Skip to main content

Advertisement

SpringerLink
Log in

Coumarin Derivatives from Hydrangea macrophylla and Evaluation of Their Cytotoxic Activity

  • Original Article
  • Published:
Chemistry Africa Aims and scope Submit manuscript

Abstract

The aim of the research is to evaluate the chemical constituents of potential extract of Hydrangea macrophylla. The cytotoxic screening indicated that methanol extract from the leaves of H. macrophylla exhibited the strongest cytotoxic activity against MCF-7 cells (IC50 value of 150.63 μg/mL). Methanol extract of H. macrophylla was prepared by solid liquid extraction to give the crude extract. Isolation of secondary metabolites from the crude extract of H. macrophylla leaves using several chromatography methods including vacuum liquid and column chromatography yielded two phenolic compounds. Their chemical structures were identified based on basis of spectroscopic data interpretation evidence as umbeliferon (1) and thunberginol A (2). The cytotoxic activity of the compounds 1 and 2 from H. macrophylla was performed by the colorimetric method against MCF-7 breast cancer lines. The IC50 values of compounds 1 and 2 on MCF-7 breast cancer lines were 631.04 μg/ml and 180.33 μg/ml, respectively. Compound 2 showed stronger cytotoxicity than compound 1. To the best of our information, cytotoxic activity of the crude extract and isolated compounds from H. macrophylla against MCF-7 breast cancer lines is firstly reported in this study.

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

Data availability

All the data generated and analyzed during the study are included in the manuscript and are available for the readers.

References

  1. Dilshara MG, Jayasooriya RGPT, Lee S, Jeong JB, Seo YT, Choi YH, Jeong JW, Jang YP, Jeong YK, Kim GY (2013) Water extract of processed Hydrangea macrophylla (Thunb.) Ser. leaf attenuates the expression of pro-imflammatory mediators by suppressing akt-mediated NF-KB activation. Environ Toxicol Pharmacol 35:311–319

    Article  CAS  PubMed  Google Scholar 

  2. Parrella G, Troiano E (2022) A new ilarvirus found in french Hydrangea. Plants 11:1–12

    Article  Google Scholar 

  3. Ye H, Li C, Ye W, Zeng F, Liu F, Liu Y, Wang F, Ye Y, Fu L, Li J (2021) Medicinal angiosperms of hydrangeaceae. Com Chin Mat Med 543–563

  4. Yang TL, Kao CL, Kuo CE (2022) A Novel biaryl derivative from Hydrangea chinensis. Chem Nat Compd 58:825–827

    Article  CAS  Google Scholar 

  5. Hwang J, Youn K, Lim G, Lee J, Kim DH, Jun M (2021) Discovery of natural inhibitors of cholinesterases from Hydrangea: in vitro and in silico approaches. Nutrients 13:1–11

    Article  Google Scholar 

  6. Preusche M, Ulbrich A, Schulz M (2022) Culturing important plants for sweet secondary products under consideration of environmentally friendly aspects. Processes 10:703

    Article  CAS  Google Scholar 

  7. Lee J, Kwon H, Cho E, Jeon J, Lee I-K, Cho W-S, Park SJ, Lee S, Kim DH, Jung JW (2022) Hydrangea macrophylla and thunberginol C attenuate stress-induced anxiety in mice. Antioxidants 11:234

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  8. Wellmann J, Hartmann B, Schwarze E-C, Hillebrand S, Brueckner SI, Ley J, Jerz G, Winterhalter P (2022) Separation of dihydro-isocoumarins and dihydro-stilbenoids from Hydrangea macrophylla ssp. serrata by use of counter-current chromatography. Molecules 27:3424

  9. Wang W, Sheng L, Chen Y, Li Z, Wu H, Ma J, Zhang D, Chen X, Zhang S (2022) Total coumarin derivates from Hydrangea paniculata attenuate renal injuries in cationized-BSA induced membranous nephropathy by inhibiting complement activation and interleukin 10-mediated interstitial fibrosis. Phytomedicine 96

  10. Bisht R, Bhattacharyya A, Shrivastava A, Saxena, (2021) An overview of the medicinally important plant type III PKS derived polyketides. Front Plant Sci 12:1–21

    Article  Google Scholar 

  11. Shabir G, Saeed A, El-Seedi HR (2021). Natural isocoumarins: Structural styles and biological activities, the revelations carry on. Phytochemistry 181

  12. Arif Y, Singh P, Bajguz A, Hayat S (2021) Phytocannabinoids biosynthesis in angiosperms, fungi, and liverworts and their versatile role. Plants 10:1–25

    Article  Google Scholar 

  13. Scotti S, Barlow JW (2022) Natural products containing the nitrile functional group and their biological activities. Nat Prod Commun 17:1–24

    Google Scholar 

  14. Zhang H, Matsuda H, Kumahara A, Ito Y, Nakamura S, Yoshikawa M (2007) New type of anti-diabetic compounds from the processed leaves of Hydrangea macrophylla var. thunbergii (Hydrangeae dulcis Folium). Bioor Med Chem Lett 17:4972–4976

