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First Spin-Labeled α-Tocopherol and Trolox Succinyl Derivatives

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Chemistry of Natural Compounds Aims and scope

Spin-labeled α-tocopherol succinyl derivatives were synthesized by the reaction of α-tocopherol succinate with 4-amino-2,2,6,6-tetramethylpiperidine-1-oxyl, 3-aminomethyl-2,2,5,5-tetramethylpyrrolidine-1-oxyl, and 3-amino-2,2,5,5-tetramethylpyrrolidine-1-oxyl. Acylation of spin-labeled trolox amides by succinic anhydride produced the corresponding spin-labeled trolox amide succinyl derivatives.

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References

  1. J. Gruber, K. Staniek, C. Krewenka, R. Moldzio, A. Patel, S. Bohmdorfer, T. Rosenau, and L. Gille, Bioorg. Med. Chem., 22, 684 (2014); V. Panda, P. Khambat, and S. Patil, Int. J. Clin. Med., 2, 515 (2011); L. Prochazka, S. Koudelka, L. Dong, J. Stursa, J. Goodwin, J. Neca, J. Slavik, M. Ciganek, J. Masek, K. Kluckova, M. Nguyen, J. Turanek, and J. Neuzil, Apoptosis, 18, 286 (2013); S. Hama, S. Utsumi, Y. Fukuda, K. Nakayama, Y. Okamura, H. Tsuchiya, K. Fukuzawa, H. Harashima, and K. Kogure, J. Controlled Release, 161, 843 (2012); A. A. Fattah, H. A. Darwish, N. Fathy, A. Raafat, and S. A. Shouman, Med. Chem. Res., 21, 2735 (2012).

  2. K. N. Prasad, B. Kumar, X. Yan, A. J. Hanson, and W. C. Cole, J. Am. Coll. Nutr., 22 (2), 108 (2003).

    Article  CAS  PubMed  Google Scholar 

  3. J. Neuzil, X. Wang, Y. Zhao, and K. Wu, in: Nutrition and Cancer Prevention, CRC Press, Taylor & Francis, 2006, pp. 111–137.

    Google Scholar 

  4. J.-H. Lee, H.-N. Kim, D. Yang, K. Jung, H.-M. Kim, H.-H. Kim, H. Ha, and Z.-H. Lee, J. Biol. Chem., 284 (20), 13725 (2009).

    Article  CAS  PubMed Central  PubMed  Google Scholar 

  5. S. Stvolinsky, K. Toropova, M. Gordeeva, V. Kazey, T. Sato, K. Meguro, and A. Boldyrev, Amino Acids, 43, 165 (2012); S. M. Ahn, H. S. Rho, H. S. Baek, Y. H. Joo, Y. D. Hong, S. S. Shin, Y. Park, and S. N. Park, Bioorg. Med. Chem. Lett., 21, 7466 (2011).

    Article  Google Scholar 

  6. K. Shimizu, R. Kondo, K. Sakai, N. Takeda, T. Nagahata, and T. Oniki, Lipids, 36 (12), 1321 (2001).

    Article  CAS  PubMed  Google Scholar 

  7. Yu. V. Yushkova, E. I. Chernyak, Yu. F. Polienko, Yu. V. Gatilov, S. V. Morozov, and I. A. Grigor′ev, Chem. Nat. Compd., 49, 253 (2013).

    Article  CAS  Google Scholar 

  8. M. Birringer, J. H. EyTina, B. A. Salvatore, and J. Neuzil, Br. J. Cancer, 88, 1948 (2003).

    Article  CAS  PubMed Central  PubMed  Google Scholar 

  9. W. Wichitnithad, U. Nimmannit, S. Wacharasindhu, and P. Rojsitthisak, Molecules, 16, 1888 (2011).

    Article  CAS  PubMed  Google Scholar 

  10. C. W. Lee, N. H. Park, J. W. Kim, B. H. Um, A. V. Shpatov, E. E. Shults, I. V. Sorokina, and S. A. Popov, Russ. J. Bioorg. Chem., 38 (3), 328 (2012).

    Article  CAS  Google Scholar 

  11. B. D. Anderson and V. J. Taphouse, Pharm. Sci., 70, 181 (1981); E. R. Garrett, J. Pharm. Sci., 51, 445 (1962); D. A. Brent, P. Chandrasurin, A. Ragouzeos, B. S. Hurlbert, and J. T. Burke, J. Pharm. Sci., 69, 906 (1980); M. Johansen and C. Larsen, Int. J. Pharm., 21, 201 (1984); M. A. La-Scalea, C. M. S. Menezes, G. C. Masutami, M. C. Polli, S. H. P. Serrano, and E. I. Ferreira, Electrochim. Acta, 51, 5103 (2006).

  12. F. Mazzini, M. Betti, B. Canonico, T. Netscher, F. Luchetti, S. Papa, and F. Galli, ChemMedChem., 5, 540 (2010).

    Article  CAS  PubMed  Google Scholar 

  13. V. Anbharasi, N. Cao, and S. Feng, J. Biomed. Mater. Res., 94, 730 (2010).

    Google Scholar 

  14. Yu. F. Polienko, V. I. Vinogradova, Sh. Sh. Sagdullaev, N. D. Abdullaev, Yu. V. Gatilov, and I. A. Grigor′ev, Chem. Nat. Compd., 49, 311 (2013).

    Article  CAS  Google Scholar 

  15. A. N. Antimonova, N. I. Petrenko, E. E. Shults, Yu. F. Polienko, M. M. Shakirov, I. G. Irtegova, M. A. Pokrovsky, K. M. Sherman, I. A. Grigor′ev, A. G. Pokrovsky, and G. A. Tolstikov, Russ. J. Bioorg. Chem., 39 (2), 181 (2013).

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Acknowledgment

The work was supported financially by a grant of the RFBR No. 12-03-00718a and a Moscow Administration Program (Contract No. 16/12-Gen-M). Spectral characteristics of the synthesized compounds were obtained at the Chemical Service Center of the Novosibirsk Institute of Organic Chemistry, SB, RAS.

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Authors and Affiliations

  1. N. N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, 630090, Novosibirsk, Prosp. Akad. Lavrent′eva, 9, Russia

    Yu. V. Yushkova, E. I. Chernyak, S. V. Morozov & I. A. Grigor′ev

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  1. Yu. V. Yushkova
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  2. E. I. Chernyak
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  3. S. V. Morozov
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  4. I. A. Grigor′ev
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Corresponding author

Correspondence to Yu. V. Yushkova.

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Translated from Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2014, pp. 718–722.

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Yushkova, Y.V., Chernyak, E.I., Morozov, S.V. et al. First Spin-Labeled α-Tocopherol and Trolox Succinyl Derivatives . Chem Nat Compd 50, 827–831 (2014). https://doi.org/10.1007/s10600-014-1093-7

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  • DOI: https://doi.org/10.1007/s10600-014-1093-7

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