Application of analytical chemistry in the quality evaluation of Glycyrrhiza Spp

References

• Chinese Pharmacopoeia Commission. Pharmacopoeia of the People’s Republic Of China, 1st ed.; Chemical Industry Press: Beijing, China, 2015;Vol. 1, pp 222–224.
   Google Scholar
• Zhang, Q.; Ye, M. Chemical Analysis of the Chinese Herbal Medicine Gan-Cao (Licorice). J. Chromatogr. A. 2009, 1216, 1954–1969. DOI: 10.1016/j.chroma.2008.07.072.
   PubMed Web of Science ®Google Scholar
• Zeng, L.; Lou, Z.-C.; Zhang, R.-Y. Quality Evaluation of Chinese Licorice. Acta Pharm. Sin. 1991, 26, 788–793. DOI: 10.16438/j.0513-4870.1991.10.013.
   Google Scholar
• Karami, Z.; Emam-Djomeh, Z.; Mirzaee, H. A.; Khomeiri, M.; Mahoonak, A. S.; Aydani, E.; Mahoonak A. S.; Aydani E. Optimization of Microwave Assisted Extraction (MAE)and Soxhlet Extraction of Phenolic Compound from Licorice Root. J. Food. Sci. Technol. 2015, 52, 3242–3253. DOI: 10.1007/s13197-014-1384-9.
   PubMed Web of Science ®Google Scholar
• Cheng, X.; Qiao, X.; Ye, M.; Guo, D.-A. Classification and Distribution Analysis of Components in Glycyrrhiza Using Licorice Compounds Database. ActaPharm. Sin. 2012, 47, 1023–1030. DOI: 10.16438/j.0513-4870.2012.08.007.
   Google Scholar
• Wang, L.; Yang, R.; Yuan, B.; Liu, Y.; Liu, C. The Antiviral and Antimicrobial Activities of Licorice, a Widely-used Chinese Herb. ActaPharm. Sin. B. 2015, 5, 310–315. DOI: 10.1016/j.apsb.2015.05.005.
   PubMed Web of Science ®Google Scholar
• Asl, M. N.; Hosseinzadeh, H. Review of Pharmacological Effects of Glycyrrhiza sp. and Its Bioactive Compounds. Phytother. Res. 2008, 22, 709–724. DOI: 10.1002/ptr.2362.
   PubMed Web of Science ®Google Scholar
• Hosseinzadeh, H.; Nassiri-Asl, M. Pharmacological Effects of Glycyrrhiza spp. and its Bioactive Constituents: Update and Review. Phytother. Res. 2015, 29, 1868–1886. DOI: 10.1002/ptr.5487.
   PubMed Web of Science ®Google Scholar
• Yang, R.; Wang, L.-Q.; Yuan, B.-C.; Liu, Y. The Pharmacological Activities of Licorice. Planta Med. 2015, 81, 1654–1669. DOI: 10.1055/s-0035-1557893.
   PubMed Web of Science ®Google Scholar
• Chirumbolo, S. Commentary: The Antiviral and Antimicrobial Activities of Licorice, a Widely-used Chinese Herb. Front Microbiol. 2016, 7, 531. DOI: 10.3389/fmicb.2016.00531.
   PubMed Web of Science ®Google Scholar
• Lauren, D. R.; Jensen, D. J.; Douglas, J. A.; Follett, J. M. Efficient Method for Determining the Glycyrrhizin Content of Fresh and Dried Roots, and Root Extracts of Glycyrrhiza Species. Phytochem. Anal. 2001, 12, 332–335. DOI: 10.1002/pca.597.
   PubMed Web of Science ®Google Scholar
• Cao, Y.; Wang, Y.; Ji, C.; Ye, J. Determination of Liquiritigenin and Isoliquiritigenin in GlycyrrhizaUralensis and Its Medicinal Preparations by Capillary Electrophoresis with Electrochemical Detection. J. Chromatogr. A. 2004, 1042, 203–209. DOI: 10.1016/j.chroma.2004.05.049.
   PubMed Web of Science ®Google Scholar
• Fanali, S.; Aturki, Z.; D'Orazio, G.; Raggi, M. A.; Quaglia, M. G.; Sabbioni, C.; Rocco, A. Use of Nano-liquid Chromatography for the Analysis of Glycyrrhizin and Glycyrrhetic Acid in Licorice Roots and Candies. J. Sep. Sci. 2005, 28, 982–986. DOI: 10.1002/jssc.200400096.
