Tellimagrandin II
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Tellimagrandin II is the first of the
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 ...
s 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 from Geum japonicum and Syzygium aromaticum. Masahiko Kurokawa, Toyoharu Hozumi, Purusotam Basnet, Michio Nakano, Shigetoshi Kadota, Tuneo Namba, Takashi Kawana and Kimiyasu Shiraki, JPET, February 1, 1998 vol. 284 no. 2, pages 728-735
article
Tellimagrandin II is an isomer of
punicafolin Punicafolin is an ellagitannin from the leaves of '' Punica granatum'' (pomegranate) and in '' Phyllanthus emblica''. Punicafolin is an isomer of tellimagrandin II and nupharin A, but the hexahydroxydiphenoyl group is not attached to the same h ...
or nupharin A, but the
hexahydroxydiphenoyl Hexahydroxydiphenic acid is an organic compound with the formula HO)3C6HCO2Hsub>2. It is the oxidatively coupled derivative of gallic acid It is a white solid, although samples are typically brown owing to oxidation. Occurrence left, 142px, ...
group is not attached to the same hydroxyl groups in the glucose molecule. The compound shows anti- herpesvirus properties.


Metabolism

It is formed by oxidation of pentagalloyl glucose in '' Tellima grandiflora'' by the enzyme pentagalloylglucose: O(2) oxidoreductase, a laccase-type phenol oxidase. It is further oxidized to casuarictin, a molecule formed via oxidative dehydrogenation of 2 other
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 ...
groups in ''
Casuarina ''Casuarina'', also known as she-oak, Australian pine and native pine, is a genus of flowering plants in the family Casuarinaceae, and is native to Australia, the Indian subcontinent, Southeast Asia, islands of the western Pacific Ocean, and e ...
'' and '' Stachyurus'' species.


Dimerization

It is laccase-catalyzed dimerized to cornusiin E in '' Tellima grandiflora''.Biosynthesis of the dimeric ellagitannin, cornusiin E, in Tellima grandiflora. Dedicated to the memory of Professor Jeffrey B. Harborne, Ruth Niemetz, Gerhard Schilling and Georg G Gross, Phytochemistry, Volume 64, Issue 1, September 2003, Pages 109–114,


Uses

It has an extremely weak basic(essentially neutral) compound. The compound shows anti-herpesvirus properties.


References

Ellagitannins Polyphenols {{aromatic-stub