forces

Kervyn De Meerendre, S., Kalashnyk, N., Riello, M., Moreton, B., Tasseroul, J., Wouters, J., Jones, T. S., De Vita, A., Costantini, G. & Bonifazi, D., 15 Jul 2013, In : Angewandte Chemie. International edition. 52, 29, p. 7410-7414 5 p.

Research output: Contribution to journalArticle

Deprotonation
Molecules
borazine

Mechanistic insight into the Staudinger reaction catalyzed by N-heterocyclic carbenes

Hans, M., Wouters, J., Demonceau, A. & Delaude, L., 15 Jul 2013, In : Chemistry: A European Journal. 19, 29, p. 9668-9676 9 p.

Research output: Contribution to journalArticle

Catalyst activity
X ray crystallography
Molecular structure
Thermogravimetric analysis
Thermodynamic stability

Novel pharmaceutical compositions through co-crystallization of racetams and Li salts

Wouters, J., Grepioni, F., Braga, D., Kaminski, R. M., Rome, S., Aerts, L. & Quéré, L., 28 Nov 2013, In : CrystEngComm. 15, 44, p. 8898-8902 5 p.

Research output: Contribution to journalArticle

Crystallization
Lithium
Drug products
Salts
lithium

On the influence of using a zwitterionic coformer for cocrystallization: Structural focus on naproxen-proline cocrystals

Tilborg, A., Norberg, B., Wouters, J., Springuel, G. & Leyssens, T., 7 May 2013, In : CrystEngComm. 15, 17, p. 3341-3350 10 p.

Research output: Contribution to journalArticle

Naproxen
Proline
Drug products
amino acids
zwitterions

Polymorphism, fluorescence, and optoelectronic properties of a borazine derivative

Kervyn De Meerendre, S., Fenwick, O., Di Stasio, F., Shin, Y. S., Wouters, J., Accorsi, G., Osella, S., Beljonne, D., Cacialli, F. & Bonifazi, D., 10 Jun 2013, In : Chemistry: A European Journal. 19, 24, p. 7771-7779 9 p.

Research output: Contribution to journalArticle

Polymorphism
Optoelectronic devices
Fluorescence
Derivatives
Crystals

Solid-state-trapped reactive ammonium carbamate self-derivative salts of prolinamide

Tilborg, A., Lanners, S., Norberg, B. & Wouters, J., 1 Dec 2013, In : ChemistryOPEN. 2, 5-6, p. 194-199 6 p.

Research output: Contribution to journalArticle

Salts
Derivatives
Crystal structure
Carbamates
Sublimation

Structural study of prolinium/fumaric acid zwitterionic cocrystals: Focus on hydrogen-bonding pattern involving zwitterionic (ionic) heterosynthons

Tilborg, A., Leyssens, T., Norberg, B. & Wouters, J., 5 Jun 2013, In : Crystal Growth and Design. 13, 6, p. 2373-2389 17 p.

Research output: Contribution to journalArticle

Carboxylic Acids
Carboxylic acids
carboxylic acids
Hydrogen bonds
acids
etiracetam
Hydrates
hydrates
Screening
drugs
2012

Advances in pharmaceutical Co-crystal screening: Effective Co-crystal screening through structural resemblance

Springuel, G., Robeyns, K., Leyssens, T., Norberg, B. & Wouters, J., 1 Jan 2012, In : Crystal Growth and Design. 12, 1, p. 475-484 10 p.

Research output: Contribution to journalArticle

etiracetam
Drug products
Screening
screening
Crystals

A structural study of the lithiophilite-sicklerite series

Hatert, F., Ottolini, L., Wouters, J. & Fontan, F., 1 Aug 2012, In : Canadian Mineralogist. 50, 4, p. 843-854 12 p.

Research output: Contribution to journalArticle

Electron probe microanalysis
Secondary ion mass spectrometry
Lithium
electron probe analysis
Vacancies
52 Downloads (Pure)

Chemoresistance to Valproate Treatment of Bovine Leukemia Virus-Infected Sheep; Identification of Improved HDAC Inhibitors

Gillet, N., Vandermeers, F., Brogniez, A. D., Florins, A., Nigro, A., François, C., Bouzar, A-B., STERN, E., Lambert, D. M., Wouters, J. & WILLEMS, L., 15 Nov 2012, In : Plos Pathogens. 1, 2, p. 65-82 18 p.

