Planta Med 2014; 80(04): 330-336
DOI: 10.1055/s-0033-1360362
Analytical Studies
Original Papers
Georg Thieme Verlag KG Stuttgart · New York

Comprehensive Chemical Analysis of the Rhizomes of Drynaria fortunei by Orthogonal Pre-Separation and Liquid Chromatography Mass Spectrometry

Xue Qiao
1   State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, China
,
Xiong-hao Lin
1   State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, China
,
Yong-hong Liang
1   State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, China
,
Jing Dong
2   Shimadzu International Trading (Shanghai) Co. Ltd., Beijing Office, Beijing, China
,
De-an Guo
1   State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, China
,
Min Ye
1   State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, China
› Author Affiliations
Further Information

Publication History

received 08 September 2013
revised 28 November 2013

accepted 20 January 2014

Publication Date:
18 February 2014 (online)

Abstract

The chemical composition of Drynaria fortunei, a traditional Chinese herbal medicine, is very complicated. In order to separate these chemicals to obtain their structural information, an orthogonal sample enrichment procedure was established. The ethyl acetate extract of D. fortunei was pre-separated by Sephadex LH-20 × polyamide columns to yield 15 fractions. These fractions were analyzed successively using a reversed-phase Agilent Zorbax SB-C18 column, coupled with diode array detection and electrospray ionization tandem mass spectrometry. The method reduced co-elution and enriched minor compounds on the basis of their chemical features. A total of 369 compounds were detected by LC/MSn, compared to less than 50 compounds without pre-separation. The pretreatment facilitated the analytical separation of flavonoids, proanthocyanidins, triterpenoids, phenolic acids, and lignans in D. fortunei, and allowed a comprehensive chemical profiling of these constituents. This method could be applied to other multicomponent herbal extracts.

Supporting Information

 
  • References

  • 1 van der Greef J. All systems go. Nature 2011; 480: S87
  • 2 Zhou JL, Qi LW, Li P. Herbal medicine analysis by liquid chromatography/time-of-flight mass spectrometry. J Chromatogr A 2009; 1216: 7582-7594
  • 3 Hao H, Cui N, Wang G, Xiang B, Liang Y, Xu X, Zhang H, Yang J, Zheng C, Wu L, Gong P, Wang W. Global detection and identification of nontarget components from herbal preparations by liquid chromatography hybrid ion trap time-of-flight mass spectrometry and a strategy. Anal Chem 2008; 80: 8187-8194
  • 4 Liang Z, Li K, Wang X, Ke Y, Jin Y, Liang X. Combination of off-line two-dimensional hydrophilic interaction liquid chromatography for polar fraction and two-dimensional hydrophilic interaction liquid chromatography × reversed-phase liquid chromatography for medium-polar fraction in a traditional Chinese medicine. J Chromatogr A 2012; 1224: 61-69
  • 5 Chinese Pharmacopoeia Commission. Pharmacopoeia of the Peopleʼs Republic of China, Volume 1, 2010 edition. Beijing: Chinese Medical Science and Technology Press; 2010: 239
  • 6 Liang Y, Ye M, Yang W, Qiao X, Wang Q, Yang H, Wang X, Guo D. Flavan-3-ols from the rhizomes of Drynaria fortunei . Phytochemistry 2011; 72: 1876-1882
  • 7 Liang Y, Ye M, Han J, Wang B, Guo D. Lignans and flavonoids from rhizome of Drynaria fortunei . Chin Trad Herb Drugs 2011; 42: 25-30
  • 8 Liang Y, Ye M, Zhang L, Li H, Han J, Wang B, Guo D. Two new phenolic acids from Drynariae Rhizoma. Acta Pharm Sin 2010; 45: 874-878
  • 9 Liu H, Zou S, Qi Y, Zhu Y, Li X, Zhang B. Quantitative determination of four compounds and fingerprint analysis in the rhizomes of Drynaria fortunei (Kunze) J. Sm. J Nat Med 2012; 66: 413-419
  • 10 Liu K, Qiao X, Liang Y, Guo D, Ye M. HPLC fingerprint of Drynariae Rhizoma. Chin Trad Herb Drugs 2011; 42: 510-514
  • 11 Gao M, Wang X, Gu M, Su Z, Wang Y, Janson JC. Separation of polyphenols using porous polyamide resin and assessment of mechanism of retention. J Sep Sci 2011; 34: 1853-1858
  • 12 Rohr GE, Meier B, Sticher O. Analysis of procyanidins. Stud Nat Prod Chem 2000; 21: 497-570
  • 13 Wu CS. Column handbook for size exclusion chromatography. San Diego: Academic Press; 1999: 41
  • 14 Alwerdt JL, Seigler DS, Gonzalez de Mejia E, Yousef GG, Lila MA. Influence of alternative liquid chromatography techniques on the chemical complexity and bioactivity of isolated proanthocyanidin mixtures. J Agric Food Chem 2008; 56: 1896-1906
  • 15 Guo XY, Zhou LL, Li Y, Wang LH. Preparative separation of lithospermic acid B from Salvia miltiorrhiza by polyamide resin and preparative high-performance liquid chromatography. J Chromatogr A 2011; 1218: 4606-4611
  • 16 Vukics V, Guttman A. Structural characterization of flavonoid glycosides by multi-stage mass spectrometry. Mass Spectrom Rev 2010; 29: 1-16
  • 17 Pikulski M, Brodbelt JS. Differentiation of flavonoid glycoside isomers by using metal complexation and electrospray ionization mass spectrometry. J Am Soc Mass Spectrom 2003; 14: 1437-1453
  • 18 Bohm BA. Flavonoid systematics of the Datiscaceae. Biochem Syst Ecol 1988; 16: 151-155
  • 19 El-Hawary SS, Zaghloul SS, Gonaid MH, Sleem AA. Chemical study of the bioactive flavonoids present in Pyrus calleryana Decne fruits growing in Egypt. Egypt J Biomed Sci 2005; 19: 248-258
  • 20 Slimestad R, Andersen ØM, Francis GW, Marston A, Hostettmann K. Syringetin 3-O-(6″-acetyl)-β-glucopyranoside and other flavonols from needles of Norway spruce, Picea abies . Phytochemistry 1995; 40: 1537-1542
  • 21 Hümmer W, Schreier P. Analysis of proanthocyanidins. Mol Nutr Food Res 2008; 52: 1381-1398
  • 22 Li HJ, Deinzer ML. Tandem mass spectrometry for sequencing proanthocyanidins. Anal Chem 2007; 79: 1739-1748