Interaction between hydroquinone and ascorbic acid derivatives: quenching effect of organic solvents.
The interaction between hydroquinone (HQ) and ascorbic acid analogs was investigated. Semiquinone radicals (SQ.) generated by HQ were comparably scavenged by ascorbic acid, sodium ascorbate and ascorbate 6-palmitate, but much less efficiently by ascorbate 2,6-dipalmitate. Organic solvents, such as dimethysulfoxide (DMSO) or ethanol, which are utilized for solubilization of water-insoluble analogs, ascorbate 6-palmitate and ascorbate 2,6-dipalmitate, also scavenged SQ.. DMSO scavenged the SQ. more efficiently than ethanol. This suggests the importance of considering such a quenching effect of organic solvent in the study of the interaction between HQ and antioxidants. The involvement of the ascorbate radical for cytotoxicity induction is discussed.
Satoh
K
K
Analysis Center, School of Pharmaceutical Sciences, Showa University, Tokyo, Japan.
Sakagami
H
H
Terasaka
H
H
Ida
Y
Y
Fujisawa
S
S
D001205:Ascorbic Acid / Q000031:analogs & derivatives* / Q000737:chemistry*; D016227:Benzoquinones / Q000737:chemistry; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D004347:Drug Interactions; D004578:Electron Spin Resonance Spectroscopy / Q000379:methods; D000431:Ethanol / Q000737:chemistry; D005609:Free Radicals / Q000737:chemistry; D006863:Hydrogen-Ion Concentration; D006873:Hydroquinones / Q000737:chemistry*; D012997:Solvents
D016227:Benzoquinones; D005609:Free Radicals; D006873:Hydroquinones; D012997:Solvents; C025232:semiquinone radicals; D000431:Ethanol; D001205:Ascorbic Acid; C031226:6-O-palmitoylascorbic acid; C031927:hydroquinone; D004121:Dimethyl Sulfoxide