Proanthocyanidins
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Proanthocyanidins
Proanthocyanidins are a class of polyphenols found in many plants, such as cranberry, blueberry, and grape seeds. Chemically, they are oligomeric flavonoids. Many are oligomers of catechin and epicatechin and their gallic acid esters. More complex polyphenols, having the same polymeric building block, form the group of tannins. Proanthocyanidins were discovered in 1947 by Jacques Masquelier, who developed and patented techniques for the extraction of oligomeric proanthocyanidins from pine bark and grape seeds. Often associated with prevention of urinary tract infections (UTIs) by consuming cranberries, grape seeds or red wine, proanthocyanidins have not been conclusively shown as effective for preventing or treating UTIs. Distribution in plants Proanthocyanidins, including the lesser bioactive and bioavailable polymers (four or more catechins), represent a group of condensed flavan-3-ols, such as procyanidins, prodelphinidins and propelargonidins. They can be found in many plant ...
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Procyanidin
Procyanidins are members of the proanthocyanidin (or condensed tannins) class of flavonoids. They are oligomeric compounds, formed from catechin and epicatechin molecules. They yield cyanidin when depolymerized under oxidative conditions. See the box below entitled "Types of procyanidins" for links to articles on the various types. Distribution in plants Procyanidins, including the lesser bioactive / bioavailable polymers (4 or more catechines), represent a group of condensed flavan-3-ols that can be found in many plants, most notably apples, maritime pine bark, cinnamon, aronia fruit, cocoa beans, grape seed, grape skin, and red wines of ''Vitis vinifera'' (the common grape). However, bilberry, cranberry, black currant, green tea, black tea, and other plants also contain these flavonoids.USDA, August 2004USDA Database for the Proanthocyanidin Content of Selected Foods PDF summary accessed from main USDA pag Page accessed July 31, 2015 Procyanidins can also be isolated from ''Q ...
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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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Aronia
''Aronia'' is a genus of deciduous shrubs, the chokeberries, in the family Rosaceae native to eastern North America and most commonly found in wet woods and swamps. The genus Aronia is considered to have 3 species. The most common and widely used is ''Aronia melanocarpa'' (black chokeberry) which emerged from Eastern North America. The lesser known ''Aronia arbutifolia'' (red chokeberry) and the hybrid form of the abovementioned species called ''Aronia prunifolia'' (purple chokeberry) were first cultivated in Central and Eastern North America. In the eighteenth century, the first shrubs of the best-known species ''Aronia melanocarpa'' reached Europe where they were first cultivated in Scandinavia and Russia. Chokeberries are cultivated as ornamental plants and as food products. The sour berries, or aronia berries, can be eaten raw off the bush, but are more frequently processed. They can be used to make wine, jam, syrup, juice, soft spreads, tea, salsa, extracts, beer, ice ...
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Cranberry
Cranberries are a group of evergreen dwarf shrubs or trailing vines in the subgenus ''Oxycoccus'' of the genus ''Vaccinium''. In Britain, cranberry may refer to the native species ''Vaccinium oxycoccos'', while in North America, cranberry may refer to ''Vaccinium macrocarpon''. ''Vaccinium oxycoccos'' is cultivated in central and northern Europe, while ''Vaccinium macrocarpon'' is cultivated throughout the northern United States, Canada and Chile. In some methods of classification, ''Oxycoccus'' is regarded as a genus in its own right. They can be found in acidic bogs throughout the cooler regions of the Northern Hemisphere. Cranberries are low, creeping shrubs or vines up to long and in height; they have slender, wiry stems that are not thickly woody and have small evergreen leaves. The flowers are dark pink, with very distinct ''reflexed'' petals, leaving the style and stamens fully exposed and pointing forward. They are pollinated by bees. The fruit is a berry that i ...
