Journal
JOURNAL OF MOLECULAR STRUCTURE
Volume 1146, Issue -, Pages 766-772Publisher
ELSEVIER SCIENCE BV
DOI: 10.1016/j.molstruc.2017.06.044
Keywords
chromeno[2,3-b]pyridines; Multicomponent reactions; Spectroscopic studies; Powder XRD; Keto-enol equilibrium; Molecular docking studies
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Funding
- Council at President of the Russian Federation [MD-380.2017.3]
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Multicomponent synthesis of 5-C substituted 2,4-diamino-5H-chromeno[2,3-b]pyridine-3-carbonitriles from salicylaldehydes 2-aminoprop-1-ene-1,1,3-tricarbonitrile and 1,3-cyclohexanediones was carried out in 59-88% yields. The structures of compounds obtained were characterized by several techniques, including elemental analysis, IR, XRD, mass, H-1, C-13 and NOESY spectral studies. The chromeno[2,3-b] pyridines obtained are enols in solid phase. Keto-enol equilibrium is observed in DMSO solutions. Molecular docking studies of the synthesized chromeno[2,3-b]pyridine-3-carbonitriles were also carried out to elucidate their relationship with the binding pockets of the mitogen activated protein kinase (MK). It have been found that chlorine-containing chromeno[2,3-b]pyridines have best binding energy both MK 1 and MK-2. (C) 2017 Elsevier B.V. All rights reserved.
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