    Article  CAS  Google Scholar 

  15. Zhang X, Duan Y, Wang Y, Zhao X, Sun Y, Lin D, Chen Y, Wang Y, Zhou Z, Liu Y, Jiang L, Geng M, Ding J, Meng L (2022) SAF-248, a novel PI3Kδ-selective inhibitor, potently suppresses the growth of diffuse large B-cell lymphoma. Acta Pharmacol Sin 43:209–219

    Article  PubMed  Google Scholar 

  16. Hsieh CR, Yu PJ, Chen LG, Chaw SW, Chang CC, Wang CC (2010) Cytotoxic constituents of Hydrangea angustipetala on human gastric carcinoma cells. Bot Stud 51:45–51

    CAS  Google Scholar 

  17. Shi J, Li CJ, Yang JZ, Ma J, Wang C, Tang J, Li Y, Chen H, Zhang DM (2014) Hepatoprotective coumarins and secoiridoids from Hydrangea paniculata. Fitoterapia 96:138–145

    Article  CAS  PubMed  Google Scholar 

  18. Supriatno N, Herlina T, Harneti D, Maharani R, Hidayat AT, Mayati T, Supratman U, Azmi MN, Shiono Y (2018) A new limonoid from stem bark of Chisocheton pentandrus (Meliaceae). Nat Prod Res 32:2610–2616

    Article  CAS  PubMed  Google Scholar 

  19. Riga R, Happyana N, Quentmeier A, Zammarelli C, Kayser O, Hakim EH (2021) Secondary metabolites from Diaporthe lithocarpus isolated from Artocarpus heterophyllus. Nat Prod Res 35:2324–2328

    Article  CAS  PubMed  Google Scholar 

  20. Naini AA, Mayanti T, Nurlelasari HD, Maharani R, Safari A, Hidayang AT, Farabi K, Lesmana R, Supratman U, Shiono Y (2022) Cytotoxic sesquiterpenoids from Dysoxylum parasiticum (Osbeck) Kosterm. stem bark. Phytomedicine 47:102–106

    CAS  Google Scholar 

  21. Scherbakov AM, Stasevich OV, Salnikova DI, Andreeva OE, Mikhaevich EI (2021) Antiestrogenic and antiproliferative potency of secoisolariciresinol diglucoside derivatives on MCF-7 breast cancer cells. Nat Prod Res 35:6099–6105

    Article  CAS  PubMed  Google Scholar 

  22. Miura A, Sootome H, Fujita N, Suzuki T, Fukushima H, Mizuarai S, Masuko N, Ito K, Hashimoto A, Uto Y, Sugimoto T, Takahashi H, Mitsuya M, Hirai H (2021) TAS-119, a novel selective Aurora A and TRK inhibitor, exhibits antitumor efficacy in preclinical models with deregulated activation of the Myc, β-Catenin, and TRK pathways. Invest New Drugs 39:724–735

    Article  CAS  PubMed  Google Scholar 

  23. Nath M, Jairath R, Eng G, Song X, Kumar A (2005) New diorganotin (IV) derivatives of 7-hydroxycoumarin (umbelliferone) and their adducts with 1,10-phenanthroline. Spectrochim Acta A Mol Biomol Spectrosc 61:3155–3161

    Article  PubMed  Google Scholar 

  24. Yoshikawa M, Harada E, Naitoh Y, Inoue K, Matsuda H, Shimoda H, Yamahara J, Murakami N (1994) Development of bioactive functions in Hydrangea dulcis folium III. On the antiallergic and antimicrobial principles of Hydrangea dulcis folium. (1). thunberginols A B and F. Chem Pharm Bull 42:2225–2230

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors extend their appreciation to Central Laboratory, Universitas Padjajaran Jatinangor for cytotoxic testing.

Funding

This research was funded by Lembaga Penelitian dan Pengabdian Masyarakat (LPPM) Universitas Jenderal Achmad Yani for financial support by Hibah Kompetitif.

Author information

Authors and Affiliations

  1. Department of Chemistry, Faculty of Sciences and Informatics, Universitas Jenderal Achmad Yani, Cimahi, Indonesia

    Dewi Meliati Agustini & Neng Nur Mujahidah

  2. Department of Chemistry, Faculty of Mathematics and Natural Sciences, Institut Teknologi Bandung, Bandung, Indonesia

    Elvira Hermawati

  3. Department of Chemistry, Faculty of Mathematics and Natural Sciences, Universitas Negeri Padang, Padang, Indonesia

    Riga Riga

Authors
  1. Dewi Meliati Agustini
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Elvira Hermawati
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Neng Nur Mujahidah
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Riga Riga
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Riga Riga.

Ethics declarations

Conflict of interest

The authors declare no conflict of interest. The funders had no role in the study's design, in the collection, analyses, or interpretation of data, in the writing of the manuscript, or in the decision to publish the results.

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 518 kb)

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

Agustini, D.M., Hermawati, E., Mujahidah, N.N. et al. Coumarin Derivatives from Hydrangea macrophylla and Evaluation of Their Cytotoxic Activity. Chemistry Africa 6, 1747–1751 (2023). https://doi.org/10.1007/s42250-023-00619-1

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s42250-023-00619-1

Keywords

Search

Navigation