   PubMed Web of Science ®Google Scholar
• Morinaga, O.; Fujino, A.; Tanaka, H.; Shoyama, Y. An on-membrane Quantitative Analysis System for Glycyrrhizin in Licorice Roots and Traditional Chinese Medicines. Anal. Bioanal. Chem. 2005, 383, 668–672. DOI: 10.1007/s00216-005-0054-1.
   PubMed Web of Science ®Google Scholar
• Cui, S.; Fu, B.; Lee, F. S.-C.; Wang, X. Application of Microemulsion Thin Layer Chromatography for the Fingerprinting of Licorice (Glycyrrhiza Spp.). J. Chromatogr. B. 2005, 828, 33–40. DOI: 10.1016/j.jchromb.2005.09.042.
   PubMed Web of Science ®Google Scholar
• Sabbioni, C.; Mandrioli, R.; Ferranti, A.; Bugamelli, F.; Saracino, M. A.; Forti, G. C.; Fanali, S.; Raggi, M. A. Separation and Analysis of Glycyrrhizin, 18β-glycyrrhetic Acid and 18α-glycyrrhetic Acid in Liquorice Roots by Means of Capillary Zone Electrophoresis. J. Chromatogr. A. 2005, 1081, 65–71. DOI: 10.1016/j.chroma.2005.03.044.
   PubMed Web of Science ®Google Scholar
• Sabbioni, C.; Ferranti, A.; Bugamelli, F.; Forti, G. C.; Raggi, M. A. Simultaneous HPLC Analysis, with Isocratic Elution, of Glycyrrhizin and GlycyrrheticAcid in LiquoriceRoots and Confectionery Products. Phytochem. Anal. 2006, 17, 25–31. DOI: 10.1002/pca.877.
   PubMed Web of Science ®Google Scholar
• Wang, Y.-C.; Yang, Y.-S. Simultaneous Quantification of Flavonoids and Triterpenoids in Licorice Using HPLC. J. Chromatogr. B. 2007, 850, 392–399. DOI: 10.1016/j.jchromb.2006.12.032.
   PubMed Web of Science ®Google Scholar
• Zhang, H.; Guo, Z.-M.; Zhang, F.-F.; Xu, Q.; Liang, X.-M. HILIC for Separation of Co-eluted Flavonoids under RP-HPLC Mode. J. Sep. Sci. 2008, 31, 1623–1627. DOI: 10.1002/jssc.200700656.
   PubMed Web of Science ®Google Scholar
• Song, W.; Si, L.; Ji, S.; Wang, H.; Fang, X.-M.; Yu, L.-Y.; Li, R.-Y.; Liang, L.-N.; Zhou, D.; Ye, M.; Uralsaponins, M. −Y, Antiviral Triterpenoid Saponins from the Roots of Glycyrrhizauralensis. J. Nat. Prod. 2014, 77, 1632–1643. DOI: 10.1021/np500253m.
   PubMed Web of Science ®Google Scholar
• Ji, S.; Wang, Q.; Qiao, X.; Guo, H.-C.; Yang, Y.-F.; Bo, T.; Xiang, C.; Guo, D.-A.; Ye, M. New Triterpene Saponins from the Roots of Glycyrrhiza Yunnanensis and Their Rapid Screening by LC-MS-MS. J.Pharm. Biomed. Anal. 2014, 90, 15–26. DOI: 10.1016/j.jpba.2013.11.021.
   PubMed Web of Science ®Google Scholar
• Li, K.; Ji, S.; Song, W.; Kuang, Y.; Lin, Y.; Tang, S.; Cui, Z.; Qiao, X.; Yu, S.; Ye, M. Glycybridins A-K. Bioactive Phenolic Compounds from GlycyrrhizaGlabra. J. Nat. Prod. 2017, 80, 334–346. DOI: 10.1021/acs.jnatprod.6b00783.
   PubMed Web of Science ®Google Scholar
• Wang, Q.; Ji, S.; Yu, S.-W.; Wang, H.-X.; Lin, X.-H.; Ma, T.-T.; Qiao, X.; Xiang, C.; Ye, M.; Guo, D.-A. Three New Phenolic Compounds from the Roots of Glycyrrhiza yunnanensis. Fitoterapia 2013, 85, 35–40. DOI: 10.1016/j.fitote.2012.12.027.
   PubMed Web of Science ®Google Scholar
• Zhou, B.; Wan, C.-X. Phenolic Constituents from the Aerial Parts of Glycyrrhiza inflata and Their Antibacterial Activities. J. Asian Nat. Prod. Res 2015, 17, 256–261. DOI: 10.1080/10286020.2014.966095.
