Skip to main content
SpringerLink
Log in

Flavonoids from the Leaves of Chromolaena odorata and Their α-Glucosidase Inhibitory Activity

  • Published:
Pharmaceutical Chemistry Journal Aims and scope

The leaf water extracts of C. odorata are used as an antidiabetic herbal drug in traditional medicine. The aim of this study was to determine flavonoids in the MeOH leaf extract of Chromolaena odorata (L.) R. M. King and H. Robinson (syn. Eupatorium odoratum L.) in Vietnam and evaluate their a-glucosidase inhibitory activity. Ten compounds including six known flavonoids (2, 4–6, 9, and 10), two known phenolic acids (7 and 8), nonacosan-1-ol (1), and β-sitosterol (3) were isolated by column chromatography from the MeOH extract. Their structures were identified by matching their NMR spectroscopic data and those reported in the literature. In the assay for the a-glucosidase inhibitory activity, isosakuranetin (5) was found to inhibit enzymatic activity with an IC50 of 55.99 ± 1.25 μg/mL. Weak inhibitory activity was observed for the other flavonoids up to the concentration of 128 μg/mL: 20.5% inhibitory activity of 4-O-methylsakuranetin (2), 2.0% of odoratin (4), 27.0% of ombuin (6), and 30.5% of rhamnetin (10). HPLC quantification of the organic n-hexane- and dichloromethane-soluble fractions determined the higher contents of compounds 2, 4, and 6 in the dichloromethane-soluble fraction.

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. A. C. N. Sobrinho, S. M. de Morais, E. B. de Souza, et al., J. Med. Plant Res., 11, 43 – 57 (2017).

    Article  CAS  Google Scholar 

  2. K. Vijayaraghavan, J. Rajkumar, S. N. A. Bukhari, et al., Mol. Med. Rep., 15, 1007 – 1016 (2017).

    Article  CAS  PubMed  Google Scholar 

  3. D. A. Putri and S. Fatmawati, eCAM, 2019, Article ID 1453612 (2019).

  4. L. Mugwedi, Sustainability, 12, 6505 (2020).

    Article  CAS  Google Scholar 

  5. A. Biller, M. Boppré, L. Witte, et al., Phytochemistry, 35, 615 – 619 (1994).

    Article  CAS  Google Scholar 

  6. A. Suksamram, A. Chotipong, T. Suavansri, et al., Arch. Pharm. Res., 27, 507 – 511 (2004).

    Article  Google Scholar 

  7. P. -Y. Liu, D. Liu, W.-H. Li, et al., Chem. Biodiver., 12, 1481 – 1515 (2015).

    Article  CAS  Google Scholar 

  8. T. T. H. Hanh, D. T. T. Hang, C. V. Minh, et al., Asian Pac. J. Trop. Med., 4, 760 – 763 (2011).

    CAS  Google Scholar 

  9. M. L. Zhang, D. Irwin, X. N. Li, et al., J. Nat. Prod., 75, 2076 – 2081 (2012).

    Article  CAS  PubMed  Google Scholar 

  10. A. G. Omokhua-Uyi, M. A. Abdalla, C. M. Leonard, et al., BMC Complement. Med. Ther., 20, 233 (2020).

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  11. T. M. Hung, T. D. Cuong, N. H. Dang, et al., Chem. Pharm. Bull., 59, 129 – 131 (2011).

