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Epigallocatechin -3-O-gallate-(4β→8)-epigallocatechin
Gallocatechol or gallocatechin (GC) is a flavan-3-ol, a type of chemical compound including catechin, with the gallate residue being in an isomeric ''trans'' position. This compound possesses two epimers. The most common, (+)-gallocatechin (GC), CAS number 970-73-0, is found notably in green tea. The other enantiomer is called (−)-gallocatechin or ''ent''-gallocatechin. It was first isolated from green tea by Michiyo Tsujimura in 1934. Epigallocatechin is another type of catechin, with the gallate residue being in an isomeric ''cis'' position. It can be found in St John's wort. See also * Epigallocatechin gallate * Prodelphinidin * List of phytochemicals in food The following is a list of phytochemicals present in foods. Terpenoids (isoprenoids) Carotenoids ( tetraterpenoids) ''Carotenes'' orange pigments * α-Carotene – to vitamin A: carrots, pumpkins, maize, tangerine, orange * β-Carote ... References External links Epigallocatechin on the ...
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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 play a part in plant defense and are present in the majority of plants. 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 flavonol, flavonols. Early use of the term bioflavonoid was imprecisely applie ...
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Catechin
Catechin is a flavan-3-ol, a type of secondary metabolite providing antioxidant roles in plants. It belongs to the subgroup of polyphenols called flavonoids. The name of the catechin chemical family derives from ''catechu'', which is the tannic juice or boiled extract of ''Mimosa catechu'' (''Acacia catechu'' L.f.). Chemistry Catechin possesses two benzene rings (called the A and B rings) and a dihydropyran heterocycle (the C ring) with a hydroxyl group on carbon 3. The A ring is similar to a resorcinol moiety while the B ring is similar to a catechol moiety. There are two chirality (chemistry), chiral centers on the molecule on carbons 2 and 3. Therefore, it has four diastereoisomers. Two of the isomers are in trans configuration, ''trans'' configuration and are called ''catechin'' and the other two are in cis configuration, ''cis'' configuration and are called ''epicatechin''. The most common catechin isomer is (+)-catechin. The other stereoisomer is (−)-catechin or ''en ...
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Epimer
In stereochemistry, an epimer is one of a pair of diastereomers. The two epimers have opposite configuration at only one stereogenic center out of at least two. All other stereogenic centers in the molecules are the same in each. Epimerization is the interconversion of one epimer to the other epimer. Doxorubicin and epirubicin are two epimers that are used as drugs. Examples The stereoisomers β-D- glucopyranose and β-D- mannopyranose are epimers because they differ only in the stereochemistry at the C-2 position. The hydroxy group in β-D-glucopyranose is equatorial (in the "plane" of the ring), while in β-D-mannopyranose the C-2 hydroxy group is axial (up from the "plane" of the ring). These two molecules are epimers but, because they are not mirror images of each other, are not enantiomers. (Enantiomers have the same name, but differ in D and L classification.) They are also not sugar anomers, since it is not the anomeric carbon involved in the stereochemistry. Simila ...
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Green Tea
Green tea is a type of tea made from the leaves and buds of the '' Camellia sinensis'' that have not undergone the withering and oxidation process that creates oolong teas and black teas. Green tea originated in China in the late 1st millennium BC, and since then its production and manufacture has spread to other countries in East Asia. Several varieties of green tea exist, which differ substantially based on the variety of ''C. sinensis'' used, growing conditions, horticultural methods, production processing, and time of harvest. While it may slightly lower blood pressure and improve alertness, current scientific evidence does not support most health benefit claims, and excessive intake of green tea extracts can cause liver damage and other side effects. History Tea consumption has its legendary origins in China during the reign of mythological Emperor Shennong. A book written by Lu Yu in 618–907 AD, '' The Classic of Tea'' ( zh, t= 茶 經, s=, p=chájīng), ...
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Michiyo Tsujimura
was a Japanese agricultural scientist and biochemist whose research focused on the components of green tea. She was the first woman in Japan to receive a doctoral degree in agriculture. Early life Tsujimura was born in 1888 in what is now Okegawa in Saitama Prefecture. She attended Tokyo Prefecture Women's Normal School, graduating in 1909, and the Division of Biochemical Science at Tokyo Women's Higher Normal School. There, she was taught by the biologist Kono Yasui, who inspired in Tsujimura an interest in scientific research. She graduated in 1913 and became a teacher at Yokohama High School for Women in Kanagawa Prefecture. In 1917, she returned to Saitama Prefecture to teach at Saitama Women's Normal School. Career and research Tsujimura's research career began in 1920 when she joined Hokkaido Imperial University as a laboratory assistant. At the time, the university did not accept female students, so Tsujimura worked in an unpaid position at the Food Nutritional Lab ...
