Chemistry:Fagopyrin

From HandWiki
Short description: Family of organic compounds found in buckwheat
Fagopyrin
Structural formula of fagopyrin
Ball-and-stick model of the fagopyrin molecule
Names
IUPAC name
1,3,4,6,8,13-Hexahydroxy-10,11-dimethyl-2,5-di(piperidin-2-yl)fenantro[1,10,9,8-opqra]peryleen-7,14-dion
Identifiers
3D model (JSmol)
ChemSpider
Properties
C40H34N2O8
Molar mass 670.718 g·mol−1
Appearance Red pigment
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Fagopyrin is a term used for several closely related naturally occurring substances in the buckwheat plant.[1] Their chemical structure contains a naphthodianthrone skeleton similar to that of hypericin.[2]

Fagopyrin is located almost exclusively in the cotyledons of the buckwheat herb. When ingested, fagopyrins cause sensitivity to light.[3]

References

  1. Brockmann, Hans; Weber, Erhard; Sander, Elsbeth (1950). "Fagopyrin, ein photodynamischer Farbstoff aus Buchweizen (Fagopyrum esculentum)". Die Naturwissenschaften 37 (2): 43. doi:10.1007/BF00645366. Bibcode1950NW.....37...43B. 
  2. Tavčar Benković, Eva; Žigon, Dušan; Friedrich, Miha; Plavec, Janez; Kreft, Samo (2014). "Isolation, analysis and structures of phototoxic fagopyrins from buckwheat". Food Chemistry 143: 432–439. doi:10.1016/j.foodchem.2013.07.118. PMID 24054263. 
  3. Kreft, S.; Janeš, D.; Kreft, I. (2013). "The content of fagopyrin and polyphenols in common and tartary buckwheat sprouts". Acta Pharmaceutica 63 (4): 553–60. doi:10.2478/acph-2013-0031. PMID 24451079. 

External links