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Synthesis and antioxidant properties of N-substituted aminomethyl derivatives of 2-isobornylphenol

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Abstract

A series of 2-isobornylphenol derivatives containing aminomethyl groups either at ortho-(monoderivatives) or ortho- and para-positions (bis-derivatives) relative to the hydroxy group of phenol moiety was synthesized. Antioxidant properties of the obtained compounds were comparatively evaluated using in vitro models. It was demonstrated that Mannich bases containing an n-octylaminomethyl group are significantly exceeding both starting 2-isobornylphenol and the standard antioxidant, 2,6-di-tert-butyl-4-methylphenol, by their ability to inhibit H2O2-induced erythrocyte hemolysis.

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Authors and Affiliations

  1. Institute of Chemistry, Komi Scientific Centre, Ural Branch of the Russian Academy of Sciences, 48 ul. Pervomayskaya, 167000, Syktyvkar, Russian Federation

    E. V. Buravlev

  2. Institute of Biology, Komi Scientific Centre, Ural Branch of the Russian Academy of Sciences, 28 ul. Kommunisticheskaya, 167982, Syktyvkar, Russian Federation

    O. G. Shevchenko

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  1. E. V. Buravlev
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  2. O. G. Shevchenko
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Correspondence to E. V. Buravlev.

Additional information

This work was financially supported by the Ministry of Science and Higher Education of the Russian Federation (State Assignments Nos AAAA-A18-118012490385-8 and AAAA-A18-118011120004-5).

Russian Chemical Bulletin, International Edition, Vol. 69, No. 10, pp. 1971–1978, October, 2020

Published in Russian in Izyestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1971–1978, October, 2020.

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Buravlev, E.V., Shevchenko, O.G. Synthesis and antioxidant properties of N-substituted aminomethyl derivatives of 2-isobornylphenol. Russ Chem Bull 69, 1971–1978 (2020). https://doi.org/10.1007/s11172-020-2987-0

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  • DOI: https://doi.org/10.1007/s11172-020-2987-0

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