Kavalactone
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Kavalactones are a class of lactone compounds found in the kava shrub.
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Compounds [edit]
See also: Flavokavain
At least 18 different kavalactones have been identified to date, with methysticin being the first identified.[1]
Analogues, such as ethysticin, have also been isolated.[2]
Name | Structure | R1 | R2 | R3 | R4 |
---|---|---|---|---|---|
Yangonin | 1 | -OCH3 | -H | -H | -H |
10-methoxyyangonin | 1 | -OCH3 | -H | -OCH3 | -H |
11-methoxyyangonin | 1 | -OCH3 | -OCH3 | -H | -H |
11-hydroxyyangonin | 1 | -OCH3 | -OH | -H | -H |
5,6-dehydrokavain | 1 | -H | -H | -H | -H |
11-methoxy-12-hydroxydehydrokavain | 1 | -OH | -OCH3 | -H | -H |
7,8-dihydroyangonin | 2 | -OCH3 | -H | -H | -H |
Kavain | 3 | -H | -H | -H | -H |
5-hydroxykavain | 3 | -H | -H | -H | -OH |
5,6-dihydroyangonin | 3 | -OCH3 | -H | -H | -H |
7,8-dihydrokavain | 4 | -H | -H | -H | -H |
5,6,7,8-tetrahydroyangonin | 4 | -OCH3 | -H | -H | -H |
5,6-dehydromethysticin | 5 | -O-CH2-O- | -H | -H | |
Methysticin | 7 | -O-CH2-O- | -H | -H | |
7,8-dihydromethysticin | 8 | -O-CH2-O- | -H | -H |
See also [edit]
References [edit]
- ^ Naumov, P.; Dragull, K.; Yoshioka, M.; Tang, C.-S.; Ng, S. W. (2008). "Structural Characterization of Genuine (-)-Pipermethystine, (-)-Epoxypipermethystine, (+)-Dihydromethysticin and Yangonin from the Kava Plant (Piper methysticum)". Natural Product Communications 3 (8): 1333–1336.
- ^ Shulgin, A. (1973). "The narcotic pepper - the chemistry and pharmacology of Piper methysticum and related species". Bulletin on Narcotics (UNODC) (2): 59–74.
External links [edit]
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