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Polymer Cu2+ and Ag+ furancarboxylate complexes with 4,4’-bipyridine: synthetic approaches, structure, thermal behavior, and biological activity

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Abstract

Polymer complexes of the composition {[Cu2(fur)4(bpy)]nnMeOH} (1) and {[Ag3(fur)(bpy)4]n•2nfur·13.5nH2O} (2) were synthesized by the reactions of copper(ii) and silver(i) acetates, respectively, with anions of furancarboxylic acid (Hfur) and 4,4’-bi-pyridine (bpy) under different synthesis conditions. The structures of the new complexes were established by X-ray diffraction (XRD) analysis. According to the XRD data, complex 1 is a polymer, in which the molecular metal oxide moieties are connected in a monodentate manner through bpy to form a 1D structural motif. The coordination environment of the copper(ii) atom in complex 1 can be described as a square pyramid {CuO4N}; the coordination number is 5. ionic complex 2 contains three nonequivalent Agi atoms in different coordination environment with different coordination numbers of the complexing metal (CNAg(1) = 4; CNAg(2)Ag(3) = 2). The supramolecular level of complex 2 is a 3D structure stabilized by different types of interactions, such as hydrogen bonds, π-stacking and ar-gentophilic interactions. The simultaneous thermal analysis demonstrated that complex 1 undergoes desolvation and decarboxylation at temperatures below 234 °C, whereas the bipyridine moieties coordinated to the copper(ii) atoms are not completely eliminated even at 500 °C. The in vitro biological activity of complexes 1 and 2 was evaluated against the non-pathogenic mycobacterial strain Mycolicibacterium smegmatis.

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References

  1. N. Bello-Vieda, H. Pastrana, M. Garavito, A. Ávila, A. Celis, A. Muñoz-Castro, S. Restrepo, J. Hurtado, Molecules, 2018, 23, 361; DOI: https://doi.org/10.3390/molecules23020361.

    Article  PubMed  PubMed Central  Google Scholar 

  2. S. Rojas, E. Quartapelle-Procopio, F. J. Carmona, M. A. Romero, J. A. R. Navarro, E. Barea, J. Mater, J. Mater. Chem. B., 2014, 2, 2473; DOI: https://doi.org/10.1039/C3TB21455A.

    Article  CAS  Google Scholar 

  3. K. H. Thompson, C. J. Orvig, Inorg. Biochem., 2006, 100, 1925; DOI: https://doi.org/10.1016/j.jinorgbio.2006.08.016.

    Article  CAS  Google Scholar 

  4. A. Y. Louie, T. Meade, J. Proc. Natl. Acad. Sci. USA, 1998, 95, 6663; DOI: https://doi.org/10.1073/pnas.95.12.6663.

    Article  CAS  Google Scholar 

  5. S. D. Aust, L. A. Morehouse, C. E. Thomas, Free Radic. Biol. Med., 1985, 1, 3; DOI: https://doi.org/10.1016/0748-5514(85)90025-X.

    Article  CAS  Google Scholar 

  6. J. R. Turnlund, W. R. Keyes, H. L. Anderson, L. L. Acord, Am. J. Clin. Nutr., 1989, 49, 870; DOI: https://doi.org/10.1093/ajcn/49.5.870.

    Article  CAS  PubMed  Google Scholar 

  7. T. Wang, Z. J. Guo, Curr. Med. Chem., 2006, 13, 525; DOI: https://doi.org/10.2174/092986706776055742.

    Article  CAS  PubMed  Google Scholar 

  8. A. H. Ngwane, R. D. Petersen, B. Baker, I. Wiid, H. Wong, R. K. Haynes, IUBMB Life, 2019, 71, 532; DOI: https://doi.org/10.1002/iub.2002.

    Article  CAS  PubMed  Google Scholar 

  9. D. R. Williams, Inorg. Chim. Acta Rev., 1972, 6, 123; DOI: https://doi.org/10.1016/0073-8085(72)80014-7.

    Article  CAS  Google Scholar 

  10. E. M. Treshchalina, A. L. Konovalova, M. A. Presnov, L. F. Chapurina, N. I. Belichuk, I. A. Deacon, Dokl. AN SSSR [Dokl. Acad. Sci. USSR], 1979, 248, 1273 (in Russian).

    CAS  Google Scholar 

  11. I. K. Akimov, A. A. Dolov, A. O. Pomazanovskaya, Mezhd. Zh. Prikl. Nauk Tekhnol. “Integral” [Int. J. Appl. Sci. Tech. “Integral”], 2018, 4, 173 (in Russian).

