Table of Contents Author Guidelines Submit a Manuscript
International Journal of Analytical Chemistry
Volume 2018, Article ID 5673186, 5 pages
https://doi.org/10.1155/2018/5673186
Research Article

Quantitative Determination of 18-β-Glycyrrhetinic Acid in HepG2 Cell Line by High Performance Liquid Chromatography Method

1Istituto di Biochimica e Biochimica Clinica, Università Cattolica del Sacro Cuore Rome, Italy
2Istituto di Chimica del Riconoscimento Molecolare, CNR, c/o Università Cattolica del Sacro Cuore, L.go F. Vito 1, I-00168 Rome, Italy
3UOC Chimica, Biochimica e Biologia Molecolare, Dip. Scienze di Laboratorio e Infettivologiche, Fondazione Policlinico Universitario A. Gemelli, IRCCS, Università Cattolica del Sacro Cuore Rome, Italy
4UOC Odontoiatria Generale e Ortodonzia, Dip Scienze dell’Invecchiamento, Neurologiche, Ortopediche e della Testa Collo. Fondazione Policlinico Universitario A. Gemelli, IRCCS, Università Cattolica del Sacro Cuore Rome, Italy
5Department of Neurosciences, Reproductive and Odontostomatological Sciences University of Naples “Federico II”, Italy
6I.M. Sechenov First Moscow State Medical University, Institute of Dentistry, Moscow, Russia

Correspondence should be addressed to Giuseppina Nocca; ti.ttacinu@accon.anippesuig

