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

E. Dolušić; P. Larrieu; S. Blanc; F. Sapunaric; J. Pouyez; L. Moineaux; D. Colette; V. Stroobant; L. Pilotte; D. Colau; Thierry Ferain; G. Fraser; M. Galleni; Jean-Marie Frère; B. Masereel; B. Van Den Eynde; J. Wouters; R. Frédérick

doi:10.1016/j.ejmech.2011.02.049

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

E. Dolušić, P. Larrieu, S. Blanc, F. Sapunaric, J. Pouyez, L. Moineaux, D. Colette, V. Stroobant, L. Pilotte, D. Colau, Thierry Ferain, G. Fraser, M. Galleni, Jean-Marie Frère, B. Masereel, B. Van Den Eynde, J. Wouters, R. Frédérick

Résultats de recherche: Contribution à un journal/une revue › Article › Revue par des pairs

Résumé

Indoleamine 2,3-dioxygenase (IDO) is an important new therapeutic target for the treatment of cancer. With the aim of discovering novel IDO inhibitors, a virtual screen was undertaken and led to the discovery of the keto-indole derivative 1a endowed with an inhibitory potency in the micromolar range. Detailed kinetics were performed and revealed an uncompetitive inhibition profile. Preliminary SARs were drawn in this series and corroborated the putative binding orientation as suggested by docking. © 2011 Elsevier Masson SAS. All rights reserved.

langue originale	Anglais
Pages (de - à)	3058-3065
Nombre de pages	8
journal	European Journal of Medicinal Chemistry
Volume	46
Numéro de publication	7
Les DOIs	https://doi.org/10.1016/j.ejmech.2011.02.049
Etat de la publication	Publié - 2011

SDG des Nations Unies

Ce résultat contribue à ou aux Objectifs de développement durable suivants

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10.1016/j.ejmech.2011.02.049

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58 Citations
5 Poster
2 Article
1 Article dans les actes d'une conférence/un colloque
1 Revue de documentation

Indoleamine 2,3-dioxygenase inhibitors: a patent review (2008-2012)
Dolušić, E. & Frédérick, R., 1 oct. 2013, Dans: Expert opinion on therapeutic targets. 23, 10, p. 1367-1381 15 p.
Résultats de recherche: Contribution à un journal/une revue › Revue de documentation › Revue par des pairs
Indoleamine 2,3-Dioxygenase Inhibitory Activity of Derivatives of Marine Alkaloid Tsitsikammamine A
Dolušić, 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 janv. 2013, Dans: Bioorganic and medicinal chemistry letters. 23, 1, p. 47-54 8 p.
Résultats de recherche: Contribution à un journal/une revue › Article › Revue par des pairs
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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 févr. 2011, Dans: Bioorganic and Medicinal Chemistry. 19, 4, p. 1550-1561 12 p.
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1 Terminé

CANTOL: Conception et synthèse d'inhibiteurs de l'indolaminedioxygénase (IDO) pour le traitement du cancer
MASEREEL, B., Wouters, J., Dolušić, E., FREDERICK, R., POUYEZ, J., Van den Eynde, B. J., Frère, J., Moser, M., Jean-Marie, B., Combalbert, J. & Stephenne, J.
1/04/08 → 31/03/12
Projet: Recherche

Physico-chimie et caractérisation (PC2)
Johan Wouters (!!Manager) & Carmela Aprile (!!Manager)
Plateforme technologique Caracterisation physico-chimiques
Equipement/installations: Plateforme technolgique

4 Participation à une conférence, un congrès

47th RICT: Drug Discovery and Selection.
Eduard Dolusic (Poster)
6 juil. 2011 → 8 juil. 2011
Activité: Participation ou organisation d'un événement › Participation à une conférence, un congrès
XVIIIeme JOURNEE JEUNES CHERCHEURS
Eduard Dolusic (Poster)
4 févr. 2011
Activité: Participation ou organisation d'un événement › Participation à une conférence, un congrès
EFMC-ISMC 2010 XXIst INTERNATIONAL SYMPOSIUM ON MEDICINAL CHEMISTRY
Eduard Dolusic (Poster)
5 sept. 2010 → 9 sept. 2010
Activité: Participation ou organisation d'un événement › Participation à une conférence, un congrès

Contient cette citation

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). Discovery and preliminary SARs of keto-indoles as novel indoleamine 2,3-dioxygenase (IDO) inhibitors. European Journal of Medicinal Chemistry, 46(7), 3058-3065. https://doi.org/10.1016/j.ejmech.2011.02.049

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

abstract = "Indoleamine 2,3-dioxygenase (IDO) is an important new therapeutic target for the treatment of cancer. With the aim of discovering novel IDO inhibitors, a virtual screen was undertaken and led to the discovery of the keto-indole derivative 1a endowed with an inhibitory potency in the micromolar range. Detailed kinetics were performed and revealed an uncompetitive inhibition profile. Preliminary SARs were drawn in this series and corroborated the putative binding orientation as suggested by docking. {\textcopyright} 2011 Elsevier Masson SAS. All rights reserved.",

keywords = " enzyme inhibitors, keto-indoles, Structure-activity relationships, Structure-based drug discovery, IDO, Indoleamine 2 3-dioxygenase",

author = "E. Dolu{\v s}i{\'c} and P. Larrieu and S. Blanc and F. Sapunaric and J. Pouyez and L. Moineaux and D. Colette and V. Stroobant and L. Pilotte and D. Colau and Thierry Ferain and G. Fraser and M. Galleni and Jean-Marie Fr{\`e}re and B. Masereel and {Van Den Eynde}, B. and J. Wouters and R. Fr{\'e}d{\'e}rick",

year = "2011",

doi = "10.1016/j.ejmech.2011.02.049",

language = "English",

volume = "46",

pages = "3058--3065",

journal = "European journal of medicinal chemistry / Chimica therapeutica",

issn = "0223-5234",

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number = "7",

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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, 'Discovery and preliminary SARs of keto-indoles as novel indoleamine 2,3-dioxygenase (IDO) inhibitors', European Journal of Medicinal Chemistry, VOL. 46, Numéro 7, p. 3058-3065. https://doi.org/10.1016/j.ejmech.2011.02.049

TY - JOUR

T1 - Discovery and preliminary SARs of keto-indoles as novel indoleamine 2,3-dioxygenase (IDO) inhibitors

AU - Dolušić, E.

AU - Larrieu, P.

AU - Blanc, S.

AU - Sapunaric, F.

AU - Pouyez, J.

AU - Moineaux, L.

AU - Colette, D.

AU - Stroobant, V.

AU - Pilotte, L.

AU - Colau, D.

AU - Ferain, Thierry

AU - Fraser, G.

AU - Galleni, M.

AU - Frère, Jean-Marie

AU - Masereel, B.

AU - Van Den Eynde, B.

AU - Wouters, J.

AU - Frédérick, R.

PY - 2011

Y1 - 2011

N2 - Indoleamine 2,3-dioxygenase (IDO) is an important new therapeutic target for the treatment of cancer. With the aim of discovering novel IDO inhibitors, a virtual screen was undertaken and led to the discovery of the keto-indole derivative 1a endowed with an inhibitory potency in the micromolar range. Detailed kinetics were performed and revealed an uncompetitive inhibition profile. Preliminary SARs were drawn in this series and corroborated the putative binding orientation as suggested by docking. © 2011 Elsevier Masson SAS. All rights reserved.

AB - Indoleamine 2,3-dioxygenase (IDO) is an important new therapeutic target for the treatment of cancer. With the aim of discovering novel IDO inhibitors, a virtual screen was undertaken and led to the discovery of the keto-indole derivative 1a endowed with an inhibitory potency in the micromolar range. Detailed kinetics were performed and revealed an uncompetitive inhibition profile. Preliminary SARs were drawn in this series and corroborated the putative binding orientation as suggested by docking. © 2011 Elsevier Masson SAS. All rights reserved.

KW - enzyme inhibitors

KW - keto-indoles

KW - Structure-activity relationships

KW - Structure-based drug discovery

KW - IDO

KW - Indoleamine 2 3-dioxygenase

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U2 - 10.1016/j.ejmech.2011.02.049

DO - 10.1016/j.ejmech.2011.02.049

M3 - Article

SN - 0223-5234

VL - 46

SP - 3058

EP - 3065

JO - European journal of medicinal chemistry / Chimica therapeutica

JF - European journal of medicinal chemistry / Chimica therapeutica

IS - 7

ER -

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

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