    Google Scholar 

  12. V. V. Privol’nev, V. S. Zabrosaev, N. V. Danilenko, Vestn. Smolensk. Gos. Med. Akad. [Vestn. Smolensk State Med. Acad.], 2015, 14, 85 (in Russian).

    Google Scholar 

  13. C. Loo, A. Lowery, N. Halas, Nano Lett., 2005, 5, 709; DOI: https://doi.org/10.1021/nl050127s.

    Article  CAS  PubMed  Google Scholar 

  14. I. A. Lutsenko, D. E. Baravikov, M. A. Kiskin, Yu. V. Nelyubina, P. V. Primakov, O. B. Bekker, A. V. Khoroshilov, A. A. Sidorov, I. L. Eremenko, Russ. J. Coord. Chem., 2020, 46, 411; DOI: https://doi.org/10.1134/S1070328420060056.

    Article  CAS  Google Scholar 

  15. I. A. Lutsenko, D. S. Yambulatov, M. A. Kiskin, Yu. V. Nelyubina, P. V. Primakov, O. B. Bekker, A. A. Sidorov, I. L. Eremenko, Russ. J. Coord. Chem., 2020, 46, 787; DOI: https://doi.org/10.1134/S1070328420120040.

    Article  CAS  Google Scholar 

  16. I. A. Lutsenko, D. S. Yambulatov, M. A. Kiskin, Yu. V. Nelyubina, P. V. Primakov, O. B. Bekker, O. A. Levitskiy, T. V. Magdesieva, V. K. Imshennik, Yu. V. Maksimov, A. A. Sidorov, V. N. Danilenko, I. L. Eremenko, Chem. Select., 2020, 5, 11837; DOI: https://doi.org/10.1002/slct.202003101.

    CAS  Google Scholar 

  17. M. A. Uvarova, I. A. Lutsenko, M. A. Kiskin, Yu. V. Nelyubina, P. V. Primakov, K. A. Babeshkin, N. N. Efimov, A. S. Goloveshkin, M. A. Shmelev, A. V. Khoroshilov, E. M. Zueva, M. M. Petrova, O. B. Bekker, I. L. Eremenko, Polyhedron, 2021, 203, 115241; DOI: https://doi.org/10.1016/j.poly.2021.115241.

    Article  CAS  Google Scholar 

  18. J. A. Eremina, E. V. Lider, N. V. Kuratieva, D. G. Samsonenko, D. G. Sheven’, L. S. Klyushova, R. E. Trifonov, V. A. Ostrovskii, Inorg. Chim. Acta, 2021, 516, 120169; https://doi.org/10.1016/j.ica.2020.120169.

    Article  CAS  Google Scholar 

  19. J. A. Eremina, K. S. Smirnova, A. S. Berezin, A. S. Berezina, E. V. Lider, J. Mol. Struct., 2021, 1245, 131024; https://doi.org/10.1016/j.molstruc.2021.131024.

    Article  CAS  Google Scholar 

  20. I. A. Shutkov, A. A. Antonets, V. Y. Tyurin, E. R. Milaeva, A. A. Nazarov, Russ. J. Inorg. Chem., 2021, 66, 502; DOI: https://doi.org/10.31857/S0044457X2103017X.

    Article  CAS  Google Scholar 

  21. I. A. Lutsenko, O. V. Loseva, A. V. Ivanov, I. K. Malyants, V. O. Shender, M. A. Kiskin, I. L. Eremenko, Russ. J. Coord. Chem., 2022, 48, 808; DOI: https://doi.org/10.31857/S0132344X22700062.

    Article  CAS  Google Scholar 

  22. I. A. Lutsenko, D. E. Baravikov, K. A. Koshenskova, M. A. Kiskin, Yu. V. Nelyubina, P. V. Primakov, Y. K. Voronina, V. V. Garaeva, D. A. Aleshin, T. M. Aliev, V. N. Danilenko, O. B. Bekker, I. L. Eremenko, RSC Advances, 2022, 12, 5173; DOI: https://doi.org/10.1039/d1ra08555g.

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  23. O. V. Loseva, I. A. Lutsenko, T. A. Rodina, Yu. V. Nelyubina, A. V. Gerasimenko, O. B. Bekker, A. V. Ivanov, I. L. Eremenko, Polyhedron, 2022, 226, 116097; DOI: https://doi.org/10.1016/j.poly.2022.116097.