Received 6 July 2018; Accepted 4 November 2018; Published 13 November 2018

Academic Editor: Valentina Venuti

Copyright © 2018 Giuseppina Nocca et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. J. Li, H. Cao, P. Liu et al., “Glycyrrhizic acid in the treatment of liver diseases: literature review,” BioMed Research International, vol. 2014, Article ID 872139, 15 pages, 2014. View at Publisher · View at Google Scholar
  2. Y. Arase, K. Ikeda, N. Murashima et al., “The long term efficacy of glycyrrhizin in chronic hepatitis C patients,” Cancer, vol. 79, no. 8, pp. 1494–1500, 1997. View at Publisher · View at Google Scholar · View at Scopus
  3. K. Ikeda, “Glycyrrhizin injection therapy prevents hepatocellular carcinogenesis in patients with interferon-resistant active chronic hepatitis C,” Hepatology Research, vol. 37, no. 2, pp. S287–S293, 2007. View at Publisher · View at Google Scholar
  4. A. Roohbakhsh, M. Iranshahy, and M. Iranshahi, “Glycyrrhetinic acid and its derivatives: Anti-cancer and cancer chemopreventive properties, mechanisms of action and structure-cytotoxic activity relationship,” Current Medicinal Chemistry, vol. 23, no. 5, pp. 498–517, 2016. View at Publisher · View at Google Scholar · View at Scopus
  5. G. A. Tolstikov, L. A. Baltina, and N. G. Serdyuk, “Glycyrrhetic acid (a review),” Pharmaceutical Chemistry Journal, vol. 32, pp. 5–14, 1998. View at Publisher · View at Google Scholar
  6. B. Ploeger, T. Mensinga, A. Sips, W. Seinen, J. Meulenbelt, and J. DeJongh, “The pharmacokinetics of glycyrrhizic acid evaluated by physiologically based pharmacokinetic modeling,” Drug Metabolism Reviews, vol. 33, no. 2, pp. 125–147, 2001. View at Publisher · View at Google Scholar · View at Scopus
  7. D. Armanini, I. Karbowiak, and J. W. Funder, “Affinity of liquorice derivatives for mineralocorticoid and glucocorticoid receptors,” Clinical Endocrinology, vol. 19, no. 5, pp. 609–612, 1983. View at Publisher · View at Google Scholar · View at Scopus
  8. F. Capasso, N. Mascolo, G. Autore, and M. R. Duraccio, “Glycyrrhetinic acid, leucocytes and prostaglandins,” Journal of Pharmacy and Pharmacology, vol. 35, no. 5, pp. 332–335, 1983. View at Publisher · View at Google Scholar · View at Scopus
  9. W. Logemann, F. Lauria, G. Cudkowicz, and J. Franceschini, “Antileukæmic activity of glycyrrhetinic acid,” Nature, vol. 187, no. 4737, pp. 607-608, 1960. View at Publisher · View at Google Scholar · View at Scopus
  10. D. Armanini, C. Fiore, M. J. Mattarello, J. Bielenberg, and M. Palermo, “History of the endocrine effects of licorice,” Experimental and Clinical Endocrinology & Diabetes, vol. 110, no. 6, pp. 257–261, 2002. View at Publisher · View at Google Scholar · View at Scopus
  11. R. A. Isbrucker and G. A. Burdock, “Risk and safety assessment on the consumption of Licorice root (Glycyrrhiza sp.), its extract and powder as a food ingredient, with emphasis on the pharmacology and toxicology of glycyrrhizin,” Regulatory Toxicology and Pharmacology, vol. 46, no. 3, pp. 167–192, 2006. View at Publisher · View at Google Scholar · View at Scopus
  12. C. Fiore, L. Bordin, D. Pellati, D. Armanini, and G. Clari, “Effect of glycyrrhetinic acid on membrane band 3 in human erythrocytes,” Archives of Biochemistry and Biophysics, vol. 479, no. 1, pp. 46–51, 2008. View at Publisher · View at Google Scholar · View at Scopus
  13. Z.-H. Tang, T. Li, Y.-G. Tong et al., “A systematic review of the anticancer properties of compounds isolated from Licorice (Gancao),” Planta Medica, vol. 81, no. 18, pp. 1670–1687, 2015. View at Publisher · View at Google Scholar · View at Scopus
  14. H. Yamaguchi, T. Noshita, T. Yu et al., “Novel effects of glycyrrhetinic acid on the central nervous system tumorigenic progenitor cells: Induction of actin disruption and tumor cell-selective toxicity,” European Journal of Medicinal Chemistry, vol. 45, no. 7, pp. 2943–2948, 2010. View at Publisher · View at Google Scholar · View at Scopus
  15. G. Sharma, S. Kar, S. Palit, and P. K. Das, “18β-glycyrrhetinic acid (concur) induces apoptosis through modulation of Akt/FOXO3a/Bim pathway in human breast cancer MCF-7 cells,” Journal of Cellular Physiology, vol. 227, no. 5, pp. 1923–1931, 2012. View at Publisher · View at Google Scholar · View at Scopus
  16. T. Yu, H. Yamaguchi, T. Noshita, Y. Kidachi, H. Umetsu, and K. Ryoyama, “Selective cytotoxicity of glycyrrhetinic acid against tumorigenic r/m HM-SFME-1 cells: Potential involvement of H-Ras downregulation,” Toxicology Letters, vol. 192, no. 3, pp. 425–430, 2010. View at Publisher · View at Google Scholar · View at Scopus
  17. H. Yamaguchi, T. Yu, Y. Kidachi et al., “Selective toxicity of glycyrrhetinic acid against tumorigenic r/m HM-SFME-1 cells is potentially attributed to downregulation of glutathione,” Biochimie, vol. 93, no. 7, pp. 1172–1178, 2011. View at Publisher · View at Google Scholar · View at Scopus
