title: Preparative Isolation of Two Prenylated Biflavonoids from the Roots and Rhizomes of Sinopodophyllum emodi by Sephadex LH-20 Column and High-Speed Counter-Current Chromatography.
abstract: Two prenylated biflavonoids, podoverines B-C, were isolated from the dried roots and rhizomes of Sinopodophyllum emodi using a Sephadex LH-20 column (SLHC) and high-speed counter-current chromatography (HSCCC). The 95% ethanol extract was partitioned with ethyl acetate in water. Target compounds from the ethyl acetate fraction were further enriched and purified by the combined application of SLHC and HSCCC. n-Hexane-ethyl acetate-methanol-water (3.5:5:3.5:5, v/v) was chosen as the two phase solvent system. The flow rate of mobile phase was optimized at 2.0 mL·min(-1). Finally, under optimized conditions, 13.8 mg of podoverine B and 16.2 mg of podoverine C were obtained from 200 mg of the enriched sample. The purities of podoverines B and C were 98.62% and 99.05%, respectively, as determined by HPLC. For the first time, podoverins B and C were found in the genus Sinopodophyllum. Their structures were determined by spectroscopic methods (HR-ESI-MS, ¹H-NMR, (13)C-NMR, HSQC, HMBC). Their absolute configurations were elucidated by comparison of their experimental and calculated ECD spectra. The cytotoxic activities were evaluated against MCF-7 and HepG2 cell lines. The separation procedures proved to be practical and economical, especially for trace prenylated biflavonoids from traditional Chinese medicine.
authors.affiliation: Collaborative Innovation Center for Respiratory Disease Diagnosis and Treatment &amp; Chinese Medicine Development of Henan Province, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, Henan, China. sunyanjun2011@hactcm.edu.cn.|School of Pharmacy, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, Henan, China. sunyanjun2011@hactcm.edu.cn.
authors.forename: Yan-Jun
authors.initials: YJ
authors.lastname: Sun
authors.affiliation: Collaborative Innovation Center for Respiratory Disease Diagnosis and Treatment &amp; Chinese Medicine Development of Henan Province, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, Henan, China. xlpjby@sina.com.|School of Pharmacy, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, Henan, China. xlpjby@sina.com.
authors.forename: Li-Xin
authors.initials: LX
authors.lastname: Pei
authors.affiliation: Key Laboratory of Structure-Based Drug Design &amp; Discovery, Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, Liaoning, China. wangkaibo2014@163.com.|School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, Liaoning, China. wangkaibo2014@163.com.
authors.forename: Kai-Bo
authors.initials: KB
authors.lastname: Wang
authors.affiliation: Institute of Special Animal and Plant Sciences, Chinese Academy of Agricultural Sciences, Changchun 130112, Jilin, China. sunyinshi2002@163.com.
authors.forename: Yin-Shi
authors.initials: YS
authors.lastname: Sun
authors.affiliation: Collaborative Innovation Center for Respiratory Disease Diagnosis and Treatment &amp; Chinese Medicine Development of Henan Province, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, Henan, China. wjmhnzz@163.com.|School of Pharmacy, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, Henan, China. wjmhnzz@163.com.
authors.forename: Jun-Min
authors.initials: JM
authors.lastname: Wang
authors.affiliation: Collaborative Innovation Center for Respiratory Disease Diagnosis and Treatment &amp; Chinese Medicine Development of Henan Province, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, Henan, China. zyl2013hnzy@163.com.|School of Pharmacy, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, Henan, China. zyl2013hnzy@163.com.
authors.forename: Yan-Li
authors.initials: YL
authors.lastname: Zhang
authors.affiliation: Collaborative Innovation Center for Respiratory Disease Diagnosis and Treatment &amp; Chinese Medicine Development of Henan Province, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, Henan, China. gaoxiaomei6266@126.com.|School of Pharmacy, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, Henan, China. gaoxiaomei6266@126.com.
authors.forename: Mei-Ling
authors.initials: ML
authors.lastname: Gao
authors.affiliation: Collaborative Innovation Center for Respiratory Disease Diagnosis and Treatment &amp; Chinese Medicine Development of Henan Province, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, Henan, China. ys20052@sina.com.|School of Pharmacy, Henan University of Traditional Chinese Medicine, Zhengzhou 450046, Henan, China. ys20052@sina.com.
authors.forename: Bao-Yu
authors.initials: BY
authors.lastname: Ji
mesh_terms: D044946:Biflavonoids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D003377:Countercurrent Distribution / Q000379:methods; D003911:Dextrans / Q000737:chemistry; D056945:Hep G2 Cells; D006801:Humans; D061986:MCF-7 Cells; D015394:Molecular Structure; D018517:Plant Roots / Q000737:chemistry*; D011035:Podophyllum / Q000737:chemistry*; D027343:Rhizome / Q000737:chemistry*
chemical_list: D044946:Biflavonoids; D003911:Dextrans; C025614:sephadex
keywords: Sephadex LH-20 column chromatography; Sinopodophyllum emodi; cytotoxic activity; high-speed counter-current chromatography; prenylated biflavonoid