   PubMed Web of Science ®Google Scholar
• Lin, Y.; Kuang, Y.; Li, K.; Wang, S.; Song, W.; Qiao, X.; Sabir, G.; Ye, M. Screening for Bioactive Natural Products from a 67-compound Library ofGlycyrrhiza inflate. Bioorg. Med. Chem. 2017, 25, 3706–3713. DOI: 10.1016/j.bmc.2017.05.009.
   PubMed Web of Science ®Google Scholar
• Lee, J. E.; Lee, J. Y.; Kim, J.; Lee, K.; Choi, S. U.; Ryu, S. Y. Two Minor Chalcone Acetylglycosides from the Roots Extract of Glycyrrhiza uralensis. Arch. Pharm. Res. 2015, 38, 1299–1303. DOI: 10.1007/s12272-014-0526-y.
   PubMed Web of Science ®Google Scholar
• Bi, W.; Tian, M.; Row, K. H. Solid-phase Extraction of Liquiritin and Glycyrrhizin from Licorice Using Porous Alkyl-pyridinium Polymer Sorbent. Phytochem. Anal. 2010, 21, 496–501. DOI: 10.1002/pca.1227.
   PubMed Web of Science ®Google Scholar
• Qiao, X.; Liu, C.-F.; Ji, S.; Lin, X.-H.; Guo, D.-A.; Ye, M. Simultaneous Determination of Five Minor Coumarins and Flavonoids in Glycyrrhiza uralensis by Solid-Phase Extraction and High-Performance Liquid Chromatography/Electrospray Ionization Tandem Mass Spectrometry. Planta Med. 2014, 80, 237–242. DOI: 10.1055/s-0033-1360272.
   PubMed Web of Science ®Google Scholar
• Hashemi, P.; Beyranvand, S.; Mansur, R. S.; Ghiasvand, A. R. Development of a Simple Device for Dispersive Liquid–liquid Microextraction with Lighter than Water Organic Solvents: Isolation and Enrichment of Glycyrrhizic Acid from Licorice. Anal. Chim. Acta. 2009, 655, 60–65. DOI: 10.1016/j.aca.2009.09.034.
   PubMed Web of Science ®Google Scholar
• Zhou, S.; Cao, J.; Qiu, F.; Kong, W.; Yang, S.; Yang, M. Simultaneous Determination of Five Bioactive Components in Radix Glycyrrhizae by Pressurised Liquid Extraction Combined with UPLC–PDA and UPLC/ESI–QTOF–MS. Phytochem. Anal. 2013, 24, 527–533. DOI: 10.1002/pca.2427.
   PubMed Web of Science ®Google Scholar
• Shabkhiz, M. A.; Eikani, M. H.; Bashiri, S. Z.; Golmohammad, F. Superheated Water Extraction of Glycyrrhizic Acid from Licorice Root. Food Chem. 2016, 210, 396–401. DOI: 10.1016/j.foodchem.2016.05.006.
   PubMed Web of Science ®Google Scholar
• Shibano, M.; Ozaki, K.; Watanabe, H.; Tabata, A.; Taniguchi, M.; Baba, K. Determination of Flavonoids in Licorice Using Acid Hydrolysis and Reversed-Phase HPLC and Evaluation of the Chemical Quality of Cultivated Licorice. Planta Med. 2010, 76, 729–733. DOI: 10.1055/s-0029-1240690.
   PubMed Web of Science ®Google Scholar
• Liu, X.; Li, Q.; Lv, C.; Du, Y.; Xu, H.; Wang, D.; Li, M.; Li, B.; Li, J.; Bi, K. Combination of the Advantages of Chromatographic Methods Based on Active Components for the Quality Evaluation of Licorice. J. Sep. Sci. 2015, 38, 4180–4186. DOI: 10.1002/jssc.201500770.
   PubMed Web of Science ®Google Scholar
• Viswanathan, V.; Mukne, A. P. Development and Validation of HPLC and HPTLC Methods for Estimation of Glabridin in Extracts of Glycyrrhiza glabra. J. Aoac Int. 2016, 99, 374–379. DOI: 10.5740/jaoacint.15-0239.
   PubMed Web of Science ®Google Scholar
• Kamal, Y. T.; Singh, M.; Tamboli, E. T.; Parveen, R.; Zaidi, S. M. A.; Ahmad, S. Rapid RP-HPLC Method for the Quantification of Glabridin in Crude Drug and in Polyherbal Formulation. J. Chromatogr. Sci. 2012, 50, 779–784. DOI: 10.1093/chromsci/bms063.
