柚皮素-7-O-乙酸酯和柚皮素-7-O-丙酸酯的制备及抗血小板聚集活性

Synthesis and Anti-Platelet Aggregation Activity of Naringenin-7-O-acetaye and Naringenin-7-O-propionate

为改善柚皮索的水溶性而不降低其抗血小板聚集活性，本文以柚皮苷为原料，经“4’位羟基苄基化．酸水解苷键-酰化-加氢脱苄基”四步反应，合成出柚皮素-7-O-乙酸酯和柚皮素-7-O-丙酸酯。两种衍生物在水中的溶解度分别为637．34±53．23μg／mL和59．74±4．81μg／mL，均高于柚皮素的溶解度。两种衍生物均对二磷酸腺苷诱导的兔体外和大鼠体内血小板聚集有显著的抑制活性，且抑聚率均高于柚皮素。实验结果表明，通过选择酰化柚皮素的7位羟基，引入含1—2个碳的短脂肪烃基链，能显著改善水溶性，提高抗血小板聚集活性。

To improve the water solubility without affecting the anti-platelet aggregation activity of naringenin, two acylat- ed derivatives of naringenin, namely naringenin-7-O-acylate, naringenin-7-O-propionate were synthesized by a four step synthesis route, benzylation-hydrolysis-aeylation-hydrogenation, with naringin as raw material. The water solubility of nar- ingenin-7-O-aeylate and naringenin-7-O-propionate were 637.34 ± 53.23 μg/mL and 59.74 ± 4.81 μg/mL,respec- tively, both of which were higher than that of naringenin. These two derivatives inhibited platelet aggregation indtlced by adenosine diphosphate both in vitro and in vivo, and both showed higher anti-platelet aggregation activity than naringe- nin. The results suggested that the acylation of hydroxyl group at C7 of naringrnin with aliphatie acyl donors containing two or three carbons not only provided the suitable water solubility but also improved the anti-platelet aggregation activity of naringmin.