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Ochanomizu University
is a women's national university in the Ōtsuka neighborhood of Bunkyō-ku, Tokyo, Japan. Ochanomizu is the name of a Tokyo neighborhood where the university was founded. History The university traces its origins to 1875, when Tokyo Women's Normal School was founded in Tokyo's Ochanomizu neighborhood (now Yushima, Bunkyo-ku). It subsequently underwent a series of name changes: "The Women's Campus of Tokyo Normal School", "The Women's Campus of Higher Normal School", "Women's Higher Normal School", and "Tokyo Women’s Higher Normal School". The original campus was destroyed in the Great Kantō earthquake; on 31 August 1923, a new campus was established in its present location in the Ōtsuka neighborhood of Bunkyō, Tokyo, where the school buildings were constructed by 1936. It was established as Ochanomizu University in 1949 and became a National University Corporation under Japan's ''National University Corporation Act'' in 2004. Its faculties of graduate school ...
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Hypericum Perforatum
''Hypericum perforatum'', commonly known as St. John's wort (sometimes perforate St. John's wort or common St. John's wort), is a flowering plant in the family Hypericaceae. It is a hairless, Perennial, perennial herb with woody Root, roots, yellow Flower, flowers marked by black glands, and leaves that appear Perforation, perforated due to translucent glands, producing thousands of seeds per plant. ''H. perforatum'' is the type species of its genus, known for its historical use in folklore and traditional medicine. Probably a Hybrid (biology), hybrid between the closely related ''Hypericum attenuatum, H. attenuatum'' and ''Hypericum maculatum, H. maculatum'' (imperforate St. John's wort) that originated in Siberia, the species has Cosmopolitan distribution, spread worldwide. It can further hybridize with related species due to its Polyploidy, allopolyploid nature. It is native to much of Europe, West Asia, West and Central Asia, and parts of Africa and China and has been wide ...
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Epigallocatechin Gallate
Epigallocatechin gallate (EGCG), also known as epigallocatechin-3-gallate, is the ester of epigallocatechin and gallic acid, and is a type of catechin. EGCG – the most abundant catechin in tea – is a polyphenol under basic research for its potential to affect human health and disease. EGCG is used in many dietary supplements. Food sources Tea It is found in high content in the dried leaves of green tea (7380 mg per 100 g), white tea (4245 mg per 100 g), and in smaller quantities, black tea (936 mg per 100 g). During black tea production, the catechins are mostly converted to theaflavins and thearubigins via polyphenol oxidases. Other Trace amounts are found in apple skin, plums, onions, hazelnuts, pecans, and carob powder (at 109 mg per 100 g). Bioavailability When taken orally, EGCG has poor absorption even at daily intake equivalent to 8 to 16 cups of green tea, an amount causing adverse effects such as nausea or heartbur ...
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Prodelphinidin
Prodelphinidin is a name for the polymeric tannins composed of gallocatechin. It yields delphinidin during depolymerisation under oxidative conditions. Natural occurrences Prodelphinidins are one of the two sorts of tannins in grape (the other being procyanidins) being produced especially in the skin of the berry. Prodelphinidins can be found in '' Cistus salviifolius''. Gallocatechin-(4→8)-catechin ( prodelphinidin B3), gallocatechin-(4→8)-gallocatechin and catechin-(4→8)-gallocatechin can be found in the pomegranate peels. Prodelphinidin B-2 3'-O-gallate can be found in green tea leaves and prodelphinidin B-2 3,3'-di-O-gallate can be found in '' Myrica rubra''. Particular oligomeric prodelphinidins Prodelphinidin B3 (gallocatechin-(4α→8)-catechin) and prodelphinidin B9 (epigallocatechin-(4α→8)-catechin) can be isolated in beer. Prodelphinidin C2 (gallocatechin-(4α→8)-gallocatechin-(4α→8)-catechin) can be isolated in malt Malt is any cereal g ...
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List Of Phytochemicals In Food
The following is a list of phytochemicals present in foods. Terpenoids (isoprenoids) Carotenoids ( tetraterpenoids) ''Carotenes'' orange pigments * α-Carotene – to vitamin A: carrots, pumpkins, maize, tangerine, orange * β-Carotene – to vitamin A: dark, leafy greens, red, orange and yellow fruits and vegetables. * γ-Carotene - to vitamin A * δ-Carotene * ε-carotene * Lycopene: Vietnamese Gac, tomatoes, grapefruit, watermelon, guava, apricots, carrots, autumn olive. * Neurosporene: tomato, pink grapefruit,watermelon * Phytofluene: star fruit, sweet potato, orange * Phytoene: sweet potato, orange '' Xanthophylls'' yellow pigments * Canthaxanthin: paprika, mushrooms, crustaceans, fish and eggs . * β-Cryptoxanthin to vitamin A: mango, tangerine, orange, papaya, peaches, avocado, pea, grapefruit, kiwi * Zeaxanthin: wolfberry, spinach, kale, turnip greens, maize, eggs, red pepper, pumpkin, orange * Astaxanthin: microalgae, yeast, ...
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Flavanols
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 play a part in plant defense and are present in the majority of plants. 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 ...
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