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学科主题: 药学
题名:
A strategy for efficient discovery of new natural compounds by integrating orthogonal column chromatography and liquid chromatography/mass spectrometry analysis: Its application in Panax ginseng, Panax quinquefolium and Panax notoginseng to characterize 437 potential new ginsenosides
作者: Yang, Wen-zhi1; Ye, Min1; Qiao, Xue1; Liu, Chun-fang1; Miao, Wen-juan1; Bo, Tao2; Tao, Hai-yan1; Guo, De-an1
关键词: Natural compounds discovery ; Ginsenoside ; Panax species ; Orthogonal chromatography ; Liquid chromatography coupled with mass spectrometry
刊名: ANALYTICA CHIMICA ACTA
发表日期: 2012-08-20
DOI: 10.1016/j.aca.2012.06.017
卷: 739, 页:56-66
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Chemistry, Analytical
研究领域[WOS]: Chemistry
关键词[WOS]: TANDEM MASS-SPECTROMETRY ; DAMMARANE-TYPE SAPONINS ; FLOWER-BUDS ; BIOACTIVE SAPONINS ; MEDICINAL FLOWERS ; TRITERPENE OLIGOGLYCOSIDES ; AMERICAN GINSENG ; IDENTIFICATION ; ROOTS ; GLYCOSIDES
英文摘要:

To discover new natural compounds from herbal medicines tends to be more and more difficult. In this paper, a strategy integrating orthogonal column chromatography and liquid chromatography/mass spectrometry (LC/MS) analysis was proposed, and was applied for rapid discovery of new ginsenosides from Panax ginseng (PG), Panax quinquefolium (PQ), and Panax notoginseng (PN). The ginsenosides extracts were fractionated by MCl gel x silica gel orthogonal column chromatography. The fractions were then separated on a C-18 HPLC column, eluted with a three-component mobile phase (CH3CN/CH3OH/3 mM CH3COONH4-H2O), and detected by electrospray ionization tandem mass spectrometry. The structures of unknown ginsenosides were elucidated by analyzing negative and positive ion mass spectra, which provided complementary information on the sapogenins and oligosaccharide chains, respectively. A total of 623 comprising 437 potential new ginsenosides were characterized from the ethanol extracts of PG, PQ and PN. New acylations, diversified saccharide chains and C-17 side chains constituted novelty of the newly identified ginsenosides. An interpretation guideline was proposed for structural characterization of unknown ginsenosides by LC/MS. To confirm reliability of this strategy, two targeted unknown trace ginsenosides were obtained in pure form by LC/MS-guided isolation. Based on extensive NMR spectroscopic analysis and other techniques, they were identified as 3-O-[6-O-(E)-butenoyl-beta-D-glucopyranosyl(1,2)-beta-D-glucopyranosyl]-20(S)-protopanaxadiol-20-O-beta-D-glucopyranosyl(1.6)-beta-D-glucopyranoside (named ginsenoside IV) and 3-O-beta-D-glucopyranosyl(1,2)-beta-D-glucopyranosyl-3 beta,12 beta,20(S),24(R)-tetra hydroxy-dammar-25-ene-20-O-beta-D-glucopyranosyl(1,6)-beta-D-glucopyranoside (ginsenoside V), respectively. The fully established structures were consistent with the MS-oriented structural elucidation. This study expanded our understanding on ginsenosides of Panax species, and the proposed strategy was proved efficient and reliable in the discovery of new minor compounds from herbal extracts. (C) 2012 Elsevier B.V. All rights reserved.

语种: 英语
所属项目编号: BMU20110269
项目资助者: China Ministry of Education
WOS记录号: WOS:000307139700007
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/63564
Appears in Collections:北京大学药学院_期刊论文

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作者单位: 1.Peking Univ, Sch Pharmaceut Sci, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Agilent Technol, Beijing 100102, Peoples R China

Recommended Citation:
Yang, Wen-zhi,Ye, Min,Qiao, Xue,et al. A strategy for efficient discovery of new natural compounds by integrating orthogonal column chromatography and liquid chromatography/mass spectrometry analysis: Its application in Panax ginseng, Panax quinquefolium and Panax notoginseng to characterize 437 potential new ginsenosides[J]. ANALYTICA CHIMICA ACTA,2012,739:56-66.
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