867324-06-9Relevant articles and documents
Quinim: A New Ligand Scaffold Enables Nickel-Catalyzed Enantioselective Synthesis of α-Alkylated ?-Lactam
Chen, Yifeng,Qu, Jingping,Wu, Xianqing
supporting information, p. 15654 - 15660 (2020/10/18)
Herein, we report a nickel-catalyzed reductive cross-coupling reaction of easily accessible 3-butenyl carbamoyl chloride with primary alkyl iodide to access the chiral α-alkylated pyrrolidinone with broad substrate scope and high enantiomeric excess. The current art of synthesis still remains challenging on the enantioselective α-monoalkylation of pyrrolidinones. The newly designed chiral 8-quinoline imidazoline ligand (Quinim) is crucial for maintaining the reactivity and enantioselectivity to ensure the reductive cyclization of monosubstituted alkenes for unprecedented synthesis of chiral non-aromatic heterocycles.
Two-step activity-based protein profiling of diacylglycerol lipase
Van Rooden, Eva J.,Kreekel, Roy,Hansen, Thomas,Janssen, Antonius P. A.,Van Esbroeck, Annelot C. M.,Den Dulk, Hans,Van Den Berg, Richard J. B. H. N.,Codée, Jeroen D. C.,Van Der Stelt, Mario
, p. 5250 - 5253 (2018/08/03)
Diacylglycerol lipases (DAGL) produce the endocannabinoid 2-arachidonoylglycerol, a key modulator of neurotransmitter release. Chemical tools that visualize endogenous DAGL activity are desired. Here, we report the design, synthesis and application of a triazole urea probe for DAGL equipped with a norbornene as a biorthogonal handle. The activity and selectivity of the probe was assessed with activity-based protein profiling. This probe was potent against endogenous DAGLα (IC50 = 5 nM) and it was successfully applied as a two-step activity-based probe for labeling of DAGLα using an inverse electron-demand Diels-Alder ligation in living cells.
Structure-activity relationship studies of a series of novel δ-lactam-based histone deacetylase inhibitors
Hwan, Mook Kim,Ryu, Dong-Kyu,Choi, Yongseok,Bum, Woo Park,Lee, Kiho,Sang, Bae Han,Lee, Chang-Woo,Kang, Moo-Rim,Jong, Soon Kang,Boovanahalli, Shanthaveerappa K.,Park, Song-Kyu,Jung, Whan Han,Chun, Tae-Gyu,Lee, Hee-Yoon,Nam, Ky-Youb,Eun, Hyun Choi,Han, Gyoonhee
, p. 2737 - 2741 (2008/02/04)
We synthesized a series of δ-lactam-based HDAC inhibitors that were identified with various degrees of anti-inflammatory and cell growth inhibitory activities. Compounds possessing significant HDAC inhibitory activity exhibited both anti-inflammatory and cell growth inhibitory activities as well as significant tumor growth inhibition in the in vivo tumor xenograft experiments. Besides, these compounds demonstrated antiinflammatory properties in vitro via suppression of the production of the proinflammatory cytokine TNF-α and nitric oxide by LPS-stimulated RAW264.7 cells.