Improved Method for Obtaining of Arctigenin from Arctium Lappa L. and its Antiproliferative Effect on Human Hepatocarcinoma HepG2 Cells

Author(s): Renan S. Teixeira, Paulo H.D. Carvalho, Jair A.K. Aguiar, Valquíria P. Medeiros, Ademar A. Da Silva Filho, Jorge W.L. Nascimento*

Journal Name: Current Bioactive Compounds

Volume 16 , Issue 3 , 2020

Become EABM
Become Reviewer

Graphical Abstract:


Abstract:

Background: Arctigenin is a lignan found in Arctium lappa L. (Asteraceae) that displays anti-inflammatory activities. Previous studies showed that the crude extract of A. Lappa has antitumor activity in human liver carcinoma, lung and stomach cancer cells. The aim of this study was to obtain arctigenin from A. lappa L., as well as to evaluate its antiproliferative effects in cells of liver carcinoma (HepG2) and fibroblasts (NIH/3T3).

Methods: Arctigenin was obtained from the hydrolysis of arctiin, which was isolated from the crude extract of A. lappa. The effects of arctigenin and arctiin on HepG2 cell viability and cell adhesion were analyzed by MTT method. Adhesion assay was also carried out to evaluate the antitumor activity.

Results: Our results showed that the analytical process to obtain arctigenin was fast and easy. In vitro experiments showed that arctigenin (107-269 μM) decreased HepG2 cells viability and did not cause cytotoxicity on NIH/3T3 cells. Arctigenin (27-269 μM) demonstrated anti-adhesion in HepG2 cells in a concentration-dependent manner, when compared with control.

Conclusion: These results suggest a promising pharmacological activity for arctigenin as an antiproliferative compound.

Keywords: Arctigenin, Arctiin, Arctium lappa L., HepG2, MTT, antitumor, fibroblast.