Research output: Contribution to journalArticle

Open Access
File

Combining piracetam and lithium salts: Ionic co-crystals and co-drugs?

Braga, D., Grepioni, F., Maini, L., Capucci, D., Nanna, S., Wouters, J., Aerts, L. & Quéré, L., 25 Aug 2012, In : Chemical Communications. 48, 66, p. 8219-8221 3 p.

Research output: Contribution to journalArticle

Piracetam
Lithium
Salts
Crystals
Pharmaceutical Preparations

Concluding remarks using piracetam as a learning model

Wouters, J., Tilborg, A. & Quéré, L., 2012, Pharmaceutical Salts and Co-crystals. Cambridge: Royal Society of Chemistry (RSC), Vol. 16. p. 330 - 337 8 p.

Research output: Contribution in Book/Catalog/Report/Conference proceedingChapter

56 Downloads (Pure)

Convenient one-pot formation of highly functionalized 5-halothiazoles

Dolusic, E., Modaffari, S., Pochet, L., Wouters, J., Masereel, B. & Frédérick, R., 1 Jul 2012, p. Book of Abstracts, Balticum Organicum Syntheticum, July 1-4 2012, Tallinn, Estonia, PO27, p. 74. 1 p.

Research output: Contribution to conferencePoster

Open Access
File
Thiazoles
Bearings (structural)
Bromine
Oxidants
Oxides

Crystallographic, UV spectroscopic and computational studies of the inclusion complex of α-cyclodextrin with p -aminobenzoic acid

Elasaad, K., Norberg, B. & Wouters, J., 1 May 2012, In : Supramolecular Chemistry. 24, 5, p. 312-324 13 p.

Research output: Contribution to journalArticle

4-Aminobenzoic Acid
Cyclodextrins
Molecules
Solubility
Complexation

Crystal structures of low-melting ionic transition-metal complexes with N-alkylimidazole ligands

Vander Hoogerstraete, T., Brooks, N. R., Norberg, B., Wouters, J., Van Hecke, K., Van Meervelt, L. & Binnemans, K., 7 Aug 2012, In : CrystEngComm. 14, 15, p. 4902-4911 10 p.

Research output: Contribution to journalArticle

Coordination Complexes
Metal complexes
Transition metals
Melting
Crystal structure
53 Downloads (Pure)

Determination of the Absolute Configuration of Aegelinol by Crystallization of Its Inclusion Complex with β-Cyclodextrin

Elasaad, K., Alkhatib, R., Hennebelle, T., Norberg, B. & Wouters, J., 26 Oct 2012, In : Crystals. 2, 4, p. 1441-1454 14 p.

Research output: Contribution to journalArticle

Open Access
File
Cyclodextrins
Crystallization
Crystal structure
inclusions
Pyranocoumarins
4 Downloads (Pure)

First crystal structure of an endo-inulinase, INU2, from Aspergillus ficuum: Discovery of an extra-pocket in the catalytic domain responsible for its endo-activity

Pouyez, J., Mayard, A., Vandamme, A-M., Roussel, G., Perpète, E. A., Wouters, J., Housen, I. & Michaux, C., 1 Nov 2012, In : Biochimie. 94, 11, p. 2423-2430 8 p.

Research output: Contribution to journalArticle

inulinase
Aspergillus
Glycoside Hydrolases
Catalytic Domain
Hydrolases

Interuniversity Scientific Computing Facility

Vigneron, J-P., Champagne, B., Deparis, O., Henrard, L., Lambin, P., Vercauteren, D. P., Wautelet, F. & Wouters, J., 2012, In : Nanotechnologies. p. 173-174 2 p.

Research output: Contribution to journalLiterature review

Novel trisubstituted harmine derivatives with original in vitro anticancer activity

Frédérick, R., Bruyére, C., Vancraeynest, C., Reniers, J., Meinguet, C., Pochet, L., Backlund, A., Masereel, B., Kiss, R. & Wouters, J., 26 Jul 2012, In : Journal of Medicinal Chemistry. 55, 14, p. 6489-6501 13 p.

