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Punicafolin

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Punicafolin
Chemical structure of punicafolin
Chemical structure of punicafolin
Names
Other names 1,2,4-tri-O-galloyl-3,6-(R)-hexahydroxydiphenoyl-β-D-glucose
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
PubChem CID
CompTox Dashboard (EPA)
SMILES
  • Oc4c(O)cc(cc4O)C(=O)OC6C(OC(=O)c(cc1O)c-5c(O)c1O)C(OC(=O)c(cc7O)cc(O)c7O)C(OC(=O)c(cc3O)cc(O)c3O)OC6COC(=O)c(cc(O)c2O)c-5c2O
Properties
Chemical formula C41H30O26
Molar mass 938.63 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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 hydroxyl groups in the glucose molecule.

Punicafolin has been shown to have tumor suppressive effects in dogs.

References

  1. Tanaka, T.; Nonaka, G. I.; Nishioka, I. (1985). "Punicafolin, an ellagitannin from the leaves of Punica granatum". Phytochemistry. 24 (9): 2075–2078. doi:10.1016/S0031-9422(00)83125-8.
  2. Zhang, Y. J.; Abe, T.; Tanaka, T.; Yang, C. R.; Kouno, I. (2001). "Phyllanemblinins A-F, new ellagitannins from Phyllanthus emblica". Journal of Natural Products. 64 (12): 1527–1532. doi:10.1021/np010370g. PMID 11754604.
  3. Tanimura S et al (2005) Suppression of tumor cell invasiveness by hydrolyzable tannins (plant polyphenols) via the inhibition of matrix metalloproteinase-2/-9 activity. Biochem Biophys Res Commun 330(4):1306-1313
Types of pomegranate ellagitannins
Aglycones
Sugars
Examples


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