Sakuranetin Explained

Sakuranetin is a flavan-on, the 7-methoxy derivative of naringenin, found in Polymnia fruticosa^[1] and rice, where it acts as a phytoalexin against spore germination of Pyricularia oryzae.^[2] __TOC__

Glycosides

Sakuranin is the 5-O-glucoside of sakuranetin.

Metabolism

biosynthesisNaringenin 7-O-methyltransferase uses naringenin to yield sakuranetin, with S-adenosyl-methionine as the methyl donor.^[3]

biodegradationIn compounds like 7-methoxylated flavanones like sakuranetin, demethylation followed by sulfation occur in model organism Cunninghamella elegans.^[4]

Notes and References

1. http://home.ncifcrf.gov/mtdp/Catalog/compounds/407228.html Sakuranetin on home.ncifcrf.gov
2. http://cat.inist.fr/?aModele=afficheN&cpsidt=4682303 Sakuranetin, a flavonone phytoalexin from ultraviolet-irradiated rice leaves, Kodama O., Miyakawa J., Akatsuka T., Kiyosawa S, 1992
3. https://archive.today/20130201211746/http://www.sciencedirect.com/science?_ob=ArticleURL&_udi=B6WBK-45N4GT2-9B&_user=10&_rdoc=1&_fmt=&_orig=search&_sort=d&_docanchor=&view=c&_searchStrId=1008043052&_rerunOrigin=google&_acct=C000050221&_version=1&_urlVersion=0&_userid=10&md5=b5ce9688193d37235ca07d89a3b11991 A Methyltransferase for Synthesis of the Flavanone Phytoalexin Sakuranetin in Rice Leaves, Randeep Rakwala, Morifumi Hasegawab and Osamu Kodama, 1996
4. 10.1248/cpb.51.203 . Ibrahim . A. R. . Galal . A. M. . Ahmed . M. S. . Mossa . G. S. . O-demethylation and sulfation of 7-methoxylated flavanones by Cunninghamella elegans . Chemical & Pharmaceutical Bulletin . 51 . 2 . 203–206 . 2003 . 12576658. . free .