[Substituted methoxyphenol with antioxidative activity: correlation between physicochemical and biological results].
Guaiacol moiety has been found in antiinflammatory compounds present in traditional african or chinese medicine. As the activity of these products could be due to reactions with the reactive oxygen species (ROS) or enzymes involved in the inflammatory reaction, a comparative study has been done between biological and physico-chemical investigations. Antioxidant properties of six guaiacol derivatives were measured in vitro by the inhibition of cyclooxygenase activities in human platelets and of the release of ROS by human polymorphonuclear leucocytes (PMNs). PMNs were stimulated by the bacterial peptide N-fMetLeuPhe (FMLP) and the protein kinase C activator phorbol myristate acetate (PMA) using luminol as chemiluminescent probe. Electron Spin Resonance (ESR) and the technique of spin-trapping with 5,5-dimethyl-pyrroline-N-oxide (DMPO) have been used to quantify hydroxyl and superoxide scavenging activities. Hydroxyl radicals were generated by the Fenton's reaction (Fe2+/H2O2) and the superoxide anion by the acetaldehyde/xanthine oxydase system (AC/XOD). The PMNs tests revealed that curcumin and methyl ferulate appeared as the most active compounds. Platelet cycloxygenase activity was inhibited by curcumin and cyclovalone. ESR studies showed a better ROS scavenging activity for vanillin, methyl ferulate and curcumin. Whatever test we used, curcumin and methylferulate appeared as the most interesting antioxidative compounds.
Souchard
J P
JP
Physico-Chimie et Radiobiologie, Université Paul Sabatier, Toulouse.
Limasset
B
B
Michel
F
F
Crastes de Paulet
A
A
Labidalle
S
S
Nepveu
F
F
D000975:Antioxidants / Q000494:pharmacology*; D001792:Blood Platelets / Q000201:enzymology; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D016861:Cyclooxygenase Inhibitors / Q000494:pharmacology; D004578:Electron Spin Resonance Spectroscopy; D006139:Guaiacol / Q000031:analogs & derivatives* / Q000494:pharmacology*; D006801:Humans; D066298:In Vitro Techniques; D008163:Luminescent Measurements; D009504:Neutrophils / Q000737:chemistry; D009569:Nitric Oxide / Q000097:blood
D000975:Antioxidants; D016861:Cyclooxygenase Inhibitors; D009569:Nitric Oxide; D006139:Guaiacol
Méthoxyphénols substitués à activité antioxydante: corrélation entre les résultats physico-chimiques et biologiques.