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拉肖皂苷元新合成路线研究
引用本文:左文果,饶志威,陈登辉,钟大猷,李宗桃. 拉肖皂苷元新合成路线研究[J]. 中国药物化学杂志, 2013, 0(5): 377-380
作者姓名:左文果  饶志威  陈登辉  钟大猷  李宗桃
作者单位:[1]武汉大学组合生物合成与新药发现教育部重点实验室,湖北武汉430071 [2]南华大学药物药理研究所,湖南衡阳422101
摘    要: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。

关 键 词:拉肖皂苷元  植物生长激素  合成  工艺改进

Research on a new synthetic route to laxogenin
ZUO Wen-guo,RAO Zhi-wei,CHEN Deng-hui,ZHONG Da-you,LI Zong-tao. Research on a new synthetic route to laxogenin[J]. Chinese Journal of Medicinal Chemistry, 2013, 0(5): 377-380
Authors:ZUO Wen-guo  RAO Zhi-wei  CHEN Deng-hui  ZHONG Da-you  LI Zong-tao
Affiliation:1. Key Laboratory of Combinatorial Biosynthesis and Drug Discovery( Wuhan University), Ministry of Education, Wuhan 430071, China; 2. Institute of Pharmacy and Pharmacology, University of South China, Hengyang 422101, China)
Abstract: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.
Keywords:laxogenin  plant growth hormone  synthesis  process improvement
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