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preparative isolation and purification of isobenzofuranone derivatives and saponins from seeds of nigella glandulifera freyn by high-speed counter-current chromatography combined with gel filtration
Xin Xuelei; Yang Yi; Zhong Jie; Aisa Haji Akber; Wang Hanqing
2009
Source PublicationJournal of Chromatography A
ISSN0021-9673
Volume1216Issue:19Pages:4258-4262
Abstract

Although the medicinal plant and food Nigella glandulifera Freyn has been researched for decades, isobenzofuranones have never been isolated before. Two isobenzofuranone derivatives and two saponins were successfully separated and purified from seeds of N. glandulifera Freyn by high-speed counter-current chromatography (HSCCC) with the optimized two-phase solvent system, n-hexane-ethyl acetate-methanol-water (7:3:5:5, v/v). Salfredin B11 (22.1 mg, HPLC purity 95.3%), 5, 7-dihydroxy-6-(3-methybut-2-enyl) isobenzofuran-1(3H)-one (18.9 mg, HPLC purity 97.3%) and crude sample 2 (555 mg) were separated from 600 mg of ethyl acetate extract of N. glandulifera Freyn. Following a cleaning-up step by chromatography on Sephadex LH-20, hederagenin (12 mg) and 3-O-[β-d-xylopyranosyl-(1 &rarr 3)-α-l-rhamnopyranosyl-(1 &rarr 2)-α-l-arabinopyranosyl]-hederagenin (45 mg) were separated from sample 2. All of the fractions before peak II were collected and subjected to a Sephadex LH-20 column and eluted by methanol, two of triterpene saponins (12 mg of hederagenin and 45 mg of 3-O-[β-d-xylopyranosyl-(1 &rarr 3)-α-l-rhamnopyranosyl-(1 &rarr 2)-α-l-arabinopyranosyl]-hederagenin) were isolated. The structures of peak fractions were identified by IR, electron ionization MS, 1H NMR and 13C NMR. 5, 7-Dihydroxy-6-(3-methybut-2-enyl) isobenzofuran-1(3H)-one was isolated for the first time from higher plant and salfredin B11 was isolated for the first time in this plant.

KeywordHigh-speed Counter-current Chromatography Nigella Glandulifera Freyn Seeds Isobenzofuranone Salfredin B11
DOI10.1016/j.chroma.2009.03.050
Indexed BySCI
WOS IDWOS:000265955900019
Citation statistics
Cited Times:22[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.xjipc.cas.cn/handle/365002/1783
Collection省部共建新疆特有药用资源利用重点实验室
资源化学研究室
Corresponding AuthorAisa Haji Akber
Affiliation1.Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Xinjiang Key Lab Plant Resources & Nat Prod Chem, Urumqi 830011, Peoples R China
2.Chinese Acad Sci, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China
3.Chinese Acad Sci, Xinjiang Tech Inst Phys & Chem, Key Lab Chem Plant Resources Arid Area, Urumqi 830011, Peoples R China
Recommended Citation
GB/T 7714
Xin Xuelei,Yang Yi,Zhong Jie,et al. preparative isolation and purification of isobenzofuranone derivatives and saponins from seeds of nigella glandulifera freyn by high-speed counter-current chromatography combined with gel filtration[J]. Journal of Chromatography A,2009,1216(19):4258-4262.
APA Xin Xuelei,Yang Yi,Zhong Jie,Aisa Haji Akber,&Wang Hanqing.(2009).preparative isolation and purification of isobenzofuranone derivatives and saponins from seeds of nigella glandulifera freyn by high-speed counter-current chromatography combined with gel filtration.Journal of Chromatography A,1216(19),4258-4262.
MLA Xin Xuelei,et al."preparative isolation and purification of isobenzofuranone derivatives and saponins from seeds of nigella glandulifera freyn by high-speed counter-current chromatography combined with gel filtration".Journal of Chromatography A 1216.19(2009):4258-4262.
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