Tellimagrandin I is an ellagitannin found in plants, such as Cornus canadensis, Eucalyptus globulus, Melaleuca styphelioides, Rosa rugosa, and walnut. It is composed of two galloyl and one hexahydroxydiphenyl groups bound to a glucose residue. It differs from Tellimagrandin II only by a hydroxyl group instead of a third galloyl group. It is also structurally similar to punigluconin and pedunculagin, two more ellagitannin monomers.
Names | |
---|---|
Systematic IUPAC name (11aR,13Ξ,14R,15S,15aR)-2,3,4,5,6,7,13-Heptahydroxy-9,17-dioxo-9,11,11a,13,14,15,15a,17-octahydrodibenzo[g,i]pyrano[3,2-b][1,5]dioxacycloundecine-14,15-diyl bis(3,4,5-trihydroxybenzoate) | |
Other names 1-desgalloyleugeniin | |
Identifiers | |
3D model (JSmol) | |
ChEBI | |
ChEMBL | |
ChemSpider | |
KEGG | |
PubChem CID | |
CompTox Dashboard (EPA) | |
| |
| |
Properties | |
C34H26O22 | |
Molar mass | 786.56 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Tellimagrandin I has been shown to restore antioxidant enzyme activity in glucose- and oxalate-challenged rat cells[1] and affects Cu(II)- and Fe(II)-dependent DNA strand breaks.[2][3] It has hepatoprotective effects on carbon tetrachloride- and d-galactosamine-stressed HepG2 cells[4][5] and enhances peroxisomal fatty acid beta-oxidation in liver, increasing mRNA expression of PPAR alpha, ACOX1, and CPT1A.[6] It enhances gap junction communication and reduces tumor phenotype in HeLa cells[7] and inhibits invasion of HSV-1[8] and HCV similar to eugeniin and casuarictin.[9]