Research output: Contribution to journalArticle

Harmine
Carbolines
Neoplasms
Protein Synthesis Inhibitors
Cytostatic Agents
54 Downloads (Pure)

Reversal of tumoral immune resistance by inhibition of tryptophan 2,3-dioxygenase

Pilotte, L., Larrieu, P., Stroobant, V., Colau, D., Dolušić, E., Frédérick, R., De Plaen, E., Uyttenhove, C., Wouters, J., Masereel, B. & Van Den Eynde, B. J., 14 Feb 2012, In : Proceedings of the National Academy of Sciences of the United States of America. 109, 7, p. 2497-2502 6 p.

Research output: Contribution to journalArticle

Open Access
File
Tryptophan Oxygenase
Tryptophan
Neoplasms
Indoleamine-Pyrrole 2,3,-Dioxygenase
Peripheral Tolerance

Reversal of Tumoral Immune Resistance by Inhibition of Tryptophan 2,3-Dioxygenase (TDO): Design, Synthesis and Preclinical Evaluation of a Novel TDO Inhibitor.

Dolušić, E., Larrieu, P., Moineaux, L., Stroobant, V., Pilotte, L., Colaux, D., Van den Eynde, B., Masereel, B., Wouters, J. & Frédérick, R., 2012, In : ChemMedChem. p. 371 1 p.

Research output: Contribution to journalLiterature review

15 Downloads (Pure)

Structural analysis of Brucella abortus RicA substitutions that do not impair interaction with human Rab2 GTPase

Nkengfac, B., Pouyez, J., Bauwens, E., Vandenhaute, J., Letesson, J-J., Wouters, J. & De Bolle, X., 17 Aug 2012, In : BMC biochemistry. 13, 1, p. 16 16.

Research output: Contribution to journalArticle

Open Access
File
Brucella abortus
GTP Phosphohydrolases
Structural analysis
Substitution reactions
Proteins
136 Downloads (Pure)

Synthesis, crystal structures and electronic properties of isomers of chloro-pyridinylvinyl-1H-indoles

Moineaux, L., Laurent, S., Reniers, J., Dolusic, E., Galleni, M., Frère, J-M., Masereel, B., Frédérick, R. & Wouters, J., 1 Aug 2012, In : European Journal of Medicinal Chemistry. 54, p. 95-102 8 p.

Research output: Contribution to journalArticle

Open Access
File
Tryptophan Oxygenase
Indoles
Dipole moment
Isomers
Electronic properties

Synthesis of two new alkyne-bearing linkers used for the preparation of siRNA for labeling by click chemistry with fluorine-18

Flagothier, J., Kaisin, G., Mercier, F., Thonon, D., Teller, N., Wouters, J. & Luxen, A., 1 Aug 2012, In : Applied Radiation and Isotopes. 70, 8, p. 1549-1557 9 p.

Research output: Contribution to journalArticle

oligonucleotides
alkynes
marking
fluorine
chemistry
232 Downloads (Pure)

Tryptophan 2,3-Dioxygenase (TDO) Inhibitors as Anticancer Immunomodulators

Dolusic, E., Larrieu, P., Moineaux, L., Strobant, V., Pilotte, L., Colau, D., Pochet, L., De Plaen, E., Uyttenhove, C., Van den Eynde, B., Wouters, J., Masereel, B. & Frédérick, R., 15 Jul 2012, p. Programme & Book of Abstracts, BOSS XIII, KU Leuven, Belgium, 15 - 20 July 2012, P292, p. 339. 1 p.

Research output: Contribution to conferencePoster

File
Tryptophan Oxygenase
Immunologic Factors
Tryptophan
Indoleamine-Pyrrole 2,3,-Dioxygenase
Heterocyclic Compounds

Unprecedented copper(I) bifluoride complexes: Synthesis, characterization and reactivity

Vergote, T., Nahra, F., Welle, A., Mager, N., Riant, O., Leyssens, T., Luhmer, M. & Wouters, J., 16 Jan 2012, In : Chemistry: A European Journal. 18, 3, p. 793-798 6 p.

Research output: Contribution to journalArticle

Copper
Allylation
Amines
Catalysts
Temperature

Zavalíaite, (Mn,Fe,Mg)(PO ), a new member of the sarcopside group from the La Empleada pegmatite, San Luis Province, Argentina

Hatert, F., Roda-Robles, E., De Parseval, P. & Wouters, J., 1 Dec 2012, In : Canadian Mineralogist. 50, 6, p. 1445-1452 8 p.

