Isolation and Identification of Flavonoid Compounds from Euphorbia Milii Plant Cultivated in Iraq and Evaluation of its Genetic Effects on Two Types of Cancer Cell Line

Authors

  • Z. O. Salman Department of biology, College of Science for Women, University of Baghdad, Baghdad, Iraq.
  • Bushra M.J. Alwash Department of biology, College of Science for Women, University of Baghdad, Baghdad, Iraq
  • E. J. Kadhim Department of Pharmacognosy and Medicinal Plant, College of Pharmacy, University of Baghdad, Baghdad, Iraq.

DOI:

https://doi.org/10.21123/bsj.2024.9276

Abstract

The "crown of thorns" or Euphorbia milii, a decorative and therapeutic plant species, is regarded as belonging to the genus Euphorbia. E. milii is abundant in phenolic compounds, terpenoids, steroids and alkaloids. The main objective of this study was to investigate the extracted flavonoid and nano-flavonoids against two types of cell lines. Nano-flavonoids were synthesized via chitosan-maleic complex reaction. The structure of nano-flavonoids was analyzed by UV-sp -8001 spectrophotometer with a 200–1000 nm scanning wavelength and the produced compounds were examined. Transmission electron microscopy (TEM) and scanning electron microscopy (SEM) are used to determine the morphological properties. A strong and cutting-edge anti-proliferative drug against breast cancer cells (MCF-7) and prostate cancer cells (PC3) is the flavonoid and nano-flavonoid. The anti-cancer efficacy of flavonoids and nano-flavonoids against two different cancer cell lines as well as healthy cell lines was examined using the MTT assay. DNA fragmentation and the AO/ EtBr double staining technique were used to examine apoptotic markers. To determine the dispersion of the cell cycle, flow cytometry was used. The recent findings showed that the quantities of flavonoid and nano-flavonoid considerably improved the cytotoxic effect against breast and prostate cancer cell lines. Additionally, the cell cycle arrest in the G0/G1 phase was linked to the apoptosis of the cell lines induced by flavonoids and nano-flavonoids. According to these results, flavonoids and nano-flavonoids prevent cancer cell lines from proliferating, which causes the cell cycle to be arrested and apoptosis to be induced. The available findings suggested that the flavonoid and nano-flavonoid complex would represent a promising therapeutic approach for treating cancer cells of other types.

References

AL-Rawi A, Hassan F M, ALwash B M J. In Vitro Stiumlation of Ergosterol from Coelastrella Terrestris by Using Squalene and Studying Antioxidant Effect. Sys Rev Pharm. 2020; 11(11):1795-1803. http://dx.doi.org/10.31838/srp.2020.11.250 .

Salman Z O, ALwash B M J, Kadhim E J. Effect of Essential oil of Cestrum nocturnum Flowers Cultivated in iraq as antioxidant and elongation cold storeg peroid of mincid meat. Iraqi J Agric Sci.. 2019; 50(2): 601-607. https://doi.org/10.36103/ijas.v2i50.659 .

Chudasama K, Bhatt P, Chudasama K, Thaker V. Molecular marker study in ornamental plant Euphorbia milii. Int J Pharmacogn. 2018; 7(3) :882-8.

Hong L, Guo Z, Huang K, Wei S, Liu B, Meng S, et al. Ethnobotanical study on medicinal plants used by Maonan people in China. J Ethnobiol Ethnomed. 2015; 11(1): 32.

https://doi.org/10.1186/s13002-015-0019-1.

Kamurthy H, Dontha S, Rajani K. Phytochemical screening on Euphorbia milii red flowers-Isolation of terpenoids, flavone and phenols. J Ethnomed .2015; 2(6):322.

Saleem H, Zengin G, Locatelli M, Mollica A, Ahmad I, Mahomoodally FM, et al. In vitro biological propensities and chemical profiling of Euphorbia milii Des Moul (Euphorbiaceae): A novel source for bioactive agents. Ind Crops Prod . 2019; 130: 9-15. https://doi.org/10.1016/j.indcrop.2018.12.062 .

