Quantitative Determination of Lycorine and Galanthamine in Different in Vitro Tissues of Narcissus tazetta by GC-MS

Document Type : Research paper

Authors

1 Department of Horticultural Science, Ferdowsi University of Mashhad, Mashhad, Iran.

2 Department of Natural Resources, Fars Agricultural and Natural Resources Research and Education Center, Agricultural Research, Education and Extension Organization (AREEO), Shiraz, Iran.

3 Department of Horticultural Science, Shiraz University, Shiraz, Iran.

4 Université de Lorraine, CNRS, L2CM, F-54000 Nancy, France.

5 Université de Lorraine, CNRS, L2CM, F-54000 Nancy, France. Université de Lorraine, Service Commun de Spectrométrie de Masse, F-54000 Nancy, France.

Abstract

Narcissus spp. are of great importance to pharmaceutical industries because of biosynthesis of Amaryllidaceae alkaloids. N. tazetta with several varieties is a widespread species, native to the Mediterranean region with considerable distribution in Iran. In the present study, calli, roots and bulblets were regenerated from N. tazetta var. Meskin. In order to report alkaloid profile and quantify galanthamine and lycorine, methanolic extract of different in vitro tissues were subjected to alkaloid purification by SPE (solid phase extraction) method, followed by GC-MS analysis. In general, galanthamine and lycorine were detected in all in vitro tissues, while demethylmaritidine was only identified in bulblets. Bulblet was identified as the best source of main Amaryllidaceae alkaloids regarding the highest quantities of galanthamine and lycorine with 15 and 731 µg/g dry weight (DW) respectively.

Keywords


  1. Askari N, Wang Y.G, Klerk G.J.D. 2014. In tissue culture of Lilium explants may become heavily contaminated by the standard initiation procedure. Propagation of ornamental plants 14, 49-56.
  2. Askari N, Visser R.G.F, Klerk G.J.D,. 2018. Growth of Lily Bulblets In Vitro, a Review. International Journal of Horticultural Science and Technology 5, 133-134.
  3. Bastida J, Viladomat F, Codina C. 1998. Narcissus alkaloid, In: A.U. Rahman (Ed.), Studies in Natural Products Chemistry, Elsevier Science, 323-406.
  4. Bastida J, Viladomat F. 2002. Alkaloids of Narcissus. In: Narcissus and Daffodil: The Genus Narcissus, Taylor and Francis, 141-214.
  5. Bastida J, Lavilla R, Viladomat F. 2006. Chemical and Biological Aspects of Narcissus Alkaloids. In: The Alkaloids: Chemistry and Biology, Elsevier 87-179.
  6. Berkov S, Codina C, Bastida J. 2012. The Genus Galanthus: A Source of Bioactive Compounds, In: Rao V, Phytochemicals - A Global Perspective of Their Role in Nutrition and Health, IntechOpen, 235-254.
  7. Berkov S, Ivanov I, Georgiev V, Codina C, Pavlov A. 2014. Galanthamine biosynthesis in plant in vitro systems. Engineering in Life Sciences 14, 643-650.
  8. Blanchard J.W. 1990. Narcissus: A Guide to Wild Daffodils. Alpine Garden Society, Woking, Lye End Link, Surrey, UK.
  9. Dias M.I, Sousa M.J, Alves R.C, Ferreira I.C. 2016. Exploring plant tissue culture to improve the production of phenolic compounds: A review. Industrial Crops and Products 82, 9-22.

10. Diop M.F, Ptak A, Chre´tien F, Henry M, Chapleur Y, LaurainMattar D. 2006. Galanthamine content of bulbs and in vitro cultures of Leucojum aestivum L. Natural Product Communications 1, 475-479.

11. El Tahchy A, Bordage S, Ptak A, Dupire F, Barre E, Guillou C, Henry M, Chapleur Y, Laurain-Mattar D. 2011. Effects of sucrose and plant growth regulators on acetylcholinesterase inhibitory activity of alkaloids accumulated in shoot cultures of Amaryllidaceae. Plant Cell Tissue Organ Culture 106, 291-390.

