The flavanonols (with two "o"s a.k.a. 3-hydroxyflavanone or 2,3-dihydroflavonol) are a class of
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 ...
s that use the 3-hydroxy-2,3-dihydro-2-phenylchromen-4-one (IUPAC name) backbone.
Some examples include:
*
Taxifolin
Taxifolin (5,7,3',4'-flavan-on-ol), also known as dihydroquercetin, belongs to the subclass flavanonols in the flavonoids, which in turn is a class of polyphenols.
Stereocenters
Taxifolin has two stereocenters on the C-ring, as opposed to quer ...
(or Dihydroquercetin)
*
Aromadedrin
Aromadendrin (aromodendrin or dihydrokaempferol) is a flavanonol, a type of flavonoid. It can be found in the wood of ''Pinus sibirica''.
Metabolism
The enzyme dihydrokaempferol 4-reductase uses ''cis''-3,4-leucopelargonidin and NADP+ to pro ...
(or Dihydrokaempferol)
*
Engeletin (or Dihydrokaempferol-3-rhamnoside)
Metabolism
*
Flavanone 3-dioxygenase
In enzymology, a flavanone 3-dioxygenase () is an enzyme that catalyzes the chemical reaction
:a flavanone + 2-oxoglutarate + O2 \rightleftharpoons a dihydroflavonol + succinate + CO2
The 3 substrates of this enzyme are flavanone, 2-oxoglutar ...
*
Flavonol synthase
In enzymology, a flavonol synthase () is an enzyme that catalyzes the following chemical reaction :
dihydroflavonol + 2-oxoglutarate + \rightleftharpoons a flavonol + succinate + C + H2O
The 3 substrates of this enzyme are dihydroflavonol, ...
*
Dihydroflavonol 4-reductase
In enzymology, a dihydrokaempferol 4-reductase () is an enzyme that catalyzes the chemical reaction
:cis-3,4-leucopelargonidin + NADP+ \rightleftharpoons (+)-dihydrokaempferol + NADPH + H+
Thus, the two substrates of this enzyme are cis-3,4 ...
Glycosides
Glycosides (
chrysandroside A and
chrysandroside B) can be found in the roots of ''
Gordonia chrysandra Gordonia may refer to:
Biology
* ''Gordonia'' (plant), a genus of flowering plants native to Southeast Asia and the Americas
* ''Gordonia'' (bacterium), a genus of bacteria
* ''Gordonia'' (synapsid), an extinct animal from the Permian
Other uses
* ...
''.
Xeractinol
Xeractinol is a flavanonol
The flavanonols (with two "o"s a.k.a. 3-hydroxyflavanone or 2,3-dihydroflavonol) are a class of flavonoids that use the 3-hydroxy-2,3-dihydro-2-phenylchromen-4-one (IUPAC name) backbone.
Some examples include:
* Taxifo ...
, a dihydroflavonol C-glucoside, can be isolated from the leaves of ''
Paepalanthus argenteus
''Paepalanthus bromelioides'' is a species in the flowering plant family Eriocaulaceae. This family is placed in the Poales, close to the Bromeliaceae, whose morphology this genus shares. ''Paepalanthus bromelioides'' is native to Cerrado, t ...
var. argenteus''.
Dihydro-flavonol glycosides (
astilbin,
neoastilbin
Astilbin is a flavanonol, a type of flavonoid. Astilbin is the (2R-trans)-isomer; neoisoastilbin is the (2S-cis)-isomer and isoastilbin is the (2R-cis)-isomer.
Natural occurrences
Astilbin can be found in St John's wort (''Hypericum perforatum'' ...
,
isoastilbin
Astilbin is a flavanonol, a type of flavonoid. Astilbin is the (2R-trans)-isomer; neoisoastilbin is the (2S-cis)-isomer and isoastilbin is the (2R-cis)-isomer.
Natural occurrences
Astilbin can be found in St John's wort (''Hypericum perforatum'' ...
,
neoisoastilbin
Astilbin is a flavanonol, a type of flavonoid. Astilbin is the (2R-trans)-isomer; neoisoastilbin is the (2S-cis)-isomer and isoastilbin is the (2R-cis)-isomer.
Natural occurrences
Astilbin can be found in St John's wort (''Hypericum perforatum' ...
, (2''R'', 3''R'')-
taxifolin
Taxifolin (5,7,3',4'-flavan-on-ol), also known as dihydroquercetin, belongs to the subclass flavanonols in the flavonoids, which in turn is a class of polyphenols.
Stereocenters
Taxifolin has two stereocenters on the C-ring, as opposed to quer ...
-3'-''O''-β-D-pyranoglucoside) have been identified in the rhizome of ''
Smilax glabra
''Smilax glabra'', sarsaparilla, is a plant species in the genus ''Smilax''. It is native to flora of China, China, the Himalayas, and Indochina.
''S. glabra'' is a traditional Chinese medicine, traditional medicine in Chinese herbology, whence ...
''.
References
{{Aromatic-stub