131684-06-5Relevant academic research and scientific papers
Transition-metal-free C-N and C-C formation: Synthesis of benzo[4,5]imidazo[1,2-: A] pyridines and 2-pyridones from ynones
Teng, Qing-Hu,Peng, Xiang-Jun,Mo, Zu-Yu,Xu, Yan-Li,Tang, Hai-Tao,Wang, Heng-Shan,Sun, Hong-Bin,Pan, Ying-Ming
, p. 2007 - 2012 (2018)
Herein, a transition metal-free and efficient cascade reaction of ynones with 2-methylbenzimidazoles under mild conditions has been revealed. This cascade reaction involved a Michael addition/intramolecular cycloaddition/dehydration and provided the desired benzo[4,5]imidazo[1,2-a]pyridines in moderate to good yield. Furthermore, three benzo[4,5]imidazo[1,2-a]pyridines (3d, 3i, and 3q) exhibited good activities against Hep-G2 (human liver cancer), T-24 (human bladder cancer cell), and SK-OV-3 (human ovarian cancer) cell lines with IC50 values in the range of 8.05-10.67 μmol L-1. To investigate the mechanism of the effective inhibition of cell growth, further studies, including cell cycle analysis, apoptosis ratio detection, measurement of Ca2+ generation, ROS, mitochondrial membrane potential assay, and caspase-3/9 activation, were carried out on compound 3i.
