Flavonol Glucosides
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Flavonol Glucosides
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 of the phenolic -OH groups. They are distinct from flavanols (with "a") such as 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. Besides being a subclass of flavonoids, flavonols are suggested by a study of cranberry juice to play a role along with proanthocyanidins, in the juice's ability to block bacterial adhesion, demonstrated by the compressing the fimbria of '' ...
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Flavonol Num
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 of the phenols, phenolic hydroxyl, -OH groups. They are distinct from flavanols (with "a") such as 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. Besides being a subclass of flavonoids, flavonols are suggested by a study of cranberry juice to play a role along with proanthocyanidins, in the juice's ability to block bacterial adhesion, demonstrated by the compressing the ...
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Azaleatin
Azaleatin is a chemical compound. It is an O-methylated flavonol, a type of flavonoid. It was first isolated from the flowers of ''Rhododendron mucronatum'' in 1956 and has since been recorded in forty-four other Rhododendron species, in ''Plumbago capensis'', in ''Ceratostigma willmottiana'' and in ''Carya pecan''. It has been also been found in the leaves of ''Eucryphia''. Glycosides Azalein is the 3-''O''-α-L-rhamnoside Rhamnose (Rha, Rham) is a naturally occurring deoxy sugar. It can be classified as either a methyl-pentose or a 6-deoxy-hexose. Rhamnose predominantly occurs in nature in its L-form, L-form as L-rhamnose (6-deoxy-L-mannose). This is unusual, since ... of azaleatin. References O-methylated flavonols Catechols {{Aromatic-stub ...
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Rhamnetin
Rhamnetin is an O-methylated flavonol, a type of chemical compound. It can be isolated from cloves. The structure of the molecule was discovered by Austrian chemist Josef Herzig (1853–1924). Glycosides Rhamnetin is the aglycone of xanthorhamnin Xanthorhamnin is a chemical compound. It can be isolated from buckthorn berries (''Rhamnus catharticus''). The aglycone of xanthorhamnin is rhamnetin Rhamnetin is an O-methylated flavonol, a type of chemical compound. It can be isolated from cl .... O-methylated flavonols Catechols {{Aromatic-stub ...
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Rhamnazin
Rhamnazin is an ''O''-methylated flavonol, a type of chemical compound. It can be found in ''Rhamnus petiolaris'', a buckthorn plant endemic to Sri Lanka. Metabolism The enzyme 3-methylquercetin 7-''O''-methyltransferase uses ''S''-adenosyl methionine and isorhamnetin to produce ''S''-adenosyl homocysteine and rhamnazin. The enzyme 3,7-dimethylquercetin 4'-''O''-methyltransferase uses ''S''-adenosyl methionine and rhamnazin to produce ''S''-adenosyl homocysteine and ayanin Ayanin is an ''O''-methylated flavonol, a type of flavonoid. It is the 3,7,4'-tri-''O''-methylated derivative of quercetin. It can be found in ''Croton schiedeanus''. It can also be synthetized. Biosynthesis The enzyme 3,7-dimethylquercetin 4 .... References External links Rhamnazin on the Extrasynthese catalogue O-methylated flavonols {{Aromatic-stub ...
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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 and is used as an ingredient in dietary supplements, beverages, and foods. Occurrence Quercetin is a flavonoid widely distributed in nature. The name has been used since 1857, and is derived from ''quercetum'' (oak forest), after the oak genus ''Quercus''. It is a naturally occurring polar auxin transport inhibitor. Quercetin is one of the most abundant dietary flavonoids, with an average daily consumption of 25–50 milligrams. In red onions, higher concentrations of quercetin occur in the outermost rings and in the part closest to the root, the latter being the part of the plant with the highest concentration. One study found that organically grown tomatoes had 79% more quercetin than non-organically grown fruit. Quercetin is presen ...
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Pachypodol
Pachypodol is an O-methylated flavonol, a type of chemical compound. It can be isolated from '' Pachypodanthium confine'', from leaves of ''Agastache rugosa, (Korean mint)'', Latin denomination of part of plant : Agastache folium ''Agastache'' () is a genus of aromatic flowering herbaceous perennial plants in the family Lamiaceae. It contains 22 species, mainly native to North America, one species native to eastern Asia. The common names of the species are a variety of f ... . References O-methylated flavonols {{Aromatic-stub ...
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Natsudaidain
