Design and Synthesis of 1,4-Dihydropyridine and Cinnamic Acid Esters and Their Antioxidant Properties

作者:Gao Yang; Wang Bowei; Gao Shang; Zhang Ruhui; Yang Chunying; Sun Zheng*; Liu Zhihui*
来源:Chemical Research in Chinese Universities, 2016, 32(4): 594-599.
DOI:10.1007/s40242-016-6047-0

摘要

In this study, cinnamic acid derivatives with pyridine ring were synthesized via Hantzsch reaction in order to expand conjugation system and their antioxidant abilities were tested. According to the evaluation results of their antioxidant properties, compounds 2 and 3 have similar antioxidant activity to prevent DNA from (OH-)-O-center dot and Cu2+/GSH induced oxidation, demonstrating that 1,4-dihydropyridine and pyridine nucleus exhibit good resistance to oxidation while the substituents have little effect. In the meantime, the AAPH-induced oxidative DNA damage [AAPH=2,2'-azobis(2-methylpropionamidine)dihydrochloride] and trapping ABTS(+center dot) test show that N-H bond and large conjugation systems are the pivotal parts to improve the activities of antioxidant.