Efficient synthesis of 2-amino-4-aryl-8-[(E)-arylmethylidene]-5, 6, 7, 8-4Hpyrano [3, 2-c]pyridine in green media

Cytotoxicity, oxidative stress, and apoptosis in K562 leukemia cells induced by an active compound from pyrano-pyridine derivatives

“…[15][16][17] In the present study, we examined the cytotoxic effect of four compounds of pyrano-pyridine family on K562 human chronic myeloid leukemia cell line ( Figure 1). 18 After primary assessments, 8-(4chlorobenzylidene)-2-amino-4-(4-chlorophenyl)-5, 6, 7, 8-tetrahydro-6-phenethyl-4H-pyrano-[3, 2-c]pyridine-3-carbonitrile (4-CP.P), as an active pyranopyridine derivate, was selected for evaluation of the possible effect of oxidative stress on apoptosis induction in K562 leukemia cells.…”

“…Briefly, reaction of 3, 5-bis [(E)-arylmethylidene]-tetrahydro-4 (1H)-pyridinones with malononitril in aqueous media and in the presence of diammonium hydrogen phosphate (10%) or piperidine (10%) leads to pyrano-pyridines at room temperature. The structures of target compounds including 2-amino-8benzylidene-5, 6, 7, 8-tetrahydro-6-phenethyl-4phenyl-4H-pyrano-[3, 2-c]pyridine-3-carbonitrile (P.P), 2-amino-5, 6, 7, 8-tetrahydro-6-phenethyl-4thiophen-2-yl-8-(thiophen-2-yl)methylene) 4H-pyrano-[3, 2-c]pyridine-3-carbonitrile (TPM.P), 4-CP.P, and 8-(3-nitrobenzylidene)-2-amino-5, 6, 7, 8-tetrahydro-4-(3-nitrophenyl)-6-phenethyl-4H Pyrano-[3, 2c]pyridine-3-carbonitrile (3-NP.P) were established by IR, 1 H-NMR, C-NMR, as well as mass spectrometry and elemental analysis 18.…”