Arctigenin

(−)-Arctigenin
Names
IUPAC name
(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3- [(4-hydroxy-3-methoxyphenyl)methyl]-2-tetrahydrofuranone
Identifiers
3D model (JSmol)
ChemSpider
MeSH arctigenin
Properties
C21H24O6
Molar mass 372.41166
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Arctigenin is a lignan found in certain plants of the Asteraceae, including the greater burdock (Arctium lappa) and Saussurea heteromalla. It has shown antiviral[1] and anticancer[2] effects in vitro. It is the aglycone of arctiin.

The use of arctigenin has been shown to be effective in a mouse model of Japanese encephalitis.[3]

It has been found to act as an agonist of adiponectin receptor 1 (AdipoR1).[4]

References

  1. Hayashi, K.; Narutaki, K.; Nagaoka, Y.; Hayashi, T.; Uesato, S. (2010). "Therapeutic effect of arctiin and arctigenin in immunocompetent and immunocompromised mice infected with influenza a virus". Biological & Pharmaceutical Bulletin. 33 (7): 1199–1205. PMID 20606313. doi:10.1248/bpb.33.1199.
  2. Yang, S.; Ma, J.; Xiao, J.; Lv, X.; Li, X.; Yang, H.; Liu, Y.; Feng, S.; Zhang, Y. (2012). "Arctigenin Anti-Tumor Activity in Bladder Cancer T24 Cell Line Through Induction of Cell-Cycle Arrest and Apoptosis". The Anatomical Record. 295 (8): 1260–1266. PMID 22619087. doi:10.1002/ar.22497.
  3. Swarup V, Ghosh J, Mishra MK, Basu A (March 2008). "Novel strategy for treatment of Japanese encephalitis using arctigenin, a plant lignan". J. Antimicrob. Chemother. 61 (3): 679–88. PMID 18230688. doi:10.1093/jac/dkm503.
  4. Sun Y, Zang Z, Zhong L, Wu M, Su Q, Gao X, Zan W, Lin D, Zhao Y, Zhang Z (2013). "Identification of adiponectin receptor agonist utilizing a fluorescence polarization based high throughput assay". PLoS ONE. 8 (5): e63354. PMC 3653934Freely accessible. PMID 23691032. doi:10.1371/journal.pone.0063354.

 This article incorporates public domain material from the U.S. National Cancer Institute document "Dictionary of Cancer Terms".


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