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Effect of cultivation years on saponins in Paris Polyphylla var. yunnanensis using ultra-high liquid chromatography–tandem mass spectrometry and Fourier transform infrared spectroscopy

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Abstract

Paris Polyphylla var. yunnanensis (PPY) has been used in traditional medicine for the treatment of parotitis and abscess. Previous studies showed the quality of PPY was associated with cultivation years. In this study, we applied ultra-high performance liquid chromatography–tandem mass spectrometry (UHPLC–MS/MS) and Fourier transform infrared (FT-IR) spectroscopy to measure the variation of saponins due to cultivation years in cultivated PPY. A rapid UHPLC–MS/MS method was developed for simultaneous determination of six major steroidal saponins (polyphyllin I, II, V, VI, VII and gracillin). Principal component analysis (PCA) was selected for pattern recognition of FT-IR profiles. The concentration of six targeted steroid saponins varied with the increase of cultivation year and attained the maximum level at 8th year (22.65 ± 1.65 mg g−1). A dynamic change with the growth of PPY presented in the content of diosgenin-type saponins and pennogenin-type saponins. After the treatment of standard normal variate (SNV), the PCA result showed that 4th and 5th years’ samples were solely classified into two parts and the chemical information of other samples was quite similar. According to FT-IR and UPLC-MS/MS results, an optimal harvest time recommend at 7th or 8th year in the current stage. These results could support the previous view that the variations of metabolites were associated with cultivation years and provided chemical evidence for further research on the agricultural practice of PPY.

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Abbreviations

DL:

Desolvation line

ELSD:

Evaporative light scattering detection

ESI:

Electrospray ionization

FT-IR:

Fourier transform infrared

HPLC:

High performance liquid chromatography

LOD:

Limit of detection

LOQ:

Limit of quantitation

MRM:

Multiple reaction monitoring

MVA:

Mevalonate

PCA:

Principal component analysis

PPY:

Paris Polyphylla var. yunnanensis

RSD:

Relative standard deviation

S/N:

Signal-to-noise ratio

SNV:

Standard normal variate

UHPLC–MS/MS:

Ultra-high performance liquid chromatography–tandem mass spectrometry

UV:

Ultraviolet

References

  • Alqahtani A, Tongkao-on W, Li KM, Razmovski-Naumovski V, Chan K, Li GQ (2015) Seasonal variation of triterpenes and phenolic compounds in Australian Centella asiatica (L.) Urb. Phytochem Anal 26(6):436–443

    Article  CAS  PubMed  Google Scholar 

  • Avula B, Wang YH, Ali Z, Smillie TJ, Khan IA (2014) Chemical fingerprint analysis and quantitative determination of steroidal compounds from Dioscorea villosa, Dioscorea species and dietary supplements using UHPLC-ELSD. Biomed Chromatogr 28(2):281–294

    Article  CAS  PubMed  Google Scholar 

  • Challinor VL, De Voss JJ (2013) Plant steroidal saponins: a focus on open-chain glycosides. Springer, Berlin, pp 3225–3250

    Google Scholar 

  • Chung IM, Kim JW, Seguin P, Jun YM, Kim SH (2012) Ginsenosides and phenolics in fresh and processed Korean ginseng (Panax ginseng CA Meyer): effects of cultivation location, year, and storage period. Food Chem 130(1):73–83

    Article  CAS  Google Scholar 

  • Editorial Board of Flora of China of Chinese Academy of Sciences (2000) Flora of China, In Liliaceae. Science Press, Beijing, pp 88–95

    Google Scholar 

  • Fu SZ, Li N, Liu Z, Gao WY, Man SL (2012) Determination of seven kinds of steroidal saponins in plants of Paris L. from different habitats by HPLC. Chin Tradit Herb Drugs 43(12):2435–2437

    CAS  Google Scholar 

  • Gershenzon J, Kreis W (1999) Biochemistry of terpenoids: monoterpenes, sesquiterpenes, diterpenes, sterols, cardiac glycosides and steroid saponins. Biochem Plant Second Metab 2:251–265

