5079-91-4Relevant articles and documents
Cyclic analogue of S-benzylisothiourea that suppresses kynurenine production without inhibiting indoleamine 2,3-dioxygenase activity
Fukuda, Miwa,Sasaki, Tomomi,Hashimoto, Tomoko,Miyachi, Hiroyuki,Waki, Minoru,Asai, Akira,Takikawa, Osamu,Ohno, Osamu,Matsuno, Kenji
, p. 2846 - 2849 (2018/07/30)
Kynurenine is biosynthesised from tryptophan catalysed by indoleamine 2,3-dioxygenase (IDO). The abrogation of kynurenine production is considered a promising therapeutic target for immunological cancer treatment. In the course of our IDO inhibitor programme, formal cyclisation of the isothiourea moiety of the IDO inhibitor 1 afforded the 5-Cl-benzimidazole derivative 2b-6, which inhibited both recombinant human IDO (rhIDO) activity and cellular kynurenine production. Further derivatisation of 2b-6 provided the potent inhibitor of cellular kynurenine production 2i (IC50 = 0.34 μM), which unexpectedly exerted little effect on the enzymatic activity of rhIDO. Elucidation of the mechanism of action revealed that compound 2i suppresses IDO expression at the protein level by inhibiting STAT1 expression in IFN-γ-treated A431 cells. The kynurenine-production inhibitor 2i is expected to be a promising starting point for a novel approach to immunological cancer treatment.
Transition-metal-free semihydrogenation of diarylalkynes: Highly stereoselective synthesis of trans -alkenes using Na2S·9H 2O
Chen, Zhengwang,Luo, Miaoting,Wen, Yuelu,Luo, Guotian,Liu, Liangxian
supporting information, p. 3020 - 3023 (2014/06/23)
A highly stereoselective and efficient transition-metal-free semihydrogenation of internal alkynes to E-alkenes using cheap and green water as hydrogen donor is described. The reactions are conducted under convenient conditions and provide products in good to excellent yields, with broad substrate scope, including a variety of diarylalkynes.
Novel cyclization cascades to functionalized indanes and tetrahydronaphthalenes
Khan, Zulfiqar A.,Iwaoka, Michio,Wirth, Thomas
experimental part, p. 6639 - 6646 (2010/10/19)
Cyclization cascades involving C-C bond formations followed by lactonization reactions provide fast access to structurally complex tricyclic indane and tetrahydronaphthalene derivatives. Crown Copyright