Cytotoxic Activity Against Liver Cancer and Cholangiocarcinoma Cells of Artemisia vulgaris L. Extract and Cirsimaritin, Its Isolated Compound

Authors

  • Ponlawat Maki Student of Doctor of Philosophy Program in Applied Thai Traditional Medicine, Faculty of Medicine, Thammasat University, Pathum Thani, Thailand
  • Pakakrong Thongdeeying Department of Applied Thai Traditional Medicine and Center of Excellence in Applied Thai Traditional Medicine Research (CEATMR), Faculty of Medicine, Thammasat University, Pathum Thani, Thailand
  • Arunporn Itharat Department of Applied Thai Traditional Medicine and Center of Excellence in Applied Thai Traditional Medicine Research (CEATMR), Faculty of Medicine, Thammasat University, Pathum Thani, Thailand
  • Weerachai Pipatrattanaseree Regional Medical Science Center 12 Songkhla, Department of Medical Sciences, Songkhla, Thailand
  • Neal M.Davies Faculty of Pharmacy and Pharmaceutical Sciences, University of Alberta, Edmonton, Canada

Keywords:

Cancer, SRB assay, Artemisia vulgaris L., Bioassay guided isolation, Cirsimaritin

Abstract

Introduction: Liver cancer is the most common cancer in Thailand. Artemisia vulgaris L. is one of Thai herbs used in many Thai traditional cancer recipes. The objective was to investigate cytotoxic activity against hepatocellular carcinoma (HepG2), cholangiocarcinoma (KKU-M156) cells of Artemisia vulgaris L. Extract, and its compound.

Methods: The SRB assay was used to determine the cytotoxic activity. Bioassay guided isolation was used for isolating cytotoxic compound.

Results: The ethanolic extract of A. vulgaris L. showed good cytotoxic activity against HepG2 and KKU-M156 (IC50 =13.36 ± 0.45 and 17.07 ± 0.95 µg/mL, respectively), while it also showed cytotoxicity against normal cell lines (HaCaT, IC50 = 27.30 ± 3.71 µg/mL). Vacuum liquid chromatography (VLC) in (Chloroform: Methanol) fraction showed the best cytotoxic. Cirsimaritin, the isolated compound from the active fraction showed better cytotoxic activity against HepG2 than KKU-M156 (IC50 =1.82 ± 0.63 and 21.01 ± 0.84 µg/mL, respectively), while it had no cytotoxicity against normal cell lines (HaCaT) (IC50 >100 µg/mL). This compound showed selective cytotoxicity against HepG2 with selective index (SI) value of 54.94.

Conclusions: Cirsimaritin showed selective cytotoxic activity against liver cancer cells with the IC50 value less than 4 µg/mL and the SI value more than 50. In regards to NCI criteria which consider that the value of IC50 of a good cytotoxic compound must be less than 4 µg/mL, therefore, it has the potential to be developed as an anti-cancer drug for liver cancer cells. It also demostrated selective cytotoxic activity against liver cancer cells better than cholangiocarcinoma.

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Author Biographies

Ponlawat Maki, Student of Doctor of Philosophy Program in Applied Thai Traditional Medicine, Faculty of Medicine, Thammasat University, Pathum Thani, Thailand

  Polawat Marki is the first author , he is ' Student of Doctor of Philosophy Program in Applied Thai Traditional Medicine, Faculty of Medicine, Thammasat University, Pathumthani, 12120, Thailand'

Pakakrong Thongdeeying, Department of Applied Thai Traditional Medicine and Center of Excellence in Applied Thai Traditional Medicine Research (CEATMR), Faculty of Medicine, Thammasat University, Pathum Thani, Thailand

Pakakrong Thongdeeying is the second rank , her address is Department of applied Thai Traditional medicine and Center of Excellence in Applied Thai Traditional Medicine Research (CEATMR), Thammasat University, Klongluang , Pathumthani,12120

Weerachai Pipatrattanaseree, Regional Medical Science Center 12 Songkhla, Department of Medical Sciences, Songkhla, Thailand

Weerachai is the fourth rank , his address is Regional Medical Science Center 12 Songkhla, Department of Medical Sciences, Ministry of Public Health, Songkhla, 90100, Thailand.

Neal M.Davies, Faculty of Pharmacy and Pharmaceutical Sciences, University of Alberta, Edmonton, Canada

Prof Neal M Davies is the fifth rank , his address is Faculty of Pharmacy and Pharmaceutical Sciences, University of Alberta, Edmonton, Canada

References

Cancer in Thailand Vol.X Hospital Based Cancer Registry 2016-2018. National Cancer Institute. https://www.nci.go.th/th/cancer_record/cancer_rec1.html. Published 2020. Accessed August 6, 2022.

The National List of essential medicine 2017. National Drug information. NDI. http://ndi.fda.moph.go.th/drug_National. Published 2017. Accessed July 5, 2022.

Limsila B, Techadumrongsin Y, Cheng P, et.al. (Department of Development of Thai Traditional and Alternative Medicine Ministry of

Public Health) Chinese Herbal Standards in Thailand Volume 2. Agricultural Cooperatives. Association of Thailand Limited: Bangkok. 2016.

Canadanovic Brunet JM, Djilas SM, Cetkovic GS, Tumbas VT. Free radical scavenging activity of wormwood (Artemisia absinthium L) extracts. Journal of the Science of Food and Agriculture. 2005;85(2):265-272.

Jakovljevic MR, Grujicic D, Vukajlovic JT, Marković A, Milutinovic M, Stankovic M, Milosevic-Djordjevic O. In vitro study of genotoxic and cytotoxic activities of methanol extracts of Artemisia vulgaris L. and Artemisia alba Turra. South African Journal of Botany. 2020;132:117-126.

