Comparative study on enantiomeric excess of main akannin/shikonin derivatives isolated from the roots of three endemic Boraginaceae plants in China
Comparative study on enantiomeric excess of main akannin/shikonin derivatives isolated from the roots of three endemic Boraginaceae plants in China
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我国三种特有紫草科植物根中主要紫草素衍生物对映体过量的比较研究
DOI：
10.1002/bmc.1570
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发表时间：
2011-10-01
影响因子：
1.8
通讯作者：
Li, Shao Shun
中科院分区：
文献类型：
--
作者：
Zhou, Wen;Jiang, Hu Da Gu La;Li, Shao Shun
本工作系统地研究了对映体过量（e。e.）的范围内。对我国广泛分布的紫草科3种特有植物新疆紫草Arnebia euchroma（Royle）Johnst（A. e.），紫草根et Zucc.（L. e.）的范围内。和滇紫草Onosma confertum W. W.史密斯（O.C.），和水解产物的光学纯度。研究了HCl对E. e.并对主要成分的含量进行了研究。分析了它们的绝对构型和e. e.所有衍生物的值分别通过CD和手性HPLC进行。主要化学成分的分析结果表明，A. e.主要生成S-型萘醌衍生物，而L-型衍生物中R-型占优势。e.和O.C.紫草素和紫草素及其衍生物在分离和水解过程中的酸处理不影响其光学纯度。此外，还发现100%的E。e.可以从存在于O.c.根中的特定的紫草素酯衍生物，β，β-二甲基丙烯酰紫草素获得，100%的e。e.的紫草素从β，β-二甲基丙烯酰基紫草素中所含的根A。e.版权所有（C）2011 JohnWiley & Sons，Ltd.
This work systematically investigated the enantiomeric excess (e. e.) of main components isolated from the roots of three endemic Boraginaceae plants distributed extensively in China, named Arnebia euchroma (Royle) Johnst (A. e.), Lithospermum erythrorhizon Sieb. et Zucc. (L. e.) and Onosma confertum W. W. Smith (O.c.), and the optical purity of their hydrolysis products separately, by means of three different approaches. The influence of HCl on the e. e. values of the major constituents was also studied. Analysis of the absolute configurations and e. e. values of all the derivatives acquired was performed by CD and chiral-HPLC respectively. The results of the main constituents demonstrated that A. e. mainly yields S-form naphthoquinone derivatives, while the R-form is predominant in the derivatives of L. e. and O.c. The optical purity of alkannin and shikonin and their derivatives was not influenced by acid treatment in the course of separation and hydrolysis. Additionally, it was found that 100% e. e. of shikinon could be acquired from a specific shikinon ester derivative, beta,beta-dimethylacrylshikonin occurring in the roots of O.c., as did 100% e. e. of alkannin from beta,beta-dimethylacrylalkannin contained in the roots of A. e. Copyright (C) 2011 JohnWiley & Sons, Ltd.