Abstract Title:

Mechanism of Action of Sulforaphane as a Superoxide Radical Anion and Hydrogen Peroxide Scavenger by Double Hydrogen Transfer: A Model for Iron Superoxide Dismutase.

Abstract Source:

J Phys Chem B. 2015 May 28. Epub 2015 May 28. PMID: 26020652

Abstract Author(s):

Ajit Kumar Prasad, Phool Chand Mishra

Article Affiliation:

Ajit Kumar Prasad

Abstract:

The mechanism of action of sulforaphane as a scavenger of superoxide radical anion (O2•‾) and hydrogen peroxide (H2O2) has been investigated using density functional theory in both gas phase and aqueous media. Iron-superoxide dismutase (Fe-SOD) involved in scavenging superoxide radical anion from biological media was modeled by a complex consisting of the ferric ion (Fe3+) attached to three histidine rings. Reactions related to scavenging of superoxide radical anion by sulforaphane were studied using density functional theory (DFT) in the presence and absence of Fe-SOD represented by this model in both gas phase and aqueous media. The scavenging action of sulforaphane towards both superoxide radical anion and hydrogen peroxide was found to involve the unusual mechanism of double hydrogen transfer. It was found that sulforaphane alone, without Fe-SOD, cannot scavenge superoxide radical anion in gas phase or aqueous media efficiently as the corresponding reaction barriers are very high. However, in the presence of Fe-SOD represented by the above mentioned model, the scavenging reactions become barrierless and so sulforaphane scavenges superoxide radical anion by converting it to hydrogen peroxide efficiently. Further, sulforaphane has been found to scavenge hydrogen peroxide also very efficiently by converting it into water. Thus the mechanism of action of sulforaphane as an excellent antioxidant has been unravelled.

Study Type : In Vitro Study

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