   PubMed Web of Science ®Google Scholar
• Alam, P.; Foudah, A. I.; Zaatout, H. H.; Kamal, Y. T.; Abdel-Kader, M. S. Quantification of Glycyrrhizin Biomarker in Glycyrrhiza glabra Rhizome and Baby Herbal Formulations by Validated RP-HPTLC Methods. AJTCAM. 2017, 14, 198–205. DOI: 10.21010/ajtcam.v14i2.21.
   Google Scholar
• Farag, M. A.; Wessjohann, L. A. Volatiles Profiling in Medicinal Licorice Roots Using Steam Distillation and Solid-Phase Microextraction (SPME) Coupled to Chemometrics. J. Food Sci. 2012, 77, C1179–C1184. DOI: 10.1111/j.1750-3841.2012.02927.x.
   PubMed Web of Science ®Google Scholar
• Wagner, J.; Granvogl, M.; Schieberle, P. Characterization of the Key Aroma compounds in raw Licorice (GlycyrrhizaGlabra L.) by Means of Molecular Sensory Science. J. Agric. Food Chem. 2016, 64, 8388–8396. DOI: 10.1021/acs.jafc.6b03676.
   PubMed Web of Science ®Google Scholar
• He, M.; Yang, Z.-Y.; Guan, W.-N.; Vicente Gonçalves, C. M.; Nie, J.; Wu, H. GC-MS Analysis and Volatile Profile Comparison for the Characteristic Smell from Liang-waiGan Cao (Glycyrrhizauralensis) and Honey-Roasting Products. J. Chromatogr. Sci. 2016, 54, 879–887. DOI: 10.1093/chromsci/bmw034.
   PubMed Web of Science ®Google Scholar
• Gao, X.; Zheng, X.; Li, Z.; Zhou, Y.; Sun, H.; Zhang, L.; Guo, X.; Du, G.; Qin, X. Metabonomic Study on Chronic Unpredictable Mild Stress and Intervention Effects of Xiaoyaosan in Rats Using Gas Chromatography Coupled with Mass Spectrometry. J. Ethnopharmacol. 2011, 137, 690–699. DOI: 10.1016/j.jep.2011.06.024.
   PubMed Web of Science ®Google Scholar
• Chen, S.; Wu, S.; Li, W.; Chen, X.; Dong, X.; Tan, G.; Zhang, H.; Hong, Z.; Zhu, Z.; Chai, Y. Investigation of the Therapeutic Effectiveness of Active Components in Sini Decoction by a Comprehensive GC/LC-MS Based Metabolomics and Network Pharmacology Approaches. Mol. BioSyst. 2014, 10, 3310–3321. DOI: 10.1039/C4MB00048J.
   PubMed Web of Science ®Google Scholar
• Hennell, J. R.; Lee, S.; Khoo, C. S.; Gray, M. J.; Bensoussan, A. The Determination of GlycyrrhizicAcid in Glycyrrhiza uralensis Fisch. ex DC. (ZhiGan Cao) Root and the Dried Aqueous Extract by LC–DAD. J. Pharm. Biomed. Anal. 2008, 47, 494–500. DOI: 10.1016/j.jpba.2008.01.037.
   PubMed Web of Science ®Google Scholar
• Wu, Y.-P.; Meng, X.-S.; Bao, Y.-R.; Wang, S.; Kang, T.-G. Simultaneous Quantitative Determination of Nine Active Chemical Compositions in Traditional Chinese Medicine Glycyrrhiza by RP-HPLC with Full-time Five-wavelength Fusion Method. Am. J. Chin. Med. 2013, 41, 211–219. DOI: 10.1142/S0192415X13500158.
   PubMed Web of Science ®Google Scholar
• Wei, S.-S.; Yang, M.; Chen, X.; Wang, Q.-R.; Cui, Y.-J. SimultaneousDetermination and Assignment of 13 Major Flavonoids and GlycyrrhizicAcid in Licorices by HPLC-DAD and OrbirapMass Spectrometry Analyses. Chin. J. Nat. Med. 2015, 13, 232–240. DOI: 10.1016/S1875-5364(15)30009-1.
   PubMedGoogle Scholar
• Qiao, X.; Song, W.; Ji, S.; Wang, Q.; Guo, D.-A.; Ye, M. Separation and Characterization of Phenolic Compounds and Triterpenoid Saponins in Licorice (Glycyrrhiza uralensis) using Mobile Phase-dependent Reversed-phase × Reversed-phase Comprehensive Two-dimensional Liquid Chromatography Coupled with Mass Spectrometry. J.Chromatogr. A 2015, 1402, 36–45. DOI: 10.1016/j.chroma.2015.05.006.
