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Flavanones
The flavanones, a type of flavonoids, are various aromatic, colorless ketones derived from flavone that often occur in plants as glycosides. List of flavanones * Blumeatin * Butin * Eriodictyol * Hesperetin * Hesperidin * Homoeriodictyol * Isosakuranetin * Naringenin * Naringin * Pinocembrin * Poncirin * Sakuranetin * Sakuranin * Sterubin * Pinostrobin Metabolism The enzyme chalcone isomerase 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 (abacopterin ... 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 lin ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 hydroxy groups at the 4', 5, and 7 carbons. It may be found both in the aglycol form, naringenin, or in its glycosidic form, naringin, which has the addition of the disaccharide neohesperidose attached via a glycosidic linkage at carbon 7. Like the majority of flavanones, naringenin has a single chiral center at carbon 2, although the optical purity is variable. Racemization of S(-)-naringenin has been shown to occur fairly quickly. Sources and bioavailability Naringenin and its glycoside has been found in a variety of herbs and fruits, including grapefruit, bergamot, sour orange, tart cherries, tomatoes, cocoa, Greek oregano, water mint, as well as in beans. Ratios of naringenin to naringin vary among sources, as do enantiomeric ra ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 have the general structure of a 15-carbon skeleton, which consists of two phenyl rings (A and B) and a Heterocyclic compound, heterocyclic ring (C, the ring containing the embedded oxygen). This carbon structure can be abbreviated C6-C3-C6. According to the IUPAC nomenclature, they can be classified into: *flavonoids or bioflavonoids *isoflavonoids, derived from 3-phenylchromone, chromen-4-one (3-phenyl-1,4-benzopyran, benzopyrone) structure *neoflavonoids, derived from 4-phenylcoumarine (4-phenyl-1,2-benzopyran, benzopyrone) structure The three flavonoid classes above are all ketone-containing compounds and as such, anthoxanthins (flavones and flavonols). This class was the first to be termed bioflavonoids. The terms flavonoid and bioflav ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hesperetin
Hesperetin is the 4'-methoxy derivative of eriodictyol, a flavanone. Hesperetin's 7-O-glycoside, hesperidin, is a naturally occurring flavanon-glycoside, the main flavonoid in lemons and sweet oranges. Hesperetin (and naringenin, the parent flavanone of naringin) are not found to a significant extent in ''Citrus'' spp. Glycosides A variety of glycosides of hesperetin are known, including: * Hesperidin (hesperetin-7-''O''-rutinoside) is a water-insoluble flavonoid glycoside whose solubility is below 5 μg/ml in water. Hesperidin is found in citrus fruits and upon ingestion it releases its aglycone, hesperetin. * Neohesperidin is the 7-''O''- neohesperidoside of hesperetin. * Hesperetin-7-''O''-α-L-Rhamnopyranoside (CAS 66513-83-5) is found in the roots of clammy cherry (''Cordia obliqua'' a.k.a. ''Cordia obliqua'' var. ''wallichii''). Metabolism Hesperidin 6-''O''-α-L-rhamnosyl-β-D-glucosidase is an enzyme that uses hesperidin and H2O to produce hesperetin and rutin ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Flavanone 4-reductase
In enzymology, a flavanone 4-reductase () is an enzyme that catalyzes the chemical reaction :(2S)-flavan-4-ol + NADP+ \rightleftharpoons (2S)-flavanone + NADPH + H+ Thus, the two substrates of this enzyme are (2S)-flavan-4-ol and NADP+, whereas its 3 products are (2S)-flavanone, NADPH, and H+. This enzyme belongs to the family of oxidoreductases, specifically those acting on the CH-OH group of donor with NAD+ or NADP+ as acceptor. The systematic name of this enzyme class is (2S)-flavan-4-ol:NADP+ 4-oxidoreductase. This enzyme participates in flavonoid biosynthesis Flavonoids are synthesized by the phenylpropanoid metabolic pathway in which the amino acid phenylalanine is used to produce 4-coumaroyl-CoA. This can be combined with malonyl-CoA to yield the true backbone of flavonoids, a group of compounds cal .... References * EC 1.1.1 NADPH-dependent enzymes Enzymes of unknown structure Flavanones metabolism {{1.1.1-enzyme-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 family of isomerases, specifically the class of intramolecular lyases. The systematic name of this enzyme class is flavanone lyase (decyclizing). This enzyme is also called chalcone-flavanone isomerase. This enzyme participates in flavonoid biosynthesis. The ''Petunia hybrida'' (Petunia) genome contains two genes In biology, the word gene (from , ; "... Wilhelm Johannsen coined the word gene to describe the Mendelian units of heredity..." meaning ''generation'' or ''birth'' or ''gender'') can have several different meanings. The Mendelian gene is a b ... coding for very similar enzymes, ChiA and ChiB, but only the first seems to encode a functional chalcone isomerase. Structural studies As of late 2007, 7 structures have been sol ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Pinocembrin
