324
Views
6
CrossRef citations to date
0
Altmetric
Original Articles

UHPLC–Q-ToF-MS-guided enrichment and purification of triterpenoids from Centella asiatica (L.) extract with macroporous resin

, , , , , , & show all

References

  • Jia, G.; Lu, X. Enrichment and Purification of Madecassoside and Asiaticoside from Centella asiatica Extracts with Macroporous Resins. J. Chromatogr. A 2008, 1193, 136–141.
  • Gray, N. E.; Harris, C. J.; Quinn, J. F.; Soumyanath, A. Centella asiatica Modulates Antioxidant and Mitochondrial Pathways and Improves Cognitive Function in Mice. J. Ethnopharmacol. 2016, 180, 78–86.
  • Marques, N. F.; Stefanello, S. T.; Froeder, A. L.; Busanello, A.; Boligon, A. A.; Athayde, M. L.; Soares, F. A.; Fachinetto, R. Centella asiatica and its Fractions Reduces Lipid Peroxidation Induced by Quinolinic Acid and Sodium Nitroprusside in Rat Brain Regions. Neurochem. Res. 2015, 40, 1197–1210.
  • Nema, N. K.; Maity, N.; Sarkar, B. K.; Mukherjee, P. K. Matrix Metalloproteinase, Hyaluronidase and Elastase Inhibitory Potential of Standardized Extract of Centella asiatica. Pharm. Biol. 2013, 51, 1182–1187.
  • Gopi, S.; Amalraj, A.; Haponiuk, J. T.; Thomas, S. Introduction of Nanotechnology in Herbal Drugs and Nutraceutical: A Review. J. Nanomed. Biotherapeutic Discov. 2016, 6, 2.
  • Edison, T. N. J. I.; Atchudan, R.; Sethuraman, M. G.; Lee, Y. R. Reductive-degradation of Carcinogenic Azo Dyes Using Anacardium occidentale Testa Derived Silver Nanoparticles. J. Photochem. Photobiol. B 2016, 162, 604–610.
  • Edison, T. N. J. I.; Atchudan, R.; Sethuraman, M. G.; Shim, J.-J.; Lee, Y. R. Microwave Assisted Green Synthesis of Fluorescent N-doped Carbon Dots: Cytotoxicity and Bio-imaging Applications. J. Photochem. Photobiol. B 2016, 161, 154–161.
  • Edison, T. N. J. I.; Lee, Y. R.; Sethuraman, M. G. Green Synthesis of Silver Nanoparticles Using Terminalia cuneata and Its Catalytic Action in Reduction of Direct Yellow-12 Dye. Spectrochim. Acta A Mol. Biomol. Spectrosc. 2016, 161, 122–129.
  • Atchudan, R.; Edison, T. N. J. I.; Lee, Y. R. Nitrogen-doped Carbon Dots Originating from Unripe Peach for Fluorescent Bioimaging and Electrocatalytic Oxygen Reduction Reaction. J. Colloid Interf. Sci. 2016, 482, 8–18.
  • Atchudan, R.; Edison, T. N. J. I.; Sethuraman, M. G.; Lee, Y. R. Efficient Synthesis of Highly Fluorescent Nitrogen-doped Carbon Dots for Cell Imaging Using Unripe Fruit Extract of Prunus mume. Appl. Surf. Sci. 2016, 384, 432–441.
  • Singh, B.; Rastogi, R. P. A Reinvestigation of the Triterpenes of Centella asiatica. Phytochemistry 1969, 8, 917–921.
  • Inamdar, P. K.; Yeole, R. D.; Ghogare, A. B.; de Souza, N. J. Determination of Biologically Active Constituents in Centella asiatica. J. Chromatogr. A 1996, 742, 127–130.
  • Coldren, C. D.; Hashim, P.; Ali, J. M.; Oh, S. K.; Sinskey, A. J.; Rha, C. Gene Expression Changes in the Human Fibroblast Induced by Centella asiatica Triterpenoids. Planta Med. 2003, 69, 725–732.
  • Lee, J.; Jung, E.; Kim, Y.; Park, J.; Hong, S.; Kim, J.; Hyun, C.; Kim, S. Y.; Park, D. Asiaticoside Induces Human Collagen I Synthesis through TGFβ Receptor I Kinase (TβRI Kinase)-Independent Smad Signaling. Planta Med. 2006, 72, 324–328.
