Protolytic and Complexing Properties of Isomeric N-(Pyridylethyl)taurines

Capa

Citar

Texto integral

Acesso aberto Acesso aberto
Acesso é fechado Acesso está concedido
Acesso é fechado Somente assinantes

Resumo

New N-derivatives of taurine, N-[2-(2-pyridyl)ethyl]taurine (HL1) and N-[2-(4-pyridyl)ethyl]taurine (HL2) have been synthesized. Using the method of alkalimetric titration of aqueous solutions with pH potentiometric indication at I = 0.1 mol/L (KCl/KNO3) and T = 25 ± 1°C, the acid dissociation constants of functional groups in the composition of reagents have been determined (HL1: pKa0 = 3.80 ± 0.03, pKa1 = 8.67 ± 0.02, HL2: pKa0 = 4.80 ± 0.05, pKa1 = 8.18 ± 0.04). It has been found that reagent HL1 is more resistant to the degradation process. The complexation of transition and alkaline earth metal ions with НL1 has been studied. It has been shown that the introduction of a 2-(2-pyridyl)ethyl substituent into the structure of taurine leads to a significant increase in the stability (Δ log β ≥ 1) of copper(II), cobalt(II), nickel(II), zinc(II), cadmium(II) and silver(I) complexes with НL1. Calcium(II), magnesium(II), strontium(II), and barium(II) complexes with HL1 are characterized by a slight increase in stability (Δ lg β < 1) compared to taurine. Based on the data obtained, the structure of the studied complexes have been assumed.

Sobre autores

G. Zharkov

Ural Federal University

Email: gennady.zharkov@mail.ru
620002, Yekaterinburg, Russia

O. Filimonova

Ural Federal University

Email: gennady.zharkov@mail.ru
620002, Yekaterinburg, Russia

Yu. Petrova

Ural Federal University

Email: gennady.zharkov@mail.ru
620002, Yekaterinburg, Russia

E. Zemlyakova

Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences

Email: gennady.zharkov@mail.ru
620990, Yekaterinburg, Russia

A. Pestov

Ural Federal University; Postovsky Institute of Organic Synthesis, Ural Branch, Russian Academy of Sciences

Email: gennady.zharkov@mail.ru
620002, Yekaterinburg, Russia; 620990, Yekaterinburg, Russia

L. Neudachina

Ural Federal University

Autor responsável pela correspondência
Email: gennady.zharkov@mail.ru
620002, Yekaterinburg, Russia

Bibliografia

  1. Киселев Ю.М. Химия координационных соединений. М.: Юрайт, 2021.
  2. Маджидов Т.И., Баскин И.И., Антипин И.С. и др. Введение в хемоинформатику: Компьютерное представление химических структур. Казань: Казан. ун-т, 2020.
  3. Samadi M., Haghi-Aminjan H., Sattari M. et al. // Life Sci. 2021. V. 265. P. 118813. https://doi.org/10.1016/j.lfs.2020.118813
  4. Sedaghat M., Choobineh S., Ravasi A.A. // Life Sci. 2020. V. 258. P. 118225. https://doi.org/10.1016/j.lfs.2020.118225
  5. Good N.E., Winget G.D., Winter W. et al. // Biochemistry. 1966. V. 5. № 2. P. 467. https://doi.org/10.1021/bi00866a011
  6. Sankova M.V., Kytko O.V., Meylanova R.D. et al. // Res. Results Pharmacol. 2020. V. 6. № 4. P. 65. https://doi.org/10.3897/rrpharmacology.6.59407
  7. Gurevich K.G., Urakov A.L., Bashirova L.I. et al. // Asian J. Pharm. Clin. Res. 2018. V. 11. № 11. P. 452. https://doi.org/10.22159/ajpcr.2018.v11i11.29049
  8. Liberal Â., Pinela J., Vívar-Quintana A.M. et al. // Foods. 2020. V. 9. № 12. P. 1871. https://doi.org/10.3390/foods9121871
  9. Zemlyakova E.O., Pestov A.V., Slepukhin P.A. et al. // Russ. J. Coord. Chem. 2018. V. 44. № 11. P. 667. https://doi.org/10.1134/S107032841811009X
  10. Машковский М.Д. Лекарственные средства. М.: РИА “Новая волна”, 2008.
  11. Lakiza N.V., Tissen O.I., Neudachina L.K. et al. // Russ. J. Appl. Chem. 2013. V. 86. № 9. P. 1383. https://doi.org/10.1134/S1070427213090114
  12. Pestov A.V., Bratskaya S.Yu., Azarova Yu.A. et al. // Russ. J. Appl. Chem. 2011. V. 84. № 4. P. 713. https://doi.org/10.1134/S1070427211040276
  13. Pestov A.V., Lakiza N.V., Tissen O.I. et al. // Russ. Chem. Bull. 2014. V. 63. № 3. P. 754. https://doi.org/10.1007/s11172-014-0503-0
  14. ГOCT 10398-2016
  15. Solov’ev V.P., Baulin V.E., Strakhova N.N. et al. // J. Chem. Soc. 1998. № 6. P. 1489. https://doi.org/10.1039/a708245b
  16. Solov’ev V.P., Tsivadze A.Yu. // Prot. Met. Phys. Chem. Surf. 2015. V. 51. № 1. P. 1. https://doi.org/10.1134/S2070205115010153
  17. Irving H., Williams R.J.P. // J. Chem. Soc. 1953. P. 3192. https://doi.org/10.1039/jr9530003192
  18. Умланд Ф., Янсен А., Тириг Д. и др. Комплексные соединения в аналитической химии. М.: Мир, 1975.
  19. Pearson R.G. // J. Am. Chem. Soc. 1963. V. 85. № 22. P. 3533. https://doi.org/10.1021/ja00905a001
  20. Petrova Yu.S., Neudachina L.K. // Russ. J. Inorg. Chem. 2013. V. 58. № 5. P. 617. https://doi.org/10.1134/S0036023613050173
  21. Jiang Y.-M., Cai J.-H., Liu Z.-M. et al. // Acta Crystallogr., Sect. E: Struct. Rep. Online. 2005. V. 61. № 5. P. M878. https://doi.org/10.1107/S1600536805010846
  22. Du Z.-X., Qin J.-H., Wang J.-G. // Acta Crystallogr., Sect. E: Struct. Rep. Online. 2008. V. 64. № 2. P. M341. https://doi.org/10.1107/S1600536808000779
  23. Liao B.-L., Li J.-X., Jiang Y.-M. // Acta Crystallogr., Sect. E: Struct. Rep. Online. 2007. V. 63. № 7. P. M1974. https://doi.org/10.1107/S1600536807029911
  24. NIST Critically Selected Stability Constants of Metal Complexes. 2004. Version 8.0.

Arquivos suplementares

Arquivos suplementares
Ação
1. JATS XML
2.

Baixar (39KB)
3.

Baixar (13KB)
4.

Baixar (13KB)
5.

Baixar (43KB)
6.

Baixar (35KB)

Declaração de direitos autorais © Г.П. Жарков, О.В. Филимонова, Ю.С. Петрова, Е.О. Землякова, А.В. Пестов, Л.К. Неудачина, 2023