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Russian Chemical Bulletin

, Volume 68, Issue 8, pp 1558–1564 | Cite as

Synthesis and antioxidant properties of some N- and O-containing 2-isobornyl-6-methylphenol derivatives

  • E. V. BuravlevEmail author
  • I. V. Fedorova
  • O. G. Shevchenko
  • A. V. Kutchin
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Abstract

A series of 2-isobornyl-6-methylphenol derivatives bearing either hydroxymethyl, aminomethyl, or N-acetylaminomethyl group at the para-position with respect to the hydroxy group of phenol moiety was synthesized. Antioxidant properties of the obtained derivatives were comparatively evaluated using in vitro models.

Key words

Mannich bases antioxidant activity membrane-protective activity erythrocytes oxidative hemolysis 

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References

  1. 1.
    M. Cirri, P. Mura, P. Corvi Mora, Int. J. Pharm., 2007, 340, 84.CrossRefGoogle Scholar
  2. 2.
    O. I. Kiselev, Khimiopreparaty i Khimioterapiya Grippa [Chemotherapeutic Agents and Chemotherapy of Influenza], Rostok, St. Petersburg, 2012, p. 272 (in Russian).Google Scholar
  3. 3.
    E. V. Buravlev, I. Yu. Chukicheva, O. G. Schevchenko, K. Yu. Suponitskii, A. V. Kutchin, Russ. Chem. Bull., 2017, 66, 91.CrossRefGoogle Scholar
  4. 4.
    O. G. Shevchenko, S. N. Plyusnina, E. V. Buravlev, I. Yu. Chukicheva, I. V. Fedorova, O. V. Shchukina, A. V. Kutchin, Russ. Chem. Bull., 2017, 66, 1881.CrossRefGoogle Scholar
  5. 5.
    E. V. Buravlev, I. Yu. Chukicheva, O. G. Schevchenko, A. V. Kutchin, Russ. Chem. Bull., 2017, 66, 297.CrossRefGoogle Scholar
  6. 6.
    E. V. Buravlev, O. V. Shchukina, O. G. Shevchenko, I. Yu. Chukicheva, A. V. Kutchin, Russ. J. Org. Chem., 2017, 53, 1756.CrossRefGoogle Scholar
  7. 7.
    G. Roman, Eur. J. Med. Chem., 2015, 89, 743.CrossRefGoogle Scholar
  8. 8.
    A.-Y. Shen, M.-H. Huang, L.-F. Liao, T.-S. Wang, Drug. Dev. Res., 2005, 64, 195.CrossRefGoogle Scholar
  9. 9.
    I. Yu. Chukicheva, E. V. Buravlev, I. V. Fedorova, M. F. Borisenkov, A. V. Kutchin, Russ. Chem. Bull., 2010, 59, 2276.CrossRefGoogle Scholar
  10. 10.
    E. V. Buravlev, I. Yu. Chukicheva, A. V. Churakov, A. V. Kutchin, Russ. J. Org. Chem., 2012, 48, 64.CrossRefGoogle Scholar
  11. 11.
    E. V. Buravlev, I. Yu. Chukicheva, K. Yu. Suponitskii, A. V. Kuchin, Russ. J. Gen. Chem., 2008, 78, 1411.CrossRefGoogle Scholar
  12. 12.
    V. K. Kolvolter, Russ. Chem. Bull., 2010, 59, 37.CrossRefGoogle Scholar
  13. 13.
    E. V. Buravlev, O. G. Shevchenko, Russ. Chem. Bull., 2019, 68, 79.CrossRefGoogle Scholar
  14. 14.
    S. A. Popova, O. G. Shevchenko, I. Y. Chukicheva, A. V. Kutchin, Chem. Biodiversity, 2019, 16, e18003.CrossRefGoogle Scholar
  15. 15.
