Specific Features of Binding Bioactive Organic Molecules with the Metallic Matrix of Heteronuclear 3d-4f Structures Containing Soft and Hard Metallocenters Using the Nd(III)–Cu(II) Complex as an Example

Cover Page

Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

The polynuclear alanine hydroximate metallamacrocyclic complex Nd(C8H7NO4)(H2O)[15-
MCCu(II)Alaha-5](CH3COO) with the axial 3-hydroxy-4-pyridinone ligand is synthesized for the first time
from the (3-hydroxy-2-methyl-4-oxo-4H-pyridin-1-yl) acetate ligand. The X-ray diffraction (XRD) (CIF
file CCDC no. 2242224) and quantum chemical methods show that the interaction of ligand L with the Nd3+
ion retained due to ionic bonds with the oxygen atoms in the copper-containing metallamacrocyclic matrix
results in the formation of axial bonds (having a covalent contribution) between Nd3+ and the dioxolene fragment
of the pyridinone ligand. In topological and energy characteristics, these axial bond approach the bonds
of Cu2+ with the amine nitrogen atoms of the alanine hydroximate metallamacrocycle.

About the authors

M. A. Katkova

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhny Novgorod, Russia

Email: marina@iomc.ras.ru
Россия, Нижний Новгород

G. Yu. Zhigulin

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhny Novgorod, Russia

Email: marina@iomc.ras.ru
Россия, Нижний Новгород

E. V. Baranov

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhny Novgorod, Russia

Email: marina@iomc.ras.ru
Россия, Нижний Новгород

G. S. Zabrodina

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhny Novgorod, Russia

Email: marina@iomc.ras.ru
Россия, Нижний Новгород

M. S. Muravyeva

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhny Novgorod, Russia; Privolzhsky Research Medical University, Nizhny Novgorod, Russia

Email: marina@iomc.ras.ru
Россия, Нижний Новгород; Россия, Нижний Новгород

S. Yu. Ketkov

Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences, Nizhny Novgorod, Russia

