Laricitrin Explained

Laricitrin is an O-methylated flavonol, a type of flavonoid. It is found in red grape (absent in white grape)^[1] and in Vaccinium uliginosum (bog billberries).^[2] It is one of the phenolic compounds present in wine.^[3]

Metabolism

Laricitrin is formed from myricetin by the action of the enzyme myricetin O-methyltransferase.^[4] It is further methylated by laricitrin 5'-O-methyltransferase into syringetin.

Glycosides

• Laricitrin 3-O-galactoside, found in grape^[1]
• Laricitrin 3-glucoside found in Larix sibirica^[5]
• Laricitrin 3,5’-di-O-β-glucopyranoside, found in Medicago littoralis^[6]

Notes and References

1. 10.1021/jf061538c . 17002441 . 54 . Metabolite profiling of grape: Flavonols and anthocyanins . October 2006 . J. Agric. Food Chem. . 7692–702 . Mattivi . F . Guzzon . R . Vrhovsek . U . Stefanini . M . Velasco . R. 20 .
2. 10.1021/jf903033m . 58 . Anthocyanin and Flavonol Variation in Bog Bilberries (Vaccinium uliginosumL.) in Finland . 2010 . Journal of Agricultural and Food Chemistry . 427–433 . Anja . Jaakola . Laura . Riihinen . Kaisu R. . Kainulainen . Pirjo S. . 1 . 20000402.
3. Noelia . Castillo-Munoz . Sergio . Gomez-Alonso . Esteban . Garcia-Romero . Isidro . Hermosin-Gutierrez . 2007 . Flavonol profiles of Vitis vinifera red grapes and their single-cultivar wines . Journal of Agricultural and Food Chemistry . 55 . 3. 992–1002 . 10.1021/jf062800k. 17263504 .
4. http://metacyc.org/META/new-image?type=PATHWAY&object=PWY-5391 Syringetin biosynthesis pathway on metacyc.org
5. 10.1007/BF00563605 . 10 . New flavonol glycosides from the needles of Larix sibirica . 1974 . Chemistry of Natural Compounds . 170–172 . Tyukavkina . N. A. . Medvedeva . S. A. . Ivanova . S. Z.. 2 .
6. http://www1.unifi.it/caryologia/past_volumes/63_1/63_1_12.pdf Flavonoids isolated from Medicago littoralis Rhode (Fabaceae): their ecological and chemosystematic significance