  • Lui, M.; Dai, Y.; Li, Y.; Huang, F.; Gong, Z.; Meng, Q. Madecassoside Isolated from Centella asiatica Herbs Facilitates Burn Wound Healing in Mice. Planta Med. 2008, 74, 809–815.
  • Li, Z.; You, K.; Li, J.; Wang, Y.; Xu, H.; Gao, B.; Wang, J. Madecassoside Suppresses Proliferation and Invasiveness of HGF-induced Human Hepatocellular Carcinoma Cells Via PKC-cMET-ERK1/2-COX-2-PGE2 Pathway. Int. Immunopharmacol. 2016, 33, 24–32.
  • Wu, T.; Geng, J.; Guo, W.; Gao, J.; Zhu, X. Asiatic Acid Inhibits Lung Cancer Cell Growth In Vitro and In Vivo by Destroying Mitochondria. Acta Pharm. Sin. B. 2017, 7, 65–72.
  • Goncalves, M. F.; Salvador, J. A.; Marin, S.; Cascante, M. Synthesis and Anticancer Activity of Novel Fluorinated Asiatic Acid Derivatives. Eur. J. Med. Chem. 2016, 114, 101–117.
  • Ramachandran, V.; Saravanan, R.; Senthilraja, P. Antidiabetic and Antihyperlipidemic Activity of Asiatic Acid in Diabetic Rats, Role of HMG CoA: In Vivo and In Silico Approaches. Phytomedicine 2014, 21, 225–232.
  • Hsu, Y. M.; Hung, Y. C.; Hu, L.; Lee, Y. J.; Yin, M. C. Anti-diabetic Effects of Madecassic Acid and Rotundic Acid. Nutrients 2015, 7, 10065–10075.
  • Hamid, K.; Ng, I.; Tallapragada, V. J.; Varadi, L.; Hibbs, D. E.; Hanrahan, J.; Groundwater, P. W. An Investigation of the Differential Effects of Ursane Triterpenoids from Centella asiatica, and Their Semisynthetic Analogues, on GABAA Receptors. Chem. Biol. Drug. Des. 2016, 88, 386–397.
  • Gohil, K. J.; Patel, J. A.; Gajjar, A. K. Pharmacological Review on Centella asiatica: A Potential Herbal Cure-all. Indian J. Pharm. Sci. 2010, 72, 546–556.
  • Azis, H. A.; Taher, M.; Ahmed, A. S.; Sulaiman, W. M. A. W.; Susanti, D.; Chowdhury, S. R.; Zakaria, Z. A. In Vitro and In Vivo Wound Healing Studies of Methanolic Fraction of Centella asiatica extract. South Afr. J. Bot. 2017, 108, 163–174
  • Algahtani, A.; Tongkao-on, W.; Li, K. M.; Ramovski-Naumovski, V.; Chan, K.; Li, G. Q. Seasonal Variation of Triterpenes and Phenolic Compounds in Australian Centella asiatica (L.) Urb. Phytochem. Anal. 2015, 26, 436–443.
  • Thomas, M. T.; Kurup, R.; Johnson, A. J.; Chandrika, S. P.; Mathew, P. J.; Dan, M.; Baby, S. Elite Genotypes/Chemotypes, with High Contents of Madecassoside and Asiaticoside, from Sixty Accessions of Centella asiatica of South India and the Andaman Islands: For Cultivation and Utility in Cosmetic and Herbal Drug Applications. Indus. Crop. Prod. 2010, 32, 545–550.
  • Kim, K.; Lee, S.; Seo, S.; Hwang, B.; Park, J. Water-soluble extract of asiaticoside and madecassoside from Centella asiatica and isolating method thereof. US Patent No. 6417349 B1, 2002.
  • Loiseau, A.; Sene, G.; Theron, E. Method for preparing a Centella asiatica extract rich in madecassoside and in terminoloside. US Patent No. 8163706 B2, 2012.
  • Sunil, B.; Mohan, V. Method for preparation of highly pure asiaticoside composition from Centella asiatica and a method of use thereof. US Patent No. 20130089605 A1, 2013.
