Skip to main content
SpringerLink
Log in

A New Ellagic Acid Rhamnoside from Synadenium glaucescens and Its Cytotoxicity Evaluation

  • Published:
Chemistry of Natural Compounds Aims and scope

A phytochemical investigation of the ethyl acetate fraction of root bark extract of Synadenium glaucescens Pax (Euphorbiaceae) led to the isolation of two derivatives of ellagic acid. These included one new 3′,4′ -di-O-methylellagic acid-4α, L-rhamnopyranoside (1) and a known 3,4,3′-tri-O-methylellagic acid (2). Their structures were elucidated by 1D and 2D NMR, while a High res. MS (FTMS-ESI–) was used for accurate mass measurement, which was compared with SciFinder data as well as with available literature. The BSLT results indicated that both 1 (LC50 = 2736.03 μg/mL) and 2 (LC50 = 531.19 μg/mL) were nontoxic at a maximum test concentration of 2400 ppm.

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

Similar content being viewed by others

References

  1. P. M. Cheuka, G. Mayoka, P. Mutai, and K. Chibale, Molecules, 22, 1 (2017).

    Google Scholar 

  2. D. B. Shelar and P. J. Shirote, Biomed. Pharmacol. J., 4, 141 (2011).

    Article  Google Scholar 

  3. R. Emily, Medicinal Plants at Risk,Vol. 1, Centre for Biological Diversity, Tucson, 2008, 19 pp.

  4. L. K. M. Merlin, K. Gustav, A. D. Forkuo, C. Firempong, A. K. Anning, and D. A. Rita, IntechOpen, 64 (2019).

  5. S. M. K. Rates, Toxicon, 39, 603 (2001).

    Article  CAS  PubMed  Google Scholar 

  6. N. Abubakar, K. Shehu, M. M. Yahaya, I. Y. Tafinta, and M. A. Imonikhe, Ann. Biol. Sci., 4, 26 (2016).

    CAS  Google Scholar 

  7. T. J. Mwine and P. van Damme, J. Med. Plants Res., 5, 652 (2011).

    Google Scholar 

  8. F. P. Mabiki, R. H. Mdegela, R. D. Mosha, and J. J. Magadula, J. Med. Plants Res., 7, 871 (2013).

    Google Scholar 

  9. V. A. Nyigo, H. M. Malebo, F. Mabiki, and R. Mdegela, JPHYTO, 11, 151 (2022).

    CAS  Google Scholar 

  10. V. A. Nyigo, X. Peter, F. Mabiki, H. M. Malebo, R. H. Mdegela, and G. Fouche, J. Phytopharm. JPHYTO, 5, 100 (2016).

    Google Scholar 

  11. D. Credo, F. P. Mabiki, F. Machumi, M. Chacha, C. Cornett, and B. Styrishave, Trop. Biomed., 39, 1 (2022).

    Article  Google Scholar 

  12. Atta-Ur-Rahman, F. N. Ngounou, C. M. Iqbal, M. Shahid, M. Talat, M. Nur-E-Alam, Z. Seema, D. Lontsi, J. F. Ayafor, and B. L. Songendam, Planta Med., 67, 335 (2001).

  13. J. P. Kim, I. K. Lee, B. S. Yun, S. H. Chung, G. S. Shim, H. Koshino, and Y. Ick-Dong, Phytochemistry, 57, 587 (2001).

    Article  CAS  PubMed  Google Scholar 

  14. J. L. Ríos, R. M. Giner, M. Marin, and M. C. Recio, Planta Med., 84, 1068 (2018).

    Article  PubMed  Google Scholar 

  15. J. L. Maas, G. J. Galletta, and G. D. Stoner, HortScience, 26, 10 (2019).

    Article  Google Scholar 

  16. H. A. Bedel, C. K. Manas, G. Ozbey, and C. Usta, Nat. Prod. Res., 32, 2932 (2018).

    Article  CAS  PubMed  Google Scholar 

  17. M. M. Kannan and S. D Quine, Metabolism, 62, 52 (2013).

    Article  CAS  PubMed  Google Scholar 

  18. J. B. R. Jordao, H. K. P. Porto, F. M. Lopes, A. C. Batista, and M. L. Rocha, Planta Med., 83, 830 (2017).

    Article  CAS  PubMed  Google Scholar 

  19. A. J. Amor, C. Gomez-Guerrero, E. Ortega, A. Sala-Vila, and I. Lazaro, Antioxidants, 9, 1 (2020).

    Article  Google Scholar 

  20. B. Prabha, S. Sini, T. S. Priyadarshini, P. Sasikumar, G. Gopalan, J. P. Joseph, M. M. Jithin, V. Sivan, P. Jayamurthy, and K. V. Radhakrishnan, Nat. Prod. Res., 35, 3151 (2019).

