TY - JOUR
T1 - Hydroxyl radical induced oxidation of 3-methoxy-4-hydroxy cinnamic acid (ferulic acid)
AU - Pierpont, Mary Ella M.
AU - Breningstall, Galen N.
AU - Stanley, Charles A.
AU - Singh, Amarjit
PY - 2001
Y1 - 2001
N2 - Hydroxyl radical reaction of 3-methoxy-4-hydroxy cinnamic acid (ferulic acid) produced the ·OH-radical adducts. A part of these radical adducts undergo water elimination to finally yield phenoxyl radicals and the process was found to be base catalysed. Phenoxyl radical of ferulic acid was further identified by following its reaction with more specific oxidising radicals, e.g. azide (N3·) and Cl·2- in the pH range from 2.5 to 9. The phenoxyl radicals produced by one-electron oxidation did not possess any pKa in this pH range. The one-electron reduction potential for the formation of the phenoxyl radical was determined after achieving electron transfer equilibrium between the two couples involving the phenoxyl radical/phenol and phenothiazine radical cation/phenothiazine. Scavenging ability of the phenol toward NO·2 radical was evaluated.
AB - Hydroxyl radical reaction of 3-methoxy-4-hydroxy cinnamic acid (ferulic acid) produced the ·OH-radical adducts. A part of these radical adducts undergo water elimination to finally yield phenoxyl radicals and the process was found to be base catalysed. Phenoxyl radical of ferulic acid was further identified by following its reaction with more specific oxidising radicals, e.g. azide (N3·) and Cl·2- in the pH range from 2.5 to 9. The phenoxyl radicals produced by one-electron oxidation did not possess any pKa in this pH range. The one-electron reduction potential for the formation of the phenoxyl radical was determined after achieving electron transfer equilibrium between the two couples involving the phenoxyl radical/phenol and phenothiazine radical cation/phenothiazine. Scavenging ability of the phenol toward NO·2 radical was evaluated.
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U2 - 10.1163/156856701104202165
DO - 10.1163/156856701104202165
M3 - Article
AN - SCOPUS:0034823964
VL - 27
SP - 519
EP - 527
JO - Research on Chemical Intermediates
JF - Research on Chemical Intermediates
SN - 0922-6168
IS - 4-5
ER -