Tellimagrandin II
Chemical compound
From Wikipedia, the free encyclopedia
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).[1]
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| Names | |
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| Systematic IUPAC name
(11aR,13S,14R,15S,15aR)-2,3,4,5,6,7-Hexahydroxy-9,17-dioxo-9,11,11a,13,14,15,15a,17-octahydrodibenzo[g,i]pyrano[3,2-b][1,5]dioxacycloundecine-13,14,15-triyl tris(2,3,4-trihydroxybenzoate) | |
| Other names
Tellimagrandin II Eugeniin | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
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| KEGG | |
PubChem CID |
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| Properties | |
| C41H30O26 | |
| Molar mass | 938.66 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Tellimagrandin II is an isomer of punicafolin or nupharin A, but the hexahydroxydiphenoyl group is not attached to the same hydroxyl groups in the glucose molecule.
The compound shows anti-herpesvirus properties.[1]
Metabolism
It is formed by oxidation of pentagalloyl glucose in Tellima grandiflora by the enzyme pentagalloylglucose: O(2) oxidoreductase, a laccase-type phenol oxidase.[2]
It is further oxidized to casuarictin, a molecule formed via oxidative dehydrogenation of 2 other galloyl groups in Casuarina and Stachyurus species.[3]
Dimerization
It is laccase-catalyzed dimerized to cornusiin E in Tellima grandiflora.[4][5]
Uses
It has an extremely weak basic (essentially neutral) compound. The compound shows anti-herpesvirus properties.
