Afzelechin
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Afzelechin
Afzelechin is a flavan-3-ol, a type of flavonoid. It can be found in ''Bergenia ligulata'' ( ''Paashaanbhed'' in Ayurveda traditional Indian medicine). It exists as at least 2 major epimers (afzelechin and epi-afzelechin). Metabolism (2R,3S)-catechin:NADP+ 4-oxidoreductase transforms cis-3,4-leucopelargonidin into afzelechin. Glycosides Arthromerin A ( afzelechin-3-O-β-D-xylopyranoside) and arthromerin B ( afzelechin-3-O-β-D-glucopyranoside) are afzelechin glycosides isolated from the roots of the fern '' Arthromeris mairei''. (+)-afzelechin-O-β-4'-D-glucopyranoside can be isolated from the rhizomes of the fern '' Selliguea feei''. Proanthocyanidins ; dimers Afzelechin-(4alpha→8)-afzelechin (molecular formula : C30H26O10, molar mass : 546.52 g/mol, exact mass : 546.152597, CAS number : 101339-37-1, Pubchem CID : 12395) is a B type proanthocyanidin. Ent-epiafzelechin-3-O-p-hydroxybenzoate-(4α→8,2α→O→7)-epiafzelechin) is an A-type proanthocyanidin found in apri ...
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Racemate
In chemistry, a racemic mixture, or racemate (), is one that has equal amounts of left- and right-handed enantiomers of a chiral molecule or salt. Racemic mixtures are rare in nature, but many compounds are produced industrially as racemates. History The first known racemic mixture was racemic acid, which Louis Pasteur found to be a mixture of the two enantiomeric isomers of tartaric acid. He manually separated the crystals of a mixture by hand, starting from an aqueous solution of the sodium ammonium salt of racemate tartaric acid. Pasteur benefited from the fact that ammonium tartrate salt that gives enantiomeric crystals with distinct crystal forms (at 77 °F). Reasoning from the macroscopic scale down to the molecular, he reckoned that the molecules had to have non-superimposable mirror images. A sample with only a single enantiomer is an ''enantiomerically pure'' or ''enantiopure'' compound. Etymology From racemic acid found in grapes; from Latin ''racemus'', meani ...
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A Type Proanthocyanidin
A type proanthocyanidins are a specific type of proanthocyanidins, which are a class of flavonoid. Proanthocyanidins fall under a wide range of names in the nutritional and scientific vernacular, including oligomeric proanthocyanidins, flavonoids, polyphenols, condensed tannins, and OPCs. Proanthocyanidins were first popularized by French scientist Jacques Masquelier. Distribution in plants A-type linkage is a less common feature in proanthocyanidins with both 4β→8 ( B-type) and 2β→O→7 interflavanoid bonds. A-type proanthocyanidin glycosides can be isolated from cocoa liquor. Dimers * Procyanidin A1 is an epicatechin-(2β→7,4β→8)-catechin dimer. * Procyanidin A2 is a dimeric (-)epicatechin. Other A-type proanthocyanidins can be found in cranberries, cinnamon, peanut skins and ''Geranium niveum''. Chemistry B-type procyanidins (catechin dimers) can be converted to A-type procyanidins by radical oxidation. Fragmentation patterns for A-type proanthocyanidi ...
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Selligueain A
Selligueain A is an A type proanthocyanidin trimer of the propelargonidin type. It can be extracted from the rhizome of the fern '' Selliguea feei'' collected in Indonesia. It has sweetener {{Wiktionary, sweetener A sweetener is a substance added to food or drink to impart the flavor of sweetness, either because it contains a type of sugar, or because it contains a sweet-tasting sugar substitute. Many artificial sweeteners have been ... properties with relative sweetness of 35 times as compared to the intensity of a 2% w/v aqueous sucrose solution. References External links * Condensed tannins Natural phenol trimers Sugar substitutes Resorcinols {{Aromatic-stub ...
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Apricot
An apricot (, ) is a fruit, or the tree that bears the fruit, of several species in the genus ''Prunus''. Usually, an apricot is from the species '' P. armeniaca'', but the fruits of the other species in ''Prunus'' sect. ''Armeniaca'' are also called apricots. Etymology ''Apricot'' first appeared in English in the 16th century as ''abrecock'' from the Middle French ''aubercot'' or later ''abricot'', from Spanish '' albaricoque'' and Catalan ''a(l)bercoc'', in turn from Arabic الْبَرْقُوق (al-barqūq, "the plums"), from Byzantine Greek βερικοκκίᾱ (berikokkíā, "apricot tree"), derived from late Greek ''πραικόκιον'' (''praikókion'', "apricot") from Latin '' ersica ("peach")praecocia'' (''praecoquus'', "early ripening"). Species Apricots are species belonging to ''Prunus'' sect. ''Armeniaca''. The taxonomic position of '' P. brigantina'' is disputed. It is grouped with plum species according to chloroplast DNA sequences, but more closely r ...
