CAS |
20362-31-6 |
Chinese Name |
牛蒡子苷 |
English Name |
Arctiin |
Synonyms |
牛蒡子苷;牛蒡苷;Arctigenin-4-glucoside;Arctin;GreatBurdockRootExtract;Arctlin; |
Molecular Formula |
C27H34O11 |
Molecular Weight |
534.55 |
Solubility |
Soluble in DMSO |
Purity |
HPLC≥98% |
Appearance |
White to off-white Solid |
Storage |
Powder:2-8℃,2 years;Insolvent(Mother Liquid):-20℃,6 months;-80℃,1 year |
MDL |
MFCD00870630 |
SMILES |
O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](OC2=C(OC)C=C(C[C@H]3C(OC[C@@H]3CC4=CC(OC)=C(OC)C=C4)=O)C=C2)[C@@H]1O |
InChIKey |
XOJVHLIYNSOZOO-SWOBOCGESA-N |
InChI |
InChI=1S/C27H34O11/c1-33-18-6-4-14(10-20(18)34-2)8-16-13-36-26(32)17(16)9-15-5-7-19(21(11-15)35-3)37-27-25(31)24(30)23(29)22(12-28)38-27/h4-7,10-11,16-17,22-25,27-31H,8-9,12-13H2,1-3H3/t16-,17+,22+,23+,24-,25+,27+/m0/s1 |
PubChem CID |
100528 |
Target Point |
Others |
Passage |
Others |
Background |
It is a plant lignan with anticancer activity. |
Biological Activity |
Arctiin is a major lignan constituent of Arctium lappa and has anti-cancer properties in animal models.Arctiin down-regulates cyclin D1 protein expression and that this at least partially contributes to the anti-proliferative effect of arctiin.[1] Arctiin 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). 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. [2] |
In Vitro |
Arctiin induces growth inhibition and dephosphorylates the tumor-suppressor retinoblastoma protein in human immortalized keratinocyte HaCaT cells. We also show that the growth inhibition caused by arctiin is associated with the down-regulation of cyclin D1 protein expression. Furthermore,the arctiin-induced suppression of cyclin D1 protein expression occurs in various types of human tumor cells,including osteosarcoma,lung,colorectal,cervical and breast cancer,melanoma,transformed renal cells and prostate cancer. Depletion of the cyclin D1 protein using small interfering RNA-rendered human breast cancer MCF-7 cells insensitive to the growth inhibitory effects of arctiin,implicates cyclin D1 as an important target of arctiin. [1] |
In Vivo |
Arctiin was orally effective against either IFV-inoculated normal or 5-fluorouracil(5-FU)-treated mice,being less effective as compared with oseltamivir. Noticeably,arctiin produced a larger amount of virus-specific antibody than those of control and oseltamivir in sera collected from 5-FU-treated mice. Furthermore,oral treatment of 5-FU-treated mice with arctiin did not induce any resistant viruses,although the same treatment with oseltamivir induced resistant viruses at a 50% frequency. When the combination of arctiin and oseltamivir was administered to normal mice infected with IFV,the virus yields in both bronchoalveolar lavage fluids and lungs were significantly reduced relative to those in the mice treated with arctiin or oseltamivir alone. [2] |
Data Literature Source |
[1]. Matsuzaki Y,Koyama M,Hitomi T,Yokota T,Kawanaka M,Nishikawa A,Germain D,Sakai T. Arctiin induces cell growth inhibition through the down-regulation of cyclin D1 expression. Oncol Rep. 2008 Mar;19(3):721-7. [2]. Hayashi K,Narutaki K,Nagaoka Y,Hayashi T,Uesato S. Therapeutic effect of arctiin and arctigenin in immunocompetent and immunocompromised mice infected with influenza A virus. Biol Pharm Bull. 2010;33(7):1199-205. |
Unit |
Bottle |
Specification |
50mg 10mM*1mL in DMSO 100mg |