CN: 32-1845/R
ISSN: 2095-6975
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YAO Chang-Liang, QIAN Zheng-Ming, TIAN Wen-Shuai, XU Xiao-Qian, YAN Yu, SHEN Yao, LU Song-Mao, LI Wen-Jia, GUO De-An. Profiling and identification of aqueous extract of Cordyceps sinensis by ultra-high performance liquid chromatography tandem quadrupole-orbitrap mass spectrometry[J]. Chinese Journal of Natural Medicines, 2019, 17(8): 631-640

Profiling and identification of aqueous extract of Cordyceps sinensis by ultra-high performance liquid chromatography tandem quadrupole-orbitrap mass spectrometry

YAO Chang-Liang1,3, QIAN Zheng-Ming2, TIAN Wen-Shuai1, XU Xiao-Qian1, YAN Yu1, SHEN Yao1, LU Song-Mao1, LI Wen-Jia2, GUO De-An1,3
1 R & D Department, GenChim Testing(Shanghai) Co., Ltd., Shanghai 200131, China;
2 Key Laboratory of State Administration of Traditional Chinese Medicine, Sunshine Lake Pharma Co. Ltd., Guangdong 523850, China;
3 Shanghai Research Center for Modernization of Traditional Chinese Medicine, National Engineering Laboratory for TCM Standardization Technology, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China
Abstract:
Characterization of aqueous extract in traditional Chinese medicine (TCM) is challenging due to the poor retention of the analytes on conventional C18 columns. This study presents a systematic characterization method based on a rapid chromatographic separation (8 min) on a polar-modified C18 (Waters Cortecs T3) column of aqueous extract of Cordyceps sinensis. UHPLC-HRMS method was used to profile components in both untargeted and targeted manners by full MS/PIL/dd-MS2 acquisition approach. The components were identified or tentatively identified by reference standards comparison, fragmentation rules elucidation and available databases search. A total of 91 components, including 10 nucleobases, 20 nucleosides, 39 dipeptides, 18 amino acids and derivatives and 4 other components, were characterized from the aqueous extract of C. sinensis. And this was the first time to systematically report the presence of nucleosides and dipeptides in C. sinensis, especially for modified nucleosides. The chemical basis inquiry of this work would be beneficial to mechanism exploration and quality control of C. sinensis and related products. Meanwhile, this work also provided an effective solution for characterization of aqueous extract in TCM.
Key words:    Aqueous extract    Cordyceps sinensis    Dipeptides    Nucleosides   
Received: 2019-05-07   Revised:
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Articles by YAO Chang-Liang
Articles by QIAN Zheng-Ming
Articles by TIAN Wen-Shuai
Articles by XU Xiao-Qian
Articles by YAN Yu
Articles by SHEN Yao
Articles by LU Song-Mao
Articles by LI Wen-Jia
Articles by GUO De-An
References:
[1] Yao CL, Pan HQ, Wang H, et al. Global profiling com-bined with predicted metabolites screening for discovery of natural compounds:Characterization of ginsenosides in the leaves of Panax notoginseng as a case study[J]. J Chromatogr A, 2018, 1538:34-44.
[2] Pan HQ, Yao CL, Yang WZ, et al. An enhanced strategy integrating offline two-dimensional separation and step-wise precursor ion list-based raster-mass defect filter:Characterization of indole alkaloids in five botanical origins of Uncariae Ramulus Cum Unicis as an exemplary application[J]. J Chromatogr A, 2018, 1563:124-134.
[3] Zhang ML, Sun JH, Chen P. Development of a comprehensive flavonoid analysis computational tool for ultrahigh-performance liquid chromatography-diode array detection-high-resolution accurate mass-mass spectrome-try data[J]. Anal Chem, 2017, 89(14):7388-7397.
[4] Wu HK, Mao YJ, Sun SS, et al. Leojaponic acids A and B, two new homologous terpenoids, isolated from Leonurus japonicus[J]. Chin J Nat Med, 2016, 14(4):303-307.
[5] Zhang ZX, Bo T, Bai Y, et al. Quadrupole time-of-flight mass spectrometry as a powerful tool for demystifying traditional Chinese medicine[J]. Trac-Trends Anal Chem, 2015, 72:169-180.
[6] Song YL, Zhang N, Shi SP, et al. Large-scale qualitative and quantitative characterization of components in Shenfu injection by integrating hydrophilic interaction chromatography, reversed phase liquid chromatography, and tandem mass spectrometry[J]. J Chromatogr A, 2015, 1407:106-118.
[7] Song QQ, Liu WJ, Chen XJ, et al. Serially coupled re-versed phase-hydrophilic interaction liquid chromatogra-phy-tailored multiple reaction monitoring, a fit-for-purpose tool for large-scale targeted metabolomics of medicinal bile[J]. Anal Chim Acta, 2018, 1037:119-129.
[8] Qiao X, Wang Q, Wang S, et al. Compound to extract to formulation:a knowledge-transmitting approach for metabolites identification of Gegen-Qinlian decoction, a traditional Chinese medicine formula[J]. Sci Rep, 2016, 6(1):39534.
