Skip to main content
SpringerLink
Log in

Flavonoid Glycosides in Leaves of Plants of the Genus Nigella L.

  • RESEARCH PAPERS
  • Published:
Russian Journal of Plant Physiology Aims and scope Submit manuscript

Abstract

Phenolic compounds in plants of the genus Nigella are represented by various groups of flavonoids, gallocatechins, and derivatives of cinnamic and caffeic acids. The content of flavonoid glycosides in the leaves of Nigella damascena L., N. sativa L., and N. orientalis L. was established by the HPLC-MS method. Species-specific dependence of accumulation of flavonoid glycosides has been established. It was shown that the main flavonoids in the leaves of the studied objects were glycosides of quercetin and kaempferol, while quercetin glycosides were 1.40–1.97 times more than kaempferol in the studied extracts. N. sativa leaves had an increased composition of flavonoid glycosides compared to other studied species. The qualitative composition of N. damascena flavonoid glycosides was like N. sativa, whereas it is close to N. orientalis in terms of the total content of this group of compounds. Total amount of flavonoid glycosides in N. sativa leaf extracts was four times higher than in extracts of other types of Nigella. It is worth noting that the types N. sativa and N. damascena have the greatest phenotypic similarity and are more resistant to growing conditions in Belarus, while the species N. orientalis is different in appearance and more demanding on cultivation conditions. It was found that the variety of flavonoids glycosides in N. orientalis leaves is less in the absence of high molecular weight and acylated forms. The possible absence of acylated derivatives and less variety of flavonoids glycosides affects the low stability N. orientalis to abiotic factors and reduces its adaptive potential.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1.
Fig. 2.
Fig. 3.
Fig. 4.

REFERENCES

  1. Dudchenko, L.G., Kozyakov, A.S., and Krivenko V.V., Spicy-aromatic and spicy-flavoring plants. Directory, Kyiv: Naukova Dumka, 1989.

    Google Scholar 

  2. Prokhorov, V.N., Nigella—a valuable economically useful crop (review), Veg. Rus., 2021, p. 111. https://doi.org/10.18619/2072-9146-2021-4-111-123

  3. Datta, A.K. and Saha, A., Cytomorphological studies and seed protein characterization of Nigella sativa L. and Nigella damascena L., Cytologia (Tokyo), 2003, vol. 68, p. 51.

    Article  Google Scholar 

  4. Benazzouz-Smail, L., Achat, S., Brahmi, F., Bachir-Bey, M., Arab, R., Lorenzo, J.M., Benbouriche, A., Boudiab, K., Hauchard, D., Boulekbache-Makhlouf, L., and Madani, K., Biological properties, phenolic profile, and botanical aspect of Nigella sativa L. and Nigella damascena L. seeds, Molecules, 2023, vol. 28, p. 571. https://doi.org/10.3390/molecules28020571

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  5. Bourgou, S., Riadh, K., Amor, B., Ines, S., Hanen, F., and Brahim, M., Phenolic composition and biological activities of Tunisian Nigella sativa L. shoots and roots, C. R. Biol., 2008, vol. 331, p. 48. https://doi.org/10.1016/j.crvi.2007.11.001

    Article  CAS  PubMed  Google Scholar 

  6. Isakova, A.L., Prokhorov, V.N., and Isakov, A.V., Nigella in Belarus, Gorki: BSAA, 2021.

  7. Kokoska, L., Havlik, J., Valterova, I., Nepovim, A., Rada, V., and Vanek, T., Chemical composition of the essential oil of Nigella orientalis L. seeds, Flavour Fragr. J., 2005, vol. 20, p. 419. https://doi.org/10.1002/ffj.1449

    Article  CAS  Google Scholar 

  8. Kökdil, G., Tamer, L., Ercan, B., Celik, M., and Atik, U., Effects of Nigella orientalis and N. segetalis fixed oils on blood biochemistry in rats, Phytother. Res., 2006, vol. 20, p. 71. https://doi.org/10.1002/ptr.1809

    Article  PubMed  Google Scholar 

  9. Ait Eldjoudi, D., Ruiz-Fernandez, C., González-Rodriguez, M., Ait Atmane, S., Cordero-Barreal, A., Farrag, Y., Pino, J., Sineiro, J., Lago, F., Conde-Aranda, J., Khettal, B., and Gualillo, O., Analgesic and antiinflammatory effects of Nigella orientalis L. seeds fixed oil: pharmacological potentials and molecular mechanisms, Phytother. Res., 2022, vol. 36, p. 1372. https://doi.org/10.1002/ptr.7400

    Article  CAS  PubMed  Google Scholar 

  10. Gueffa, A., Gonzalez-Serrano, D.J., Christodoulou, M.C., Orellana-Palacios, J.C., Lopez, S., Ortega, M., Ouldmoumna, A., Zohra Kiari, F., Ioannou, G.D., Kapnissi-Christodoulou, C.P., Moreno, A., and Hadidi, M., Phenolics from defatted black cumin seeds (Nigella sativa L.): ultrasound-assisted extraction optimization, comparison, and antioxidant activity, Biomolecules, 2022, vol. 12, p. 1311. https://doi.org/10.3390/biom12091311

    Article  CAS  Google Scholar 

  11. Topcagic, A., Zeljkovic, S.C., Karalija, E., Galijasevic, S., and Sofic, E., Evaluation of phenolic profile, enzyme inhibitory and antimicrobial activities of Nigella sativa L. seed extracts, Bosn. J. Basic Med. Sci., 2017, vol. 17, p. 286.  https://doi.org/10.17305/bjbms.2017.2049

