Isoquercetin

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Isoquercetin
Isoquercitrin structure
Names
IUPAC name
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Other names
Isoquercitroside
Isoquercitin
Isoquercetin
Trifoliin
Isotrifolin
Trifoliin A
Isohyperoside
Isotrifoliin
Quercetin-3-glucoside
Quercetin-3-O-glucoside
Quercetin 3-O-β-D-glucopyranoside
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.123.856
Properties
C21H20O12
Molar mass 464.379 g·mol−1
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

Isoquercetin, isoquercitrin or isotrifoliin[1] is a flavonoid, a type of chemical compound. It is the 3-O-glucoside of quercetin. Isoquercitrin can be isolated from various plant species including Mangifera indica (mango)[2] and Rheum nobile (the Noble rhubarb). It is also present in the leaves of Annona squamosa and Camellia sinensis (tea).[3][4]

Spectral data[edit]

The lambda-max for isoquercetin is 254.8 and 352.6 nm.

Potential clinical uses[edit]

Isoquercetin is presently being investigated for prevention of thromboembolism in selected cancer patients[5] and as an anti-fatigue agent in kidney cancer patients treated with sunitinib.[6]

There is a single case report of its use in the successful treatment of prurigo nodularis, a difficult to treat pruritic eruption of the skin.[7]

References[edit]

  1. ^ "Isoquercetin". PubChem. Retrieved 2018-09-11.
  2. ^ Singh UP, Singh DP, Singh M, et al. (2004). "Characterization of phenolic compounds in some Indian mango cultivars". International Journal of Food Science and Nutrition. 55 (2): 163–9. doi:10.1080/09637480410001666441. PMID 14985189.
  3. ^ Panda S, Kar A (2007). "Antidiabetic and antioxidative effects of Annona squamosa leaves are possibly mediated through quercetin-3-O-glucoside". BioFactors. 31 (3–4): 201–210. doi:10.1002/biof.5520310307. PMID 18997283.
  4. ^ Sakakibara, H; Honda, Y; Nakagawa, S; Ashida, H; Kanazawa, K (2003). "Simultaneous determination of all polyphenols in vegetables, fruits, and teas". Journal of Agricultural and Food Chemistry. 51 (3): 571–81. doi:10.1021/jf020926l. PMID 12537425.
  5. ^ NCT02195232
  6. ^ NCT02446795
  7. ^ Pennesi, Christine M.; Neely, John; Marks Jr., Ames G.; Alison Basak, S. (November 2017). "Use of Isoquercetin in the Treatment of Prurigo Nodularis". Journal of Drugs in Dermatology. 16 (11): 1156–1158.

See also[edit]