Examples



mdbootstrap.com



 
Статья
2022

Evaluation of antiradical activity of Schiff bases


I. F. RusinaI. F. Rusina, L. A. SmurovaL. A. Smurova, T. L. VeprintsevT. L. Veprintsev
Российский химический вестник
https://doi.org/10.1007/s11172-022-3440-3
Abstract / Full Text

Antioxidant activity of seven Schiff bases (SBs) was studied. The antiradical activity of SBs was determined by the chemiluminescence method from the interception of peroxyl radicals in the model reaction of initiated oxidation of ethylbenzene. The mechanism of inhibition of chain oxidation by SBs is poorly studied, but the addition of peroxyl radicals to the carbon atom with the disclosure of the conjugated double bond of the aldimine group -CH=N- seems to be most probable. This mechanism can be predominant one and determining the reactivity of SBs in the reaction with the rate constant (kinh): RO2 + [-CH=N-]→[-CH(RO2)-N-]. 3-Hydroxy-2-(N-phenyliminomethyl)benzo[b]thiophene and its dimer manifested high anti-oxidant activity, and their inhibition activity is 3.43 • 105 and 7.5 • 105 L mol−1 s−1, respectively.

Author information
  • Federal Research Center of Chemical Physics named after N. N. Semenov of the Russian Academy of Sciences, 4 ul. Kosygina, 119991, Moscow, Russian FederationI. F. Rusina & L. A. Smurova
  • N. M. Emanuel Institute of Biochemical Physics, Russian Academy of Sciences, 4 ul. Kosygina, 119334, Moscow, Russian FederationT. L. Veprintsev
References
  1. E. G. Tsublova, T. N. Ivanova, V. V. Yasnetsov, Vestn. Ivanov. Med. Akad. [Bulletin of Ivanovo Medical Academy], 2012, 17, No. 4, 12 (in Russian).
  2. V. N. Ovdenko, V. G. Syromyatnikov, A. Yu. Kolendo, Polimer. Mater. Tekhnol. [Polymer Materials and Technologies], 2017, 3, No. 1, 6–31 (in Russian).
  3. L. M. Postnikov, N. G. Zarubin, E. V. Vichutinskaya, V. Ya. Shlyapintokh, N. V. Martynov, E. Ya. Bryuske, Izv. Akad. Nauk SSSR. Ser. Khim., 1968, 260–266 [Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.), 1968, 17].
  4. L. A. Smurova, T. V. Sirota, A. B. Gagarina, V. P. Litvinov, E. G. Ostapenko, Ya. L. Gol’dfarb, N. M. Emanuel’, Dokl. Akad. Nauk SSSR, 1971, 198, 1378 [Dokl. Chem. (Engl. Transl.), 1971, 198].
  5. L. A. Smurova, Z. S. Kartasheva, A. L. Kovarsky, Russ. Chem. Bull., 2020, 69, 43–48.
  6. V. P. Litvinov, Doct. Sci. (Chem.) Dissertation, N. D. Zelinsky Institute of Organic Chemistry, Academy of Sciences of USSR, Moscow, 1975, 345 pp. (in Russian).
  7. J. P. Van Hook, A. V. Tobolsky, J. Am. Soc., 1958, 80, 779.
  8. N. M. Emanuel’, E. T. Denisov, Z. K. Maizus, Tsepnye reaktsii okisleniya uglevodorodov v zhidkoi faze [Chain reactions of Hydrocarbon Oxidation in the Liquid Phase], 1965, Nauka, Moscow, 375 pp. (in Russian).
  9. V. Ya. Shlyapintokh, O. N. Karpukhin, L. M. Postnikov, I. V. Zakharov, A. A. Vichutinsky, V. F. Tsepalov, Chemiluminescence Techniques in Chemical Reactions, Consultants Bureau, New York, 1968.
  10. N. M. Emanuel’, D. Gal, Okislenie etilbenzola, model′naya reaktsiya [Oxidation of Ethylbenzene: Model Reaction], Nauka, Moscow, 1984, 376 pp. (in Russian).
  11. I. F. Rusina, O. N. Karpukhin, O. T. Kasaikina, Khim. Fiz. [Chem. Phys.], 2013, 32, No. 8, 49 (in Russian).
  12. E. N. Frankel, Chapter 1: Free Radical Oxidation. Lipid Oxidation, Woodhead Publishing, Philadelphia, 2012.
  13. G. F. Fedorova, A. V. Trofimov, R. F. Vasil’ev, T. L. Veprintsev, ARKIVOC, 2007, 163.
  14. G. F. Fedorova, V. A. Lapina, V. A. Menshov, V. V. Naumov, A. V. Trofimov, Yu. B. Tsaplev, R. F. Vasil’ev, O. I. Yablonskaya, Photochemistry and Photobiology, 2019, 95, 780–786; DOI: https://doi.org/10.1111/php.13058.
  15. A. L. Buchachenko, A. M. Vasserman, Stabil’nye radikaly [Stable Radicals], Khimiya, Moscow, 1973, 58 pp. (in Russian).
  16. R. F. Vasil’ev, G. F. Fedorova, Kinet. Katal., 2004, 45, 655 [Kinet. Catal. (Engl. Transl.), 2004, 45].
  17. E. V. Buravlev, I. V. Fedorova, O. G. Shevchenko, Russ. Chem. Bull., 2019, 68, 985.
  18. R. F. Vasil’ev, V. D. Kancheva, G. F. Fedorova, D. I. Batovska, A. V. Trofimov, Kinet. Catal., 2010, 51, 507; DOI: https://doi.org/10.1134/S0023158410040087.
  19. Yu. I. Muranov, S. A. Grabovsky, N. N. Kabalnova, Russ. Chem. Bull., 2019, 68, 946.
  20. A. K. Slavova-Kazakova, S. E. Angelova, T. L. Veprintsev, P. Denev, D. Fabbri, M. A. Dettori, M. Kratchanova, V. V. Naumov, A. V. Trofimov, R. F. Vasil’ev, G. Delogu, V. D. Kancheva, Beilstein J. Org. Chem., 2015, 11, 1398; DOI: https://doi.org/10.3762/bjoc.11.
  21. E. T. Denisov, I. B. Afanas’ev, Oxidation and Antioxidants in Organic Chemistry and Biology, CRC Press, Taylor and Francis Group, Boca Raton, 2005, 981.
  22. E. T. Denisov, T. G. Denisova, Handbook of Antioxidants: Bond Dissociation Energies, Rate Constants, Activation Energies and Enthalpies of Reactions, CRC Press, Boca Raton, 2000, 289 pp.