Punicafolin

Punicafolin

Names
Other names 1,2,4-tri-O-galloyl-3,6-(R)-hexahydroxydiphenoyl-β-D-glucose
Identifiers
CAS Number	88847-11-4[1]
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL507308
PubChem CID	5320800
CompTox Dashboard (EPA)	DTXSID101030158
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 [77 °F], 100 kPa). Infobox references

Punicafolin is an ellagitannin from the leaves of Punica granatum (pomegranate)[1] and in Phyllanthus emblica.[2]

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.[3]

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