Quercetin-3-O-glucoside
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Isoquercetin, isoquercitrin or isotrifoliin is a
flavonoid Flavonoids (or bioflavonoids; from the Latin word ''flavus'', meaning yellow, their color in nature) are a class of polyphenolic secondary metabolites found in plants, and thus commonly consumed in the diets of humans. Chemically, flavonoids ...
, a type of chemical compound. It is the 3-''O''-
glucoside A glucoside is a glycoside that is chemically derived from glucose. Glucosides are common in plants, but rare in animals. Glucose is produced when a glucoside is hydrolysed by purely chemical means, or decomposed by fermentation or enzymes. Th ...
of
quercetin Quercetin is a plant flavonol from the flavonoid group of polyphenols. It is found in many fruits, vegetables, leaves, seeds, and grains; capers, red onions, and kale are common foods containing appreciable amounts of it. It has a bitter flavor ...
. Isoquercitrin can be isolated from various plant species including ''
Mangifera indica ''Mangifera indica'', commonly known as mango, is an evergreen species of flowering plant in the family Anacardiaceae. It is a large fruit tree, capable of growing to a height and width of . There are two distinct genetic populations in modern m ...
'' (
mango A mango is an edible stone fruit produced by the tropical tree '' Mangifera indica''. It originated from the region between northwestern Myanmar, Bangladesh, and northeastern India. ''M. indica'' has been cultivated in South and Southeast As ...
) and ''
Rheum nobile ''Rheum nobile'', the Sikkim rhubarb or noble rhubarb (पदमचाल), is a giant herbaceous plant of the Buckwheat Family (Polygonaceae) and native to the Himalayas, from northeastern Afghanistan, east through northern Pakistan and India ...
'' (the Noble rhubarb). It is also present in the leaves of ''
Annona squamosa ''Annona squamosa'' is a small, well-branched tree or shrub from the family Annonaceae that bears edible fruits called sugar apples or sweetsops or custard apples. It tolerates a tropical lowland climate better than its relatives ''Annona reticul ...
'', ''
Camellia sinensis ''Camellia sinensis'' is a species of evergreen shrub or small tree in the flowering plant family Theaceae. Its leaves, leaf buds, and stems can be used to produce tea. Common names include tea plant, tea shrub, and tea tree (unrelated to ''Me ...
'' (
tea Tea is an aromatic beverage prepared by pouring hot or boiling water over cured or fresh leaves of '' Camellia sinensis'', an evergreen shrub native to East Asia which probably originated in the borderlands of south-western China and nor ...
). and ''
Vestia foetida ''Vestia'' is a monotypic genusLas Penas, M. L., et al. (2006)Karyotypes of some species of ''Cestrum'', ''Sessea'', and ''Vestia'' (tribe Cestreae, Solanaceae).''Caryologia'' 59(2) 131-37. of flowering plants in the family (biology), family Sola ...
''


Spectral data

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


Potential clinical uses

Isoquercetin is presently being investigated for prevention of
thromboembolism Thromboembolism is a condition in which a blood clot (thrombus) breaks off from its original site and travels through the bloodstream (as an embolus) to obstruct a blood vessel, causing tissue ischemia and organ damage. Thromboembolism can affe ...
in selected cancer patients and as an anti-
fatigue Fatigue is a state of tiredness (which is not sleepiness), exhaustion or loss of energy. It is a signs and symptoms, symptom of any of various diseases; it is not a disease in itself. Fatigue (in the medical sense) is sometimes associated wit ...
agent in kidney cancer patients treated with
sunitinib Sunitinib, sold under the brand name Sutent, is an anti-cancer medication. It is a small-molecule, multi-targeted receptor tyrosine kinase (RTK) inhibitor that was approved by the FDA for the treatment of renal cell carcinoma (RCC) and imat ...
. There is a single case report of its use in the successful treatment of
prurigo nodularis Prurigo nodularis (PN), also known as nodular prurigo, is a skin disorder characterized by pruritic (itchy), nodular lesions, which commonly appear on the trunk, arms and legs. Patients often present with multiple excoriated nodules caused by ch ...
, a difficult to treat pruritic eruption of the skin. However it belongs to the PAINS (Pan-assay interference compounds) categories of chemicals.


References


See also

*
Quercitrin Quercitrin is a glycoside formed from the flavonoid quercetin and the deoxy sugar rhamnose. Austrian chemist Heinrich Hlasiwetz (1825-1875) is remembered for his chemical analysis of quercitrin. It has also been investigated as a potential d ...
{{flavonol, state=collapsed Quercetin glycosides Flavonoid glucosides