  18. I. Cacciotti, L. Chronopoulou, C. Palocci et al., “Controlled release of 18-β-glycyrrhetic acid by nanodelivery systems increases cytotoxicity on oral carcinoma cell line,” Nanotechnology, vol. 29, no. 28, Article ID 285101, 2018. View at Publisher · View at Google Scholar
  19. K.-W. Lin, A.-M. Huang, T.-C. Hour, S.-C. Yang, Y.-S. Pu, and C.-N. Lin, “18β-Glycyrrhetinic acid derivatives induced mitochondrial-mediated apoptosis through reactive oxygen species-mediated p53 activation in NTUB1 cells,” Bioorganic & Medicinal Chemistry, vol. 19, no. 14, pp. 4274–4285, 2011. View at Publisher · View at Google Scholar · View at Scopus
  20. A. Li, N. Ma, Z. Zhao, M. Yuan, H. Li, and Q. Wang, “Glycyrrhetinic acid might increase the nephrotoxicity of bakuchiol by inhibiting cytochrome P450 isoenzymes,” PeerJ, Article ID e2723, 2016. View at Google Scholar · View at Scopus
  21. N. Papaevgeniou, M. Sakellari, S. Jha et al., “18α-Glycyrrhetinic acid proteasome activator decelerates aging and Alzheimer's disease progression in caenorhabditis elegans and neuronal cultures,” Antioxidants & Redox Signaling, vol. 25, no. 16, pp. 855–869, 2016. View at Publisher · View at Google Scholar · View at Scopus
  22. N. C. Santos, J. Figueira-Coelho, J. Martins-Silva, and C. Saldanha, “Multidisciplinary utilization of dimethyl sulfoxide: pharmacological, cellular, and molecular aspects,” Biochemical Pharmacology, vol. 65, no. 7, pp. 1035–1041, 2003. View at Publisher · View at Google Scholar · View at Scopus
  23. R. Notman, M. Noro, B. O'Malley, and J. Anwar, “Molecular basis for dimethylsulfoxide (DMSO) action on lipid membranes,” Journal of the American Chemical Society, vol. 128, no. 43, pp. 13982-13983, 2006. View at Publisher · View at Google Scholar · View at Scopus
  24. T.-H. Tsai and C.-F. Chen, “Determination of three active principles in licorice extract by reversed-phase high-performance liquid chromatography,” Journal of Chromatography A, vol. 542, no. C, pp. 521–525, 1991. View at Publisher · View at Google Scholar · View at Scopus
  25. H. Meena, M. Mohsin, H. K. Pandey, P. S. Negi, and Z. Ahmed, “Estimation of cordycepin by improved HPLC method in the natural and cultured mycelia of high medicinal value Himalayan entomogenous fungus Cordyceps sinensis,” Electronic Journal of Environmental, Agricultural and Food Chemistry , vol. 9, no. 10, pp. 1598–1603, 2010. View at Google Scholar · View at Scopus
  26. L. Wang, W. Kong, M. Yang, J. Han, and S. Chen, “Safety issues and new rapid detection methods in traditional Chinese medicinal materials,” Acta Pharmaceutica Sinica B (APSB), vol. 5, no. 1, pp. 38–46, 2015. View at Publisher · View at Google Scholar · View at Scopus
  27. K. Shanker, A. Fatima, A. S. Negi et al., “RP-HPLC method for the quantitation of glabridin in Yashti-madhu (Glycyrrhiza glabra),” Chromatographia, vol. 65, no. 11-12, pp. 771–774, 2007. View at Publisher · View at Google Scholar · View at Scopus
  28. S. Liu, L.-Z. Yi, and Y.-Z. Liang, “Traditional Chinese medicine and separation science,” Journal of Separation Science, vol. 31, no. 11, pp. 2113–2137, 2008. View at Publisher · View at Google Scholar · View at Scopus
  29. V. Andrisano, D. Bonazzi, and V. Cavrini, “HPLC analysis of liquorice triterpenoids - applications to the quality control of pharmaceuticals,” Journal of Pharmaceutical and Biomedical Analysis, vol. 13, no. 4-5, pp. 597–605, 1995. View at Publisher · View at Google Scholar · View at Scopus
  30. Y. Satomi, H. Nishino, and S. Shibata, “Glycyrrhetinic acid and related compounds induce G1 arrest and apoptosis in human hepatocellular carcinoma HepG2,” Anticancer Reseach, vol. 25, no. 6 B, pp. 4043–4047, 2005. View at Google Scholar · View at Scopus
  31. A. Chamoli, M. Ahmad, M. Hasan, and B. Panda, “Simultaneous determination of 18α-glycyrrhetinic acid and 18β-glycyrrhetinic acid in Glycyrrhiza glabra root by reversed phase high-performance liquid chromatography,” Drug, Design, Development and Therapy, vol. 7, pp. 59–62, 2016. View at Publisher · View at Google Scholar
  32. G. Nocca, C. Callà, G. E. Martorana et al., “Effects of dental methacrylates on oxygen consumption and redox status of human pulp cells,” BioMed Research International, vol. 2014, Article ID 956579, 10 pages, 2014. View at Publisher · View at Google Scholar · View at Scopus
  33. G. Radicioni, A. Stringaro, A. Molinari et al., “Characterization of the cell penetrating properties of a human salivary proline-rich peptide,” Biochimica et Biophysica Acta (BBA) - Biomembranes, vol. 1848, no. 11, pp. 2868–2877, 2015. View at Publisher · View at Google Scholar · View at Scopus
  34. ICH, “Validation of Analytical Procedure,” in Proceedings of the International Conference on Harmonization, IFPMA, Geneva, Switzerland, 1996.