Essential oil phenyl propanoids. Useful as .OH scavengers?
In order to search for radical scavengers which could be used as raw materials for cosmetics, phenyl propanoids (eugenol, isoeugenol, dehydrodieugenol, dehydrodieugenol B and coniferyl aldehyde) were examined for their hydroxyl radical (.OH) scavenging ability. A Fenton system was used to produce .OH. In order to see scavenging by these phenyl propanoids, competition reactions between a spin trap, 5,5-dimethyl-1-pyrroline-N-oxide (DMPO), and these phenyl propanoids for .OH were studied. The relative yield of the spin adduct of .OH (DMPO-OH) was measured by electron spin resonance spectroscopy. The approximate rate constants of the reactions between these phenyl propanoids and .OH estimated by measuring the reduced height of the ESR signals of DMPO-OH were found to be at least in the order of 10(9) M-1 s-1 (diffusion-controlled). Also, using the TBA tests, the reactions between .OH and several compounds reactive with .OH were investigated in the presence of the phenyl propanoids and it was found that the phenyl propanoids compete with such reactive compounds for .OH. These results indicate that these phenyl propanoids can be used as antioxidants for skin damage perhaps caused by .OH generated by UV-light.
Taira
J
J
Cosmetics Laboratory, Kanebo Ltd., Kanagawa, Japan.
Ikemoto
T
T
Yoneya
T
T
Hagi
A
A
Murakami
A
A
Makino
K
K
D000818:Animals; D004578:Electron Spin Resonance Spectroscopy; D005054:Eugenol / Q000031:analogs & derivatives* / Q000494:pharmacology; D016166:Free Radical Scavengers; D006878:Hydroxides / Q000737:chemistry*; D017665:Hydroxyl Radical; D066298:In Vitro Techniques; D015227:Lipid Peroxidation; D008297:Male; D008862:Microsomes, Liver / Q000378:metabolism; D009822:Oils, Volatile / Q000494:pharmacology*; D051381:Rats; D013113:Spin Labels
D016166:Free Radical Scavengers; D006878:Hydroxides; D009822:Oils, Volatile; D013113:Spin Labels; D017665:Hydroxyl Radical; D005054:Eugenol