The flavanones, a type of
flavonoids, are various
aromatic
In chemistry, aromaticity is a chemical property of cyclic ( ring-shaped), ''typically'' planar (flat) molecular structures with pi bonds in resonance (those containing delocalized electrons) that gives increased stability compared to satur ...
, colorless
ketones derived from
flavone that often occur in plants as
glycoside
In chemistry, a glycoside is a molecule in which a sugar is bound to another functional group via a glycosidic bond. Glycosides play numerous important roles in living organisms. Many plants store chemicals in the form of inactive glycoside ...
s.
List of flavanones
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Blumeatin
Blumeatin is a flavanone found in ''Blumea balsamifera'', and has been reported to be present in ''Artemisia annua''.
Structure
Blumeatin has the skeleton structure of a flavanone with three hydroxy groups at 5, 3' and 5' carbon positions and a ...
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Butin
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Eriodictyol
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Hesperetin
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Hesperidin
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Homoeriodictyol
Homoeriodictyol is a bitter-masking flavanone extracted from Yerba Santa (''Eriodictyon californicum'') a plant growing in America.
Homoeriodictyol (3`-methoxy-4`,5,7-trihydroxyflavanone) is one of the 4 flavanones identified by Symrise in this ...
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Isosakuranetin
Isosakuranetin, an O-methylated flavonoid, is the 4'-methoxy derivative of naringenin, a flavanone. Didymin, a disaccharide of isosakuranetin, occur e.g. in sweet orange, blood orange and mandarin. Isosakuranetin is a potent inhibitor of TRPM3 ch ...
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Naringenin
Naringenin is a flavorless, colorless flavanone, a type of flavonoid. It is the predominant flavanone in grapefruit, and is found in a variety of fruits and herbs.
Structure
Naringenin has the skeleton structure of a flavanone with three hydro ...
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Naringin
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Pinocembrin
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Poncirin
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Sakuranetin
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Sakuranin
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Sterubin
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Pinostrobin
Metabolism
The enzyme
chalcone isomerase
In enzymology, a chalcone isomerase () is an enzyme that catalyzes the chemical reaction
:a chalcone \rightleftharpoons a flavanone
Hence, this enzyme has one substrate, a chalcone, and one product, a flavanone.
This enzyme belongs to the ...
uses a
chalcone-like compound to produce a flavanone.
Flavanone 4-reductase is an enzyme that uses (2''S'')-
flavan-4-ol
The flavan-4-ols (3-deoxyflavonoids) are flavone-derived alcohols and a family of flavonoids. Flavan-4-ols are colorless precursor compounds that polymerize to form red phlobaphene pigments. They can be found in the sorghum. Glycosides (abacopteri ...
and NADP
+ to produce (2''S'')-flavanone, NADPH, and H
+.
Synthesis
Numerous methods exist for the enantioselective chemical and biochemical synthesis of flavanones and related compounds.
References
External links
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{{Flavanone