采用离心分配色谱法大规模纯化不稳定、水溶性的钩藤堿。

Large-scale purification of unstable, water-soluble secologanic acid using centrifugal partition chromatography.

机构信息

School of Agricultural Biotechnology, Seoul National University, Seoul, Republic of Korea.

College of Pharmacy and Institute of Pharmaceutical Science and Technology, Hanyang University, Ansan, Republic of Korea.

出版信息

Phytochem Anal. 2018 Sep;29(5):487-492. doi: 10.1002/pca.2754. Epub 2018 Mar 9.

DOI:10.1002/pca.2754

PMID:29520954

Abstract

INTRODUCTION

Secologanic acid, a major secoiridoid in the flower buds of Lonicera japonica, is a fragile, highly polar compound that readily changes to epivogeloside or vogeloside after being dissolved in methanol. Thus, it is very difficult to obtain secologanic acid on a large-scale.

OBJECTIVE

To develop a centrifugal partition chromatography (CPC) method for large-scale purification of secologanic acid with high purity from the flower buds of L. japonica.

METHODS

After fractionation with Diaion HP-20 macroporous resin, 30% methanol eluent was purified by CPC with a ternary biphasic solvent system with ethyl acetate/isopropanol/water (6:4:10, v/v/v). CPC was performed separately twice with the same solvent system, first in descending mode and second in ascending mode.

RESULTS

After the first CPC operation, a secologanic acid enriched fraction (586 mg) was obtained from 3 g of crude extract, and secologanic acid (206 mg) was isolated with a purity over 93% in the subsequent ascending mode with the same solvent system from a 586 mg enriched fraction. In addition, it was confirmed that epivogeloside and vogeloside were reversely converted to secologanic acid in an aqueous acidic solution.

CONCLUSION

These results demonstrate that CPC is a simple, effective, and rapid method for the purification of secologanic acid in the flower buds of L. japonica.

摘要

简介

木樨草苷酸是忍冬花蕾中的主要裂环环烯醚萜类化合物，是一种易碎的、高极性化合物，在溶解于甲醇后很容易转化为异木樨草苷或木樨草苷。因此，很难大规模获得木樨草苷酸。

目的

开发一种离心分配色谱（CPC）方法，从忍冬花蕾中大规模、高纯度地纯化木樨草苷酸。

方法

采用 Diaion HP-20 大孔树脂进行分级后，用乙酸乙酯/异丙醇/水（6:4:10，v/v/v）的三元双相溶剂系统对 30%甲醇洗脱液进行纯化。用相同的溶剂系统分别进行两次 CPC，第一次采用下降模式，第二次采用上升模式。

结果

第一次 CPC 操作后，从 3g 粗提取物中获得了一个木樨草苷酸富集馏分（586mg），并从 586mg 富集馏分中用相同的溶剂系统在后续的上升模式下分离出纯度超过 93%的木樨草苷酸（206mg）。此外，还证实 epivogeloside 和 vogeloside 在酸性水溶液中可逆向转化为 secologanic acid。