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Isolation and purification of four phenolic glycoside isomers from the leaves of Idesia polycarpa Maxim. by high-speed counter-current chromatography and preparative high-performance liquid chromatography.
Journal of Chromatographic Science ( IF 1.5 ) Pub Date : 2020-01-17 , DOI: 10.1093/chromsci/bmz063
Lei Huang 1, 2 , Tong Peng 2, 3, 4 , Yu Li 1, 2 , Shiyan Zhang 2, 3 , Shiji Xiao 5 , Qiuxia Lu 2, 3 , Fang Chen 1, 2, 3 , Lin Tang 1, 2, 3
Affiliation  

We established an efficient method using high-speed counter-current chromatography (HSCCC) combined with preparative high-performance liquid chromatography (prep-HPLC) for isolating and purifying phenolic glycoside isomers. The method involves a rapid and sensitive ultra-performance liquid chromatography-under voltage(UPLC-UV) technique using a sub-2 μm core-shell particle column for qualitative and quantitative analysis of four phenolic glycoside isomers from Idesia polycarpa Maxim. leaves. The partially purified samples from ethyl acetate extraction of ethanol extracts of I. polycarpa Maxim. leaves were obtained by HSCCC with a two-phase solvent system composed of n-hexane-ethyl acetate-methanol-water solution (3:5:3:5, v/v/v/v) to obtain fractions I and II, which contain two phenolic glycoside isomers. The two fractions were further isolated by prep-HPLC to yield compounds 1, 2, 3, and 4 with purities of 98.29%, 98.71%, 98.49% and 98.52%, and total recoveries of 93.5%, 72.2%, 75.5% and 88.3%, respectively. Compound 1 was first isolated from I. polycarpa Maxim., while compound 2 was reported to be a new phenolic glycoside, which is 1-[(6'-O-(Z)-p-coumaroyl)-β-D-glucopyranosyl]-oxy-2-phenol. The chemical structures of the four phenolic glycoside isomers were analyzed and confirmed by UPLC, UV, electrospray ionization mass spectrometry (ESI-MS), fourier transform infra-red (FT-IR), 1H-nuclear magnetic resonance (1H NMR), 13C-nuclear magnetic resonance (13C NMR) and 2D nuclear magnetic resonance (2D NMR) spectra. This study opens prospects for broad industrial applications of HSCCC/prep-HPLC for the isolation and purification of isomers.

中文翻译:

poly藜叶中四种酚类糖苷异构体的分离纯化。通过高速逆流色谱法和制备型高效液相色谱法。

我们建立了使用高速逆流色谱(HSCCC)结合制备型高效液相色谱(prep-HPLC)分离和纯化酚糖苷异构体的有效方法。该方法涉及一种快速,灵敏的超高压液相色谱法(UPLC-UV),该技术使用亚2μm核壳颗粒色谱柱对定皮中的4种酚类糖苷异构体进行定性和定量分析。树叶。从乙酸乙酯提取的多叶艾美子乙醇提取物的部分纯化样品。通过HSCCC在由正己烷-乙酸乙酯-甲醇-水溶液(3:5:3:5,v / v / v / v)组成的两相溶剂系统中获得叶子,得到I和II级分,含有两个酚糖苷异构体。通过制备型HPLC进一步分离这两个馏分,得到化合物1、2、3和4,纯度为98.29%,98.71%,98.49%和98.52%,总回收率为93.5%,72.2%,75.5%和88.3。 %, 分别。化合物1首先从poly果I.中分离出来,而据报道化合物2是一种新的酚苷,即1-[((6'-O-(Z)-p-香豆酰基)-β-D-吡喃葡萄糖基] -氧-2-苯酚。通过UPLC,UV,电喷雾电离质谱(ESI-MS),傅立叶变换红外(FT-IR),1H核磁共振(1H NMR),13C对四种酚类糖苷异构体的化学结构进行了分析和确认-核磁共振谱(13C NMR)和2D核磁共振谱(2D NMR)。这项研究为HSCCC / prep-HPLC在异构体的分离和纯化中的广泛工业应用开辟了前景。
更新日期:2019-11-01
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