Devanaboyina N, Mounisha A, Bhavani B, Sireesha G, Kamari V, Reddy MR. Antimicrobial studies on flowers of Euphorbia Milii. Der Pharmacia Lettre. 2015; 3(7): 196-204.

Steck S E, and Murphy E A. Dietary patterns and cancer risk. Nat Rev Cancer 2020; 20: 125–138. https://dx.doi.org/10.1038/s41568-019-0227-4

Nardin S, Mora E, Varughese F M, D’Avanzo F, Vachanaram A R, et al. Breast Cancer Survivorship, Quality of Life, and Late Toxicities. Front Oncol. 2020; 10: 864. https://dx.doi.org/10.3389/fonc.2020.00864 .

Lee AV, Oesterreich S, Davidson NE. MCF-7 cells – Changing the course of breast cancer research and care for 45 years. J Natl Cancer Inst. 2015; 7: 107 pii: djv073. https://dx.doi.org/10.1093/jnci/djv073 .

Choi ES, Kim H, Kim HP, Choi Y, Goh SH. CD44v8-10 as a potential theranostic biomarker for targeting disseminated cancer cells in advanced gastric cancer. Sci Rep. 2017; 7: 4930. https://doi.org/10.1038/s41598-017-05247-7

Yonekura-Sakakibara K, Higashi Y, Nakabayashi R. The origin and evolution of plant flavonoid metabolism. Front Plant Sci. 2019; 10: 943. https://doi.org/10.3389/fpls.2019.00943 .

Wen W, Alseekh S, Fernie A R. Conservation and diversification of flavonoid metabolism in the plant kingdom. Curr Opin Plant Biol. 2020; 55: 100–108. https://dx.doi.org/10.1016/j.pbi.2020.04.004 .

Rauter A P, Ennis M, Hellwich K H, Herold B J, Horton D, Moss G P, et al. Nomenclature of flavonoids (IUPAC recommendations 2017). Pure Appl Chem. 2018; 90: 1429–1486. https://doi.org/10.1515/pac-2013-0919 .

Imran M, Rauf A, Abu-Izneid T, Nadeem M, Shariati M A, Khan, et al. Luteolin, a flavonoid, as an anticancer agent: A review. Biomed Pharmacother. 2019; 112: 108612. https://dx.doi.org/10.1016/j.biopha.2019.108612 .

Kew Science. Plants of the World Online". Plants of the World Online. Retrieved 26 February 2018. https://powo.science.kew.org

Stahl E. Thin layer chromatography hand book. United States of America: Library of Congress; 1999.174p.

Harborne J B.: Phytochemical Methods, A Guide to Modern Techniques of Plant Analysis.1st ed. London: Chapman and Hall; New York, 1991, 278p.

Wagner H, Bladt S.: Plant Drug Analysis: A Thin Layer Chromatography Atlas. 2nd ed. Springer-Velag, Berlin, 1996, 384p.

Kokate C K, Gokhale S B, Purohit A P. A Textbook of Pharmacognosy. 29th ed., Nirali Prakashan, 2009, 635p.

Kathiar S A, Kathiar S, ALwash B M. Efficiency evaluation of alcohol extract of Eriobotrya japonica on some biological aspects of Bemisia tabaci (Gennadius , 1889) and Aphis gossypii (Glover, 1877). IOP Conf Ser.: Earth Environ Sci. 2021; 779: 012120. https://dx.doi.org/10.1088/1755-1315/779/1/012120

Timotius D, Kusumastuti Y, Putri N R E. Proposed reaction mechanism of chitosan-graft-maleic from chitosan and maleic anhydride. IOP Conf Ser Mater Sci Eng. 2020; 722(1): 012078.‏ https://dx.doi.org/10.1088/1757-899X/722/1/012078.

Abdallah M A, Alwash M J, Ahmed S K H. Effect of crud and nano-steroidal extract Bacopa monnieri L. in embryonic development and average weight of hatching broiler chichs. Biochem Cell Arch. 2020; 20(2), 5155-5164. https://connectjournals.com/03896.2020.20.5155 .

