Study on the Preparation,Identification and Anti-oxidation Activity of Hesperidin Derivatives

Objective:To study the preparation,identification and anti-oxidation ability ofhesperidin derivatives. Methods:Using natural hesperidin as a leading compound,its eight derivatives,including diosmin,diosmetin,7-O-ethoxy-carbonyl-methylene-diosmetin,7-O-carboxy-methylene-diosmetin,hesperetin,3',7-O-di-ethoxy-carbonyl-methylene-hesperetin,7-O-ethoxy-carbonyl-methylene-hesperetin and 7-O-carboxy-methylene-hesperetin were obtained. The anti-oxidation activity of hesperidin and its eight derivatives were compared in vitro under the same concentration,including the determination of total anti-oxidant capacity and free radical scavenging activity,theinhibition on linoleic acid auto-oxidation and phosphatidylcholine peroxidation. The effects of the derivativewhich had good anti-oxidant activity in vitro on peroxide values of animal fatand vegetable oil were also determined at the different concentrations by the oven storing method using hesperidin and 2,6-di-tert-butyl-4-methylphenol ascontrasts. Results:The lipo-soluble or water-soluble properties of the 8 derivatives had been enhanced. The hesperidin and its eight derivatives had effects on different anti-oxidation models in vitro at the concentration 0.2 mg/mL,in which the compound 7-O-ethoxy-carbonyl-methylene-diosmetinhad the more significant inhibitory effect on linoleic acid auto-oxidation and phosphatidylcholine peroxidation than the others. Compared with hesperidin,the effects were 2.15 times and 1.92 times respectively.It also showed better anti-oxidation effects onlard and soybean oil than hesperidin,the inhibition rate increased with the increase of concentration and showed good dose-effect relationship trends. At 0.2 mg/mL,the inhibition rate on lard was 52.17%,and the inhibition rate on soybean was 49.78%. Conclusion:The lipo-soluble properties of 7-O-ethoxy-carbonyl-methylene-diosmetin had been enhanced and it had more significant anti-oxidant activity than hesperidin.