Separation of the enantiomers of naringenin and eriodictyol by amylose-based chiral reversed-phase high-performance liquid chromatography

Separation of the enantiomers of naringenin and eriodictyol by amylose-based chiral reversed-phase high-performance liquid chromatography
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直链淀粉手性反相高效液相色谱分离柚皮素和圣草酚对映体

DOI:
10.5582/ddt.2012.v6.6.321
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发表时间:
2012-12-01
影响因子:
3.1
通讯作者:
Ren, Dongmei
Ren, Dongmei
中科院分区:
其他
文献类型:
--
作者:
Guo, Xiaojiang;Li, Chao;Ren, Dongmei

文献摘要

被引文献

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柚皮素和圣草酚是广泛存在于柑橘类水果和草药产品中的手性黄烷酮。这两种黄烷酮的药理学意义是众所周知的。由于手性碳原子,该化合物总是以外消旋形式存在。本研究报告了一种用于柚皮素和圣草酚对映体分离的立体特异性 HPLC 方法,该方法在直链淀粉基手性固定相 (CSP) Chiralpak ADRH 上以反相模式进行。研究了流动相对保留、对映体分离和洗脱顺序的影响。两种化合物的不同3'、4'取代基模式影响了对映选择性。使用在线耦合 HPLC-CD 方法确定洗脱顺序。该方法同时获得了单一波长洗脱峰的圆二色符号和洗脱对映体的完整圆二色光谱。
Naringenin and eriodictyol are chiral flavanones widely present in citrus fruits and herbal products. Pharmacological interest in the two flavanones is well known. Due to the chiral carbon atom, the compounds always exist in the racemic form. The present study reported a stereospecific HPLC method for the enantioseparation of naringenin and eriodictyol, which was performed on an amylosebased chiral stationary phase (CSP), Chiralpak ADRH, in the reversed-phase mode. The effects of the mobile phase on retention, enantioseparation, and elution order were investigated. The different 3', 4' substituent pattern of the two compounds affected the enantioselectivity. An online coupling HPLC-CD method was used for elution order determination. Both the CD sign of the eluted peaks at a single wavelength and complete CD spectra of the eluted enantiomers were obtained by the method.