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Isolation of two new prenylated flavonoids from Sinopodophyllum emodi fruit by silica gel column and high-speed counter-current chromatography
- Sun, Yanjun, Sun, Yinshi, Chen, Hui, Hao, Zhiyou, Wang, Junmin, Guan, Yanbin, Zhang, Yanli, Feng, Weisheng, Zheng, Xiaoke
- Journal of Chromatography B 2014 v.969 pp. 190-198
- Podophyllum hexandrum, butanol, countercurrent chromatography, dried fruit, ethanol, ethyl acetate, flavonoids, gel chromatography, high performance liquid chromatography, methylene chloride, petroleum, silica gel, spectral analysis
- Two new prenylated flavonoids, sinoflavonoids A–B, were isolated from the dried fruits of Sinopodophyllum emodi by silica gel column chromatography (SGCC) and high-speed counter-current chromatography (HSCCC). The 95% ethanol extract was partitioned with petroleum ether, dichloromethane, ethyl acetate, and n-butanol in water, respectively. The ethyl acetate fraction was pre-separated by SGCC with a petroleum ether–acetone gradient. The eluates containing target compounds were further separated by HSCCC with n-hexane–ethyl acetate–methanol–water (4:6:4:4, v/v). Finally, 17.3mg of sinoflavonoid A and 25.9mg of sinoflavonoid B were obtained from 100mg of the pretreated concentrate. The purities of sinoflavonoid A and sinoflavonoid B were 98.47% and 99.38%, respectively, as determined by HPLC. Their structures were elucidated on the basis of spectroscopic evidences (HR-ESI-MS, 1H-NMR, 13C-NMR, HSQC, HMBC). The separation procedures proved to be efficient, especially for trace prenylated flavonoids.