    Article  CAS  Google Scholar 

  12. T. T. Phan, L. Wang, P. See, et al., Biol. Pharm. Bull., 24, 1373 – 1379 (2001).

    Article  CAS  PubMed  Google Scholar 

  13. P. Wafo, R. S. Kamdem, Z. Ali, et al., Fitoterapia, 82, 642 – 646 (2011).

    Article  CAS  PubMed  Google Scholar 

  14. S. dos S. Grecco, J. Q. Reimão, A. G. Tempone, et al., Exp. Parasitol., 130, 141 – 145 (2012).

  15. J. Goad and T. Akihisa, Analysis of Sterols, Springer Science & Business Media, Berlin (2012).

    Google Scholar 

  16. P. K. Bose, P. Chakrabarti, S. Chakravarti, et al., Phytochemistry, 12, 667 – 668 (1973).

    Article  CAS  Google Scholar 

  17. M. M. Salem, S. R. Hussein, R. El-Sharawy, et al., Egypt. Pharm. J., 15, 1 – 5 (2016).

    Google Scholar 

  18. K. Ogihara, M. Kuwae, T. Suzuka, et al., Bull. Fac. Sci., Univ. Ryukyus, 93, 47 – 54 (2012).

  19. S. Kobayashi, T. Ozawa, and H. Imagawa, Agr. Biol. Chem., 46, 845 – 847 (1982).

    CAS  Google Scholar 

  20. L. A. De Souza, H. C. Da Silva, and W. B. De Almeida, Chemistry Open, 7, 902 – 913 (2018).

    PubMed  PubMed Central  Google Scholar 

  21. D. T. V. Huong, P. M. Giang, and V. M. Trang, J. Chem., 2020, Article ID 8945063 (2020).

  22. R. Singh, N. Kaur, L. Kishore, et al., J. Ethnopharmacol., 150, 51 – 70 (2013)

    Article  CAS  PubMed  Google Scholar 

  23. K. Tadera, Y. Minami, K. Takamatsu, et al., J. Nutr. Sci. Vitaminol., 52, 149 – 153 (2006).

    Article  CAS  PubMed  Google Scholar 

  24. N. Pisutthanan, B. Liawruangrath, S. Liawruangrath, et al., Nat. Prod. Res., 20, 1192 – 1198 (2006).

    Article  CAS  PubMed  Google Scholar 

  25. O. O. Elekofehinti, N. A. Adewumi, and O. Iwaloye, Adv. Tradit. Med., 2021, doi.org/https://doi.org/10.1007/s13596-021-00618-y (2021).

  26. M. Onkaramurthy, V. P. Veerapur, B. S. Thippeswamy, et al., J. Ethnopharmacol., 145, 363 – 372 (2013).

    Article  CAS  PubMed  Google Scholar 

  27. K. Takahashi, Y. Yoshioka, E. Kato, et al., Biosci. Biotechnol. Biochem., 74, 741 – 745 (2010).

    Article  CAS  PubMed  Google Scholar 

  28. J. -H. Choi, H. -J. Lee, Y. -S. Kim, et al., J. Food Biochem., 44, e13110 (2020).

    PubMed  Google Scholar 

  29. N. T. Niture, A. A. Ansari, and S. R. Naik, Indian J. Exp. Biol., 52, 720 – 727 (2014).

    PubMed  Google Scholar 

  30. A. Ghorbani, Biomed. Pharmacother., 96, 305 – 312 (2017).

    Article  CAS  PubMed  Google Scholar 

  31. P. M. Giang, V. T. T. Phuong, and T. T. T. Chinh, Nat. Prod. Commun., 11, 29 – 30 (2016).

    PubMed  Google Scholar 

  32. I. J. Sagbo, M. Van de Venter, T. Koekemoer, et al., eCAM, 2018, Article ID 4170372 (2018).

  33. T. Li, X. D. Zhang, Y. W. Song, et al., Chin. J. Clin. Pharmacol. Ther., 2005, 1128 – 1134 (2005).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Faculty of Chemistry, VNU University of Science, Vietnam National University, Hanoi, 19 Le Thanh Tong Street, Hanoi, Vietnam

    Phan Minh Giang, Do Thi Viet Huong & Vu Mai Thao

  2. Institute of Natural Products Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet Street, Hanoi, Vietnam

    Tran Thi Thu Thuy

  3. VNU University of Education, Vietnam National University, Hanoi, 144 Xuan Thuy Road, Hanoi, Vietnam

    Vu Minh Trang

Authors
  1. Phan Minh Giang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Do Thi Viet Huong
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Vu Mai Thao
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Tran Thi Thu Thuy
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Vu Minh Trang
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Phan Minh Giang.

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

Giang, P.M., Huong, D.T.V., Thao, V.M. et al. Flavonoids from the Leaves of Chromolaena odorata and Their α-Glucosidase Inhibitory Activity. Pharm Chem J 57, 1621–1626 (2024). https://doi.org/10.1007/s11094-024-03057-6

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11094-024-03057-6

Keywords

Search

Navigation