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Flavanone
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 * Dichamanetin * 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 Alcohol (chemistry), 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. Gl ... 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. Re ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Flavanone Num
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 * Dichamanetin * 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 Alcohol (chemistry), 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. Gl ... 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 ... [...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 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 solved for this class of enzymes, with PDB accession codes , , , , , , and . Chalcone isomerase has a core 2-layer alpha/beta structure A structure is an arrangement and organization of interrelated elements in a material object or system, or the objec ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 which elicit taste-modifying properties. The others are homoeriodictyol, its sodium salt, and 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 prop .... Recent research has demonstrated some neuroprotective properties of Sterubin ''in vitro'', but more research is needed before it can be considered a true drug candidate.Batya Swift Yasgur (Paywalled) Medscape. February 2019. References O-methylated flavanones Bitter-masking compounds Taste modifiers Catechols {{aromatic-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Naringenin
Naringenin is a flavanone from the flavonoid group of polyphenols. It is commonly found in citrus fruits, especially as the predominant flavonone in grapefruit. The fate and biological functions of naringenin in vivo are unknown, remaining under preliminary research, as of 2024. High consumption of dietary naringenin is generally regarded as safe, mainly due to its low bioavailability. Taking dietary supplements or consuming grapefruit excessively may impair the action of anticoagulants and increase the toxicity of various prescription drugs. Similar to furanocoumarins present in citrus fruits, naringenin may evoke CYP3A4 suppression in the liver and intestines, possibly resulting in adverse interactions with common medications. 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 disac ... [...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 ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Naringin
Naringin is a flavanone-7-''O''-glycoside between the flavanone naringenin and the disaccharide neohesperidose. The flavonoid naringin occurs naturally in citrus fruits, especially in grapefruit, where naringin is responsible for the fruit's bitter taste. In commercial grapefruit juice production, the enzyme naringinase can be used to remove the bitterness (debittering) created by naringin. In humans naringin is metabolized to the aglycone naringenin (not bitter) by naringinase present in the gut. Structure Naringin belongs to the flavonoid family. Flavonoids consist of 15 carbon atoms in 3 rings, 2 of which must be benzene rings connected by a 3 carbon chain. Naringin contains the basic flavonoid structure along with one rhamnose and one glucose unit attached to its aglycone portion, called naringenin, at the 7-carbon position. The steric hindrance provided by the two sugar units makes naringin less potent than its aglycone counterpart, naringenin. Metabolism In humans, naringi ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Flavanone 4-reductase
In enzymology, a flavanone 4-reductase () is an enzyme that catalysis, catalyzes the chemical reaction :(2S)-flavan-4-ol + NADP+ \rightleftharpoons (2S)-flavanone + NADPH + H+ Thus, the two substrate (biochemistry), substrates of this enzyme are (2S)-flavan-4-ol and nicotinamide adenine dinucleotide phosphate, NADP+, whereas its 3 product (chemistry), products are (2S)-flavanone, nicotinamide adenine dinucleotide phosphate, NADPH, and hydrogen ion, 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 List of enzymes, systematic name of this enzyme class is (2S)-flavan-4-ol:NADP+ 4-oxidoreductase. This enzyme participates in flavonoid biosynthesis. 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] |
Sakuranetin
Sakuranetin is a flavan-on, the 7-methoxy derivative of naringenin, found in Polymnia fruticosa and rice, where it acts as a phytoalexin against spore germination of '' Pyricularia oryzae''. __TOC__ Glycosides Sakuranin is the 5-O-glucoside of sakuranetin. Metabolism ; biosynthesis Naringenin 7-O-methyltransferase uses naringenin to yield sakuranetin, with S-adenosyl-methionine as the methyl donor. ; biodegradation In compounds like 7-methoxylated flavanones like sakuranetin, demethylation Demethylation is the chemical process resulting in the removal of a methyl group (CH3) from a molecule. A common way of demethylation is the replacement of a methyl group by a hydrogen atom, resulting in a net loss of one carbon and two hydrogen at ... followed by sulfation occur in model organism '' Cunninghamella elegans''. References Aromatase inhibitors O-methylated flavanones Phytoalexins {{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. Eriodictyol has garnered scientific attention for its strong antioxidant, anti-inflammatory, and neuroprotective properties. Structurally similar to other flavonoids, such as hesperidin and naringenin, eriodictyol scavenges free radicals and regulates inflammatory responses. Eriodictyol was also found in the twigs of '' Millettia duchesnei'', in '' Eupatorium arnottianum'', and its glycosides ( eriocitrin) in lemons and rose hips (''Rosa canina''). Eriodictyol belongs to the flavanone 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 * ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hesperetin
Hesperetin is the 4'-methoxy derivative of eriodictyol, a flavanone. The 7-''O''-glycoside of hesperetin, hesperidin, is a naturally occurring flavanone-glycoside, the main flavonoid in grapefruits, lemons, and sweet oranges. Glycosides Various glycosides of hesperetin are known, including hesperidin (hesperetin-7-''O''-rutinoside), a water-insoluble flavonoid glycoside with low water solubility, Hesperidin is found in citrus fruits and upon ingestion it releases its aglycone, hesperetin. Neohesperidin is the 7-''O''- neohesperidoside of hesperetin. Metabolism Hesperidin 6-''O''-α-L-rhamnosyl-β-D-glucosidase is an enzyme that uses hesperidin and H2O to produce hesperetin and rutinose. Upon digestion in the gastrointestinal tract, hesperetin as for all flavonoids is rapidly metabolized in intestinal and liver cells, releasing smaller metabolites into the blood and urine for excretion. The biological effects of such metabolites ''in vivo'' are unknown. Laboratory res ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hesperidin
Hesperidin is a flavanone glycoside found in citrus fruits. Its aglycone is 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 or 100 g * 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 en ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
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 methoxy group In organic chemistry, a methoxy group is the functional group consisting of a methyl group bound to oxygen. This alkoxy group has the formula . On a benzene ring, the Hammett equation classifies a methoxy substituent at the ''para'' position a ... at the 7 carbon position. References {{Flavanone O-methylated flavanones ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
