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Systematic Separation and Purification of Iridoid Glycosides and Crocetin Derivatives from Gardenia jasminoides Ellis by High‐speed Counter‐current Chromatography
Author(s) -
Wang Yarong,
Chen Yang,
Deng Liang,
Cai Shining,
Liu Jia,
Li Wenna,
Du Lianfeng,
Cui Guozhen,
Xu Xin,
Lu Tao,
Chen Ping,
Zhang Hao
Publication year - 2015
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.2553
Subject(s) - chemistry , gardenia jasminoides , chromatography , crocetin , crocin , countercurrent chromatography , iridoid , aucubin , fraction (chemistry) , ethyl acetate , gardenia , glycoside , rosa × damascena , column chromatography , organic chemistry , essential oil , biochemistry , medicine , alternative medicine , pathology , traditional chinese medicine , carotenoid
Iridoid glycosides and crocetin derivatives are the main bioactive components of Gardenia . The processes of separation of these compounds reported in much of the literature are tedious, time consuming and require multiple chromatographic steps, which results in lower recovery and higher costs. Objective To develop a high‐speed counter‐current chromatography (HSCCC) method for the systematic separation and purification of iridoid glycosides and crocetin derivatives on a preparative scale from Gardenia . Methods After fractionation using HPD100 column chromatography, n ‐butanol:ethanol:water (10:1:10, v/v) was selected to purify gardenoside, 6 β ‐hydroxy geniposide and geniposidic acid from fraction A; ethyl acetate: n ‐butanol:water (2:1.5:3, v/v) was used to isolate geniposide from fraction B; crocin‐1, crocin‐2, crocin‐3 and crocin‐4 were purified by hexane:ethyl acetate: n ‐butanol:water (1:2:1:5, v/v) from fraction C. The head‐to‐tail elution mode was used with a flow rate of 8.0 mL/min and a rotary speed of 600 rpm. Results After HSCCC isolation, 151.1 mg of gardenoside, 52.2 mg of 6 β ‐hydroxy geniposide and 24.5 mg of geniposidic acid were obtained from 800 mg of fraction A; 587.2 mg of geniposide was obtained from 800 mg of Fraction B; 246.2 mg of crocin‐1, 34.2 mg of crocin‐2, 24.4 mg of crocin‐3 and 24.7 mg of crocin‐4 were obtained from 1000 mg of fraction C. Their purities were found by UPLC analysis to be 91.7%, 93.4%, 92.5%, 98.2%, 94.1%, 96.3%, 94.1% and 98.9% respectively. Conclusion The present results demonstrates that the main iridoid glycosides and crocetin derivatives in Gardenia can be obtained efficiently from extracts using HSCCC. Copyright © 2015 John Wiley & Sons, Ltd.