Arctigenin

• CAT Number: I004863
• CAS Number: 7770-78-7
• Molecular Formula: C21H24O6
• Molecular Weight: 372.4
• Purity: ≥95%
• Target: MEK1/2
• Solubility: DMSO：34 mg/ml; 25 mM in ethanol；
• Storage: Desiccate at -20°C
• InChI: InChI=1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1
• InChIKey: NQWVSMVXKMHKTF-JKSUJKDBSA-N
• SMILES: COC1=C(O)C=CC(C[C@H]([C@@H](CC2=CC(OC)=C(OC)C=C2)CO3)C3=O)=C1

Arctigenin is a lignan found in certain plants of the Asteraceae; it has shown antiviral and anticancer effects in glass; it is the aglycone of arctiin.IC50 value:Target: anticancer agentArctiin and its aglucone, arctigenin from the fruits of Arctium lappa L. showed potent in vitro antiviral activities against influenza A virus (A/NWS/33, H1N1) (IFV). Based on the data from time-of-addition experiments and on release tests of progeny viruses, arctigenin was assumed to interfere with early event(s) of viral replication after viral penetration into cells, and to suppress the release of progeny viruses from the host cells [1]. arctigenin treatment reduced viability of bladder cancer T24 cells in a dose- and time-dependent manner after treatment with arctigenin (10, 20, 40, 80, and 100 μmol/L) for 24 hr and 48 hr. Arctigenin treatment clearly arrested tumor cells in the G1 phase of the cell cycle. At the molecular level, arctigenin treatment decreased cyclin D1 expression, whereas CDK4 and CDK6 expression levels were unaffected. Moreover, arctigenin selectively altered the phosphorylation of members of the MAPK superfamily, decreasing phosphorylation of ERK1/2 and activated phosphorylation of p38 significantly in a dose-dependent manner [2]. The use of arctigenin has been shown to be effective in a mouse model of Japanese encephalitis [3].

Reference

1:Arctigenin induced gallbladder cancer senescence through modulating epidermal growth factor receptor pathway. Zhang M, Cai S, Zuo B, Gong W, Tang Z, Zhou D, Weng M, Qin Y, Wang S, Liu J, Ma F, Quan Z.Tumour Biol. 2017 May;39(5):1010428317698359. doi: 10.1177/1010428317698359. PMID: 28459363 2:Synthesis and antitumour activity of arctigenin amino acid ester derivatives against H22 hepatocellular carcinoma. Cai E, Guo S, Yang L, Han M, Xia J, Zhao Y, Gao X, Wang Y.Nat Prod Res. 2017 Apr 18:0-6. doi: 10.1080/14786419.2017.1314279. [Epub ahead of print] PMID: 28415847 3:Biodistribution of arctigenin-loaded nanoparticles designed for multimodal imaging. Cui Q, Hou Y, Wang Y, Li X, Liu Y, Ma X, Wang Z, Wang W, Tao J, Wang Q, Jiang M, Chen D, Feng X, Bai G.J Nanobiotechnology. 2017 Apr 7;15(1):27. doi: 10.1186/s12951-017-0263-8. PMID: 28388905 Free PMC Article4:Arctigenin, a natural lignan compound, induces G0/G1 cell cycle arrest and apoptosis in human glioma cells. Maimaitili A, Shu Z, Cheng X, Kaheerman K, Sikandeer A, Li W.Oncol Lett. 2017 Feb;13(2):1007-1013. doi: 10.3892/ol.2016.5474. Epub 2016 Dec 8. PMID: 28356992 Free PMC Article5:β-Catenin Mediates Anti-adipogenic and Anticancer Effects of Arctigenin in Preadipocytes and Breast Cancer Cells. Lee J, Imm JY, Lee SH.J Agric Food Chem. 2017 Mar 29;65(12):2513-2520. doi: 10.1021/acs.jafc.7b00112. Epub 2017 Mar 15. PMID: 28279068 6:Protective effect of arctigenin on ethanol-induced neurotoxicity in PC12 cells. Huang J, Xiao L, Wei JX, Shu YH, Fang SQ, Wang YT, Lu XM.Mol Med Rep. 2017 Apr;15(4):2235-2240. doi: 10.3892/mmr.2017.6222. Epub 2017 Feb 21. PMID: 28260103 7:The anti-metastatic effects of the phytoestrogen arctigenin on human breast cancer cell lines regardless of the status of ER expression. Maxwell T, Chun SY, Lee KS, Kim S, Nam KS.Int J Oncol. 2017 Feb;50(2):727-735. doi: 10.3892/ijo.2016.3825. Epub 2016 Dec 29. PMID: 28035371 8:Arctigenin protects against neuronal hearing loss by promoting neural stem cell survival and differentiation. Huang X, Chen M, Ding Y, Wang Q.Genesis. 2017 Mar;55(3). doi: 10.1002/dvg.23016. Epub 2017 Feb 13. PMID: 28026149 9:Mechanistic insights into selective killing of OXPHOS-dependent cancer cells by arctigenin. Brecht K, Riebel V, Couttet P, Paech F, Wolf A, Chibout SD, Pognan F, Krähenbühl S, Uteng M.Toxicol In Vitro. 2017 Apr;40:55-65. doi: 10.1016/j.tiv.2016.12.001. Epub 2016 Dec 5. PMID: 27923774 10:Gastroprotective effects of arctigenin of Arctium lappa L. on a rat model of gastric ulcers. Li XM, Miao Y, Su QY, Yao JC, Li HH, Zhang GM.Biomed Rep. 2016 Nov;5(5):589-594. Epub 2016 Oct 4. PMID: 27882222 Free PMC Article