Research output: Contribution to journalArticle

pegmatite
Minerals
mineral
cleavage
Petrography
2011
23 Downloads (Pure)

4-Nitro-N-phthalyl-L-tryptophan

Tilborg, A., Boittiaux, I., Norberg, B., Lambert, D. & Wouters, J., 2011, In : Acta Crystallographica. Section E. 67, 8, p. o2116

Research output: Contribution to journalArticle

File
phthalimides
tryptophan
Tryptophan
indoles
Atoms

Acid-base modulation of a versatile heteroditopic calix[6]arene based receptor

Cornut, D., Marrot, J., Wouters, J. & Jabin, I., 21 Sep 2011, In : Organic and Biomolecular Chemistry. 9, 18, p. 6373-6384 12 p.

Research output: Contribution to journalArticle

Modulation
Ions
modulation
acids
Acids
69 Downloads (Pure)

A CONVENIENT FORMATION OF HIGHLY FUNCTIONALIZED 5-BROMO-1,3-THIAZOLES.

Dolusic, E., Modaffari, S., Wouters, J., Masereel, B. & Frédérick, R., 2011, p. Book of Abstracts, 15th Sigma-Aldrich Organic Synthesis Meeting, Spa, Belgium, 1-2 December 2011, p. 25. 1 p.

Research output: Contribution to conferencePoster

Open Access
File
Thiazoles
Bearings (structural)
Bromine
Electrons
Oxides
82 Downloads (Pure)

Aromatic Thiosemicarazones are inhibitors of tryptophan 2,3-Dioxygenase (TDO), an emerging target for cancer treatment

Dolusic, E., Modaffari, S., Larrieu, P., Vancraeynest, C., Pilotte, L., Colau, D., Stroobant, V., Wouters, J., Masereel, B., Van den Eynde, B. & Frédérick, R., 2011, (Unpublished) p. Book of Abstracts, ASMC 11, St. Petersburg, Russia, August 21-25, 2011, P157. 1 p.

Research output: Contribution to conferencePoster

File
Tryptophan Oxygenase
Thiosemicarbazones
Oncology
Methisazone
Bearings (structural)

coauthor on lecture: Reversal of tumoral immune resistance by inhibition of tryptophan 2,3-dioxygenase (TDO): discovery of an orally active TDO inhibitor.

Dolusic, E., Larrieu, P., Moineaux, L., Stroobant, V., Pilotte, L., Colau, D., Van den Eynde, B., Masereel, B., Wouters, J. & Frédérick, R., 2011, Book of Abstracts, Emerging Targets and Treatments: Opportunities and Challenges for Drug Design, Ghent, 25 November 2011: Annual One-Day Meeting on Medicinal Chemistry of SRC & KVCV (MedChem 2011). Vol. OC01. p. OC01

Research output: Contribution in Book/Catalog/Report/Conference proceedingConference contribution

Tryptophan Oxygenase
Belgium
Tryptophan
Neoplasms
Ruta

Discovery and preliminary SARs of keto-indoles as novel indoleamine 2,3-dioxygenase (IDO) inhibitors

Dolušić, E., Larrieu, P., Blanc, S., Sapunaric, F., Pouyez, J., Moineaux, L., Colette, D., Stroobant, V., Pilotte, L., Colau, D., Ferain, T., Fraser, G., Galleni, M., Frère, J-M., Masereel, B., Van Den Eynde, B., Wouters, J. & Frédérick, R., 2011, In : European Journal of Medicinal Chemistry. 46, 7, p. 3058-3065 8 p.

Research output: Contribution to journalArticle

Indoleamine-Pyrrole 2,3,-Dioxygenase
Indoles
Derivatives
Kinetics
Neoplasms

Electrostatically-driven assembly of MWCNTs with a europium complex

Maggini, L., Traboulsi, H., Yoosaf, K., Mohanraj, J., Wouters, J., Pietraszkiewicz, O., Pietraszkiewicz, M., Armaroli, N. & Bonifazi, D., 7 Feb 2011, In : Chemical Communications. 47, 5, p. 1625-1627 3 p.

Research output: Contribution to journalArticle

Europium
Self assembly
Electrostatics
Carbon
537 Downloads (Pure)

Indol-2-yl ethanones as novel indoleamine 2,3-dioxygenase (IDO) inhibitors

Dolušić, E., Larrieu, P., Blanc, S., Sapunaric, F., Norberg, B., Moineaux, L., Colette, D., Stroobant, V., Pilotte, L., Colau, D., Ferain, T., Fraser, G., Galeni, M., Frre, J. M., Masereel, B., Van Den Eynde, B., Wouters, J. & Frédérick, R., 15 Feb 2011, In : Bioorganic and Medicinal Chemistry. 19, 4, p. 1550-1561 12 p.

