Premium
Large‐scale purification of unstable, water‐soluble secologanic acid using centrifugal partition chromatography
Author(s) -
Yeon Sung Hum,
Jeon JeSeung,
Um Key An,
Kim Chul Young,
Ahn YoungJoon
Publication year - 2018
Publication title -
phytochemical analysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.574
H-Index - 72
eISSN - 1099-1565
pISSN - 0958-0344
DOI - 10.1002/pca.2754
Subject(s) - chemistry , chromatography , methanol , ethyl acetate , solvent , fractionation , aqueous solution , countercurrent chromatography , column chromatography , isoamyl alcohol , fraction (chemistry) , organic chemistry , alcohol
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 .