Issue 43, 2013

Piceatannol, a better peroxyl radical scavenger than resveratrol

Abstract

The peroxyl radical scavenging activity of piceatannol has been studied in aqueous and lipid solutions, using the density functional theory, and compared to that of its structural analogue resveratrol. The following mechanisms of reaction have been considered: hydrogen transfer (HT), single electron transfer (SET) and radical adduct formation (RAF). Piceatannol was found to be a better peroxyl scavenger than resveratrol, regardless of the polarity of the environment. In aqueous solution, at physiological pH, its higher activity is directly related to its acidity. The further reactions of the phenoxyl radical products (yielded by the reactions of ˙OOH with piceatannol and resveratrol) with the superoxide radical anion have also been investigated. It was found that in the aqueous phase, at physiological pH, resveratrol and piceatannol can be efficiently regenerated after scavenging two free radicals (˙OOH and ˙O2). This suggests that these compounds have the ability of scavenging more than 2 radical equivalents, under such conditions.

Graphical abstract: Piceatannol, a better peroxyl radical scavenger than resveratrol

Supplementary files

Article information

Article type
Paper
Submitted
26 Jun 2013
Accepted
16 Aug 2013
First published
19 Aug 2013

RSC Adv., 2013,3, 20209-20218

Piceatannol, a better peroxyl radical scavenger than resveratrol

M. Cordova-Gomez, A. Galano and J. R. Alvarez-Idaboy, RSC Adv., 2013, 3, 20209 DOI: 10.1039/C3RA42923G

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements