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Synthesis and Properties of Functional Derivatives of 2,6-Diisobornylphenol and 2-Isobornyl-6-(1-phenylethyl)phenol

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New isobornylphenol derivatives have been produced by introducing allyl, hydroxypropyl, and chloropropyl groups into the para-position of 2,6-diisobornylphenol and 2-isobornyl-6-(1-phenylethyl)phenol. The radical scavenging and antioxidant activity and the membrane-protective properties of the newly-obtained compounds in chemical and biological model systems were studied.

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  1. Zenkov, N.K., Kandalintseva, N.V., Lankin, V.Z., Men’shchikova, E.B., and Prosenko, A.E., Fenol’nye bioantioksidanty (Phenolic Bioantioxidants), Novosibirsk: Sib. Otd. Ross. Akad. Med. Nauk, 2003.

    Google Scholar 

  2. Burlakova, E.V., Russ. Chem. J., 2007, vol. 51, no. 1, p. 3.

    CAS  Google Scholar 

  3. Kandalintseva, N.V., Trubnikova, Y.N., and Prosenko, A.E., Chem. Sust. Dev., 2011, vol. 19, no. 6, p. 545.

    Google Scholar 

  4. Prosenko, A.E., Doctoral (Chem.) Dissertation, Novosibirsk, 2010, p. 462.

    Google Scholar 

  5. Prosenko, A.E., Terakh, E.I., Kandalintseva, N.V., Pinko, P.I., Gorokh, E.A., and Tolstikov, G.A. J. Appl. Chem., 2001, vol. 74, no. 11, p. 1899. doi 10.1023/A:1014853029992

    CAS  Google Scholar 

  6. Chukicheva, I.Yu, Buravlev, E.V., Fedorova, I.V., Borisenkov, M.F., and Kutchin, A.V., Russ. Chem. Bull., 2010, vol. 59, no. 12, p. 2276. doi 10.1007/s11172-010-0388-5

    Article  CAS  Google Scholar 

  7. Plotnikov, M.B., Smolyakova, V.I., Ivanov, I.S., Buravlev, E.V., Chukicheva, I.Yu., Kutchin, A.V., and Krasnov, E.A. Pharm. Chem. J., 2011, vol. 44, no 10, p. 530. doi 10.1007/s11094-011-0511-4

    Article  CAS  Google Scholar 

  8. Plotnikova, T.M., Plotnikov, M.B., Chernysheva, G.A., Smol’yakova, V.I., Shchetinin, P.P., Kuchin, A.V., and Chukicheva, I.Yu., Key Engineering Mater., 2016, vol. 683, p. 469. doi 10.4028/

    Article  Google Scholar 

  9. Oleynik, A.S., Kuprina, T.S., Pevneva, N.Yu., Markov, A.F., Kandalintseva, N.V., Prosenko, A.E., and Grigor’ev, I.A., Russ. Chem. Bull., 2007, vol. 56, no. 6, p. 1135. doi 10.1007/s11172-007-0172-3

    Article  CAS  Google Scholar 

  10. Chukicheva, I.Yu., Kutchin, A.V., Spirikhin, L.V., Borbulevich, O.Ya., Churakov, A.V., and Belokon’, A.I., Butlerov Rep., 2003, no. 1, p. 9.

    Google Scholar 

  11. Chukicheva, I.Yu. and Kutchin, A.V., RF Patent no. 2502719, Byull. Izobret., 2013, no. 36.

  12. Chukicheva, I.Yu., Fedorova, I.V., Buravlev, E.V., Suponitskii, K.Yu., and Kuchin, A.V., Russ. J. Gen. Chem., 2012, vol. 82, no. 8, p. 1425. doi 10.1134/S1070363212080154

    Article  CAS  Google Scholar 

  13. Buravlev, E.V., Chukicheva, I.Yu., Kuchin, A.V., Shevchenko, O.G., and Suponitskii, K.Yu., Russ. J. Bioorg. Chem., vol. 37, no. 5, p. 614. doi 10.1134/S1068162011050049

  14. Buravlev, E.V., Chukicheva, I.Y., Suponitsky, K.Y., Vikharev, Y.B., Grishko, V.V., and Kutchin, A.V. Lett. Org. Chem., 2011, vol. 8, p. 301. doi 10.2174/157017811795685054

    Article  CAS  Google Scholar 

  15. Sevgi, K., Tepe, B., and Sarikurkcu C., Food Chem. Toxicol., 2015, vol. 77, p. 12. doi 10.1016/j.fct.2014.12.006

    Article  CAS  PubMed  Google Scholar 

  16. Chukicheva, I.Y., Sukrusheva, O.V., Kutchin, A.V., and Mazaletskaya, L.I. Russ. J. Org. Chem., 2016, vol. 52, no. 6, p. 813. doi 10.1134/S1070428016060087

    Article  CAS  Google Scholar 

  17. Bondet, V., Brabd-Williams, W., and Berset, C., Lebensm. Wiss. U.-Technol., 1997, vol. 30, p. 609.

    Article  CAS  Google Scholar 

  18. Prior, R.L., Wu, X., and Schaich K., J. Agric. Food Chem., 2005, vol. 53, p. 4290. doi 10.1021/jf0502698

    Article  CAS  Google Scholar 

  19. Takebayashi, J., Chen J., and Tai A., Adv. Protocols Oxidative Stress Meth. Mol. Biol., 2010, vol. 594, p. 287.

    CAS  Google Scholar 

  20. Ko, F.N., Hsiao, G., and Kuo, Y.H., Free Radic. Biol. Med., 1997, vol. 22, p. 215. doi 10.1016/S0891-5849 (96)00295-X

