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Kozlova, Arina; Thabault, Léopold; Liberelle, Maxime; Klaessens, Simon; Prévost, Julien R. C; Mathieu, Caroline; Pilotte, Luc; Stroobant, Vincent; Van den Eynde, Benoît; Frédérick, Raphaël
Journal of medicinal chemistry, 08/2021, Letnik: 64, Številka: 15Journal Article
Tryptophan 2,3-dioxygenase (TDO2) is a heme-containing enzyme constitutively expressed at high concentrations in the liver and responsible for l-tryptophan (l-Trp) homeostasis. Expression of TDO2 in cancer cells results in the inhibition of immune-mediated tumor rejection due to an enhancement of l-Trp catabolism via the kynurenine pathway. In the study herein, we disclose a new 6-(1H-indol-3-yl)-benzotriazole scaffold of TDO2 inhibitors developed through rational design, starting from existing inhibitors. Rigidification of the initial scaffold led to the synthesis of stable compounds displaying a nanomolar cellular potency and a better understanding of the structural modulations that can be accommodated inside the active site of hTDO2.
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in: SICRIS
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