Natsudaidain is an O-methylated flavonol, a type of chemical compound. It can be isolated from Citrus plants (Rutaceae). The name of the molecule comes from ''Citrus natsudaidai'' (Natsumikan, lit. "summer tangerine"), a fruit of Japan developed in 1740 with a particularly tart/sour taste. References O-methylated flavonols Flavonoids found in Rutaceae {{Aromatic-stub ...
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Myricetin
Myricetin is a member of the flavonoid class of polyphenolic compounds, with antioxidant properties. Common dietary sources include vegetables (including tomatoes), fruits (including oranges), nuts, berries, tea, and red wine. Myricetin is structurally similar to fisetin, luteolin, and quercetin and is reported to have many of the same functions as these other members of the flavonol class of flavonoids. Reported average intake of myricetin per day varies depending on diet, but has been shown in the Netherlands to average 23 mg/day. Myricetin is produced from the parent compound taxifolin through the (+)-dihydromyricetin intermediate and can be further processed to form laricitrin and then syringetin, both members of the flavonol class of flavonoids. Dihydromyricetin is frequently sold as a supplement and has controversial function as a partial GABAA receptor potentiator and treatment in Alcohol Use Disorder (AUD). Myricetin can alternatively be produced directly from kae ...
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Morin (flavonoid)
Morin is a yellow chemical compound that can be isolated from ''Maclura pomifera'' (Osage orange), ''Maclura tinctoria'' (old fustic), and from leaves of ''Psidium guajava'' (common guava). In a preclinical ''in vitro'' study, morin was found to be a weak inhibitor of fatty acid synthase with an IC50 of 2.33 μM. Morin was also found to inhibit amyloid formation by islet amyloid polypeptide (or amylin) and disaggregate amyloid fibers. Morin exhibit inhibitory action against IgE-mediated allergic response. Morin treatment significantly down-regulated expressions of BLT2, NF-κB, and Th2-cytokine (TNF-α, IL-1β, IL-4, IL-6, and IL-13) in lungs of murine model of allergic asthma. Morin can be used to test for the presence of aluminium or tin in a solution, since it forms characteristically fluorescent coordination complexes with them. Glycosides * Morin-3-O-arabinoside Arabinose is an aldopentose – a monosaccharide containing five carbon atoms, and including an aldehy ...
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Isorhamnetin
Isorhamnetin is an O-methylated flavon-ol from the class of flavonoids. A common food source of this 3'-methoxylated derivative of quercetin and its glucoside conjugates are pungent yellow or red onions, in which it is a minor pigment, quercetin-3,4'-diglucoside and quercetin-4'-glucoside and the aglycone quercetin being the major pigments. Pears, olive oil, wine and tomato sauce are rich in isorhamnetin. Others sources include the spice, herbal medicinal and psychoactive Mexican tarragon ''(Tagetes lucida)'', which is described as accumulating isorhamnetin and its 7-O-glucoside derivate. Nopal (Opuntia ficus-indica (L.)) is also a good source of isorhamnetin, which can be extracted by supercritical fluid extraction assisted by enzymes. Metabolism The enzyme quercetin 3-O-methyltransferase uses S-adenosyl methionine and quercetin to produce S-adenosylhomocysteine and isorhamnetin. The enzyme 3-methylquercetin 7-O-methyltransferase uses S-adenosyl methionine and 5,7,3',4'-tet ...
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Kaempferol
Kaempferol (3,4′,5,7-tetrahydroxyflavone) is a natural flavonol, a type of flavonoid, found in a variety of plants and plant-derived foods including kale, beans, tea, spinach, and broccoli. Kaempferol is a yellow crystalline solid with a melting point of . It is slightly soluble in water and highly soluble in hot ethanol, ethers, and DMSO. Kaempferol is named for 17th-century German naturalist Engelbert Kaempfer.Kaempferol
at Merriam-Webster.com; retrieved October 20, 2017


Natural occurrence

Kaempferol is a secondary metabolite found in many plants, plant-derived foods, and traditional medicines. Its flavor is considered bitter.


In plants and food

Kaempferol is common in

Kaempferide
Kaempferide is an ''O''-methylated flavonol, a type of chemical compound. It can be found in ''Kaempferia galanga'' (aromatic ginger). It has been noted to inhibit pancreatic cancer growth by blockading an EGFR-related pathway. Metabolism The enzyme kaempferol 4'-''O''-methyltransferase uses ''S''-adenosyl-L-methionine and kaempferol to produce ''S''-adenosyl-L-homocysteine and kaempferide. Glycosides Icariin is the tert-amyl alcohol ''tert''-Amyl alcohol (TAA) or 2-methylbutan-2-ol (2M2B), is a branched pentanol. Historically TAA has been used an anesthetic and more recently used as a recreational drug. TAA is mostly a positive allosteric modulator for GABAA receptors in t ... derivative of kaempferide 3,7-''O''-diglycoside. References External links Kaempferide at the HMDB O-methylated flavonols {{Aromatic-stub ...
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