    Google Scholar 

  • Guo RX, Li GL, Wang YF, Wang L, Zhang ML, Zhan WH, Shi QW (2016) Historical story on natural medicinal chemistry. Steroids Chin Tradit Herb Drugs 47(8):1251–1264

    CAS  Google Scholar 

  • Huang XX, Gao WY, Man SL, Zhao ZY (2009) Advances in studies on saponins in plants of Paris L. and their biosynthetic approach. Chin Tradit Herb Drugs 40(3):483–489

    Google Scholar 

  • Kang LP, Yu K, Zhao Y, Liu YX, Yu HS, Pang X, Tan DW, Ma BP (2012) Characterization of steroidal glycosides from the extract of Paris Polyphylla var. yunnanensis by UPLC/Q-TOF MSE. J Pharm Biomed 62:235–249

    Article  CAS  Google Scholar 

  • Karnpanit W, Coorey R, Clements J, Nasar-Abbas SM, Khan MK, Jayasena V (2016) Effect of cultivar, cultivation year and dehulling on raffinose family oligosaccharides in Australian sweet lupin (Lupinus angustifolius L.). Int J Food Sci Technol 51(6):1386–1392

    Article  CAS  Google Scholar 

  • Karoui R, Downey G, Blecker C (2010) Mid-infrared spectroscopy coupled with chemometrics: a tool for the analysis of intact food systems and the exploration of their molecular structure—quality relationships—a review. Chem Rev 110(10):6144–6168

    Article  CAS  PubMed  Google Scholar 

  • Li L, Zhang JL, Sheng YX, Guo DA, Wang Q, Guo HZ (2005) Simultaneous quantification of six major active saponins of Panax notoginseng by high-performance liquid chromatography-UV method. J Pharm Biomed 38(1):45–51

    Article  CAS  Google Scholar 

  • Li Y, Liu B, Geng S, Kim S, Jin Y, Liu X, Wu YJ, Chen Y (2016) An approach combining real-time release testing with near-infrared spectroscopy to improve quality control efficiency of Rhizoma paridis. Spectrochim Acta A 157:186–191

    Article  CAS  Google Scholar 

  • Liu H, He ZJ, Liang SW, Duan YT, Wang Y (2013) Study on the HPLC fingerprint and chemical pattern recognition for rhizome of Paris polyphylla var. yunnanensis sampled from different Sites. J Yunnan Agric Univ 28(1):88–95

    CAS  Google Scholar 

  • Liu T, Li X, Xie S, Wang L, Yang S (2016) RNA-seq analysis of Paris polyphylla var. yunnanensis roots identified candidate genes for saponin synthesis. Plant Divers 38:163–170

    Article  CAS  Google Scholar 

  • Ma XD, Fan YX, Jin CC, Wang F, Xin GZ, Li P, Li HJ (2016) Specific targeted quantification combined with non-targeted metabolite profiling for quality evaluation of Gastrodia elata tubers from different geographical origins and cultivars. J Chromatogr A 1450:53–63

    Article  CAS  PubMed  Google Scholar 

  • Man S, Gao W, Zhang Y, Wang J, Zhao W, Huang L, Liu C (2010) Qualitative and quantitative determination of major saponins in Paris and Trillium by HPLC-ELSD and HPLC-MS/MS. J Chromatogr B 878(29):2943–2948

    Article  CAS  Google Scholar 

  • Maurya A, Manika N, Verma RK, Singh SC, Srivastava SK (2013) Simple and reliable methods for the determination of three steroidal glycosides in the eight species of Solanum by reversed-phase HPLC coupled with diode array detection. Phytochem Anal 24(1):87–92

    Article  CAS  PubMed  Google Scholar 

  • Newman DJ, Cragg GM (2016) Natural products as sources of new drugs from 1981 to 2014. J Nat Prod 79(3):629–661

