Chalcogen effects on the primary antioxidant activity of chrysin and quercetin
Por:
Castaneda-Arriaga, Romina, Marino, Tiziana, Russo, Nino, Raul Alvarez-Idaboy, J., Galano, Annia
Publicada:
7 jun 2020
Resumen:
The effect of chalcogens on the scavenging power of chrysin and
quercetin antioxidants against peroxyl radicals has been investigated in
lipid and aqueous solutions, using the density functional theory.
Different mechanisms and reaction sites were considered as well as
different acid-base species in aqueous solutions. It was found that the
polarity of the environment plays an important role in their reactivity
towards peroxyl radicals, which is predicted to be significantly higher
in aqueous solution than in the lipid medium. The effect of replacing
oxygen for sulfur or selenium was found to be more significant for
chrysin than for quercetin, mainly because chrysin is a poor
hydroperoxyl radical scavenger, while quercetin is very efficient for
this purpose. In the case of chrysin, the selenium derivative is
predicted to be a very potent peroxyl scavenger, both in aqueous and
lipid media. The three members of the quercetin family, on the other
hand, are exceptionally good for scavenging HOO & x2d9; in aqueous
solution, at physiological pH, with rate constants being within the
diffusion-limited regime. In the lipid medium, the sulfur derivative
(SQ) is predicted to be the most efficient one, with rate constants in
the order of 10(4) M-1 s(-1). Regarding the influence of pH, for chrysin
and its derivatives, the higher the pH the faster the reaction with HOO
& x2d9;, while quercetin and its analogs are predicted to exhibit their
maximum peroxyl radical scavenging activity at pH values from 7 to 10.
Filiaciones:
Castaneda-Arriaga, Romina:
Univ Autonoma Metropolitana Iztapalapa, Dept Quim, San Rafael Atlixco 184, Mexico City 09340, DF, Mexico
Marino, Tiziana:
Univ Calabria, Dipartimento Chim & Tecnol Chim, I-87036 Arcavacata Di Rende, Italy
Russo, Nino:
Univ Calabria, Dipartimento Chim & Tecnol Chim, I-87036 Arcavacata Di Rende, Italy
Raul Alvarez-Idaboy, J.:
Univ Nacl Autonoma Mexico, Fac Quim, Dept Fis & Quim Teor, Mexico City 04510, DF, Mexico
Galano, Annia:
Univ Autonoma Metropolitana Iztapalapa, Dept Quim, San Rafael Atlixco 184, Mexico City 09340, DF, Mexico
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