Research output: Contribution to journalArticle

File
Indoleamine-Pyrrole 2,3,-Dioxygenase
Bioactivity
Dioxygenases
Methylation
Immune System Diseases
49 Downloads (Pure)

Indoleamine 2,3-Dioxygenase Inhibitory Activity of Derivatives of Marine Alkaloid Tsitsikammamine A

Dolusic, E., Larrieu, P., Colette, D., Blanc, S., Rives, A., Fraser, G., Wouters, J., Kiss, R., Van den Eynde, B., Masereel, B., Delfourne, E. & Frédérick, R., 2011, Oral Communication, 25èmes Journées Franco-belges de Pharmacochimie, 19-20/05/11, Liège: De la conception à la réalisation en pharmacochimie. Vol. OC10. p. 22-22 1 p.

Research output: Contribution in Book/Catalog/Report/Conference proceedingConference contribution

Open Access
File
48 Downloads (Pure)

Indole-pyridinyl-ethanones as novel inhibitors of indoleamine-2,3 dioxygenase (IDO), a promising target for anti-cancer immunotherapy

Dolusic, E., Larrieu, P., Blanc, S., Moineaux, L., Sapunaric, F., Pouyez, J., Colette, D., Fraser, G., Stroobant, V., Pilotte, L., Colau, D., Frère, J-M., Masereel, B., Van den Eynde, B., Wouters, J. & Frédérick, R., 2011, p. Book of Abstracts, 47èmes RICT, 6-8 juillet 2011, Lyon, France, IS08, p. 136. 1 p.

Research output: Contribution to conferencePoster

File

Indole-pyridinyl-ethanones as novel inhibitors of indoleamine-2,3-dioxygenase (IDO), a promising target for anti-cancer immunotherapy

Dolusic, E., Larrieu, P., Blanc, S., Moineaux, L., Colette, D., Fraser, G., Stroobant, V., Pilotte, L., Colaux, D., Wouters, J., Masereel, B., Van den Eynde, B. & Frédérick, R., 2011, p. Book of Abstracts, 25èmes Journées Franco-belges de Pharmacochimie, 19-20/05/11, Liège, P37, p. 62. 1 p.

Research output: Contribution to conferencePoster

Indoleamine-Pyrrole 2,3,-Dioxygenase
Immunotherapy
Neoplasms
Tryptophan
Drug Design

Inhibition studies on enzymes involved in isoprenoid biosynthesis. focus on two potential drug targets: Dxr and idi-2 enzymes

de Ruyck, J., Wouters, J. & Poulter, C. D., 1 Jul 2011, In : Current Enzyme Inhibition. 7, 2, p. 79-95 17 p.

Research output: Contribution to journalArticle

Biosynthesis
Terpenes
Isomerases
Phosphates
Enzymes

Interuniversity Scientific Computing Facility

Vigneron, J-P., Champagne, B., Deparis, O., Henrard, L., Lambin, P., Vercauteren, D. P., Wautelet, F. & Wouters, J., 2011, In : Nanotechnologies. p. 101-102 2 p.

Research output: Contribution to journalArticle

78 Downloads (Pure)

Novel Inhibitors of Indoleamine 2,3-Dioxygenase (IDO), a Target for Anti-Cancer Immunotherapy

Dolusic, E., Blanc, S., Larrieu, P., Moineaux, L., Colette, D., Fraser, G., Stroobant, V., Pilotte, L., Colau, D., Wouters, J., Masereel, B., Van den Eynde, B. & Frédérick, R., 2011, p. Book of Abstracts, XVIIIème Journée Jeunes Chercheurs, 04/02/11, Paris, France. 1 p.

Research output: Contribution to conferencePoster

File
Indoleamine-Pyrrole 2,3,-Dioxygenase
Tryptophan
Tumors
Screening
Cells

Pharmaceutical Salts and Co-crystals

Wouters, J. (ed.) & Quere, L. (ed.), 2011, The Royal Society of Chemistry. (RSC Drug Discovery)

Research output: Book/Report/JournalBook

Salts
Crystals
Pharmaceutical Preparations
Crystal engineering
Intellectual property