    Article  CAS  PubMed  Google Scholar 

  • Nikolopoulou D, Grigorakis K, Stasini M, Alexis MN, Iliadis K (2007) Differences in chemical composition of field pea (Pisum sativum) cultivars: effects of cultivation area and year. Food Chem 103(3):847–852

    Article  CAS  Google Scholar 

  • Pan Y, Zhang J, Zhao YL, Wang YZ, Huang HY (2015) Investigation of metabolites accumulation in medical plant Gentiana rigescens during different growing stage using LC-MS/MS and FT-IR. Bot Stud 56(1):1–9

    Article  CAS  Google Scholar 

  • Pan Y, Zhang J, Zhao YL, Wang YZ, Jin H (2016) Chemotaxonomic studies of nine Gentianaceae species from western China based on liquid chromatography tandem mass spectrometry and Fourier transform infrared spectroscopy. Phytochem Anal 27(3–4):158–167

    Article  CAS  PubMed  Google Scholar 

  • Piazzolla F, Pati S, Amodio ML, Colelli G (2016) Effect of harvest time on table grape quality during on-vine storage. J Sci Food Agric 96(1):131–139

    Article  CAS  PubMed  Google Scholar 

  • Podolak I, Galanty A, Sobolewska D (2010) Saponins as cytotoxic agents: a review. Phytochem Rev 9(3):425–474

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  • Raomai S, Kumaria S, Kehie M, Tandon P (2015) Plantlet regeneration of Paris polyphylla Sm. via thin cell layer culture and enhancement of steroidal saponins in mini-rhizome cultures using elicitors. Plant Growth Regul 75(1):341–353

    Article  CAS  Google Scholar 

  • Sparg S, Light ME (2004) Biological activities and distribution of plant saponins. J Ethnopharmacol 94(2):219–243

    Article  CAS  PubMed  Google Scholar 

  • State Pharmacopoeia Commission (2015) Chinese pharmacopoeia. Chemistry and Industry Press, Beijing, pp 260–260

    Google Scholar 

  • Thimmappa R, Geisler K, Louveau T, O’Maille P, Osbourn A (2014) Triterpene biosynthesis in plants. Annu Rev Plant Biol 65:225–257

    Article  CAS  PubMed  Google Scholar 

  • Wang A, Wang CZ, Wu JA, Osinski J, Yuan CS (2005) Determination of major ginsenosides in Panax quinquefolius (American ginseng) using high-performance liquid chromatography. Phytochem Anal 16(4):272–277

    Article  CAS  PubMed  Google Scholar 

  • Wang Y, Pan JY, Xiao XY, Lin RC, Cheng YY (2006) Simultaneous determination of ginsenosides in Panax ginseng with different growth ages using high-performance liquid chromatography-mass spectrometry. Phytochem Anal 17(6):424–430

    Article  CAS  PubMed  Google Scholar 

  • Wang Y, Gao W, Li X, Wei J, Jing S, Xiao P (2013a) Chemotaxonomic study of the genus Paris based on steroidal saponins. Biochem Syst Ecol 48:163–173

    Article  Google Scholar 

  • Wang J, Yu J, Li L, Liu CM, Zhang Y, Wang Q (2013b) Isolation of high purity ginsenosides from plant extract of Panax ginseng by high performance centrifugal partition chromatography coupled with evaporative light scattering detection. J Liq Chromatogr R T 36(5):583–590

    Article  CAS  Google Scholar 

  • Wang Q, Liang Z, Peng Y, Hou JL, Wei SL, Zhao ZZ, Wang WQ (2015) Whole transverse section and specific-tissue analysis of secondary metabolites in seven different grades of root of Paeonia lactiflora using laser microdissection and liquid chromatography-quadrupole/time of flight-mass spectrometry. J Pharm Biomed 103:7–16

