63324-73-2Relevant articles and documents
Discovery of 1-(5-(1H-benzo[d]imidazole-2-yl)-2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one derivatives as novel and potent bromodomain and extra-terminal (BET) inhibitors with anticancer efficacy
Bian, Yuanyuan,Chen, Yadong,Hong, Qianqian,Jiang, Fei,Kong, Bo,Li, Hongmei,Lu, Tao,Ma, Yu,Ran, Ting,Tang, Weifang,Wang, Cong,Yang, Na,Zhang, Zhimin,Zheng, Wan,Zhu, Jiapeng,Zhu, Zhaohong
, (2021/11/03)
As epigenetic readers, bromodomain and extra-terminal domain (BET) family proteins bind to acetylated-lysine residues in histones and recruit protein complexes to promote transcription initiation and elongation. Inhibition of BET bromodomains by small molecule inhibitors has emerged as a promising therapeutic strategy for cancer. Herein, we describe our efforts toward the discovery of a novel series of 1-(5-(1H-benzo[d]imidazole-2-yl)-2,4-dimethyl-1H-pyrrol-3-yl)ethan-1-one derivatives as BET inhibitors. Intensive structural modifications led to the identification of compound 35f as the most active inhibitor of BET BRD4 with selectivity against BET family proteins. Further biological studies revealed that compound 35f can arrest the cell cycle in G0/G1 phase and induce apoptosis via decreasing the expression of c-Myc and other proteins related to cell cycle and apoptosis. More importantly, compound 35f showed favorable pharmacokinetic properties and antitumor efficacy in MV4-11 mouse xenograft model with acceptable tolerability. These results indicated that BET inhibitors could be potentially used to treat hematologic malignancies and some solid tumors.
Synthesis of non-racemic dihydrofurans via Ni(II)-catalyzed asymmetric Michael addition
Nikerov, Dmitry S.,Ashatkina, Maria A.,Shiryaev, Vadim A.,Tkachenko, Ilya M.,Rybakov, Victor B.,Reznikov, Alexander N.,Klimochkin, Yuri N.
, (2021/03/09)
A highly efficient strategy for the enantio- and diastereoselective synthesis of 4,5-dihydrofuran derivatives was developed. Addition of carbonyl compounds which contain bulky adamantyl substituent and β-keto or phosphonate group to conjugated α-bromonitroolefins in the presence of a chiral Ni(II) complex gave corresponding non-racemic products of Michael reaction. These adducts were used for intramolecular cyclization leading to trans-4,5-dihydrofurans with two stereocenters. Resulting trans-4,5-dihydrofurans were obtained in good yields with moderate to high enantioselectivities (84–99% ee) and excellent diastereoselectivities (dr >99%).
Ionic liquid-assisted preparation of two-dimensional ZnO/Fe3o4 nano-composites and their application in polysubstituted pyrroles synthesis
Hossaini, Zinatossadat,Karami, Hossein,Rostami-Charati, Faramarz,Sabbaghan, Maryam
, p. 55 - 65 (2020/03/27)
Aims and Objective: Ionic liquids are a suitable medium for stabilization and preparation of catalytic systems. Materials and Methods: The two-dimensional (2D) ZnO/Fe3O4 nanocomposites were synthesized using ionic liquid [OMIM]Br as a stabilizer and soft template. The nanocomposites were characterized via FTIR, XRD, VSM and SEM analysis. Result: The catalytic activity of these composites was evaluated using a multicomponent reaction of primary amines, acetylacetone, and 2-bromoacetophenone. Conclusion: 2D ZnO/Fe3O4 as a recyclable and green catalyst showed excellent catalytic performance for the preparation of poly-substituted pyrroles.
