Grandinin
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Grandinin is an
ellagitannin The ellagitannins are a diverse class of hydrolyzable tannins, a type of polyphenol formed primarily from the oxidative linkage of galloyl groups in 1,2,3,4,6-pentagalloyl glucose. Ellagitannins differ from gallotannins, in that their galloyl ...
. It can be found in ''
Melaleuca quinquenervia ''Melaleuca quinquenervia'', commonly known as the broad-leaved paperbark, paper bark tea tree, punk tree or niaouli, is a small- to medium-sized tree of the myrtle family, Myrtaceae. It grows as a spreading tree up to tall, with its trunk co ...
'' leavesPolyphenols of Melaleuca quinquenervia leaves - pharmacological studies of grandinin. Moharram F. A., Marzouk M. S., El-Toumy S. A. A., Ahmed A. A. E. and Aboutabl E. A., Phytotherapy Research, Volume 17 Issue 7, Pages 767-773, and in oaks species like the North American white oak (''
Quercus alba An oak is a tree or shrub in the genus ''Quercus'' (; Latin "oak tree") of the beech family, Fagaceae. There are approximately 500 extant species of oaks. The common name "oak" also appears in the names of species in related genera, notably ...
'') and European red oak (''
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 to most of Europe west of the Caucasus. It is widel ...
''). It shows antioxydant activity. It is an astringent compound. It is also found in wine,
red Red is the color at the long wavelength end of the visible spectrum of light, next to orange and opposite violet. It has a dominant wavelength of approximately 625–740 nanometres. It is a primary color in the RGB color model and a secondar ...
or
white White is the lightest color and is achromatic (having no hue). It is the color of objects such as snow, chalk, and milk, and is the opposite of black. White objects fully reflect and scatter all the visible wavelengths of light. White o ...
, aged in oak barrels. It is a
castalagin Castalagin is an ellagitannin, a type of hydrolyzable tannin, found in oak and chestnut wood and in the stem barks of '' Anogeissus leiocarpus'' and ''Terminalia avicennoides''. Castalagin is the diastereomer of vescalagin in C-1 of the glycosidi ...
glycoside, by binding of the pentose
lyxose Lyxose is an aldopentose — a monosaccharide containing five carbon atoms, and including an aldehyde functional group. It has chemical formula . It is a C'-2 carbon epimer of the sugar xylose. The name "lyxose" comes from reversing the prefix "xyl ...
. It contains a nonahydroxytriphenic acid moiety. It suppresses the phosphorylation of the
epidermal growth factor receptor The epidermal growth factor receptor (EGFR; ErbB-1; HER1 in humans) is a transmembrane protein that is a receptor for members of the epidermal growth factor family (EGF family) of extracellular protein ligands. The epidermal growth factor rece ...
in human
colon carcinoma Colorectal cancer (CRC), also known as bowel cancer, colon cancer, or rectal cancer, is the development of cancer from the colon or rectum (parts of the large intestine). Signs and symptoms may include blood in the stool, a change in bowel m ...
cells.


See also

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Phenolic compounds in wine The phenolic content in wine refers to the phenolic compounds—natural phenol and polyphenols—in wine, which include a large group of several hundred chemical compounds that affect the taste, color and mouthfeel of wine. These compounds include ...


References

Ellagitannins Astringent flavors Receptor tyrosine kinase inhibitors {{Aromatic-stub