Isorhamnetin Explained

Isorhamnetin is an O-methylated flavon-ol from the class of flavonoids. A common food source of this 3'-methoxylated derivative of quercetin and its glucoside conjugates are pungent yellow or red onions, in which it is a minor pigment, quercetin-3,4'-diglucoside and quercetin-4'-glucoside and the aglycone quercetin being the major pigments.[1] Pears, olive oil, wine and tomato sauce are rich in isorhamnetin.[2] Almond skin is a rich source of isorhamnetin-3-O-rutinoside andisorhamnetin-3-O-glucoside, in some cultivars they comprise 75% of the polyphenol content, the total of which can exceed 10 mg/100 gram almond.[3] Others sources include the spice, herbal medicinal[4] and psychoactive Mexican tarragon (Tagetes lucida), which is described as accumulating isorhamnetin and its 7-O-glucoside derivate.[5] Nopal (Opuntia ficus-indica (L.)) is also a good source of isorhamnetin, which can be extracted by supercritical fluid extraction assisted by enzymes.[6]

Metabolism

The enzyme quercetin 3-O-methyltransferase uses S-adenosyl methionine and quercetin to produce S-adenosylhomocysteine and isorhamnetin.

The enzyme 3-methylquercetin 7-O-methyltransferase uses S-adenosyl methionine and 5,7,3',4'-tetrahydroxy-3-methoxyflavone (isorhamnetin) to produce S-adenosylhomocysteine and 5,3',4'-trihydroxy-3,7-dimethoxyflavone (rhamnazin).

Glycosides

See also

External links

Notes and References

  1. 17997520 . 10.1021/jf0712503 . 55 . Onions: a source of unique dietary flavonoids . December 2007 . J. Agric. Food Chem. . 10067–80 . Slimestad . R . Fossen . T . Vågen . IM. 25 .
  2. Holland. Thomas M.. Agarwal. Puja. Wang. Yamin. Leurgans. Sue E.. Bennett. David A.. Booth. Sarah L.. Morris. Martha Clare. Martha Clare Morris. 2020-01-29. Dietary flavonols and risk of Alzheimer dementia. Neurology. en. 94. 16. e1749–e1756. 10.1212/WNL.0000000000008981. 0028-3878. 7282875. 31996451.
  3. PMID 25544797 PMC4276397
  4. 10.1021/jf053071w . 54 . Antifungal and Antibacterial Activities of Mexican Tarragon (Tagetes lucida) . Journal of Agricultural and Food Chemistry . 3521–3527 . Céspedes . Carlos L.. 2006 . 10 . 19127719 .
  5. Abdala, 1999
  6. 10.1016/j.supflu.2017.11.030 . 141 . Supercritical CO2 enzyme hydrolysis as a pretreatment for the release of isorhamnetin conjugates from Opuntia ficus-indica (L.) Mill . November 2018 . The Journal of Supercritical Fluids . 21–28 . Antunes-Ricardo M, Garcia-Cayuela T, Mendiola JA, Ibañez E, Gutierrez-Uribe JA, Cano MP, Guajardo-Flores D. 103893093 .