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Anti-oxidant activity of 6-gingerol as a hydroxyl radical scavenger by hydrogen atom transfer, radical addition and electron transfer mechanisms

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Abstract

Mechanisms of anti-oxidant action of 6-gingerol as a hydroxyl radical scavenger have been investigated using the transition state theory within the framework of density functional theory. Hydrogen abstraction by a hydroxyl radical from the different sites of 6-gingerol and addition of the former to the different sites of the latter were studied. Electron transfer from 6-gingerol to a hydroxyl radical was also studied. Solvent effect in aqueous media was treated using the integral equation formalism of the polarizable continuum model (IEF-PCM). Reaction rate constants in aqueous media were generally found to be larger than those in gas phase. The tunneling contributions to rate constants were found to be appreciable. Our results show that 6-gingerol is an excellent anti-oxidant and would scavenge hydroxyl radicals efficiently.

Hydrogen abstraction, radical adduct formation and single electron transfer as three mechanisms of antioxidant action of 6-gingerol as a hydroxyl radical scavenger have been investigated using transition state theory within the framework of density functional theory. 6-Gingerol is shown to be an excellent hydroxyl radical scavenger.

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Acknowledgements

One of the authors (PCM) is thankful to the National Academy of Sciences (NASI) for awarding a Senior Scientist Fellowship and for financial support. MKT is thankful to the University Grants Commission (New Delhi) for a research fellowship.

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  1. Department of Physics, Banaras Hindu University, Varanasi, Uttar Pradesh, 221 005, India

    MANISH K TIWARI & P C MISHRA

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  1. MANISH K TIWARI
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  2. P C MISHRA
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Correspondence to P C MISHRA.

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TIWARI, M.K., MISHRA, P.C. Anti-oxidant activity of 6-gingerol as a hydroxyl radical scavenger by hydrogen atom transfer, radical addition and electron transfer mechanisms. J Chem Sci 128, 1199–1210 (2016). https://doi.org/10.1007/s12039-016-1128-7

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  • DOI: https://doi.org/10.1007/s12039-016-1128-7

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