Comparative Analysis of Ultrafine Granular Powder and Decoction Pieces of Salvia miltiorrhiza by UPLC-UV-MSn Combined with Statistical Analysis

Yao Shen; Jinjun Hou; Wen Deng; Zijin Feng; Min Yang; Jinle Cheng; Wanying Wu; De-an Guo

doi:10.1055/s-0042-120543

Planta Medica, Table of Contents

Planta Med 2017; 83(06): 557-564
DOI: 10.1055/s-0042-120543

Natural Product Chemistry and Analytical Studies

Original Papers

Georg Thieme Verlag KG Stuttgart · New York

Comparative Analysis of Ultrafine Granular Powder and Decoction Pieces of Salvia miltiorrhiza by UPLC-UV-MSⁿ Combined with Statistical Analysis

Yao Shen^*

¹Shanghai 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, China

,

Jinjun Hou^*

¹Shanghai 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, China

,

Wen Deng

²The Key Laboratory of Technology of Breaking Cell Wall and Application in Chinese Medicine Decoction Pieces, Guangzhou, China

,

Zijin Feng

¹Shanghai 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, China

,

Min Yang

¹Shanghai 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, China

,

Jinle Cheng

²The Key Laboratory of Technology of Breaking Cell Wall and Application in Chinese Medicine Decoction Pieces, Guangzhou, China

,

Wanying Wu

¹Shanghai 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, China

,

De-an Guo

¹Shanghai 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, China

› Author Affiliations

Abstract

Salvia miltiorrhiza is one of the most used herbal medicines for the treatment of a wide range of diseases in China. Decoction pieces and Chinese patent medicines from S. miltiorrhiza are the two main types of products used by patients. Other relatively new products of S. miltiorrhiza, like injections and ultrafine granular powder (D₉₀ < 45 µm before granulation), are also increasingly used nowadays. With the growing usage of new products of S. miltiorrhiza, their chemical components and pharmacological effects, compared to the traditional decoction pieces, are attracting attention. In this work, the chemical profiles of two types of products from S. miltiorrhiza (one is traditional “decoction pieces”, the other is modern “ultrafine granular powder”) were compared via similarity analysis and discriminated via multivariate analysis, e.g., hierarchical cluster analysis, principal component analysis, and partial least squares discrimination analysis. A new adamantane stationary phase column was used to establish informative chemical profiles of them. The mean similarity correlation coefficient (> 0.987) revealed that ultrafine granular powder and decoction pieces of S. miltiorrhiza were consistent between each other and stable between different batches. Two types of S. miltiorrhiza products were clearly resolved from each other by hierarchical cluster analysis, principal component analysis, and partial least squares discrimination analysis. Compounds responsible for the discrimination results were further characterized by ESI-MS/MS. Eventually, 62 compounds selected as characteristic markers for evaluation were characterized or tentatively characterized. This result will facilitate the further comparison of these two types of S. miltiorrhiza products in pharmacology and pharmacokinetics.

Key words

chemical profiles - Salvia miltiorrhiza (Fam. Labiatae) - statistical analysis - ultrafine granular powder

