Purpurogallin


Purpurogallin is an aglycone natural product. It is an orange-red solid that is soluble in polar organic solvents but not in water. Its glycoside, called dryophantin, is found in nutgalls and oak barks. Purpurogallin can be prepared by oxidation of pyrogallol with sodium periodate.

Medicinal aspects

Purpurogallin is bioactive It can inhibit 2-hydroxy and 4-hydroxyestradiol methylation by catechol-O-methyltransferase. It potently and specifically inhibits TLR1/TLR2 activation pathway.

Historical work

Purpurogallin, obtained by oxidation of pyrogallol, attracted attention for dyeing. Arthur George Perkin reported early characterization including the formation of trimethyl ether and the triacetate..