84175-08-6Relevant articles and documents
Synthesis and in vitro evaluation of diverse heterocyclic diphenolic compounds as inhibitors of DYRK1A
Zhou, Qingqing,Reekie, Tristan A.,Abbassi, Ramzi H.,Indurthi Venkata, Dinesh,Font, Josep S.,Ryan, Renae M.,Munoz, Lenka,Kassiou, Michael
, p. 5852 - 5869 (2018/11/10)
Dual-specificity tyrosine phosphorylation-related kinase 1A (DYRK1A) is a dual-specificity protein kinase that catalyses phosphorylation and autophosphorylation. Higher DYRK1A expression correlates with cancer, in particular glioblastoma present within the brain. We report here the synthesis and biological evaluation of new heterocyclic diphenolic derivatives designed as novel DYRK1A inhibitors. The generation of these heterocycles such as benzimidazole, imidazole, naphthyridine, pyrazole-pyridines, bipyridine, and triazolopyrazines was made based on the structural modification of the lead DANDY and tested for their ability to inhibit DYRK1A. None of these derivatives showed significant DYRK1A inhibition but provide valuable knowledge around the importance of the 7-azaindole moiety. These data will be of use for developing further structure-activity relationship studies to improve the selective inhibition of DYRK1A.
Ruthenium(II)–Pyridylimidazole Complexes as Photoreductants and PCET Reagents
Pannwitz, Andrea,Prescimone, Alessandro,Wenger, Oliver S.
supporting information, p. 609 - 615 (2017/02/05)
Complexes of the type [Ru(bpy)2pyimH]2+[bpy = 2,2′-bipyridine; pyimH = 2-(2-pyridyl)imidazole] with various substituents on the bpy ligands can act as photoreductants. Their reducing power in the ground state and in the long-lived3MLCT excited state is increased significantly upon deprotonation, and they can undergo proton-coupled electron transfer (PCET) in the ground and excited state. PCET with both the proton and electron originating from a single donor resembles hydrogen atom transfer (HAT) and can be described thermodynamically by formal bond dissociation free energies (BDFEs). Whereas the class of complexes studied herein has long been known, their N–H BDFEs have not been determined even though this is important in view of assessing their reactivity. Our study demonstrates that the N–H BDFEs in the3MLCT excited states are between 34 and 52 kcal mol–1depending on the chemical substituents at the bpy spectator ligands. Specifically, we report on the electrochemistry and PCET thermochemistry of three heteroleptic complexes in 1:1 (v/v) CH3CN/H2O with CF3, tBu, and NMe2substituents on the bpy ligands.
Exchange of pyridine and bipyridine ligands in trimethylplatinum(iv) iodide complexes: Substituent and solvent effects
Ghosh, Biswa Nath,Schlecht, Sabine
, p. 101900 - 101909 (2015/12/08)
A series of mononuclear trimethylplatinum(iv) complexes of bipyridine ligands, [PtMe3(L-L)I] (L-L = bipy, 4-Mebipy, 4-MeObipy and 4-Me2Nbipy) has been synthesized by the reaction of trimethylplatinum(iv) iodide with bipyridine ligands L-L in an equimolar ratio. Also, treatment of mononuclear trimethylplatinum(iv) iodide complexes of pyridine ligands, [PtMe3L2I] (L = py, 4-Mepy, 4-MeOpy and 4-Me2Npy) with the corresponding bipyridine ligands leads to the exchange of the pyridines by the bipyridine ligands, thereby resulting in the formation of the more stable chelate bipyridine complexes. The ligand-exchange reactions have been studied by 1H NMR spectroscopy. The 1H NMR spectra of a 1: 1 mixture of mononuclear pyridine complexes [PtMe3L2I] and corresponding bipyridine ligands L-L reveal the formation of two chelate bipyridine complexes, [PtMe3(L-L)I] and [PtMe3(L-L)L]I, in solution. Speciation of the pyridine and bipyridine complexes in solution was found to be dependent on the substituent as well as on the nature of the solvent. Furthermore, crystal structures of three bipyridine complexes [PtMe3(L-L)I] (L-L = 4-Mebipy, 4-MeObipy and 4-Me2Nbipy) have also been investigated here.