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A-type Proanthocyanidin
A type proanthocyanidins are a specific type of proanthocyanidins, which are a class of flavonoid. Proanthocyanidins fall under a wide range of names in the nutritional and scientific vernacular, including oligomeric proanthocyanidins, flavonoids, polyphenols, condensed tannins, and OPCs. Proanthocyanidins were first popularized by French scientist Jacques Masquelier. Distribution in plants A-type linkage is a less common feature in proanthocyanidins with both 4β→8 ( B-type) and 2β→O→7 interflavanoid bonds. A-type proanthocyanidin glycosides can be isolated from cocoa liquor. Dimers * Procyanidin A1 is an epicatechin-(2β→7,4β→8)-catechin dimer. * Procyanidin A2 is a dimeric (-)epicatechin. Other A-type proanthocyanidins can be found in cranberries, cinnamon, peanut skins and ''Geranium niveum''. Chemistry B-type procyanidins (catechin dimers) can be converted to A-type procyanidins by radical oxidation. Fragmentation patterns for A-type proanthocyanidins i ...
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B Type Proanthocyanidin
B type proanthocyanidins are a specific type of proanthocyanidin, which are a class of flavanoids. They are oligomers of flavan-3-ols. Dimeric B type proanthocyanidins These molecules have the molecular formula C30H26O12 (molar mass : 578.52 g/mol, exact mass : 578.142426). Molecules with 4→8 bonds The 4-8 bond can be in the alpha or in the beta position. * Procyanidin B1 or epicatechin-(4β→8)-catechin * Procyanidin B2 or (−)-epicatechin-(4β→8)-(−)-epicatechin * Procyanidin B3 or catechin-(4α→8)-catechin * Procyanidin B4 or catechin-(4α→8)-epicatechin Molecules with 4→6 bonds * Procyanidin B5 or epicatechin-(4β→6)-epicatechin * Procyanidin B6 or catechin-(4α→6)-catechin * Procyanidin B8 or catechin-(4α→6)-epicatechin Chemistry B-type procyanidin (catechin dimer) can be converted to A-type procyanidin by radical oxidation. Dimeric proanthocyanidins can also be synthesized with procyanidin-rich grape seed extracts reacted with flavan-3-ol ...
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Selliguea Feei
''Selliguea feei'' is a fern belonging to the genus '' Selliguea'' in the family Polypodiaceae Polypodiaceae is a family of ferns. In the Pteridophyte Phylogeny Group classification of 2016 (PPG I), the family includes around 65 genera and an estimated 1,650 species and is placed in the order Polypodiales, suborder Polypodiineae. A broade .... This fern can be collected in Indonesia. The species name ''feei'' commemorates the botanist Antoine Laurent Apollinaire Fée. Biochemistry Selligueain A is an A type proanthocyanidin trimer and a sweetener that can be extracted from the rhizome of the plant. Kaempferol-3-O-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside, a known bitter-tasting flavonoid glycoside, (-)-4β-carboxymethyl epiafzelechin (3'-deoxydryopteric acid), epiafzelechin-(4β→8, 2β→O→7)-epiafzelechin-(4β→8)-3'-deoxydryopteric acid methyl ester ( selligueain B), and (+)-afzelechin-O-β-4'-D-glucopyranoside were also isolated from the rhizomes of Selliguea ...
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Arthromeris Mairei
''Arthromeris mairei'' is a fern species in the genus ''Arthromeris''. Two afzelechin Afzelechin is a flavan-3-ol, a type of flavonoid. It can be found in ''Bergenia ligulata'' ( ''Paashaanbhed'' in Ayurveda traditional Indian medicine). It exists as at least 2 major epimers (afzelechin and epi-afzelechin). Metabolism (2R,3S)-cate ... glycosides, arthromerin A ( afzelechin-3-O-β-D-xylopyranoside) and arthromerin B ( afzelechin-3-O-β-D-glucopyranoside), can be isolated from the roots of ''A. mairei''.Two afzelechin glycosides from Arthromeris mairei. Yu Wen-Sheng, Li Hong, Chen Xin-Min and Yang Lei, Phytochemistry, December 1992, Volume 31, Issue 12, pages 4385–4386, , References External links Polypodiaceae {{Polypodiaceae-stub ...
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Flavan-3-ol
Flavan-3-ols (sometimes referred to as flavanols) are a subgroup of flavonoids. They are derivatives of flavans that possess a 2-phenyl-3,4-dihydro-2''H''-chromen-3-ol skeleton. Flavan-3-ols are structurally diverse and include a range of compounds, such as catechin, epicatechin gallate, epigallocatechin, epigallocatechin gallate, proanthocyanidins, theaflavins, thearubigins. They are found in most plants and have a role in plant defense. Chemical structure The single-molecule (monomer) catechin, or isomer epicatechin (see diagram), adds four hydroxyls to flavan-3-ol, making building blocks for concatenated polymers (proanthocyanidins) and higher order polymers (anthocyanidins). Flavan-3-ols possess two chiral carbons, meaning four diastereoisomers occur for each of them. They are distinguished from the yellow, ketone-containing flavonoids such as quercitin and rutin, which are called flavonols. Early use of the term bioflavonoid was imprecisely applied to include the flava ...
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