Purpurogallin

Purpurogallin is a phenol that has been found in D. divisa and a derivative of pyrogallol (Cay-20347) that has diverse biological activities, including antimicrobial, antioxidant, and enzyme inhibitory properties. It is active against the Gram-positive bacteria S. aureus, methicillin-resistant S. aureus (MRSA), S. epidermidis, and B. subtilis (MICs = 11-110 µg/ml), the Gram-negative bacteria S. marcescens, P. vulgaris, K. pneumoniae, E. coli, S. typhi, and E. cloacae (MIC = 110 µg/ml for all), as well as P. falciparum strain FCB1 clone NC-1 (IC50 = 55 µM). Purpurogallin (2, 5, and 10 µM) scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH, Cay-14805) radicals in a cell-free assay and reduces hydrogen peroxide- and radiation-induced production of reactive oxygen species (ROS) in HaCaT keratinocytes. It inhibits the activity of EGFR, glutathione-S-transferase (GST), prolyl endopeptidase, and glyoxalase I (IC50s = 27.5, 8, 16, and 50 µM, respectively), as well as catechol O-methyltransferase (COMT, Ki = 0.074 µM), in cell-free assays.Formal Name: 2,3,4,6-tetrahydroxy-5H-benzocyclohepten-5-one. CAS Number: 569-77-7. Synonyms: NCI 35676, NSC 35676, NSC 646653. Molecular Formula: C11H8O5. Formula Weight: 220.2. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 25 mg/ml, DMSO: 25 mg/ml, Ethanol: 1 mg/ml, PBS (pH 7.2): Partially soluble. lambdamax: 243, 280, 304 nm. SMILES: OC1=C(O)C=C(C=CC=C(O)C2=O)C2=C1O. InChi Code: InChI=1S/C11H8O5/c12-6-3-1-2-5-4-7(13)10(15)11(16)8(5)9(6)14/h1-4,13,15-16H,(H,12,14). InChi Key: WDGFFVCWBZVLCE-UHFFFAOYSA-N. Origin: Synthetic.