Chemistry:Corilagin

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Corilagin
Chemical structure of corilagin
Names
IUPAC name
[3,5-dihydroxy-2-(3,4,5-trihydroxybenzoyl)oxy-6-[(3,4,5-trihydroxybenzoyl)oxymethyl]oxan-4-yl] 3,4,5-trihydroxybenzoate
Other names
beta-1-O-galloyl-3,6-(R)-hexahydroxydiphenoyl-d-glucose
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
Properties
C27H22O18
Molar mass 634.45 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Corilagin is an ellagitannin. Corilagin was first isolated in 1951 from Dividivi extract and from Caesalpinia coriaria,[1][2] hence the name of the molecule. It can also be found in Alchornea glandulosa and in the leaves of Punica granatum (pomegranate).[3]

It is a weak carbonic anhydrase inhibitor.[4]

Ellagic acid and corilagin inhibit TGF-β1–dependent EMT and has been shown to attenuate fibrogenesis in a mouse model.[5] Fibrosis is also indicated in many health conditions, including skin aging and MRSA susceptibility.[6]

References

  1. "Corilagin, ein weiterer kristallisierter Gerbstoff aus Dividivi. X. Mitteilung über natürliche Gerbstoffe". Justus Liebigs Annalen der Chemie 571 (3): 232–237. 1951. doi:10.1002/jlac.19515710305. 
  2. "Die Umwandlung von Chebulagsäure in Corilagin XIV. Mitteilung über natürliche Gerbstoffe". Justus Liebigs Annalen der Chemie 578: 25–30. 1952. doi:10.1002/jlac.19525780105. 
  3. "Punicafolin, an ellagitannin from the leaves of Punica granatum". Phytochemistry 24 (9): 2075–2078. 1985. doi:10.1016/S0031-9422(00)83125-8. 
  4. "Carbonic anhydrase inhibitors from the pericarps of Punica granatum L". Biological & Pharmaceutical Bulletin 16 (8): 787–90. August 1993. doi:10.1248/bpb.16.787. PMID 8220326. 
  5. "Fibroblast-specific inhibition of TGF-β1 signaling attenuates lung and tumor fibrosis". The Journal of Clinical Investigation 127 (10): 3675–3688. October 2017. doi:10.1172/JCI94624. PMID 28872461. 
  6. "Researchers identify how skin ages, loses fat and immunity". https://medicalxpress.com/news/2018-12-skin-ages-fat-immunity.html.