    Article  Google Scholar 

  • Wang Y, Liu E, Li P (2017) Chemotaxonomic studies of nine Paris species from China based on ultra-high performance liquid chromatography tandem mass spectrometry and Fourier transform infrared spectroscopy. J Pharm Biomed Anal 140:20–30

    Article  CAS  Google Scholar 

  • Xia C, Zhao J, Lv S, Wu S (2011) HPLC fingerprints of Paris Polyphylla Smith var. yunnanensis of different growing years. Chin J Mod Appl Pharm 28(6):515–519

    CAS  Google Scholar 

  • Xue Y, Li XW, Li ZY, Zeng ZP, Zhang FS, Li AP, Qin XM, Peng B (2015) UPLC/Q-TOF MS and NMR plant metabolomics approach in studying the effect of growth year on the quality of Polygala tenuifolia. Acta Pharm Sin 50(3):340–347

    CAS  Google Scholar 

  • Yan Q (2013) Analyze and identify Chinese herbal medicine Chonglou and counterfeit medicine Kaikoujian by Fourier transform infrared spectroscopy. J Light Scatt 25(1):85–91

    Google Scholar 

  • Yang SO, Shin YS, Hyun SH, Cho S, Bang KH, Lee D, Choi HK (2012) NMR-based metabolic profiling and differentiation of ginseng roots according to cultivation ages. J Pharm Biomed 58:19–26

    Article  CAS  Google Scholar 

  • Yang YG, Zhang J, Zhang JY, Wang YZ (2016) Research progress in chemical constituents in plants of Paris L. and their pharmacological effects. Chin Tradit Herb Drugs 47(18):3301–3323

    Google Scholar 

  • Zan K, Gao YM, Cui G, Liu J, Guo LN, Zheng J, Ma SC (2017) Comparative study on specific chromatograms and main active components of wild and cultivated rhizome of Paris polyphylla var. yunnanensis. China J Chin Mater Med 42(15):3011–3016

    Google Scholar 

  • Zhang T, Liu H, Liu XT, Xu DR, Chen XQ, Wang Q (2010) Qualitative and quantitative analysis of steroidal saponins in crude extracts from Paris polyphylla var. yunnanensis and P. polyphylla var. chinensis by high performance liquid chromatography coupled with mass spectrometry. J Pharm Biomed 51(1):114–124

    Article  Google Scholar 

  • Zhang JY, Wang YZ, Zhao YL, Yang SB, Zuo ZT, Yang MQ, Jin H (2011a) Phytochemicals and bioactivities of Paris species. J Asian Nat Prod Res 13(7):670–681

    Article  CAS  Google Scholar 

  • Zhang Y, Lv SS, Zhou N, Ma YX, Gao KJ, Wu SW (2011b) Comparison of four kinds of Chonglou saponins contents in Paris polyphylla of different growing years. China Pharm 22(43):4081–4082

    CAS  Google Scholar 

  • Zhao Y, Kang LP, Liu YX, Liang YG, Tan DW, Yu ZY, Ma BP (2009) Steroidal saponins from the rhizome of Paris polyphylla and their cytotoxic activities. Planta Med 75(4):356–363

    Article  CAS  PubMed  Google Scholar 

  • Zhao Y, Zhang J, Yuan TJ, Shen T, Li W, Yang S, Hou Y, Wang YZ, Jin H (2014) Discrimination of wild Paris based on near infrared spectroscopy and high performance liquid chromatography combined with multivariate analysis. PLoS ONE 9(2):e89100

    Article  PubMed  PubMed Central  Google Scholar 

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Acknowledgements

This work was supported by the National Natural Science Foundation of China (81460584) and the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD).

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Correspondence to Ping Li.

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Wang, YZ., Li, P. Effect of cultivation years on saponins in Paris Polyphylla var. yunnanensis using ultra-high liquid chromatography–tandem mass spectrometry and Fourier transform infrared spectroscopy. Plant Growth Regul 84, 373–381 (2018). https://doi.org/10.1007/s10725-017-0348-2

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