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Separation of racemic ortho-isobornylphenol into enantiomers and evaluation of their antioxidant activity

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Abstract

Racemic ortho-isobornylphenol was separated into enantiomers through diastereomeric camphanates. The absolute configuration of chiral centers of the isolated products was determined by X-ray studies. Antioxidant activity and membrane-protective properties of the enantiomers were studied on the model of H2O2-induced hemolysis of erythrocytes.

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Abbreviations

AP-TBA:

active products of 2-thiobarbituric acid

BHT:

butylhydroxytoluene or 2,6-di-tert-butyl-4-meth-ylphenol (phenolic antioxidant)

DMAP:

4-dimethylaminopyridine

ferrylHb:

ferrylhemoglobin

LPO:

lipid peroxidation

metHb:

methemoglobin

oxyHb:

oxyhemoglobin

PBS:

phosphate buffered saline

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Authors and Affiliations

  1. Institute of Chemistry, Komi Research Center, Ural Branch, Russian Academy of Sciences, ul. Pervomaiskaya 48, Syktyvkar, GSP-2, 167982, Russia

    E. V. Buravlev, I. Yu. Chukicheva & A. V. Kutchin

  2. Institute of Biology, Komi Research Center, Ural Branch, Russian Academy of Sciences, Syktyvkar, 167000, Russia

    O. G. Shevchenko

  3. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, GSP-1, 119991, Russia

    K. Yu. Suponitsky

Authors
  1. E. V. Buravlev
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  2. I. Yu. Chukicheva
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  3. O. G. Shevchenko
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  4. K. Yu. Suponitsky
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  5. A. V. Kutchin
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Correspondence to E. V. Buravlev.

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Original Russian Text © E.V. Buravlev, I.Yu. Chukicheva, O.G. Shevchenko, K.Yu. Suponitsky, A.V. Kutchin, 2011, published in Bioorganicheskaya Khimiya, 2011, Vol. 37, No. 5, pp. 685–689.

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Buravlev, E.V., Chukicheva, I.Y., Shevchenko, O.G. et al. Separation of racemic ortho-isobornylphenol into enantiomers and evaluation of their antioxidant activity. Russ J Bioorg Chem 37, 614–618 (2011). https://doi.org/10.1134/S1068162011050049

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  • DOI: https://doi.org/10.1134/S1068162011050049

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