Flavokavain B
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| Names | |
|---|---|
| Preferred IUPAC name
2′-Hydroxy-4′,6′-dimethoxychalcone | |
| Other names
Flavokawain B
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| Identifiers | |
3D model (JSmol)
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| 2059845 | |
| ChEBI | |
| ChEMBL | |
| ChemSpider | |
PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C17H16O4 | |
| Molar mass | 284.311 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Flavokavain B is a flavokavain found in the kava plant.[1]
A systematic review of studies on kava found evidence that its bioactive compounds, particularly flavokavain B, exert antiproliferative and pro-apoptotic effects across multiple cancer models, highlighting its potential chemotherapeutic use especially for epithelial cancers, though research on oral squamous cell carcinoma remains scarce.[2]
It is a potent liver toxin that causes cell death by inducing oxidative stress and disrupting key cellular signaling pathways, but its harmful effects can be reversed by glutathione supplementation.[3] Studies show that flavokavain B is present at much higher levels in “Two-Day” kava cultivars like Palisi compared to noble varieties, but current evidence does not conclusively prove it is responsible for kava-related liver toxicity in humans.[4]
See also
[edit]References
[edit]- ^ Dharmaratne, H. Ranjith W.; N. P. Dhammika Nanayakkara; Ikhlas A. Khan (February 2002). "Kavalactones from Piper methysticum, and their 13C NMR spectroscopic analyses". Phytochemistry. 59 (4): 429–33. doi:10.1016/S0031-9422(01)00443-5. PMID 11830162.
- ^ Celentano, Antonio; Tran, Andrew; Testa, Claire; Thayanantha, Krishen; Tan-Orders, William; Tan, Stephanie; Syamal, Mitali; McCullough, Michael J.; Yap, Tami (2019). "The protective effects of Kava (Piper methysticum) constituents in cancers: A systematic review". Journal of Oral Pathology & Medicine. 48 (7): 510–529. doi:10.1111/jop.12900. PMID 31172600.
- ^ Zhou P., Gross S., Liu J.-H., Yu B.-Y., Feng L.-L., Nolta J., Sharma V., Piwnica-Worms D., Qiu S.X 'Flavokawain B, the hepatotoxic constituent from kava root, induces GSH-sensitive oxidative stress through modulation of IKK/NF-κB and MAPK signaling pathways . FASEB Journal 2010 24:12 (4722-4732)
- ^ Teschke, R., Qiu, S. X., & Lebot, V. (2011). Herbal hepatotoxicity by kava: Update on pipermethystine, flavokavain B, and mould hepatotoxins as primarily assumed culprits. Digestive and Liver Disease, 43(9), 676–681. https://www.dldjournalonline.com/article/S1590-8658(11)00048-X/fulltext
External links
[edit]
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