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  12. Akram Khan, M. and Afzal, M., Chemical composition of Nigella sativa Linn: part 2 recent advances, Inflammopharm., 2016, vol. 24, p. 67. https://doi.org/10.1007/s10787-016-0262-7

    Article  CAS  Google Scholar 

  13. Hameeda, S., Imrana, A., un Nisaa, M., Arshada, M.S., Saeeda, F., Umair Arshada, M., and Khan, M.A., Characterization of extracted phenolics from black cumin (Nigella sativa linn), coriander seed (Coriandrum sativum L.), and fenugreek seed (Trigonella foenum-graecum), Int. J. Food Prop., 2019, vol. 22, p. 714. https://doi.org/10.1080/10942912.2019.1599390

    Article  CAS  Google Scholar 

  14. Shish, S.N., Shutova, A.G., Spiridovich, E.V., Shabunya, P.S., and Fatykhova, S.A., Plants of the genus Nigella as a source of valuable biological substances for biotechnology, Materials International scientific conference “The present and future of plant biotechnology”, Minsk, 2023, p. 98.

  15. Ansary, J., Regolo, L., Machì, M., Salinari, A., and Cianciosi, D., Evaluation of the in vitro bioaccessibility of phenolic compounds of black cumin (BARI-1 cumin) methanolic extract, eFood, 2022, vol. 3, p. e15. https://doi.org/10.1002/efd2.15

  16. Parveen, A., Farooq, M.A., and Kyunn, W.W., A new oleanane type saponin from the aerial parts of Nigella sativa with anti-oxidant and anti-diabetic potential, Molecules, 2020, vol. 25, p. 2171. https://doi.org/10.3390/molecules25092171

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  17. Dalli, M., Bekkouch, O., Azizi, S., Azghar, A., Gseyra, N., and Kim, B., Nigella sativa L. phytochemistry and pharmacological activities: a review (2019-2021), Biomolecules, 2022, vol. 12, p. 20. https://doi.org/10.3390/biom12010020

    Article  CAS  Google Scholar 

  18. Liu, Y.M., Liu, Q.H., and Chen, B.Q., A new flavonol glycoside from the seeds of Nigella glandulifera, Nat. Prod. Res., 2011, vol. 25, p. 1334. https://doi.org/10.1080/14786419.2010.534470

    Article  CAS  PubMed  Google Scholar 

  19. Pinheiro, P.F. and Justino, G.C., Structural analysis of flavonoids and related compounds—a review of spectroscopic applications, in Phytochemicals—a Global Perspective of Their Role in Nutrition and Health, Rao, V., Ed., InTech, 2012, p. 33. https://doi.org/10.5772/29152

    Book  Google Scholar 

  20. Alseekh, S., Perez de Souza, L., Benina, M., and Fernie, A.R., The style and substance of plant flavonoid decoration; towards defining both structure and function, Phytochem., 2020, vol. 174, p. 112347. https://doi.org/10.1016/j.phytochem.2020.112347

    Article  CAS  Google Scholar 

  21. Yukhimuk, A.N., Than, L.N., and Spiridovich, E.V., Molecular genetic analysis of some species of the genus Nigella L., in Collection of Materials of the II International Scientific and Practical Conference “Biotechnology: Achievements and Development Prospects”, Pinsk, 2017, p. 53.

Download references

Funding

The work was carried out with the financial support of task 06.02 of the State Scientific Research Program “Natural Resources and Environment,” subprogram “Biodiversity, Bioresources, Ecology” (2021–2025).

Author information

Authors and Affiliations

  1. Central Botanical Garden, National Academy of Sciences of Belarus, Minsk, Republic of Belarus

    S. N. Shysh, V. N. Reshetnikov & E. V. Spirydovich

  2. Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Minsk, Republic of Belarus

    P. S. Shabunya & S. A. Fatykhava

Authors
  1. S. N. Shysh
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. P. S. Shabunya
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. A. Fatykhava
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. N. Reshetnikov
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. E. V. Spirydovich
    View author publications

    You can also search for this author in PubMed Google Scholar

Contributions

V.N. Reshetnikov, E.V. Spirydovich, and S.N. Shysh proposed and developed the experimental design. Samples for analysis were prepared by S.N. Shysh. P.S. Shabunya and S.A. Fatykhava conducted HPLC-MS of extracts for the content of flavonoid glycosides as well as calculations of the content of substances with a description of their identification. S.N. Shysh, P.S. Shabunya, and E.V. Spirydovich participated in writing the text of the article. All authors participated in the discussion and presentation of the results.

Corresponding authors

Correspondence to S. N. Shysh or E. V. Spirydovich.

Ethics declarations

ETHICS APPROVAL AND CONSENT TO PARTICIPATE

This work does not contain any studies involving human and animal subjects.

CONFLICT OF INTEREST

The authors of this work declare that they have no conflicts of interest.

Additional information

Publisher’s Note.

Pleiades Publishing remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Shysh, S.N., Shabunya, P.S., Fatykhava, S.A. et al. Flavonoid Glycosides in Leaves of Plants of the Genus Nigella L.. Russ J Plant Physiol 70, 179 (2023). https://doi.org/10.1134/S1021443723603051

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • DOI: https://doi.org/10.1134/S1021443723603051

Keywords:

Search

Navigation