Full Text

References

References
1 Chinese Pharmacopoeia Commission. Pharmacopoeia of Peoples Republic of China. Beijing: Chemical Industry Press; 2015: 76-77
2 Cao CM, Xia Q, Zhang X, Xu WH, Jiang HD, Chen JZ. Salvia miltiorrhiza attenuates the changes in contraction and intracellular calcium induced by anoxia and reoxygenation in rat cardiomyocytes. Life Sci 2003; 72: 2451-2463
3 Zhang JL, Cui M, He Y, Yu HL, Guo DA. Chemical fingerprint and metabolic fingerprint analysis of Danshen injection by HPLC-UV and HPLC-MS methods. J Pharm Biomed Anal 2005; 36: 1029-1035
4 Liu AH, Guo H, Ye M, Lin YH, Sun JH, Xu M, Guo DA. Detection, characterization and identification of phenolic acids in Danshen using high-performance liquid chromatography with diode array detection and electrospray ionization mass spectrometry. J Chromatogr A 2007; 1161: 170-182
5 Qiao X, Han J, Xu M, Zhang ZC, Sun SF, Li HF, Wang BR, Ye M, Guo DA. Characterization of chemical constituents in Guan Xin II decoction by liquid chromatography coupled with electrospray ionization-mass spectrometry. Planta Med 2008; 74: 1720-1729
6 Qiao X, Zhang YT, Ye M, Wang BR, Han J, Guo DA. Analysis of chemical constituents and taxonomic similarity of Salvia species in China using LC/MS. Planta Med 2009; 75: 1613-1617
7 Liu AH, Lin YH, Yang M, Sun JH, Guo H, Guo DA. High-performance liquid chromatographic determination of tanshinones in the roots of Salvia miltiorrhiza and related traditional Chinese medicinal preparations. J Pharm Pharm Sci 2006; 9: 1-9
8 Yang M, Liu A, Guan S, Sun J, Xu M, Guo DA. Characterization of tanshinones in the roots of Salvia miltiorrhiza (Dan-shen) by high-performance liquid chromatography with electrospray ionization tandem mass spectrometry. Rapid Commun Mass Spectrom 2006; 20: 1266-1280
9 Liu M, Li YG, Zhang F, Yang L, Chou GX, Wang ZT, Hu ZB. Chromatographic fingerprinting analysis of Danshen root (Salvia miltiorrhiza Radix et Rhizoma) and its preparations using high performance liquid chromatography with diode array detection and electrospray mass spectrometry (HPLC-DAD-ESI/MS). J Sep Sci 2007; 30: 2256-2267
10 Liu AH, Lin YH, Yang M, Guo H, Guan SH, Sun JH, Guo DA. Development of the fingerprints for the quality of the roots of Salvia miltiorrhiza and its related preparations by HPLC-DAD and LC–MSn. J Chromatogr B Analyt Technol Biomed Life Sci 2007; 846: 32-41
11 Gu M, Zhang G, Su Z, Ouyang F. Identification of major active constituents in the fingerprint of Salvia miltiorrhiza Bunge developed by high-speed counter-current chromatography. J Chromatogr A 2004; 1041: 239-243
12 Zhang L, Liu Y, Liu Z, Wang C, Song Z, Liu Y, Dong Y, Ning Z, Lu A. Comparison of the roots of Salvia miltiorrhiza Bunge (Danshen) and its variety S. miltiorrhiza Bge f. Alba (Baihua Danshen) based on multi-wavelength HPLC-fingerprinting and contents of nine active components. Anal Methods 2016; 8: 3171-3182
13 Ma LJ, Zhang XZ, Zhang HP, Guo YR. Development of a fingerprint of Salvia miltiorrhiza Bunge by high-performance liquid chromatography with a coulometric electrode array system. J Chromatogr B Analyt Technol Biomed Life Sci 2007; 846: 139-146
14 Qiu Y, Lu X, Pang T, Zhu S, Kong H, Xu G. Study of traditional Chinese medicine volatile oils from different geographical origins by comprehensive two-dimensional gas chromatography–time-of-flight mass spectrometry (GC× GC–TOFMS) in combination with multivariate analysis. J Pharm Biomed Anal 2007; 43: 1721-1727
15 Zhang YD, Huang X, Zhao FL, Tang YL, Yin L. Study on the chemical markers of Caulis Lonicerae japonicae for quality control by HPLC-QTOF/MS/MS and chromatographic fingerprints combined with chemometrics methods. Anal Methods 2015; 7: 2064-2076
16 Pérez-Castaño E, Ruiz-Samblás C, Medina-Rodríguez S, Quirós-Rodríguez V, Jiménez-Carvelo AM, Valverde-Som L, González-Casado A, Cuadros-Rodríguez L. Comparison of different analytical classification scenarios: application for the geographical origin of edible palm oil by sterolic (NP) HPLC fingerprinting. Anal Methods 2015; 7: 4192-4201
