Punicalagin

Punicalagin
Names
	Other names 2,3-(S)-hexahydroxydiphenoyl-4,6-(S,S)-gallagyl-D-glucose; α-punicalagin; β-punicalagin
Identifiers
CAS Number	65995-63-3 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL506814 ;
KEGG	C22601;
PubChem CID	16129869;
CompTox Dashboard (EPA)	DTXSID40894768 ;
	SMILES C1C(C(OC(=O)C2=CC(=C(C(=C2C3=C(C(=C4C5=C3C(=O)OC6=C(C(=C(C7=C(C(=C(C=C7C(=O)O1)O)O)O)C(=C56)C(=O)O4)O)O)O)O)O)O)O)C8C(OC(=O)C9=CC(=C(C(=C9C1=C(C(=C(C=C1C(=O)O8)O)O)O)O)O)O)C=O)O;
Properties
Chemical formula	C48H28O30
Molar mass	1084.71 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Punicalagin (Pyuni-cala-jen) is an ellagitannin, a type of phenolic compound. It is found as alpha and beta isomers in pomegranates (Punica granatum), Terminalia catappa, Terminalia myriocarpa,^[1] and in Combretum molle, the velvet bushwillow, a plant species found in South Africa.^[2] These three genera are all Myrtales and the last two are both Combretaceae.

Research

Punicalagins are water-soluble and hydrolyze into smaller phenolic compounds, such as ellagic acid.

There were no toxic effects in rats on a 6% diet of punicalagins for 37 days.^[3] In laboratory research, punicalagins had carbonic anhydrase inhibitor activity.^[4]

References

^ Marzouk, M. S. A.; El-Toumy, S. A. A.; Moharram, F. A.; Shalaby, N. M.; Ahmed, A. A. (2002). "Pharmacologically Active Ellagitannins from Terminalia myriocarpa". Planta Medica. 68 (6): 523–527. doi:10.1055/s-2002-32549. PMID 12094296.
^ Asres, K.; Bucar, F.; Knauder, E.; Yardley, V.; Kendrick, H.; Croft, S. L. (2001). "In vitro antiprotozoal activity of extract and compounds from the stem bark of Combretum molle". Phytotherapy Research. 15 (7): 613–617. doi:10.1002/ptr.897. PMID 11746844. S2CID 24511496.
^ Cerdá, B; Cerón, J. J; Tomás-Barberán, F. A; Espín, J. C (2003). "Repeated oral administration of high doses of the pomegranate ellagitannin punicalagin to rats for 37 days is not toxic". Journal of Agricultural and Food Chemistry. 51 (11): 3493–501. doi:10.1021/jf020842c. PMID 12744688.
^ Satomi, H.; Umemura, K.; Ueno, A.; Hatano, T.; Okuda, T.; Noro, T. (1993). "Carbonic anhydrase inhibitors from the pericarps of Punica granatum L". Biological & Pharmaceutical Bulletin. 16 (8): 787–790. doi:10.1248/bpb.16.787. PMID 8220326.

[1] Marzouk, M. S. A.; El-Toumy, S. A. A.; Moharram, F. A.; Shalaby, N. M.; Ahmed, A. A. (2002). "Pharmacologically Active Ellagitannins from Terminalia myriocarpa". Planta Medica. 68 (6): 523–527. doi:10.1055/s-2002-32549. PMID 12094296.

[Asres2-2] Asres, K.; Bucar, F.; Knauder, E.; Yardley, V.; Kendrick, H.; Croft, S. L. (2001). "In vitro antiprotozoal activity of extract and compounds from the stem bark of Combretum molle". Phytotherapy Research. 15 (7): 613–617. doi:10.1002/ptr.897. PMID 11746844. S2CID 24511496.

[3] Cerdá, B; Cerón, J. J; Tomás-Barberán, F. A; Espín, J. C (2003). "Repeated oral administration of high doses of the pomegranate ellagitannin punicalagin to rats for 37 days is not toxic". Journal of Agricultural and Food Chemistry. 51 (11): 3493–501. doi:10.1021/jf020842c. PMID 12744688.

[Satomi-4] Satomi, H.; Umemura, K.; Ueno, A.; Hatano, T.; Okuda, T.; Noro, T. (1993). "Carbonic anhydrase inhibitors from the pericarps of Punica granatum L". Biological & Pharmaceutical Bulletin. 16 (8): 787–790. doi:10.1248/bpb.16.787. PMID 8220326.

[1]

[2]

[3]

[4]

Punicalagin

Research

See also

References