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Epicatechin
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 In chemistry, a hydroxy or hydroxyl group is a functional group with the chemical formula and composed of one oxygen atom covalently bonded to one hydrogen atom. In organic chemistry, alcohols and carboxylic acids contain one or more hydroxy g ... 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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Jacques Masquelier
Jack Arthur Masquelier (1922-2009), sometimes incorrectly called Jacques Masquelier, was a French scientist. In July 1948 he published his doctoral thesis based on his successful isolation and chemical description of the phytonutrient we know today as oligomeric proanthocyanidins or OPCs. That same year he filed a patent for the industrial method of producing the first botanical product based on OPCs. External links * * {{DEFAULTSORT:Masquelier, Jack French biochemists 1922 births 2009 deaths ...
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Polyphenol
Polyphenols () are a large family of naturally occurring organic compounds characterized by multiples of phenol units. They are abundant in plants and structurally diverse. Polyphenols include flavonoids, tannic acid, and ellagitannin, some of which have been used historically as dyes and for tanning garments. Etymology The name derives from the Ancient Greek word (''polus'', meaning "many, much") and the word phenol which refers to a chemical structure formed by attaching to an aromatic benzenoid (phenyl) ring to a hydroxyl (-OH) group as is found in alcohols (hence the ''-ol'' suffix). The term polyphenol has been in use at least since 1894. Definition The term polyphenol is not well-defined, but is generally agreed that they are natural products "having a polyphenol structure (i.e., several hydroxyl groups on aromatic rings)" including four principal classes: "phenolic acids, flavonoids, stilbenes, and lignans". *Flavonoids include flavones, flavonols, flavanols, f ...
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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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Quercus Petraea
''Quercus petraea'', commonly known as the sessile oak, Cornish oak, Irish Oak or durmast oak, is a species of oak tree native to most of Europe and into Anatolia and Iran. The sessile oak is the national tree of Ireland, and an unofficial emblem in Wales and Cornwall. Description The sessile oak is a large deciduous tree up to tall, in the white oak section of the genus (''Quercus'' sect. ''Quercus'') and similar to the pedunculate oak (''Q. robur''), with which it overlaps extensively in range. The leaves are long and broad, evenly lobed with five to six lobes on each side and a petiole. The male flowers are grouped into catkins, produced in the spring. The fruit is an acorn long and broad, which matures in about six months. Comparison with pedunculate oak Significant botanical differences from pedunculate oak (''Q. robur'') include the stalked leaves, and the stalkless (sessile) acorns from which one of its common names is derived. It occurs in upl ...
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Quercus Robur
''Quercus robur'', commonly known as common oak, pedunculate oak, European oak or English oak, is a species of flowering plant in the beech and oak family, Fagaceae. It is a large tree, native plant, native to most of Europe west of the Caucasus. It is widely cultivated in temperate regions elsewhere and has escaped into the wild in scattered parts of China and North America. Description ''Quercus robur'' is a large deciduous tree, with circumference of grand oaks from to an exceptional . The Majesty Oak with a circumference of is the thickest tree in Great Britain. The Brureika (Bridal Oak) in Norway with a circumference of (2018) and the Kaive Oak in Latvia with a circumference of are among the thickest trees in Northern Europe. The largest historical oak was known as the Imperial Oak from Bosnia and Herzegovina. This specimen was recorded at 17.5 m in circumference at breast height and estimated at over 150 m³ in total volume. It collapsed in 1998. The species has l ...
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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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Oak (wine)
Oak is used in winemaking to vary the color, flavor, tannin profile and texture of wine. It can be introduced in the form of a barrel during the fermentation or aging periods, or as free-floating chips or staves added to wine fermented in a vessel like stainless steel. Oak barrels can impart other qualities to wine through evaporation and low level exposure to oxygen.J. Robinson ''Jancis Robinson's Wine Course'' Third Edition pg 91-93 Abbeville Press 2003 History In early wine history, the amphora was the vessel of choice for the storage and transportation of wine. Due to the perishable nature of wood material it is difficult to trace the usage of barrels in history. The Greek historian Herodotus noted that ancient Mesopotamians used barrels made of palm wood to transport wine along the Euphrates. Palm is a difficult material to bend and fashion into barrels, however, and wine merchants in different regions experimented with different wood styles to find a better wood source. ...
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