Email: marina@iomc.ras.ru
Россия, Нижний Новгород

I. G. Fomina

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, Russia

Email: marina@iomc.ras.ru
Россия, Москва

I. L. Eremenko

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, Moscow, Russia

Author for correspondence.
Email: marina@iomc.ras.ru
Россия, Москва

References

  1. Advances in Metallacrown Chemistry / Ed. Za-leski C.M. Cham: Springer, 2022. 381 p.
  2. Каткова М.А. // Коорд. химия. 2018. Т. 44. С. 135 (Katkova M.A. // Russ. J. Coord. Chem. 2018. V. 44. P. 284). https://doi.org/10.1134/S107032841804005X
  3. Ostrowska M., Fritsky I.O., Gumienna-Kontecka E. et al. // Coord. Chem. Rev. 2016. V. 327–328. P. 304.
  4. Tegoni M., Remelli, M. // Coord. Chem. Rev. 2012. V. 256. P. 289.
  5. Mezei G., Zaleski C.M., Pecoraro V.L. // Chem. Rev. 2007. V. 107. P. 4933.
  6. Katkova M.A., Zabrodina G.S., Muravyeva M.S. et al. // Eur. J. Inorg. Chem. 2015. V. 2015. P. 5202.
  7. Katkova M.A., Zabrodina G.S., Baranov E.V. et al. // Appl. Organomet. Chem. 2018. V. 32. P. e4389.
  8. Muravyeva M.S., Zabrodina G.S., Samsonov M.A. et al. // Polyhedron. 2016. V. 114. P. 165.
  9. Katkova M.A., Zabrodina G.S., Rumyantcev R.V. et al. // Eur. J. Inorg. Chem. 2019. V. 2019. P. 4328.
  10. Kremlev K.V., Samsonov M.A., Zabrodina G.S. et al. // Polyhedron. 2016. V. 114. P. 96.
  11. Cutland A.D., Halfen J.A., Kampf J.W. et al. // J. Am. Chem. Soc. 2001. V. 123. P. 6211.
  12. Lim C.S., Kampf J.W., Pecoraro V.L. // Inorg. Chem. 2009. V. 48. P. 5224.
  13. Tegoni M., Tropiano M., Marchio L. et al. // Dalton Trans. 2009. P. 6705.
  14. Jankolovits J., Lim C.S., Mezei G. et al. // Inorg. Chem. 2012. V. 51. P. 4527.
  15. Jankolovits J., Van-Noord A.D.C., Kampf J.W. et al. // Dalton Trans. 2013. V. 42. P. 9803.
  16. Pavlishchuk A.V., Kolotilov S.V., Zeller M. et al. // Inorg. Chem. 2014. V. 53. P. 1320.
  17. Katkova M.A., Zabrodina G.S., Muravyeva M.S. et al. // Inorg. Chem. Commun. 2015. V. 52. P. 31.
  18. Pavlishchuk A.V., Kolotilov S.V., Zeller M. et al. // Eur. J. Inorg. Chem. 2018. V. 2018. P. 3504.
  19. Lim C.S., Jankolovits J., Zhao P. et al. // Inorg. Chem. 2011. V. 50. P. 4832.
  20. Katkova M.A., Baranov E.V., Zabrodina G.S. et al. // Macroheterocycles. 2021. V. 14. P. 101.
  21. Rangel M., Moniz T., Silva A. et al. // Pharmaceuticals. 2018. V. 11. P. 110.
  22. Santos M.A., Marques S.M., Chaves S. // Coord. Chem. Rev. 2012. V. 256. P. 240.
  23. Mawani Y., Cawthray J.F., Chang S. // Dalton Trans. 2013. V. 42. P. 5999.
  24. Lin S., Liu C., Zhao X. et al. // Front. Chem. 2022. V. 10. P. 869860.
  25. Zhang Z., Rettig S.J., Orvig C. // Can. J. Chem. 1992. V. 70. P. 763.
  26. Data Collection, Reduction and Correction Program. CrysAlisPro 1.171.41.93a – Software Package. Rigaku OD, 2020.
  27. SCALE3 ABSPACK: Empirical Absorption Correction. CrysAlisPro 1.171. 41.93a – Software Package, Rigaku OD, 2020.
  28. Sheldrick G.M. // Acta Crystallogr. A. 2015. V. 71. P. 3.
  29. Sheldrick G.M. SHELXTL. Version 6.14. Structure Determination Software Suite. Madison (WI, USA): Bruker AXS, 2003.
  30. Sheldrick G.M. // Acta Crystallogr. C. 2015. V. 71. P. 3.
  31. Dolomanov O.V., Bourhis L.J., Gildea R.J. et al. // J. Ap-pl. Cryst. 2009. V. 42. P. 339.
  32. Laikov D.N. // Chem. Phys. Lett. 1997. V. 281. P. 151.
  33. Laikov D.N., Ustynyuk Y.A. // Russ. Chem. Bull. 2005. V. 54. P. 820.
  34. Zabrodina G.S., Katkova M.A., Rumyantcev R.V. et al. // Macroheterocycles. 2022. V. 15. P. 109.
  35. Svitova A.L., Popov A.A., Dunsch. L. // Inorg. Chem. 2013. V. 52. P. 3368.
  36. Katkova M.A., Zhigulin G.Y., Rumyantcev R.V. et al. // Molecules. 2020. V. 25. P. 4379.
  37. Perdew J.P., Burke K., Ernzerhof M. // Phys. Rev. Lett. 1996. V. 77. P. 3865.
  38. Laikov D.N. // Theor. Chem. Acc. 2019. V. 138. P. 40.
  39. Zhigulin G.Yu., Zabrodina G.S., Katkova M.A. et al. // Russ. Chem. Bull. 2018. V. 67. P. 1173.
  40. Katkova M.A., Zabrodina G.S., Zhigulin G.Yu. et al. // Russ. J. Coord. Chem. 2019. V. 45. P. 721.
  41. Bader R.F.W. Atoms in Molecules: A Quantum Theory. Oxford: Oxford Univ. Press, 1990. 456 p.
  42. Abramov Y.A. // Acta Crystallogr. A. 1997. V. 53. P. 264.
  43. Espinosa E., Molins E., Lecomte C. // Chem. Phys. Lett. 1998. V. 285. P. 170.
  44. Becke A.D., Edgecombe K.E. // J. Chem. Phys. 1990. V. 92. P. 5397.
  45. Savin A., Silvi B., Colonna F. // Can. J. Chem. 1996. V. 74. P. 1088.
  46. Johnson E.R., Keinan S., Mori-Sánchez P. et al. // J. Am. Chem. Soc. 2010. V. 132. P. 6498.
  47. Allouche A.R. // J. Comput. Chem. 2011. V. 32. P. 174.
  48. Weekes D.M., Cawthray J.F., Rieder M. et al. // Metallomics. 2017. V. 9. P. 902.
  49. Orvig C., Rettig S.J., Zhang Z. // Acta Crystallogr. C. 1994. V. 50. P. 1514.
  50. Molenda J.J., Jones M.M., Johnston D.S. et al. // J. Med. Chem. 1994. V. 37. P. 4363.
  51. Espinosa E., Alkorta I., Elguero J. et al. // J. Chem. Phys. 2002. V. 117. P. 5529.
  52. Gibbs G.V, Cox D.F., Crawford T.D. et al. // J. Chem. Phys. 2006. V. 124. P. 084704.
  53. Zhigulin G.Yu., Zabrodina G.S., Katkova M.A. et al. // Russ. Chem. Bull. 2019. V. 68. P. 743.
  54. Zhigulin G.Yu., Zabrodina G.S., Katkova M.A. et al. // Russ. J. Coord. Chem. 2019. V. 45. P. 356. https://doi.org/10.1134/S107032841905004X
  55. Greenwood N.N., Earnshaw A., Chemistry of the Elements, Oxford: Butterworth–Heinemann, 1997. 1364 p.

Supplementary files

Supplementary Files
Action
1. JATS XML
Download
2.

Download (371KB)
Indexing metadata
3.

Download (11KB)
Indexing metadata
4.

Download (77KB)
Indexing metadata
5.

Download (53KB)
Indexing metadata
6.

Download (657KB)
Indexing metadata
7.

Download (1MB)
Indexing metadata
8.

Download (516KB)
Indexing metadata
9.

Download (1MB)
Indexing metadata

Copyright (c) 2023 М.А. Каткова, Г.Ю. Жигулин, Е.В. Баранов, Г.С. Забродина, М.С. Муравьева, С.Ю. Кетков, И.Г. Фомина, И.Л. Еременко