    Article  CAS  PubMed  Google Scholar 

  21. Lopez-Revuelta, A., Sanchez-Gallego, J.I., Hermandez-Hernandez, A., Sanchez-Yague J., and Llanillo, M., Chem. Biol. Interact., 2006, vol. 161, p. 79. doi 10.1016/j.cbi.2006.03.004

    Article  CAS  PubMed  Google Scholar 

  22. Banerjee, A., Kunwar, A., Mishra B., and Priyadarsini, K.I., Chem. Biol. Interact., 2008, vol. 174, no. 2, p. 134. doi 10.1007/s10565-016-9354-9

    Article  CAS  Google Scholar 

  23. Shevchenko, O.G., Plyusnina, S.N., Shishkina, L.N., Chukicheva, I.Yu., Fedorova, I.V., and Kuchin, A.V., Biochem. (Moscow) Suppl. Series (A), 2013, vol. 7, no. 4, p. 302.

    Article  Google Scholar 

  24. APEX2, Madison, Wisconsin, USA, Bruker AXS Inc., 2009.

  25. Sheldrick, G.M., Acta Crystallogr. (A), 2008, vol. 64, p. 112. doi 10.1107/S0108767307043930

    Article  CAS  Google Scholar 

  26. Acker, C.I., Brandão, R., Rosário, A.R., and Nogueira, C.W., Environ. Toxicol. Pharmacol., 2009, vol. 28, p. 280. doi 10.1016/j.etap.2009.05.002

    Article  CAS  PubMed  Google Scholar 

  27. Stefanello, S.T., Prestes, A.S., Ogunmoyole, T., Salman, S.M., Schwab, R.S., Brender, C.R., Dornelles, L., Rocha, J.B.T., and Soares, F.A.A., Toxicology in Vitro, 2013, vol. 27, no. 5, p. 1433. doi 10.1016/j.tiv.2013.03.001

    Article  CAS  PubMed  Google Scholar 

  28. Belle, N.A.V., Dalmolin, G.D., Fonini, G., Rubim, M.A., and Rocha, J.B.T., Brain Res., 2004, vol. 1008, no. 2, p. 245. doi 10.1016/j.brainres.2004.02.036

    Article  CAS  PubMed  Google Scholar 

  29. Chawla, R., Arora, R., Kumar, R., Sharma, A., Prasad, J., Singh, S., Sagar, R., Chaudhary, P., Shukla, S., Kaur, G., Sharma, R.K., Puri, S.C., Dhar, K.L., Handa, G., Gupta, V.K., and Qazi, G.N., Mol. Cell. Biochem., 2005, vol. 273, p. 193. doi 10.1093/ecam/nel037

    Article  CAS  PubMed  Google Scholar 

  30. Asakawa, T. and Matsushita, S., Lipids, 1980, vol. 15, p. 137.

    Article  CAS  Google Scholar 

  31. Costa, R.M., Magalhães, A.S., Pereira, J.A., Andrade, P.B., Valentro, P., Carvalho, M., Silva a, B.M., Food Chem. Toxicol., 2009, vol. 47, p. 860. doi 10.1016/j.fct.2009.01.019

    Article  CAS  PubMed  Google Scholar 

  32. Wang, C., Qin, X., Huang, B., He, F., and Zeng, C., Biochem. Bioph. Res. Commun., 2010, vol. 402, p. 773. doi 10.1016/j.bbrc., 2010.10.108

    Article  CAS  Google Scholar 

  33. Berg, J.M., Kamp, J.A.F., Lubin, B.H., Roelofsen, B., and Kuypers, F.A., Free Radic. Biol. Med., 1992, vol. 12, no. 6, p. 487. doi 10.1016/0891-5849(92)90102-M

    Article  PubMed  Google Scholar 

  34. Nagababu, E. and Rifkind, J.M., Biochem. Bioph. Res. Commun., 1998, vol. 247, p. 592. doi 10.1006/bbrc.1998.8846

    Article  CAS  Google Scholar 

  35. Nagababu, E., Fabry, M.E., Nagel, R.L., and Rifkind, J.M., Blood Cells Mol. Dis., 2008, vol. 41, p. 60. doi 10.1016/j.bcmd.2007 12.003

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  36. Nagababu, E, Mohanty, J.G., Bhamidipaty, S, Ostera, G.R., and Rifkind, J.M., Life Sci., 2010, vol. 86, p. 133. doi 10.1016/j.lfs. 2009.11.015

    Article  CAS  PubMed  Google Scholar 

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The work was done with financial support from the Russian Foundation for Basic Research (project no. 16- 33-00338). This work was performed using the equipment of the “Chemistry” Center for Collective Use at the Institute of Chemistry (Komi Scientific Centre, Ural Branch, Russian Academy of Sciences) and the “Molecular Biology” Center for Collective Use at the Institute of Biology (Komi Scientific Centre, Ural Branch, Russian Academy of Sciences). The used animals were obtained from the scientific collection of experimental animals at the Institute of Biology (Komi Scientific Centre, Ural Branch, Russian Academy of Sciences) (

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Correspondence to I. Yu. Chukicheva.

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Original Russian Text © O.V. Shchukina, I.Yu. Chukicheva, O.G. Shevchenko, T.A. Kolegova, K.Yu. Suponitsky, A.V. Kutchin, 2018, published in Zhurnal Obshchei Khimii, 2018, Vol. 88, No. 4, pp. 580–592.

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Shchukina, O.V., Chukicheva, I.Y., Shevchenko, O.G. et al. Synthesis and Properties of Functional Derivatives of 2,6-Diisobornylphenol and 2-Isobornyl-6-(1-phenylethyl)phenol. Russ J Gen Chem 88, 664–675 (2018).

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