  • Duval, C. Method for preparing an extract of Centella asiatica. US Patent No. 0172541 A1, 2013.
  • Buran, T. J.; Sandhu, A. K.; Li, Z.; Rock, C. R.; Yang, W. W.; Gu, L. Adsorption/Desorption Characteristics and Separation of Anthocyanins and Polyphenols from Blueberries Using Macroporous Adsorbent Resins. J. Food Eng. 2014, 128, 167–173.
  • Yang, J.; Zhang, L.; Zhu, G.; Li, L. Separation and Enrichment of Major Quinolizidine Type Alkaloids from Sophora alopecuroides Using Macroporous Resins. J. Chromatogr. B 2014, 945–946, 17–22.
  • Rafamantanana, M. H.; Rozet, E.; Raoelison, G. E.; Cheuk, K.; Ratsimamanga, S. U.; Hubert, Ph.; Quetin-Leclercq, J. An Improved HPLC-UV Method for the Simultaneous Quantification of Triterpenic Glycosides and Aglycones in Leaves of Centella asiatica (L.) Urb (Apiaceae). J. Chromatogr. B 2009, 877, 2396–2402.
  • Kai, G.; Pan, J.; Yuan, C.; Yuan, Y. Separation of Madecasoside and Madecassic Acid Isomers by High Performance Liquid Chromatography Using β-Cyclodextrin as Mobil Phase Additive. Bull. Kor. Chem. Soc. 2008, 29, 551–554.
  • Tiwari, R. K.; Chanda, S.; Deepak, M.; Murli, B.; Agarwal, A. HPLC Method Validation for Simultaneous Estimation of Madecassoside, Asiaticoside and Asiatic Acid in Centella asiatica. J. Chem. Pharm. Res. 2010, 2, 223–229.
  • Lopez, P.; Catalano, A.; Curre, I.; Tarcaya, V.; Cogoi, L.; Broussalis, A. Identification of Centella asiatica Extract in a Cosmetic Cream. Int. J. Phytocosmet. Nat. Ingred. 2015, 2, 16.
  • Burnouf-Radosevich, M.; Delfel, N. E. High-performance Liquid Chromatography of Triterpene Saponins. J. Chromatogr. 1986, 368, 433–438.
  • Shen, Y.; Liu, A.; Ye, M.; Wang, L.; Chen, J.; Wang, X.; Han, C. Analysis of Biologically Active Constituents in Centella asiatica by Microwave-assisted Extraction Combined with LC–MS. Chromatographia 2009, 70, 431–438.
  • Xia, B.; Bai, L.; Li, X.; Xiong, J.; Xu, P.; Xue, M. Structural Analysis of Metabolites of Asiatic Acid and Its Analogue Madecassic Acid in Zebrafish Using LC/IT-MSn. Molecules 2015, 20, 3001–3019.
  • James, J. T.; Tugizimana, F.; Steenkamp, P. A.; Dubey, I. A. Metabolomic Analysis of Methyl Jasmonate-induced Triterpenoid Production in the Medicinal Herb Centella asiatica (L.) Urban. Molecules 2013, 18, 4267–4281.
  • Council of Europe (COE)—European Directorate for the Quality of Medicines. European Pharmacopoeia, 6th ed., European Directorate for the Quality of Medicines, France, 2008.
  • Harborne, J. B. Phytochemical Methods: A Guide to Modern Techniques of Plant Analysis, 3rd ed. London: Chapman & Hall, 1998.
  • Loiseau, A.; Sene, G.; Theron E. Method for Preparing a Centella asiatica Extract Rich in Madecassoside and in Terminoloside. US Patent No. 7402669B2, 2008.
  • Mortier, K. A.; Zhang, G.; Van Peteghem, C. H.; Lambert, W. E. Adduct Formation in Quantitative Bioanalysis: Effect of Ionization Conditions on Paclitaxel. J. Am. Sco. Mass Spectrom. 2004, 15, 585–592.
  • Zhou, J. H.; He, W. Process for Extracting Triterpene Glycosides from Botanical Sources. US Patent No. 6124442 A, 2000.
  • Zheng, X.; Fu, J.; Lu, X. Solubility and Induction Period Study of Asiaticoside and Madecassoside in a Methanol + Water Mixture. J. Chem. Eng. Data 2012, 57, 3258–3263.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.