Gallocatechin 3-gallate
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Gallocatechin 3-gallate
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 While there is ample evidence to indicate the health benefits of diets rich in fruits, vegetables, legumes, whole grains and nuts, no specific food has been acknowledged by scientists and government regulatory authorities as providing a health bene ... References External links Epigallocatechin on the Sigma-Aldrich we ...
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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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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 ring Benzene is an organic chemical compound with the molecular formula C6H6. The benzene molecule is composed of six carbon atoms joined in a planar ring with one hydrogen atom attached to each. Because it contains only carbon and hydrogen atom ...s (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 configura ...
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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 that is made from '' Camellia sinensis'' leaves and buds that have not undergone the same withering and oxidation process which is used to make oolong teas and black teas. Green tea originated in China, 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. The two main components unique to green tea are "catechins" and "theanine," and the health effects of these components are attracting a great deal of attention in Japan and abroad. 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 (Tang dynasty), ''The Classic of Tea'' (), is considered important in green tea history. The ''Kissa Yōjōki'' (喫茶養生記 ''Book ...
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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 La ...
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Ochanomizu University
is a women's university in the Ōtsuka neighborhood of Bunkyō-ku, Tokyo, Japan. Ochanomizu University is one of the top national universities in 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 1932, a new campus was established in its present location in the Ōtsuka neighborhood of Bunkyō, Tokyo, where the school buildings were constructed by 1936.Those newly finished school buildings are documented in the digital photo archive: . It was established as Ochanomizu University ...
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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 While there is ample evidence to indicate the health benefits of diets rich in fruits, vegetables, legumes, whole grains and nuts, no specific food has been acknowledged by scientists and government regulatory authorities as providing a health bene ... References External links Epigallocatechin on the Sigma-Aldrich w ...
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Hypericum Perforatum
''Hypericum perforatum'', known as St. John's wort, is a flowering plant in the family Hypericaceae and the type species of the genus ''Hypericum''. Possibly a hybrid between '' H. maculatum'' and '' H. attenuatum'', the species can be found across temperate areas of Eurasia and has been introduced as an invasive weed to much of North and South America, as well as South Africa and Australia. While the species is harmful to livestock and can interfere with prescription drugs, it has been used in folk medicine over centuries, and remains commercially cultivated in the 21st century. Hyperforin, a phytochemical constituent of the species, is under basic research for possible therapeutic properties. Description ''Hypericum perforatum'' is an herbaceous perennial plant with extensive, creeping rhizomes. Its reddish stems are erect and branched in the upper section, and can grow up to high. The stems are woody near their base and may appear jointed from leaf scars. The branche ...
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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 8–16 cups of green tea, an amount causing adverse effects such as nausea or heartburn. After consumption, EGCG ...
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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. The A-type proanthocyanidin epigal ...
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List Of Phytochemicals In Food
While there is ample evidence to indicate the health benefits of diets rich in fruits, vegetables, legumes, whole grains and nuts, no specific food has been acknowledged by scientists and government regulatory authorities as providing a health benefit. Current medical research is focused on whether health effects could be due to specific essential nutrients or to phytochemicals which are not defined as essential. The following is a list of phytochemicals present in commonly consumed foods. Terpenoids (isoprenoids) Carotenoids ( tetraterpenoids) ''Carotenes'' orange pigments * α-Carotene – to vitamin A . * β-Carotene – to vitamin A . * γ-Carotene - to vitamin A, * δ-Carotene * ε-carotene * Lycopene . * Neurosporene * Phytofluene . * Phytoene . ''Xanthophylls'' yellow pigments * Canthaxanthin . * β-Cryptoxanthin to vitamin A . * Zeaxanthin . * Astaxanthin . * Lutein . * Rubixanthin . Triterpenoid * Saponins . * Oleanolic acid . * Ursolic acid . * Be ...
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