α-Pyridoin (1, 1, 2-di (2-pyridyl)-1, 2-ethenediol) is a unique enediol antioxidant. To explore the detailed antioxidant mechanism of α-pyridoin, we synthesized α-pyridoin and its 5, 5′- or 6, 6′-bis-substituted derivatives (2–7) and compared their capacities to scavenge galvinoxyl radical (GO˙) and protect human red blood cells (RBCs) from oxidative haemolysis. It was found that the compounds (5 and 6) with a methyl or methoxy group at ...