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7-Ethyl-2,3,5,6,8-pentahydroxy-1,4-naphthoquinone (echinochrome A): a DFT study of the mechanism of the antioxidant action. 4. Migration of protons and the Na+ cation in echinochrome a monosodium salts

  • D. V. Berdyshev
  • V. P. Glazunov
Full Articles

Abstract

According to B3LYP/6-31G(d,p) and B3LYP/6-31G(d) calculations, intramolecular migrations of H+ and Na+ cations in the molecule of 7-ethyl-2,3,5,6,8-pentahydroxy-1,4-naphthoquinone (echinochrome A) monosodium salt in the gas phase and in clusters containing five water molecules can proceed asynchronously through the chain of O-H...O hydrogen bonds by the jump-over mechanism.

Key words

density functional theory polyhydroxy-1,4-naphthoquinones echinochrome A spinochrome D echinochrome A monosodium salts spinochrome D monosodium salts antioxidant hydroperoxyl radical cationotropic rearrangement 

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Copyright information

© Springer-Verlag 2011

Authors and Affiliations

  1. 1.Pacific Institute of Bioorganic ChemistryFar-Eastern Branch of the Russian Academy of SciencesVladivostokRussian Federation

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