    Article  CAS  Google Scholar 

  24. S. Alvarez, Chem. Rev., 2015, 115, 13447; DOI: https://doi.org/10.1021/acs.chemrev.5b00537.

    Article  CAS  PubMed  Google Scholar 

  25. D. S. Yambulatov, S. A. Nikolaevskii, I. A. Lutsenko, M. A. Kiskin, M. A. Shmelev O. B. Bekker, N. N. Efimov, E. A. Ugolkova, V. V. Minin, A. A. Sidorov, I. L. Eremenko, Russ. J. Coord. Chem., 2020, 46, 772; DOI: 10.1134/S1070328420110093.

    Article  CAS  Google Scholar 

  26. I. A. Lutsenko, M. A. Kiskin, K. A. Koshenskova, P. V. Primakov, A. V. Khoroshilov, O. B. Bekker, I. L. Eremenko, Russ. Chem. Bull., 2021, 70, 463; DOI: https://doi.org/10.1007/s11172-021-3109-3.

    Article  CAS  Google Scholar 

  27. I. A. Lutsenko, M. E. Nikiforova, K. A. Koshenskova, M. A. Kiskin, Yu. V. Nelyubina, P. V. Primakov, M. V. Fedin, O. B. Becker, V. O. Shender, I. K. Malyants, I. L. Eremenko, Russ. J. Coord. Chem., 2021, 47, 879; DOI: https://doi.org/10.1134/S1070328421350013.

    Article  Google Scholar 

  28. K. A. Koshenskova, I. A. Lutsenko, Yu. V. Nelyubina, P. V. Primakov, T. M. Aliev, O. B. Bekker, A. V. Khoroshilov, S. N. Mantrov, M. A. Kiskin, I. L. Eremenko, Russ. J. Inorg. Chem., 2022, 67, 1545; DOI: https://doi.org/10.31857/S0044457X22700106.

    Article  CAS  Google Scholar 

  29. M. A. Uvarova, I. A. Lutsenko, M. A. Kiskin, Yu. V. Nelyubina, P. V. Primakov, K. A. Babeshkin, N. N. Efimov, A. S. Goloveshkin, M. A. Shmelev, A. V. Khoroshilov, E. M. Zueva, M. M. Petrova, I. L. Eremenko, Polyhedron, 2021, 203, 115241; DOI: https://doi.org/10.1016/j.poly.2021.115241.

    Article  CAS  Google Scholar 

  30. S. Ramon-García, C. Ng, H. Anderson, J. D. Chao, X. Zheng, T. Pfeifer, Y. Av-Gay, M. Roberge, C. J. Thompson, Antimikrob. Agen. Chemother., 2011, 8, 3861; DOI: https://doi.org/10.1128/AAC.00474-11.

    Article  Google Scholar 

  31. O. B. Bekker, D. N. Sokolov, O. A. Luzina, N. I. Komarova, Yu. V. Gatilov, S. N. Andreevskaya, T. G. Smirnova, D. A. Maslov, L. N. Chernousova, N. F. Salakhutdinov, V. N. Danilenko, Med. Chem. Res., 2015, 24, 2926; DOI: https://doi.org/10.1007/s00044-015-1348-2.

    Article  CAS  Google Scholar 

  32. G. M. Sheldrick, Acta Cryst., 2015, A71, 3; DOI: https://doi.org/10.1107/S2053273314026370.

    Google Scholar 

  33. O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard, H. Puschmann, J. Appl. Cryst., 2009, 42, 339; DOI: https://doi.org/10.1107/S0021889808042726.

    Article  CAS  Google Scholar 

  34. P. Sluis, A. L. Spek, Acta Cryst., 1990, A46, 194; DOI: https://doi.org/10.1107/S0108767389011189.

    Article  Google Scholar 

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Correspondence to I. A. Lutsenko.

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No human or animal subjects were used in this research.

Based on the materials of the Vi International Conference “Modern Synthetic Methodologies for Creating Drugs and Functional Materials” (MOSM 2022) (November 7–11, 2022, Yekaterinburg, Russia).

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, Vol. 72, No. 8, pp. 1894–1904, August, 2023.

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Koshenskova, K.A., Baravikov, D.E., Khoroshilov, A.V. et al. Polymer Cu2+ and Ag+ furancarboxylate complexes with 4,4’-bipyridine: synthetic approaches, structure, thermal behavior, and biological activity. Russ Chem Bull 72, 1894–1904 (2023). https://doi.org/10.1007/s11172-023-3974-z

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  • DOI: https://doi.org/10.1007/s11172-023-3974-z

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