17 Guo J, Chen Q, Wang C, Qiu H, Liu B, Jiang ZH, Zhang W. Comparison of two exploratory data analysis methods for classification of Phyllanthus chemical fingerprint: unsupervised vs. supervised pattern recognition technologies. Anal Bioanal Chem 2015; 407: 1389-1401
18 Wang C, Zhang CX, Shao CF, Li CW, Liu SH, Peng XP, Xu YQ. Chemical fingerprint analysis for the quality evaluation of deepure instant Pu-erh Tea by HPLC combined with chemometrics. Food Anal Methods 2016; 9: 1-12
19 Xie P, Chen S, Liang YZ, Wang X, Tian R, Upton R. Chromatographic fingerprint analysis–a rational approach for quality assessment of traditional Chinese herbal medicine. J Chromatogr A 2006; 1112: 171-180
20 Fan XH, Cheng YY, Ye ZL, Lin RC, Qian ZZ. Multiple chromatographic fingerprinting and its application to the quality control of herbal medicines. Anal Chim Acta 2006; 555: 217-224
21 Lu GH, Chan K, Liang YZ, Leung K, Chan CL, Jiang ZH, Zhao ZZ. Development of high-performance liquid chromatographic fingerprints for distinguishing Chinese Angelica from related umbelliferae herbs. J Chromatogr A 2005; 1073: 383-392
22 Zhu T, Liu X, Wang X, Cao G, Qin K, Pei K, Zhu H, Cai H, Niu M, Cai B. Profiling and analysis of multiple compounds in rhubarb decoction after processing by wine steaming using UHPLC-Q-TOF-MS coupled with multiple statistical strategies. J Sep Sci 2016; 39: 3081-3090
23 Fan G, Deng R, Zhou L, Meng X, Kuang T, Lai X, Zhang J, Zhang Y. Development of a rapid resolution liquid chromatographic method combined with chemometrics for quality control of Angelicae dahuricae radix. Phytochem Anal 2012; 23: 299-307
24 Brown P. Use of chemical profiling with chemometric analyses for authentication of botanical products. Planta Med 2016; 82: OA26
25 Schötz K, Waimer F, Koch E. Principal component analysis of production batches of the Ginkgo biloba extract EGb 761® over a period of 10 years on the basis of routine quality control parameters. Planta Med 2015; 81: PW206
26 Tang YL, Liang YZ, Zhang HX, Xu JL. Study on fingerprints of semen cassiae, ultramicro powder and powder particle. J Chinese Med Mater 2011; 34: 1861-1866
27 Chen WP, Zhan RR, Chen WW, Cheng JL. Study on HPLC fingerprint chromatograms of cell wall-broken decoction pieces of Notoginseng . J Chinese Med Mater 2012; 35: 1056-1061
28 Liu Y, Li X, Li Y, Wang L, Xue M. Simultaneous determination of danshensu, rosmarinic acid, cryptotanshinone, tanshinone IIA, tanshinone I and dihydrotanshinone I by liquid chromatographic-mass spectrometry and the application to pharmacokinetics in rats. J Pharm Biomed Anal 2010; 53: 698-704
29 Zhu Z, Zhang H, Zhao L, Dong X, Li X, Chai Y, Zhang G. Rapid separation and identification of phenolic and diterpenoid constituents from Radix Salvia miltiorrhizae by high-performance liquid chromatography diode-array detection, electrospray ionization time-of-flight mass spectrometry and electrospray ionization quadrupole ion trap mass spectrometry. Rapid Commun Mass Spectrom 2007; 21: 1855-1865
30 Wei YJ, Qi LW, Li P, Luo HW, Yi L, Sheng LH. Improved quality control method for Fufang Danshen preparations through simultaneous determination of phenolic acids, saponins and diterpenoid quinones by HPLC coupled with diode array and evaporative light scattering detectors. J Pharm Biomed Anal 2007; 45: 775-784
31 Song Y, Song Q, Li J, Zhang N, Zhao Y, Liu X, Jiang Y, Tu P. An integrated strategy to quantitatively differentiate chemome between Cistanche deserticola and C. tubulosa using high performance liquid chromatography-hybrid triple quadrupole-linear ion trap mass spectrometry. J Chromatogr A 2016; 1429: 238-247
32 Sun W, Tong L, Miao J, Huang J, Li D, Li Y, Xiao H, Sun H, Bi K. Separation and analysis of phenolic acids from Salvia miltiorrhiza and its related preparations by off-line two-dimensional hydrophilic interaction chromatography×reversed-phase liquid chromatography coupled with ion trap time-of-flight mass spectrometry. J Chromatogr A 2016; 1431: 79-88