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Chemical Compound Review:

AG-F-67846 4-methoxy-6-[2-(4- methoxyphenyl)ethenyl]py...

Synonyms: AG-J-62130, SureCN5584097, CTK7A2612, CTK8G3799, AC1L1V2B, ...

Wu, D. et al., Hashimoto, T. et al., Boonen, G. et al., Duffield, A.M. et al., Bilia, A.R. et al.

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High impact information on C09980

Demethylation of the 12-methoxy substituent in yangonin (or alternatively hydroxylation at C-12 of desmethoxyyangonin) was also recognised [1].
Using gas chromatography analysis, methysticin and yangonin, which are two of the major components, are generally not separated [2].
5,6-Dehydrokawain (desmethoxyyangonin)(1) and yangonin (4) significantly inhibited TNF-alpha release with IC50 values of 17 microM and 40 microM; a potency as great as (-)-epigallocatechin gallate (EGCG) isolated from green tea extract [3].
However, yangonin and methysticin showed moderate antioxidant activities in the free radical scavenging assay at 2.5 mg/ml [4].
A simultaneous HPLC separation of the enantiomers of kavain, dihydrokavain, methysticin and dihydromethysticin, as well as the achiral dienolides yangonin and desmethoxyyangonin was carried out on a ChiraSpher NT column [5].

Gene context of C09980

The antioxidant activities of flavokawain A (3) and yangonin (6) could not be tested in the lipid oxidation assay due to solubility problems [4].

References

Identification of some human urinary metabolites of the intoxicating beverage kava. Duffield, A.M., Jamieson, D.D., Lidgard, R.O., Duffield, P.H., Bourne, D.J. J. Chromatogr. (1989) [Pubmed]
Analysis of kavalactones from Piper methysticum (kava-kava). Bilia, A.R., Scalise, L., Bergonzi, M.C., Vincieri, F.F. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci. (2004) [Pubmed]
Isolation and synthesis of TNF-alpha release inhibitors from Fijian kawa (Piper methysticum). Hashimoto, T., Suganuma, M., Fujiki, H., Yamada, M., Kohno, T., Asakawa, Y. Phytomedicine (2003) [Pubmed]
Cyclooxygenase enzyme inhibitory compounds with antioxidant activities from Piper methysticum (kava kava) roots. Wu, D., Yu, L., Nair, M.G., DeWitt, D.L., Ramsewak, R.S. Phytomedicine (2002) [Pubmed]
Contribution to the quantitative and enantioselective determination of kavapyrones by high-performance liquid chromatography on ChiraSpher NT material. Boonen, G., Beck, M.A., Häberlein, H. J. Chromatogr. B Biomed. Sci. Appl. (1997) [Pubmed]

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