Sulaiman G M, Waheeb H M, Jabir M S, Khazaal S H, Dewir Y H, Naidoo Y. Hesperidin loaded on gold nanoparticles as a drug delivery system for a successful biocompatible, anti-cancer, anti-inflammatory and phagocytosis inducer model. Sci Rep. 2020; 10 (1): 1-16. https://dx.doi.org/10.1038/s41598-020-66419-6 .

Hamad S F, Salman Z O. Alwash B M J. Assessment of antioxidant and cytotoxic activity of essential oil extracted from Lavandula angustifolia callus leaves. Iraqi J Agric Sci. 2021; 52(6): 1549-1554. https://doi.org/10.36103/ijas.v52i6.1496 .

ALwash B M. Triterpenoid Saponins Investigation and Pharmacological (Cytotoxic and Antioxidant) Properties of Bacopa monnieri L. Cultivated in Iraq. Baghdad Sci J. 2018; 15(2): 0123. https://doi.org/10.21123/bsj.2018.15.2.0123

Jabir M S, Nayef U M, Abdulkadhim W K, Sulaiman G M. Supermagnetic Fe3O4-PEG nanoparticles combined with NIR laser and alternating magnetic field as potent anti-cancer agent against human ovarian cancer cells. Mater Res Express. 2019; 6 (11): 115412. https://dx.doi.org/10.1088/2053-1591/ab50a .

Sulaiman G M. In vitro study of molecular structure and cytotoxicity effect of luteolin in the human colon carcinoma cells. Eur Food Res Technol. 2015; 241 (1): 83-90. https://doi.org/10.1007/s00217-015-2436-8 .

Al-Musawi S, Albukhaty S, Al-Karagoly H, Sulaiman G M, Jabir M S, Naderi-Manesh H. Dextran-coated superparamagnetic nanoparticles modified with folate for targeted drug delivery of camptothecin. Adv Nat Sci Nanosci. Nanotechnol. 2020; 11 (4): 045009. https://dx.doi.org/10.1088/2043-6254/abc75b .

Oh J W, Chun S C, Chandrasekaran M. Preparation and in vitro characterization of chitosan nanoparticles and their broad-spectrum antifungal action compared to antibacterial activities against phytopathogens of tomato. Agronomy.2019; 9(1): 21. https://doi.org/10.3390/agronomy9010021 .

Vaezifar S, Razavi S, Golozar M A, Karbasi S, Morshed M, Kamali M. Effects of some parameters on particle size distribution of chitosan nanoparticles prepared by ionic gelation method. J Clust Sci. 2013; 24(3): 891-903. ‏‏ https://dx.doi.org/10.1007/s10876-013-0583-2 .

Khasan k s, Jabir M S, Abdulameer F A. Preparation and characterization of copper oxide nanoparticles decorated carbon nanoparticles using laser ablation in liquid. J phy conf ser. 2018, 1003. https://dx.doi.org/10.1088/1742-6596/1003/1/012100 .

Mosmann, T. Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays. J Immunol Methods 1983; 65: 55–63. https://dx.doi.org/10.1016/0022-1759(83)90303-4 .

Zhong Z, Chen X, Tan W, Xu Z, Zhou K, Wu T, Wang Y. Germacrone inhibits the proliferation of breast cancer cell lines by inducing cell cycle arrest and promoting apoptosis. Eur J Pharmacol. 2011, 667, 50–55. https://dx.doi.org/10.1016/j.ejphar.2011.03.041 .

Klosek G, Jaworsk D, Pietsz G, Szliszka G. Santin. (5,7-Dihydroxy-3,6,40 -Trimetoxy-Flavone) Enhances TRAIL-Mediated Apoptosis in Colon Cancer Cells. Life 2023;13: 592. https://dx.doi.org/10.3390/life13020592 .

Tavsan Z, Kayali H A. Flavonoids Showed Anticancer Effects on the Ovarian Cancer Cells: Involvement of Reactive Oxygen Species, Apoptosis, Cell Cycle and Invasion. Biomed Pharmacother. 2019; 116: 109004. https://dx.doi.org/10.1016/j.biopha.2019.109004 .

