Tellimagrandin I
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Tellimagrandin I is an
ellagitannin image:Castalagin.svg, 130px, Castalagin is a representative ellagitannin, characterized by coupled gallic acid substituents The ellagitannins are a diverse class of hydrolyzable tannins, a type of polyphenol formed primarily from the oxidative link ...
found in plants, such as ''
Cornus canadensis ''Cornus canadensis'' is a species of flowering plant in the dogwood family Cornaceae, native plant, native to eastern Asia and North America. Common names include Canadian dwarf cornel, Canadian bunchberry, quatre-temps, crackerberry, and creepi ...
'', ''
Eucalyptus globulus ''Eucalyptus globulus'', commonly known as southern blue gum or blue gum, is a species of flowering plant in the family Myrtaceae. It is a tall, evergreen tree Endemism, endemic to southeastern Australia. This ''Eucalyptus'' species has most ...
'', '' Melaleuca styphelioides'', ''
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 any tree of the genus '' Juglans'' (family Juglandaceae), particularly the Persian or English walnut, '' Juglans regia''. They are accessory fruit because the outer covering of the fruit is technically an i ...
. 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 plant ...
and one hexahydroxydiphenyl groups bound to a
glucose Glucose is a sugar with the Chemical formula#Molecular formula, molecular formula , which is often abbreviated as Glc. It is overall the most abundant monosaccharide, a subcategory of carbohydrates. It is mainly made by plants and most algae d ...
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 Compou ...
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.(pu-ni-glue-co-nin) It is found in the bark of '' Punica granatum'' (pomegranate) and in ''Emblica officinalis ''Phyllanthus emblica'', also known as emblic, emblic myrobalan, myrobalan, ...
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 Carbon tetrachloride, also known by many other names (such as carbon tet for short and tetrachloromethane, also IUPAC nomenclature of inorganic chemistry, recognised by the IUPAC), is a chemical compound with the chemical formula CCl4. It is a n ...
- 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 perox ...
fatty acid
beta-oxidation In biochemistry and metabolism, beta oxidation (also β-oxidation) is the Catabolism, catabolic process by which fatty acid molecules are broken down in the cytosol in prokaryotes and in the mitochondria in eukaryotes to generate acetyl-CoA. Acetyl ...
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 Protein biosynthesis, synthesizing a protein. mRNA is ...
expression of
PPAR In the field of molecular biology, the peroxisome proliferator–activated receptors (PPARs) are a group of nuclear receptor proteins that function as transcription factors regulating gene expression. PPARs play essential roles in regulating cel ...
alpha, ACOX1, and CPT1A. It enhances
gap junction Gap junctions are membrane channels between adjacent cells that allow the direct exchange of cytoplasmic substances, such small molecules, substrates, and metabolites. Gap junctions were first described as ''close appositions'' alongside tight ...
communication and reduces tumor phenotype in
HeLa cells HeLa () is an immortalized cell line used in scientific research. It is the oldest human cell line and one of the most commonly used. HeLa cells are durable and prolific, allowing for extensive applications in scientific study. The line is ...
and inhibits invasion of HSV-1 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 image:Castalagin.svg, 130px, Castalagin is a representative ellagitannin, characterized by coupled gallic acid substituents The ellagitannins are a diverse class of hydrolyzable tannins, a type of polyphenol formed primarily from the oxidative link ...
*
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.(pu-ni-glue-co-nin) It is found in the bark of '' Punica granatum'' (pomegranate) and in ''Emblica officinalis ''Phyllanthus emblica'', also known as emblic, emblic myrobalan, myrobalan, ...
*
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 Compou ...


References

Ellagitannins Astringent flavors {{aromatic-stub