Computational study of the hydrogen peroxide scavenging mechanism of allyl methyl disulide, an antioxidant compound from garlic

ESTEBAN GABRIEL VEGA HISSI; ANDRADA, MATÍAS F.; DÍAZ, MARIO G.; GARRO MARTINEZ, JUAN C.

MOLECULAR DIVERSITY

SPRINGER

Lugar: Berlin; Año: 2019

1381-1991

Although many sulfur containing garlic compounds present antioxidant activity, little is known about molecular mechanismsthrough which these compounds react with reactive oxygen species. In this work, the reactivity and the hydrogen peroxidescavenger reaction mechanisms (including thermodynamics and kinetics aspects) of allyl methyl disulide in aqueous phaseare studied employing density functional theory computational methods. Three reactive sites susceptible for electrophilicattack are found over sulfur atoms and the double bond allyl moiety. For each detected site, one redox reaction is proposedand analyzed. All reactions are thermodynamically feasible, whereas attack over the methyl bound sulfur atom is kineticallyfavored.