Park S, Lim W, Bazer F W, Song G. Naringenin Suppresses Growth of Human Placental Choriocarcinoma via Reactive Oxygen Species-Mediated P38 and JNK MAPK Pathways. Phytomedicine 2018; 50: 238–246. https://dx.doi.org/10.1016/j.phymed.2017.08.026 .

Salmani J M M, Zhang X P, Jacob J A, Chen B A. Apigenin’s Anticancer Properties and Molecular Mechanisms of Action: Recent Advances and Future Prospectives. Chin J Nat Med. 2017; 15: 321–329. https://dx.doi.org/10.1016/S1875-5364(17)30052-3 .

Alwash B M J. Cytotoxic And Antioxidant Activity Of Fruit Juice Of Eriobotrya Japonica (Thunb.) Lind Plant Culivated In Iraq. Iraqi J Agric Sci. 2017; 48 (3): 892-898. https://doi.org/10.36103/ijas.v48i3.402 .

Sliwka L, Wiktorska K, Suchocki P, Milczarek M, Mielczarek S, Lubelska K, et al. The comparison of MTT and CVS assays for the assessment of anticancer agent interactions. PLoS ONE 2016; 11: e0155772. https://dx.doi.org/10.1371/journal.pone.0155772 .

Tiwari P, Mishra k P. Role of Plant-Derived Flavonoids in Cancer Treatment. Nutr cancer. 2023; 75(2): 430-449. https://dx.doi.org/10.1080/01635581.2022.2135744 .

Dobrzynska M, Napierala M. Florek,E. Flavonoid Nanoparticles: A Promising Approach for Cancer Therapy. Biomolecules. 2020; 10(9): 1268. https://dx.doi.org/10.3390/biom10091268 .

Natarajan T, Anandhi M, Aiswarya D, Ramkumar R, Kumar S, Perumal P. Idaein chloride induced p53 dependent apoptosis in cervical cancer cells through inhibition of viral oncoproteins. Biochimie 2016; 121: 13–20. https://dx.doi.org/10.1016/j.biochi.2015.11.008 .

Jeong S H, Kim H H, Ha S E, Park M Y, Bhosale P B, Abusaliya A, et al. Citation: Flavones: Six Selected Flavones and Their Related Signaling Pathways That Induce Apoptosis in Cancer. Int J Mol. Sci. 2022; 23: 965. https://dx.doi.org/10.3390/ijms231810965

Khan H, Ullah H, Martorell M, Valdes S E, Belwal T, Tejada S, et al. Flavonoids nanoparticles in cancer: Treatment, prevention and clinical prospects. Semin. Cancer Biol. 2019;57: 72–78. https://dx.doi.org/10.1016/j.semcancer.2019.07.023 .

Dhifair S F. Phytochemical Investigation of Pelargonium graveolens L. and Evaluation Their Antioxidant and Anticancer Activity. Master thesis. College of Science for Women, University of Baghdad. (2023). https://doi.org/10.30526/36.3.3105

Bhattacharyya A, Chattopadhyay R, Mitra S, Crowe S E. Oxidative stress: An essential factor in the pathogenesis of gastrointestinal mucosal diseases. Physiol Rev. 2014; 94: 329–354. https://dx.doi.org/10.1152/physrev.00040.2012 .

Salmman I S, Gali M A, Yaseen N Y. The Effect of Silybum marianum L. aquatic crude extracts on the cancer cell lines and normal cell line in vitro. Baghdad Sci J. 2011; 8(1): 324-333. https://doi.org/10.21123/bsj.2011.8.1.324-333

Downloads

Issue

Section

article

How to Cite

1.
Isolation and Identification of Flavonoid Compounds from Euphorbia Milii Plant Cultivated in Iraq and Evaluation of its Genetic Effects on Two Types of Cancer Cell Line. Baghdad Sci.J [Internet]. [cited 2024 Apr. 30];21(9). Available from: https://bsj.uobaghdad.edu.iq/index.php/BSJ/article/view/9276