[9] Jin H, Liu Y, Guo Z, et al. Recent development in liquid chromatography stationary phases for separation of Traditional Chinese Medicine components[J]. J Pharm Biomed Anal, 2016, 130:336-346.
[10] Layne J. Characterization and comparison of the chromatographic performance of conventional, polar-embedded, and polar-endcapped reversed-phase liquid chromatography stationary phases[J]. J Chromatogr A, 2002, 957(2):149-164.
[11] Chen PX, Wang SA, Nie SP, et al. Properties of Cordyceps Sinensis:A review[J]. J Funct Foods, 2013, 5(2):550-569.
[12] Liu Y, Wang J, Wang W, et al. The chemical constituents and pharmacological actions of Cordyceps sinensis[J]. Evid Based Complement Alternat Med, 2015, 2015:575063.
[13] Zhao HQ, Wang X, Li HM, et al. Characterization of nucleosides and nucleobases in natural Cordyceps by HILIC-ESI/TOF/MS and HILIC-ESI/MS[J]. Molecules, 2013, 18(8):9755-9769.
[14] Zong SY, Han H, Wang B, et al. Fast simultaneous determination of 13 nucleosides and nucleobases in Cordyceps sinensis by UHPLC-ESI-MS/MS[J]. Molecules, 2015, 20(12):21816-21825.
[15] Yang ML, Kuo PC, Hwang TL, et al. Anti-inflammatory principles from Cordyceps sinensis[J]. J Nat Prod, 2011, 74(9):1996-2000.
[16] Yang FQ, Li DQ, Feng K, et al. Determination of nucleo-tides, nucleosides and their transformation products in Cordyceps by ion-pairing reversed-phase liquid chromatography-mass spectrometry[J]. J Chromatogr A, 2010, 1217(34):5501-5510.
[17] Yang FQ, Ge L, Yong JW, et al. Determination of nucleo-sides and nucleobases in different species of Cordyceps by capillary electrophoresis-mass spectrometry[J]. J Pharm Biomed Anal, 2009, 50(3):307-314.
[18] Huo XW, Liu CQ, Bai XL, et al. Aqueous extract of Cordyceps sinensis potentiates the antitumor effect of DDP and attenuates therapy-associated toxicity in non-small cell lung cancer via I kappa B alpha/NF kappa B and AKT/MMP2/MMP9 pathways[J]. Rsc Advances, 2017, 7(60):37743-37754.
[19] Guo LN, Liu J, Huang Y, et al. Comparative study of DNA barcoding of cultivated and natural Cordyceps sinensis[J]. Chin J Pharm Anal, 2019, 39(1):147-155.
[20] Boccaletto P, Machnicka MA, Purta E, et al. MODOMICS:a database of RNA modification pathways, 2017 update[J]. Nucleic Acids Research, 2018, 46(D1):D303-D307.
[21] Fu LL, Ding H, Han LF, et al. Simultaneously targeted and untargeted multicomponent characterization of Erzhi Pill by offline two-dimensional liquid chromatography/quadrupole-Orbitrap mass spectrometry[J]. J Chromatogr A, 2019, 1584:87-96.
[22] Zhang JY, Wang ZJ, Li Y, et al. A strategy for compre-hensive identification of sequential constituents using ul-tra-high-performance liquid chromatography coupled with linear ion trap-Orbitrap mass spectrometer, application study on chlorogenic acids in Flos Lonicerae Japonicae[J]. Talanta, 2016, 147(62):16-27.
[23] Jora M, Burns AP, Ross RL, et al. Differentiating positional isomers of nucleoside modifications by higher-energy collisional dissociation mass spectrometry (HCD MS)[J]. J Am Soc Mass Spectrom, 2018, 29(8):1745-1756.
[24] Wang JQ, Kan LJ, Nie SP, et al. A comparison of chemical composition, bioactive components and antioxidant activity of natural and cultured Cordyceps sinensis[J]. LWT-Food Sci Technol, 2015, 63(1):2-7.
[25] Hu HK, Xiao L, Zheng BG, et al. Identification of chemi-cal markers in Cordyceps sinensis by HPLC-MS/MS[J]. Anal Bioanal Chem, 2015, 407(26):8059-8066.
[26] Zhang P, Li SN, Li J, et al. Identification of Ophiocordy-ceps sinensis and its artificially cultured Ophiocordyceps mycelia by ultra-performance liquid chromatography/Orbitrap fusion mass spectrometry and chemometrics[J]. Molecules, 2018, 23(5):1013-1033.
[27] Andersen LT, Schlichtherle-Cerny H, Ardö Y. Hydrophilic di-and tripeptides are not a precondition for savoury flavour in mature Cheddar cheese[J]. Dairy Sci Technol, 2008, 88(4-5):467-475.
[28] Li XX, Fan PH, Zang MT, et al. Rapid determination of oligopeptides and amino acids in soybean protein hydrolysates using high-resolution mass spectrometry[J]. Phytochem Anal, 2015, 26(1):15-22.
[29] Zhang HY, Li YH, Mi JN, et al. GC-MS profiling of volatile components in different fermentation products of Cordyceps Sinensis Mycelia[J]. Molecules, 2017, 22(10):1800-1808.