Pinocembrin is a flavanone, a type of flavonoid. It is an antioxidant found in damiana, honey, fingerroot, and propolis. Pinocembrin can be converted biosynthetically to pinobanksin by hydroxylation In chemistry, hydroxylation can refer to: *(i) most commonly, hydroxylation describes a chemical process that introduces a hydroxyl group () into an organic compound. *(ii) the ''degree of hydroxylation'' refers to the number of OH groups in a ... adjacent to the ketone. Studies have shown that pinocembrin has potential as a drug to treat cerebral ischemia, intracerebral hemorrhage, neurodegenerative diseases, cardiovascular diseases and atherosclerosis as well as other diseases. See also * Pinobanksin References External links * Aromatase inhibitors Flavanones Flavonoid antioxidants Honey ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hesperidin
Hesperidin is a flavanone glycoside found in citrus fruits. Its aglycone form is called hesperetin. Its name is derived from the word "hesperidium", for fruit produced by citrus trees. Hesperidin was first isolated in 1828 by French chemist M. Lebreton from the white inner layer of citrus peels (mesocarp, albedo). Hesperidin is believed to play a role in plant defense. Sources ''Rutaceae'' * 700–2,500 ppm in fruit of ''Citrus aurantium'' (bitter orange, petitgrain) * in orange juice (''Citrus sinensis'') * in '' Zanthoxylum gilletii'' * in lemon * in lime * in leaves of '' Agathosma serratifolia'' ''Lamiaceae'' Peppermint contains hesperidin. Content in foods Approximate hesperidin content per 100 ml * 481 mg peppermint, dried * 44 mg blood orange, pure juice * 26 mg orange, pure juice * 18 mg lemon, pure juice * 14 mg lime, pure juice * 1 mg grapefruit, pure juice Metabolism Hesperidin 6-''O''-α--rhamnosyl-β--glucosidase, an ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 channels. Glycosides * Poncirin is the 7-O- neohesperidoside of isosakuranetin. * Didymin is the 7-O-rutinoside Rutinose is the disaccharide also known as 6-''O''-α-L- rhamnosyl-D- glucose (C12H22O10) that is present in some flavonoid Flavonoids (or bioflavonoids; from the Latin word ''flavus'', meaning yellow, their color in nature) are a class of ... of isosakuranetin References O-methylated flavanones Flavonoids found in Rutaceae Resorcinols {{aromatic-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Eriodictyol
Eriodictyol is a bitter-masking flavanone, a flavonoid extracted from yerba santa ('' Eriodictyon californicum''), a plant native to North America. Eriodictyol is one of the four flavanones identified in this plant as having taste-modifying properties, the other three being homoeriodictyol, its sodium salt, and sterubin Sterubin (7-methoxy-3',4',5-trihydroxyflavanone) is a bitter-masking flavanone extracted from Yerba Santa (''Eriodictyon californicum'') a plant growing in America. Sterubin is one of the four flavanones identified by Symrise in this plant whic .... Eriodictyol was also found in the twigs of '' Millettia duchesnei'', in '' Eupatorium arnottianum'', and its glycosides ( eriocitrin) in lemons and rose hips (''Rosa canina''). References {{Flavanone Flavanones Bitter-masking compounds Catechols Resorcinols ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Butin (molecule)
Butin is a flavanone, a type of flavonoid. The compound can be found in the seeds of '' Vernonia anthelmintica'' (Asteraceae) and in the wood of ''Dalbergia odorifera ''Dalbergia odorifera'', fragrant rosewood or Chinese rosewood (), is a species of legume in the family Fabaceae. It is a small or medium-sized tree, tall. It is endemic to China and occurs in Fujian, Hainan, Zhejiang, and Guangdong. It is ...'' (Fabaceae). Glycosides * Butin 7-''O''-β-D-glucopyranoside is found in '' Bidens tripartita'' (Asteraceae). References Flavanones Catechols {{Aromatic-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 plant eliciting taste-modifying property: homoeriodictyol sodium salt, eriodictyol and sterubin. Homoeriodictyol Sodium salt elicited the most potent bitter-masking activity by reducing from 10 to 40% the bitterness of salicin, amarogentin, paracetamol and quinine. However no bitter-masking activity was detected with bitter linoleic acid emulsions. According to Symrise's scientists homoeriodictyol sodium salt seems to be a taste-modifier with large potential in food applications and pharmaceuticals. Structural relatives investigation based on eriodictyol and homoeriodictyol, found 2,4-Dihydroxybenzoic acid vanillylamide to elicits bitter-masking activity. At 0.1g/L, this vanillin derivative, was able to reduce the bitterness of a 0.5g/L ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
