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 | |
3D model (JSmol)
|
|
| ECHA InfoCard | 100.008.478 |
PubChem CID
|
|
CompTox Dashboard (EPA)
|
|
| |
| 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).
| |
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
- ^ 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
- ^ 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
- ^ 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