Aromatic hydroxylation as a potential measure of hydroxyl-radical formation in vivo. Identification of hydroxylated derivatives of salicylate in human body fluids.
Attack by .OH radicals, generated by a Fenton system, upon salicylate produces 2,3-dihydroxybenzoate and 2,5-dihydroxybenzoate as major products and catechol as a minor product. H.p.l.c. separation combined with electrochemical detection was used to identify and quantify 2,3-dihydroxybenzoate and 2,5-dihydroxybenzoate in human plasma and synovial fluid. We propose that conversion of salicylate into 2,3-dihydroxybenzoate, or of other aromatic compounds into specific hydroxylated products, may be a useful assay for .OH formation in the human body.
D000328:Adult; D002851:Chromatography, High Pressure Liquid; D004563:Electrochemistry; D005609:Free Radicals; D005841:Gentisates; D006626:Hippurates / Q000378:metabolism; D006801:Humans; D006878:Hydroxides; D062385:Hydroxybenzoates / Q000378:metabolism; D017665:Hydroxyl Radical; D006900:Hydroxylation; D008297:Male; D012459:Salicylates / Q000097:blood / Q000378:metabolism*; D020156:Salicylic Acid; D013582:Synovial Fluid / Q000378:metabolism*
D005609:Free Radicals; D005841:Gentisates; D006626:Hippurates; D006878:Hydroxides; D062385:Hydroxybenzoates; D012459:Salicylates; D017665:Hydroxyl Radical; C000693:salicylurate; C009135:2,3-dihydroxybenzoic acid; D020156:Salicylic Acid; C010925:2,5-dihydroxybenzoic acid