12. Gabrielsen B, Monath T.P, Huggins J.W, Kefauver D.F, Pettit G.R, Groszek G, Hollingshead M, Kirsi J.J, Shannon W.M, Schubert E.M, Dare J, Ugarkar B, Ussery M.A, Phelan M.J. 1992. Antiviral (RNA) activity of selected Amaryllidaceae isoquinoline constituentsand synthesis of related substances. Journal of Natural Products 55, 1569-1581.

13. Ivanov I, Georgiev V, Berkov S, Pavlov A. 2012. Alkaloid patterns in Leucojum aestivum shoot culture cultivated at temporary immersion conditions. Journal of Plant Physiology 169, 206-211.

14. Jin Z. 2013. Amaryllidaceae and sceletium alkaloids. Natural Product Reports 2013, 30, 849-868.

15. Karuppusamy S. 2009. A review on trends in production of secondary metabolites from higher

16. plants by in vitro tissue, organ and cell cultures. Journal of Medicinal Plants Research 3, 1222-1229.

17. López S, Bastida J, Viladomat F, Codina C. 2003. Galanthamine pattern in Narcissus confusus plants. Planta Medica. 69, 1166-1168.

18. Lubbe A, Gude H, Verpoorte R, Choi Y.H. 2013. Seasonal accumulation of major alkaloids in organs of pharmaceutical crop Narcissus Carlton. Phytochemistrybastida 88, 43-53.

19. Pavlov A, Berkov S, Courot E, Gocheva T, Tuneva D, Pandova, B, Georgiev M, Georgiev V, Yanev S, Burrus, M. 2007. Galanthamine production by Leucojum aestivum in vitro systems. Process Biochemistry 42, 734-739.

20. Ratnadewi D. 2017. Alkaloids in Plant Cell Cultures. In: Alkaloids-Alternatives in Synthesis, Modification and Application, IntechOpen 1-23.

21. Saliba S, Ptak A, Laurain-Mattar D. 2015. 4’-O-methylnorbelladine feeding enhances galanthamine and lycorine production by Leucojum aestivum L. shoot cultures. Engineering in Life Sciences 15, 640-645.

22. Saliba S, Ptak A, Boisbrun M, Spina R, Dupire F, Laurain‐Mattar D. 2016. Stimulating effect of both 4’‐O‐methylnorbelladine feeding and temporary immersion conditions on galanthamine and lycorine production by Leucojum aestivum L. bulblets. Engineering in Life Sciences 16, 731-739.

 

23. Sellés M, Viladomat F, Bastida J, Codina C. 1999. Callus induction, somatic embryogenesis and organogenesis in Narcissus confusus: Correlation between the state of differentiation and the content of galanthamine and related alkaloids. Plant Cell Reports 18, 646-651.

24. Shawky E, Abou-Donia A.H, Darwish F.A, Toaima S.M, Takla S.S, Pigni, N.B, Bastida J. 2015. HPTLC and GC/MS study of Amaryllidaceae alkaloids of two amary species. Chemistry and Biodiversity 12, 1184-1199.

25. Tarakemeh A, Azizi M, Rowshan V, Salehi H, Spina R, Dupire F, Arouie H , Laurain-Mattar D. 2019. Screening of Amaryllidaceae alkaloids in bulbs and tissue cultures of Narcissus papyraceus and four varieties of N. tazetta. Journal of Pharmaceutical and Biomedical Analysis 172, 230-237.

26. Torras-Claveria L, Berkov S, Codina C, Viladomat F, Bastida J. 2013. Daffodils as potential crops of galanthamine. Assessment of more than 100 ornamental varieties for their alkaloid content and acetylcholinesterase inhibitory activity. Industrial Crops and Products 43, 237-244.

27. Weniger B, Italiano L, Beck J.P, Bastida J, Bergoñón S, Codina C, Lobstein A, Anton R. 1995. Cytotoxic activity of Amaryllidaceae alkaloids. Planta Medica 61, 77-79.