Citation: SUN Yanan, LI Tong, MA Chen. Separation of racemic flavonoids by high performance liquid chromatography using chiral mobile phase additive[J]. Chinese Journal of Chromatography, ;2013, 31(5): 447-450. doi: 10.3724/SP.J.1123.2012.12054 shu

Separation of racemic flavonoids by high performance liquid chromatography using chiral mobile phase additive

1.
Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China

Corresponding author: MA Chen,
Received Date: 29 December 2012
Available Online: 21 January 2013
Fund Project: 科技部创新方法工作专项项目(2011IM030200). (2011IM030200)

To perform chiral separation of three flavonoid racemates, including dihydrodaidzein, equol and alpinetin, a simple and effective method was developed by using sulfobutyl ether-β-cyclodextrin (SBE-β-CD) as a mobile phase additive in HPLC system. The effects of different factors on the chiral separation were investigated, including cyclodextrin (CD) types (α-CD, γ-CD, β-CD, methyl β-CD), CD concentration (5, 10, 20 mmol/L), pH value, nature of organic solvents (methanol, ethanol, acetonitrile) and phosphate buffer concentration. The analysis was carried out on a Kromasil 100-5C₁₈ column (250 mm×4.6 mm, 5 μm). The mobile phase consisted of acetonitrile and 10 mmol/L SBE-β-CD aqueous solution(containing 20 mmol/L KH₂PO₄, at pH 4.0 adjusted with phosphoric acid)(20:80, v/v). The flow rate was set at 1 mL/min, the column temperature was 25 ℃, and the UV detections of dihydrodaidzein, equol and alpinetin were carried out at 276, 280 and 290 nm, respectively. The established method was able to separate the three racemates, and the resolutions of the enantiomers (dihydrodaidzein, equol and alpinetin) were 1.8, 1.9 and 1.4, respectively. This method might be applied to separate various types of flavanoid enantiomers in chemical structure.
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