Backbone of a flavonol, substituent numbers are indicated.
Flavonols are a class of flavonoids that have the 3-hydroxyflavone backbone (IUPAC name : 3-hydroxy-2-phenylchromen-4-one). Their diversity stems from the different positions the phenolic -OH groups. They are distinct from flavanols (with an "a", like catechin), another class of flavonoids.
Flavonols are present in a wide variety of fruits and vegetables. In Western populations, estimated daily intake is in the range of 20–50 mg per day for flavonols. Individual intake varies depending on the type of diet consumed.
The phenomenon of dual
fluorescence (due to excited state intramolecular proton transfer or ESIPT) is induced by tautomerism of flavonols (and glucosides) and could contribute to plant UV protection and flower colour. [2 ] Flavonols [edit ]
Flavonols Name IUPAC name 5 6 7 8 2' 3' 4' 5' 6' 3-hydroxyflavone 3-hydroxy-2-phenylchromen-4-one H H H H H H H H H Azaleatin 2-(3,4-dihydroxyphenyl)-3,7-dihydroxy-5-methoxychromen-4-one OCH 3 H OH H H H OH OH H Fisetin 3,3',4',7-tetrahydroxy-2-phenylchromen-4-one H H OH H H H OH OH H Galangin 3,5,7-trihydroxy-2-phenylchromen-4-one OH H OH H H H H H H Gossypetin 2-(3,4-dihydroxyphenyl)-3,5,7,8-tetrahydroxychromen-4-one OH H OH OH H OH OH H H Kaempferide 3,5,7-trihydroxy-2-(4-methoxyphenyl)chromen-4-one OH H OH H H H OCH 3 H H Kaempferol 3,4',5,7-tetrahydroxy-2-phenylchromen-4-one OH H OH H H H OH H H Isorhamnetin 3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)chromen-4-one OH H OH H H OCH 3 OH H H Morin 2-(2,4-dihydroxyphenyl)-3,5,7-trihydroxychromen-4-one OH H OH H OH H OH H H Myricetin 3,3',4',5',5,7-hexahydroxy-2-phenylchromen-4-one OH H OH H H OH OH OH H Natsudaidain 2-(3,4-dimethoxyphenyl)-3-hydroxy-5,6,7,8-tetramethoxychromen-4-one OCH 3 OCH 3 OCH 3 OCH 3 H H OCH 3 OCH 3 H Pachypodol 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxychromen-4-one OH H OCH 3 H H H OH OCH 3 H Quercetin 3,3',4',5,7-pentahydroxy-2-phenylchromen-4-one OH H OH H H OH OH H H Rhamnazin 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxychromen-4-one OH H OCH 3 H H OCH 3 OH H H Rhamnetin 2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxychromen-4-one OH H OCH 3 H H OH OH H H Flavonols glycosides [edit ] Drug interactions [edit ]
Flavonoids have effects on CYP (
P450) activity. Flavonols are inhibitor of CYP2C9 and [3 ] CYP3A4, which are [1 ] enzymes that metabolize most drugs in the body. See also [edit ] References [edit ]
Flavonols and their conjugates
Backbone Flavonols O-Methylated flavonols Derivative flavonols