[1]
Chan, Y.S.; Cheng, L.N.; Wu, J.H.; Chan, E.; Kwan, Y.W.; Lee, S.M.; Leung, G.P.; Yu, P.H.; Chan, S.W. A review of the pharmacological effects of Arctium lappa (burdock). Inflammopharmacology, 2011, 19(5), 245-254.
[http://dx.doi.org/10.1007/s10787-010-0062-4] [PMID: 20981575]
[2]
Susanti, S.; Iwasaki, H.; Itokazu, Y.; Nago, M.; Taira, N.; Saitoh, S.; Oku, H. Tumor specific cytotoxicity of arctigenin isolated from herbal plant Arctium lappa L. J. Nat. Med., 2012, 66(4), 614-621.
[http://dx.doi.org/10.1007/s11418-012-0628-0] [PMID: 22350142]
[3]
Wang, B.S.; Yen, G.C.; Chang, L.W.; Yen, W.J.; Duh, P.P. Protective effects of burdock (Arctium lappa Linne) on oxidation of low-density lipoprotein and oxidative stress in RAW 264.7 macrophages. Food Chem., 2007, 101, 729-738.
[http://dx.doi.org/10.1016/j.foodchem.2006.01.051]
[4]
Cho, M.K.; Park, J.W.; Jang, Y.P.; Kim, Y.C.; Kim, S.G. Potent inhibition of lipopolysaccharide-inducible nitric oxide synthase expression by dibenzylbutyrolactone lignans through inhibition of I-kappaBalpha phosphorylation and of p65 nuclear translocation in macrophages. Int. Immunopharmacol., 2002, 2(1), 105-116.
[http://dx.doi.org/10.1016/S1567-5769(01)00153-9] [PMID: 11789661]
[5]
Rahman, M.M.A.; Dewick, P.M.; Jackson, D.E.; Lucas, J.A. Lignans of forsythia intermedia. Phytochemistry, 1990, 29, 1971-1980.
[http://dx.doi.org/10.1016/0031-9422(90)85050-P]
[6]
Tsujii, M.; Kawano, S.; DuBois, R.N. Cyclooxygenase-2 expression in human colon cancer cells increases metastatic potential. Proc. Natl. Acad. Sci. USA, 1997, 94(7), 3336-3340.
[http://dx.doi.org/10.1073/pnas.94.7.3336] [PMID: 9096394]
[7]
Bruggisser, R.; von Daeniken, K.; Jundt, G.; Schaffner, W.; Tullberg-Reinert, H. Interference of plant extracts, phytoestrogens and antioxidants with the MTT tetrazolium assay. Planta Med., 2002, 68(5), 445-448.
[http://dx.doi.org/10.1055/s-2002-32073] [PMID: 12058323]
[8]
Hatai, M.; Hashi, H.; Kato, I.; Yaoi, Y. Inhibition of cell adhesion by proteolytic fragments of type V collagen. Cell Struct. Funct., 1993, 18(1), 53-60.
[http://dx.doi.org/10.1247/csf.18.53] [PMID: 7684952]
[9]
Zhao, F.; Wang, L.; Liu, K. In vitro anti-inflammatory effects of arctigenin, a lignan from Arctium lappa L., through inhibition on iNOS pathway. J. Ethnopharmacol., 2009, 122(3), 457-462.
[http://dx.doi.org/10.1016/j.jep.2009.01.038] [PMID: 19429312]
[10]
Schwartz, H.; Sontag, G.b. Analysis of lignans in food samples-impact of sample preparation. Curr. Bioact. Compd., 2011, 7(3), 156-171.
[http://dx.doi.org/10.2174/157340711796817904]
[11]
He, F.; Dou, D.Q.; Hou, Q.; Sun, Y.; Kang, T.G. Pharmacokinetic study of arctigenin in rat plasma and organ tissue by RP-HPLC method. Nat. Prod. Res., 2013, 27(10), 903-906.
[http://dx.doi.org/10.1080/14786419.2012.666745] [PMID: 22404522]
[12]
Liu, H.; Zhang, Y.; Sun, Y.; Wang, X.; Zhai, Y.; Sun, Y.; Sun, S.; Yu, A.; Zhang, H.; Wang, Y. Determination of the major constituents in fruit of Arctium lappa L. by matrix solid-phase dispersion extraction coupled with HPLC separation and fluorescence detection. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci., 2010, 878(28), 2707-2711.
[http://dx.doi.org/10.1016/j.jchromb.2010.08.007] [PMID: 20810325]
[13]
Hyam, S.R.; Lee, I.A.; Gu, W.; Kim, K.A.; Jeong, J.J.; Jang, S.E.; Han, M.J.; Kim, D.H. Arctigenin ameliorates inflammation in vitro and in vivo by inhibiting the PI3K/AKT pathway and polarizing M1 macrophages to M2-like macrophages. Eur. J. Pharmacol., 2013, 708(1-3), 21-29.
[http://dx.doi.org/10.1016/j.ejphar.2013.01.014] [PMID: 23375938]
[14]
Tsai, W.J.; Chang, C.T.; Wang, G.J.; Lee, T.H.; Chang, S.F.; Lu, S.C.; Kuo, Y.C. Arctigenin from Arctium lappa inhibits interleukin-2 and interferon gene expression in primary human T lymphocytes. Chin. Med., 2011, 6(1), 12.
[http://dx.doi.org/10.1186/1749-8546-6-12] [PMID: 21435270]
[15]
Cai, E.; Guo, S.; Yang, L.; Han, M.; Xia, J.; Zhao, Y.; Gao, X.; Wang, Y. Synthesis and antitumour activity of arctigenin amino acid ester derivatives against H22 hepatocellular carcinoma. Nat. Prod. Res., 2018, 32(4), 406-411.
[http://dx.doi.org/10.1080/14786419.2017.1314279] [PMID: 28415847]
[16]
Chen, G.R.; Li, H.F.; Dou, D.Q.; Xu, Y.B.; Jiang, H.S.; Li, F.R.; Kang, T.G. (-)-Arctigenin as a lead compound for anticancer agent. Nat. Prod. Res., 2013, 27(23), 2251-2255.
[http://dx.doi.org/10.1080/14786419.2013.821120] [PMID: 23962054]
[17]
Gui-Rong, C.; Li-Ping, C.; De-Qiang, D.; Ting-Guo, K.; Hong-Fu, L.; Fu-Rui, L.; Ning, J. Synthesis of (-)-arctigenin derivatives and their anticancer activity. Nat. Prod. Res., 2012, 26(2), 177-181.
[http://dx.doi.org/10.1080/14786419.2010.541874] [PMID: 21867457]


Rights & PermissionsPrintExport Cite as

Article Details

VOLUME: 16
ISSUE: 3
Year: 2020
Page: [358 - 362]
Pages: 5
DOI: 10.2174/1573407214666181115124223
Price: $65

Article Metrics

PDF: 12
HTML: 1