Tellimagrandin I
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Tellimagrandin I 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 ...
found in plants, such as ''
Cornus canadensis ''Cornus canadensis'' is a species of flowering plant in the dogwood family Cornaceae, native to eastern Asia and North America. Common names include Canadian dwarf cornel, Canadian bunchberry, quatre-temps, crackerberry, and creeping dogwood. Un ...
'', ''
Eucalyptus globulus ''Eucalyptus globulus'', commonly known as southern blue gum or blue gum, is a species of tall, evergreen tree endemic to southeastern Australia. This ''Eucalyptus'' species has mostly smooth bark, juvenile leaves that are whitish and waxy on ...
'', ''
Melaleuca styphelioides ''Melaleuca styphelioides'', known as the prickly-leaved paperbark or prickly paperbark, is a plant native to eastern Australia. It is a tree with spongy bark, prickly leaves and spikes of creamy-white flowers. Description It is a small to medi ...
'', ''
Rosa rugosa ''Rosa rugosa'' (rugosa rose, beach rose, Japanese rose, Ramanas rose, or letchberry) is a species of rose native to eastern Asia, in northeastern China, Japan, Korea and southeastern Siberia, where it grows on beach coasts, often on sand dunes. ...
'', and
walnut A walnut is the edible seed of a drupe of any tree of the genus ''Juglans'' (family Juglandaceae), particularly the Persian or English walnut, '' Juglans regia''. Although culinarily considered a "nut" and used as such, it is not a true ...
. It is composed of two
galloyl Gallic acid (also known as 3,4,5-trihydroxybenzoic acid) is a trihydroxybenzoic acid with the formula C6 H2( OH)3CO2H. It is classified as a phenolic acid. It is found in gallnuts, sumac, witch hazel, tea leaves, oak bark, and other plants. It ...
and one hexahydroxydiphenyl groups bound to a
glucose Glucose is a simple sugar with the molecular formula . Glucose is overall the most abundant monosaccharide, a subcategory of carbohydrates. Glucose is mainly made by plants and most algae during photosynthesis from water and carbon dioxide, u ...
residue. It differs from
Tellimagrandin II Tellimagrandin II is the first of the ellagitannins formed from 1,2,3,4,6-pentagalloyl-glucose. It can be found in '' Geum japonicum'' and ''Syzygium aromaticum'' (clove).Purification and Characterization of Eugeniin as an Anti-herpesvirus Compound ...
only by a hydroxyl group instead of a third galloyl group. It is also structurally similar to
punigluconin Punigluconin is an ellagitannin, a polyphenol compound. It is found in the bark of ''Punica granatum'' (pomegranate) and in '' Emblica officinalis''. It is a molecule having a hexahydroxydiphenic acid group and two gallic acid Gallic acid (also ...
and
pedunculagin Pedunculagin is an ellagitannin. It is formed from casuarictin via the loss of a gallate group. Natural occurrence Pedunculagin is found in plants in orders in the clade Rosidae. It can be found the pericarp of pomegranates (''Punica granatum ...
, two more ellagitannin monomers. Tellimagrandin I has been shown to restore antioxidant enzyme activity in glucose- and oxalate-challenged rat cells and affects Cu(II)- and Fe(II)-dependent DNA strand breaks. It has hepatoprotective effects on carbon tetrachloride- and d-galactosamine-stressed HepG2 cells and enhances
peroxisomal A peroxisome () is a membrane-bound organelle, a type of microbody, found in the cytoplasm of virtually all eukaryotic cells. Peroxisomes are oxidative organelles. Frequently, molecular oxygen serves as a co-substrate, from which hydrogen per ...
fatty acid beta-oxidation in liver, increasing
mRNA In molecular biology, messenger ribonucleic acid (mRNA) is a single-stranded molecule of RNA that corresponds to the genetic sequence of a gene, and is read by a ribosome in the process of synthesizing a protein. mRNA is created during the ...
expression of PPAR alpha, ACOX1, and CPT1A. It enhances gap junction communication and reduces tumor phenotype in
HeLa cells HeLa (; also Hela or hela) is an immortalized cell line used in scientific research. It is the oldest and most commonly used human cell line. The line is derived from cervical cancer cells taken on February 8, 1951, named after Henrietta L ...
and inhibits invasion of
HSV-1 Herpes simplex virus 1 and 2 (HSV-1 and HSV-2), also known by their taxonomical names ''Human alphaherpesvirus 1'' and '' Human alphaherpesvirus 2'', are two members of the human ''Herpesviridae'' family, a set of viruses that produce viral inf ...
and HCV similar to eugeniin and
casuarictin Casuarictin is an ellagitannin, a type of hydrolysable tannin. It can be found in ''Casuarina'' and ''Stachyurus'' species.Tannins of Casuarina and Stachyurus species. I: Structures of pendunculagin, casuarictin, strictinin, casuarinin, casuariin, ...
.


See also

*
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 ...
*
Pedunculagin Pedunculagin is an ellagitannin. It is formed from casuarictin via the loss of a gallate group. Natural occurrence Pedunculagin is found in plants in orders in the clade Rosidae. It can be found the pericarp of pomegranates (''Punica granatum ...
*
Punigluconin Punigluconin is an ellagitannin, a polyphenol compound. It is found in the bark of ''Punica granatum'' (pomegranate) and in '' Emblica officinalis''. It is a molecule having a hexahydroxydiphenic acid group and two gallic acid Gallic acid (also ...
*
Tellimagrandin II Tellimagrandin II is the first of the ellagitannins formed from 1,2,3,4,6-pentagalloyl-glucose. It can be found in '' Geum japonicum'' and ''Syzygium aromaticum'' (clove).Purification and Characterization of Eugeniin as an Anti-herpesvirus Compound ...


References

Ellagitannins Astringent flavors {{aromatic-stub