   PubMed Web of Science ®Google Scholar
• Cuendet, M.; Guo, J.; Luo, Y.; Chen, S.; Oteham, C. P.; Moon, R. C.; van Breemen, R. B.; Marler, L. E.; Pezzuto, J. M. Cancer ChemopreventiveActivity and Metabolism of Isoliquiritigenin, a Compound Found in Licorice. Cancer Prev. Res. 2010, 3, 221–232. DOI: 10.1158/1940-6207.CAPR-09-0049.
   PubMed Web of Science ®Google Scholar
• Chen, L.; Chen, W.; Qian, X.; Fang, Y.; Zhu, N. Liquiritigenin Alleviates Mechanical and Cold Hyperalgesia in a Rat Neuropathic Pain Model. Sci. Rep. 2014, 4, 5676. DOI: 10.1038/srep05676.
   PubMed Web of Science ®Google Scholar
• Jiang, Z.; Wang, Y.; Zhu, Y.; Zhang, L.; Chai, X.; Jiang, M.; Shan, L. Dose-dependent Targeted Knockout Methodology Combined with Deep Structure Elucidation Strategies for Chinese Licorice Chemical Profiling. J. Pharm. Biomed. Anal. 2015, 115, 130–137. DOI: 10.1016/j.jpba.2015.06.020.
   PubMed Web of Science ®Google Scholar
• Tao, W.; Duan, J.; Zhao, R.; Li, X.; Yan, H.; Li, J.; Guo, S.; Yang, N.; Tang, Y. Comparison of Three Official Chinese Pharmacopoeia Species of Glycyrrhiza Based on Separation and Quantification of Triterpene Saponins and Chemometrics Analysis. Food Chem. 2013, 141, 1681–1689. DOI: 10.1016/j.foodchem.2013.05.073.
   PubMed Web of Science ®Google Scholar
• Simons, R.; Vincken, J.-P.; Bakx, E. J.; Verbruggen, M. A.; Gruppen, H. A Rapid Screening Method for Prenylated Flavonoids with Ultra-high-performance Liquid Chromatography/ electrospray Ionisation Mass Spectrometry in Licorice Root Extracts. Rapid Commun. Mass Spectrom. 2009, 23, 3083–3093. DOI: 10.1002/rcm.4215.
   PubMed Web of Science ®Google Scholar
• Zheng, Y.-F.; Qi, L.-W.; Zhou, J.-L.; Li, P. Structural Characterization and Identification of OleananetypeTriterpene Saponins in Glycyrrhiza uralensis Fischer by Rapid-resolution Liquid Chromatography Coupled with Time-of-flight Mass Spectrometry. Rapid Commun. Mass Spectrom. 2010, 24, 3261–3270. DOI: 10.1002/rcm.4768.
   PubMed Web of Science ®Google Scholar
• Li, Y.-J.; Chen, J.; Li, Y.; Li, Q.; Zheng, Y.-F.; Fu, Y.; Li, P. Screening and Characterization of Natural Antioxidants in Four Glycyrrhiza Species by Liquid Chromatography Coupled with Electrospray Ionization Quadrupole Time-of-flight Tandem Mass Spectrometry. J.Chromatogr. A. 2011, 1218, 8181–8191. DOI: 10.1016/j.chroma.2011.09.030.
   PubMed Web of Science ®Google Scholar
• Xu, T.; Yang, M.; Li, Y.; Chen, X.; Wang, Q.; Deng, W.; Pang, X.; Yu, K.; Jiang, B.; Guan, S.; Guo, D.-A. An Integrated Exact Mass Spectrometric Strategy for Comprehensive and Rapid Characterization of Phenolic Compounds in Licorice. Rapid Commun. Mass Spectrom. 2013, 27, 2297–2309. DOI: 10.1002/rcm.6696.
   PubMed Web of Science ®Google Scholar
• Zhao, Y.-M.; Liu, S.-X.; Zhang, C.-X.; Liu, D.-L.; Zhang, T.-J. Analysis on Chemical Constituents from Glycyrrhizae Radix et Rhizoma by HPLC-Q-TOF-MS. Chin. Tradit. Herbal Drugs. 2016, 47, 2061–2068.
   Google Scholar
• Chen, X. J.; Zhao, J.; Meng, Q.; Li, S. P.; Wang, Y. T. Simultaneous Determination of Five Flavonoids in Licorice Using Pressurized Liquid Extraction and Capillary ElectrochromatographyCoupled with Peak Suppression Diode Array Detection. J.Chromatogr. A. 2009, 1216, 7329–7335. DOI: 10.1016/j.chroma.2009.08.034.
   PubMed Web of Science ®Google Scholar