    Google Scholar 

  21. P. F Uzor and P. O. Osadebe, EXCLI J., 15, 290 (2016).

    PubMed  PubMed Central  Google Scholar 

  22. M. Saadullah, M. Asif, A. Sattar, K. Rehman, S. Shah, M. Saleem, A. Shah, M. Wajid, A. Rasool, M. Uzair, and K. Afzal, Trop. J. Pharm. Res., 19, 1073 (2020).

    Article  CAS  Google Scholar 

  23. H. Zhang, Z. J. Guo, W. M. Xu, X. J. You, L. Han, Y. X. Han, and L. J. Dai, Oncol. Lett., 7, 525 (2014).

    Article  PubMed  Google Scholar 

  24. J. D. Djoukeng, E. Abou-Mansour, L. A. Tapondjou, D. Lontsi, and R. Tabacchi, Nat. Prod. Commun., 2, 261 (2007).

    CAS  Google Scholar 

  25. S. A. A. El-Toumy and H. W. Rauwald, Planta Med., 69, 682 (2003).

    Article  CAS  PubMed  Google Scholar 

  26. Q. Guo and X. Yang, Pharmazie, 60, 60 (2005).

    Google Scholar 

  27. E. Dagne, M. Alemu, and O. Sterner, Bull. Chem. Soc. Ethiop., 7, 87 (1993).

    CAS  Google Scholar 

  28. G. Ye, H. Peng, M. Fan, and C. G. Huang, Chem. Nat. Compd., 43, 125 (2007).

    Article  CAS  Google Scholar 

  29. Z. Z. Ibraheim, A. S. Ahmed, and W. M. Abdel-Mageed, J. Nat. Remedies, 13, 35 (2013).

    Google Scholar 

  30. S. Begum, Sara, S. Tauseef, B. Sh. Siddiqui, Sh. S. Nizami, H. Ghulam, and A. Ahmad, J. Chem. Soc. Pakistan, 36, 723 (2014).

  31. T. Tukiran, A. P. Wardana, N. Hidayati, and K. Shimizu, Indones. J. Chem., 18, 26 (2018).

    Article  CAS  Google Scholar 

  32. A. Hiranrat, Doctoral Thesis in Organic Chemistry, Prince of Songkla Uni. Hat Yai, 2010, 257 pp.

  33. B. N. Meyer, N. R. Ferrigni, J. E. Putnam, L. B. Jacobsen, D. E. Nichols, and J. L. McLaughlin, Planta Med., 45, 31 (1982).

    Article  CAS  PubMed  Google Scholar 

  34. M. J. Moshi, E. Innocent, J. J. Magadula, D. F. Otieno, A. Weisheit, P. K. Mbabazi, and R. S. O. Noando, Tanzan J. Health Res., 12, 7 (2010).

    Google Scholar 

Download references

Acknowledgment

The authors acknowledge the financial support from Green Resources Innovations for Livelihood Improvement (GRILI-DANIDA) project (Grant No. 18-3-TAN). Also Mr. Christopher Johnson Mwankuna from the Department of Chemistry and Physics, Sokoine University of Agriculture, Morogoro, Tanzania and Mr. Christian Janflet from the Department of Pharmacy, University of Copenhagen, Denmark are acknowledged for their technical support. The NMR equipment used in this work was purchased via Grant No. 10-085264 from The Danish Research Council for Independent Research, Nature and Universe.

Author information

Authors and Affiliations

  1. Department of Chemistry and Physics College of Natural and Applied Sciences, Sokoine University of Agriculture, P. O. Box 3038, Morogoro, Tanzania

    F. Rwegoshora & F. Mabiki

  2. Department of Pharmacy, Faculty of Health and Medical Sciences, University of Copenhagen, Universitetsparken 2, 2100, Copenhagen, Denmark

    F. Rwegoshora, B. Styrishave & C. Cornett

  3. Department of Natural Products Development and Formulation, Institute of Traditional Medicine, Muhimbili University of Health and Allied Science, P. O. Box 65001, Dar es Salaam, Tanzania

    F. Machumi

  4. School of Life Sciences and Bioengineering, the Nelson Mandela Institution of Science and Technology, P. O. Box 447, Arusha, Tanzania

    M. Chacha

Authors
  1. F. Rwegoshora
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. F. Mabiki
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. F. Machumi
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. M. Chacha
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. B. Styrishave
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. C. Cornett
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to F. Rwegoshora.

Additional information

Published in Khimiya Prirodnykh Soedinenii, No. 4, July–August, 2023, pp. 564–567

Rights and permissions

Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Rwegoshora, F., Mabiki, F., Machumi, F. et al. A New Ellagic Acid Rhamnoside from Synadenium glaucescens and Its Cytotoxicity Evaluation. Chem Nat Compd 59, 670–674 (2023). https://doi.org/10.1007/s10600-023-04083-8

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-023-04083-8

Keywords

Search

Navigation