Studies on scavengers of active oxygen species. 1. Synthesis and biological activity of 2-O-alkylascorbic acids

摘要: A novel series of 2-O-alkylascorbic acids (5a-u) was synthesized, and their scavenging activities against active oxygen species as well suppressive effects on the arrhythmias in rat heart ischemia-reperfusion models were evaluated. Some (5e-1) exhibited potent inhibiting lipid peroxidation brain homogenates alleviating models. Studies structure-activity relationship demonstrated that a free 3-enolic hydroxyl group longer alkyl chains substituted 2-hydroxyl ascorbic acid beneficial for biological pharmacological activities. 2-O-Octadecylascorbic (5k, CV-3611), one most promising compounds, markedly inhibited (IC50 = 4.3 X 10(-6) M) alleviated myocardial lesions induced by at an oral dose 1 mg/kg rats.