Purpurogallin

Purpurogallin
Chemical structure of purpurogallin
Names
IUPAC name
2,3,4,5-tetrahydroxybenzo[7]annulen-6-one
Other names
Purpurogalline
2,3,4,6-Tetrahydroxybenzocyclohepten-5-one
PPG
Identifiers
569-77-7 YesY
3D model (Jmol) Interactive image
ECHA InfoCard 100.008.478
PubChem 5281571
Properties
C11H8O5
Molar mass 220.17 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

Purpurogallin is a red, crystalline compound, and the aglycon of several glycosides from nutgalls and oak barks.[1] It can inhibit hydroxyestradiol methylation by catechol-O-methyltransferase.[2] It potently and specifically inhibits TLR1/TLR2 activation pathway.[3]

References

  1. Molecular structure and antioxidant specificity of purpurogallin in three types of human cardiovascular cells. Tai-Wing Wu, Ling-Hua Zeng, Jun Wu, Kwok-Pui Fung, Richard D. Weisel, Andrew Hempel and Norman Camerman, Biochemical Pharmacology, Volume 52, Issue 7, 11 October 1996, Pages 1073-1080, doi:10.1016/0006-2952(96)00447-9
  2. Benzotropolone inhibitors of estradiol methylation: kinetics and in silico modeling studies. Joshua D. Lambert, Dapeng Chena, Ching Y. Wang, Ni Ai, Shengmin Sang, Chi-Tang Ho, William J. Welsh and Chung S. Yang, Bioorganic & Medicinal Chemistry, Volume 13, Issue 7, 1 April 2005, Pages 2501-2507, doi:10.1016/j.bmc.2005.01.037
  3. Discovery of Small-Molecule Inhibitors of the TLR1/TLR2 Complex. K. Cheng, X. Wang, S. Zhang, H. Yin, Angew. Chem. Int. Ed. Early View, doi:10.1002/anie.201204910


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