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Revision as of 20:26, 29 March 2011

Tellimagrandin II
Chemical structure of tellimagrandin II
Names
Other names Tellimagrandin II
Eugeniin
Identifiers
CAS Number
3D model (JSmol)
PubChem CID
SMILES
  • C1C2C(C(C(C(O2)OC(=O)C3=CC(=C(C(=C3)O)O)O)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C(=C5)O)O)O)OC(=O)C6=CC(=C(C(=C6C7=C(C(=C(C=C7C(=O)O1)O)O)O)O)O)O
Properties
Chemical formula C41H30O26
Molar mass 938.66 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Tellimagrandin II is the first of the ellagitannins formed from pentagalloyl glucose. It can be found in Geum japonicum and Syzygium aromaticum (clove). The compound shows anti-herpesvirus properties.

It is laccase-catalyzed dimerized to cornusiin E in Tellima grandiflora. Casuarictin can be formed from it via oxidative dehydrogenation of 2 other galloyl groups in Casuarina and Stachyurus species.

References

  1. 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. 2 728-735
  2. Ellagitannin biosynthesis: laccase-catalyzed dimerization of tellimagrandin II to cornusiin E in Tellima grandiflora. Phytochemistry. 2003 Dec;64(7):1197-201
  3. Tannins of Casuarina and Stachyurus species. I: Structures of pendunculagin, casuarictin, strictinin, casuarinin, casuariin, and stachyurin. Okuda T., Yoshida T., Ashida M. and Yazaki K., Journal of the Chemical Society, 1983, no8, pp. 1765-1772
Types of hydrolysable tannins
Carbohydrates
Phenolicgallic acid | Ellagic acid | Vanillic acid
Types
unclassified
Other

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