Ashok PK, Upadhyaya K. Evaluation of analgesic and anti-inflammatory activities of aerial parts of Artemisia vulgaris L. in experimental animal models. Journal of Biologically Active Products from Nature. 2013;3(1):101-105.

Silva-Filho SE, de Souza Silva-Comar FM, Wiirzler LAM, et al. Effect of camphor on the behavior of leukocytes in vitro and in vivo in acute inflammatory response. Tropical 24 Asian Medical Journal and Alternative Medicine Journal of Pharmaceutical Research.

;13(12):2031-2037.

Radovic-Jakovljevic M, Grujicic D, Marko Zivanovic, et al. Ethyl Acetate Extracts of Two Artemisia Species: Analyses of Phenolic Profile and Anticancer Activities Against SW-480 Colon Cancer Cells. Natural Product Communications. 2019;14(5):1934578.

Omar AM, Dibwe DF, Tawila AM, Sun S, Kim MJ, Awale S. Chemical constituents from Artemisia vulgaris and their antiausterity

activities against the PANC-1 human pancreatic cancer cell line. Natural Product Research. 2021;35(22):4279-4285.

Saleh AM, Aljada A, Rizvi SA, Nasr A, Alaskar AS, Williams JD. In vitro cytotoxicity of Artemisia vulgaris L. essential oil is mediated by

a mitochondria-dependent apoptosis in HL-60 leukemic cell line. BMC Complementary and Alternative Medicine 2014;14(1):1-15.

Hanh TTH, Vinh LB, Cuong NX, Quang TH. Two new eudesmane sesquiterpene glucosides from the aerial parts of Artemisia vulgaris.

Natural Product Reseach. 2022;1-6.

Itharat A, Thongdeeying P, Ruangnoo S. Isolation and characterization of a new cytotoxic dihydrophenanthrene from Dioscorea membranacea rhizomes and its activity against five human cancer cell lines. Journal of Ethnopharmacology. 2014;156:130-134.

Boyd MR. The NCI in vitro anticancer drug discovery screen. In: Anticancer drug development guide. Humana Press, Totowa, NJ;1997:23-42.

Hernandez-Bolio GI, Torres-Tapia LW, MooPuc R, Peraza-Sanchez SR. Antigiardial activity of flavonoids from leaves of Aphelandra scabra. Revista Brasileira de Farmacognosia. 2015;25:233-237.

Bomfim LM, Menezes LRA, Rodrigues ACBC, et al. Antitumour Activity of the Microencapsulation of Annona vepretorum Essential Oil. Basic & Clinical Pharmacology & Toxicology. 2015;118(3):208-213.

Saxena M, Faridi U, Srivastava SK, et al. Cytotoxic and Hepatoprotective Agent from Withania somnifera and Biological evaluation

of its Ester Derivatives. Natural Product Communications. 2007;2(7).

Ji JM, Liu YL, Ge ZF, Zhang Y, Wang XD. Oleochemical Properties for Different Fractions of Foxtail Millet Bran. Journal of Oleo Science. 2019;68:709-718.

Nakamura Y, Nakayama Y, Ando H, et al. 3-Methylthiopropionic Acid Ethyl Ester, Isolated from Katsura-uri (Japanese pickling melon,Cucumis melovar.conomon), Enhanced Differentiation in Human Colon Cancer Cells. Journal of Agricultural and Food Chemistry. 2008;56(9):2977-2984.

Lloyd MD, Darley DJ, Wierzbicki AS, Threadgill MD. Alpha-methylacyl-coa racemase-an ‘obscure’ metabolic enzyme takes centre stage. The FEBS Journal. 2008;275:1089-1102.

Lin L, Ding Y, Wang Y, et al. Functional lipidomics: Palmitic acid impairs hepatocellular carcinoma development by modulating

membrane fluidity and glucose metabolism. Hepatology. 2017;66(2):432-448.

Goradel NH, Eghbal MA, Darabi M, et al. Improvement of Liver Cell Therapy in Rats by Dietary Stearic Acid. Iranian Biomedical

Journal. 2016;20(4):217-222.

Awonyemi OI, Abegunde SM, Olabiran TE. Analysis of bioactive compounds from Raphia taedigera using gas chromatography-mass

spectrometry. Eurasian. Chemical Communications. 2020;2(8):933-944.

Khan MK, Ansari IA, Khan MS, Arif JM. Dietary phytochemicals as potent chemo-therapeutic agents against breast cancer: Inhibition of NF-κB pathway via molecular interactions in rel homology domain of its precursor protein p105. Pharmacognosy Magazine. 2013;9(33):51.

Cai Y, Zheng Q, Sun R, Wu J, Li X, Liu R. Recent progress in the study of Artemisiae Scopariae Herba (Yin Chen), a promising medicinal herb for liver diseases. Biomedicine & Pharmacotherapy. 2020;130:110513.

Bai N, He K, Roller M, et al. Flavonoid glycosides from Microtea debilis and their cytotoxic and anti-inflammatory effects. Fitoterapia. 2011;82(2):168-172.

Indrayanto G, Putra GS, Suhud F. Validation of in-vitro bioassay methods: Application in herbal drug research. Profiles of Drug

Substances. Excipients and Related Methodology. 2021;46:273-307.

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Published

2023-04-27

How to Cite

[1]
Maki, P. , Thongdeeying, P., Itharat, A., Pipatrattanaseree, W. and Davies, N.M. 2023. Cytotoxic Activity Against Liver Cancer and Cholangiocarcinoma Cells of Artemisia vulgaris L. Extract and Cirsimaritin, Its Isolated Compound. Asian Medical Journal and Alternative Medicine. 23, 1 (Apr. 2023), 17–24.

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Original Articles