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Common Name

Wedelolactone

Systematic Name

1,8,9-Trihydroxy-3-methoxycoumestan

Synonyms

5,11,12-Trihydroxy-7-methoxycoumestan

LM ID

LMPK12090046

Formula

C₁₆H₁₀O₇

Exact Mass

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314.042655

Status

Curated

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Classification

Biological Context

Wedelolactone is a natural coumestan originally isolated from plants used in herbal therapies. It inhibits NF-κB signaling at the level of IKK action, resulting in suppression of NF-κB-mediated gene expression at concentrations of 1-100 µM.^1,2,3 Wedelolactone can also inhibit hepatitis C virus NS5B RNA-dependent RNA polymerase in vitro (IC50 = 36 µM), STAT1 dephosphorylation (50 µM), and EZH2-EED interactions (Kd = 2.8 µM).^4,5,6 Prolonged incubation of HepG2 liver cells with wedelolactone alters lipid metabolism through increased expression of AMPK, PPARα, lipoprotein lipase, and low-density lipoprotein receptor.⁷

This information has been provided by Cayman Chemical

References

1. Zhao, Y., Peng, L., Yang, L.c., et al. Wedelolactone regulates lipid metabolism and improves hepatic steatosis partly by AMPK activation and up-regulation of expression of PPARa/LPL and LDLR. PLoS One 10(7), (2015).

2. Yuan, F., Chen, J., Sun, P.p., et al. Wedelolactone inhibits LPS-induced pro-inflammation via NF-kappaB pathway in RAW 264.7 cells. J. Biomed. Sci. 20:84, (2013).

3. Kobori, M., Yang, Z., Gong, D., et al. Wedelolactone suppresses LPS-induced caspase-11 expression by directly inhibiting the IKK complex. Cell Death Differ. 11(1), 123-130 (2004).

4. Kaushik-Basu, N., Bopda-Waffo, A., Talele, T.T., et al. Identification and characterization of coumestans as novel HCV NS5B polymerase inhibitors. Nucleic Acids Res. 35(5), 1482-1496 (2008).

5. Chen, H., Gao, S., Li, J., et al. Wedelolactone disrupts the interaction of EZH2-EED complex and inhibits PRC2-dependent cancer. Oncotarget 6(15), 13049-13059 (2015).

6. Chen, Z., Sun, X., Shen, S., et al. Wedelolactone, a naturally occurring coumestan, enhances interferon-γ signaling through inhibiting STAT1 protein dephosphorylation. J. Biol. Chem. 288(20), 14417-14427 (2013).

7. Alquézar, C., de la Encarnación, A., Moreno, F., et al. Progranulin deficiency induces overactivation of WNT5A expression via TNF-α/NF-κB pathway in peripheral cells from frontotemporal dementia-linked granulin mutation carriers. J.Psychiatry Neurosci. 41(1), (2016).