    E. V. Buravlev, O. G. Shevchenko, I. Y. Chukicheva, A. V. Kutchin, Chem. Pap., 2018, 72, 201.CrossRefGoogle Scholar
  16. 16.
    E. V. Buravlev, O. G. Shevchenko, A. A. Anisimov, K. Yu. Suponitsky, Eur. J. Med. Chem., 2018, 152, 10.CrossRefGoogle Scholar
  17. 17.
    D. Tamilvendan, S. Rajeswari, S. Ilavenil, K. Chakkaravarthy, G. Venkatesa Prabhu, Med. Chem. Res., 2012, 21, 4129.CrossRefGoogle Scholar
  18. 18.
    E. Bendary, R. R. Francis, H. M. G. Ali, M. I. Sarwat, S. El Hady, Ann. Agric. Sci., 2013, 58, 173.CrossRefGoogle Scholar
  19. 19.
    J. Wang, P. Cai, X.-L. Yang, F. Li, J.-J. Wu, L.-Y. Kong, X.-B. Wang, Eur. J. Med. Chem., 2017, 139, 68.CrossRefGoogle Scholar
  20. 20.
    R. Bashary, G. L. Khatik, Bioorg. Chem., 2019, 82, 156.CrossRefGoogle Scholar
  21. 21.
    K. Sevgi, B. Tepe, C. Sarikurkcu, Food Chem. Toxicol., 2015, 77, 12.CrossRefGoogle Scholar
  22. 22.
    U. Sukatta, M. Takenaka, H. Ono, H. Okadome, I. Sotome, K. Nanayama, W. Thanapase, S. Isobe, Biosci. Biotechnol. Biochem., 2013, 77, 984.CrossRefGoogle Scholar
  23. 23.
    J. Lin, Y. Gao, H. Li, L. Zhang, X. Li, Adv. Pharm. Bull., 2014, 4, 147.Google Scholar
  24. 24.
    C. I. Acker, R. Brandao, A. R. Rosario, C. W. Nogueira, Environ. Toxicol. Pharmacol., 2009, 28, 280.CrossRefGoogle Scholar
  25. 25.
    S. T. Stefanello, A. S. Prestes, T. Ogunmoyole, S. M. Salman, R. S. Schwab, C. R. Brender, L. Dornelles, J. B. T. Rocha, F. A. A. Soares, Toxicol. in Vitro, 2013, 27, 1433.CrossRefGoogle Scholar
  26. 26.
    N. A. V. Belle, G. D. Dalmolin, G. Fonini, M. A. Rubim, J. B. T. Rocha, Brain Res., 2004, 1008, 245.CrossRefGoogle Scholar
  27. 27.
    R. Chawla, R. Arora, R. Kumar, A. Sharma, J. Prasad, S. Singh, R. Sagar, P. Chaudhary, S. Shukla, G. Kaur, R. K. Sharma, S. C. Puri, K. L. Dhar, G. Handa, V. K. Gupta, G. N. Qazi, Mol. Cell. Biochem., 2005, 273, 193.CrossRefGoogle Scholar
  28. 28.
    T. Asakawa, S. Matsushita, Lipids, 1980, 15, 137.CrossRefGoogle Scholar
  29. 29.
    J. Takebayashi, J. Chen, A. A. Tai, Methods Mol. Biol., 2010, 594, 287.CrossRefGoogle Scholar
  30. 30.
    J. J. M. Van den Berg, J. A. F. Opden Kamp, B. H. Lubin, B. Roelofsen, F. A. Kuypers, Free Radical Biol. Med., 1992, 12, 487.CrossRefGoogle Scholar

Copyright information

© Springer Science+Business Media, Inc. 2019

Authors and Affiliations

  • E. V. Buravlev
    • 1
    Email author
  • I. V. Fedorova
    • 1
  • O. G. Shevchenko
    • 2
  • A. V. Kutchin
    • 1
  1. 1.Institute of Chemistry, Komi Scientific CentreUral Branch of the Russian Academy of SciencesSyktyvkarRussian Federation
  2. 2.Institute of Biology, Komi Scientific CentreUral Branch of the Russian Academy of SciencesSyktyvkarRussian Federation

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