拉肖皂苷元新合成路线研究

Research on a new synthetic route to laxogenin

目的改进植物激素拉肖皂苷元(25R)-3β-羟基-6-酮-5α-螺甾烷的制备方法。方法以薯蓣皂素异螺环-5-烯-3β-醇为原料,经过氯铬酸吡啶(PCC)氧化、硼氢化钠还原共两步反应得到目标产物。结果目标化合物的结构经NMR、IR谱确认,其熔点、1H-NMR谱数据与文献报道一致,总收率为67.8%(以薯蓣皂素计)。结论与文献报道的方法相比,改进后的工艺路线更短、后处理更简单、收率更高,有利于工业化生产。

Laxogenin, a steroidal sapogenin isolated from Smilax scobinicaulis, was reported that it has shown plant growth promoting activity, which is similar to that of brassinosteroids. The traditional method of synthesizing laxogenin is a cumbersome process, including protecting and deprotecting the 3β-hydroxyl group. Here a more practical and efficient synthetic route to laxogenin was found. Laxogenin was obtained successessfuUy in a two-step route with an overall yield of 67.8 %, which is much higher than that of reported routes. The structure of laxogenin was confirmed by 1H-NMR,13C-NMR and IR.