Cytotoxic Copper(II) Complexes Based on 2,2'-Bipyridine/1,10- Phenanthroline and 5-(4-Chlorophenyl)-1H-tetrazole: Synthesis and Structures
- Authors: Golubeva Y.A.1, Smirnova K.S.1, Klyushova L.S.2, Berezin A.S.1, Lider E.V.1
- 
							Affiliations: 
							- Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, Russia
- Research Institute of Molecular Biology and Biophysics, Federal Research Center of Fundamental and Translational Medicine, Novosibirsk, Russia
 
- Issue: Vol 49, No 9 (2023)
- Pages: 516-529
- Section: Articles
- URL: https://cardiosomatics.ru/0132-344X/article/view/667479
- DOI: https://doi.org/10.31857/S0132344X2260062X
- EDN: https://elibrary.ru/WACYDM
- ID: 667479
Cite item
Abstract
Five coordination compounds [Cu2(Bipy)2L4]·C2H5OH (Iа, Ib), [Cu2(Dmbipy)2L4] (II),
[Cu2(Phen)2L4]·H2O (IIIa), [Cu2(Dmphen)2L4] (IVa), and [Cu2(Phendione’)2L4]·2C2H5OH·2H2O (V) are
synthesized from 5-(4-chlorophenyl)-1H-tetrazole (HL), where Bipy is 2,2'-bipyridine, Dmbipy is 4,4'-
dimethyl-2,2'-bipyridine, Phen is 1,10-phenanthroline, Dmphen is 4,7-dimethyl-1,10-phenanthroline, and
Phendione’ is 6-ethoxy-6-hydroxy-1,10-phenanthrolin-5-one. The crystal structures of the complexes are
determined by X-ray diffraction (XRD) of single crystals (CIF files CCDC nos. 2225368 (Ia), 2225369 (Ib),
2225370 (II), 2225372 (IIIa), 2225373 (IVa), and 2225371 (V)). The compounds are binuclear due to the
bridging function of the tetrazolate anion, and the coordination number of copper is five in all synthesized
complexes. The cytotoxic activity of the complexes against the Hep2 and HepG2 cancer cell lines and noncancerous
human fibroblasts MRC-5 is studied. The complexes exhibit pronounced cytotoxic properties, and
compound V has the maximum selectivity index with respect to the cancer cells.
About the authors
Yu. A. Golubeva
Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, Russia
														Email: lisalider@ngs.ru
				                					                																			                												                								Россия, Новосибирск						
K. S. Smirnova
Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, Russia
														Email: lisalider@ngs.ru
				                					                																			                												                								Россия, Новосибирск						
L. S. Klyushova
Research Institute of Molecular Biology and Biophysics, Federal Research Center of Fundamental and Translational Medicine,Novosibirsk, Russia
														Email: lisalider@ngs.ru
				                					                																			                												                								Россия, Новосибирск						
A. S. Berezin
Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, Russia
														Email: lisalider@ngs.ru
				                					                																			                												                								Россия, Новосибирск						
E. V. Lider
Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, Russia
							Author for correspondence.
							Email: lisalider@ngs.ru
				                					                																			                												                								Россия, Новосибирск						
References
- Rosenberg B., VanCamp L., Trosko J.E. et al. // Nature. 1969. V. 222. № 5191. P. 385.
- Ferraro M.G., Piccolo M., Misso G. et al. // Pharmaceutics. 2022. V. 14. № 5. P. 954.
- González-Ballesteros M.M., Mejía C., Ruiz-Azuara L. // FEBS Open Bio. 2022. V. 12. № 5. P. 880.
- McGivern T.J.P., Afsharpour S., Marmion C.J. // Inorg. Chim. Acta. 2018. V. 472. P. 12.
- Erxleben A. // Coord. Chem. Rev. 2018. V. 360. P. 92.
- Molinaro C., Martoriati A., Pelinski L. et al. // Cancers. 2020. V. 12. № 10. P. 2863.
- Kalinowski D.S., Stefani C., Toyokuni S. et al. // Biochim. Biophys. Acta, Mol. Cell Res. 2016. V. 1863. № 4. P. 727.
- Jiang Y., Huo Z., Qi X. et al. // Nanomedicine. 2022. V. 17. № 5. P. 303.
- Pinheiro A.C., Busatto F.F., Schaefer B.T. et al. // J. Inorg. Biochem. 2022. V. 237. P. 112013.
- Dinev D., Popova K.B., Zhivkova T. et al. // Appl. Organomet. Chem. 2022. V. 36. № 10. P. e6862.
- Cao H.Z., Yang W.T., Zheng P.S. // BMC Cancer. 2022. V. 22. № 1. P. 1.
- Babahan-Bircan I., Emirdağ S., Özmen A. et al. // Appl. Organomet. Chem. 2022. V. 36. № 9. P. e6784.
- Afroz L., Khan M.H.M., Vagdevi H.M. et al. // Emergent Mater. 2021. V. 5. № 4. P. 1133.
- Khursheed S., Siddique H.R., Tabassum S. et al. // Dalton Trans. 2022. V. 51. № 31. P. 11713.
- Santini C., Pellei M., Gandin V. et al. // Chem. Rev. 2013. V. 114. № 1. P. 815.
- Krasnovskaya O., Naumov A., Guk D. et al. // Int. J. Mol. Sci. 2020. V. 21. P. 3965.
- Vitomirov T., Dimiza F., Matić I.Z. et al. // J. Inorg. Biochem. 2022. V. 235. P. 111942.
- Figueroa-Depaz Y., Pérez-Villanueva J., Soria-Arteche O. et al. // Molecules. 2022. V. 27. № 11. P. 3504.
- Karpagam S., Mamindla A., Kumar Sali V. et al. // Inorg. Chim. Acta. 2022. V. 531. P. 120729.
- Zehra S., Cirilli I., Silvestri S. et al. // Metallomics. 2021. V. 13. № 11. P. mfab064.
- Zehra S., Gómez-Ruiz S., Siddique H.R. et al. // Dalton Trans. 2020. V. 49. № 46. P. 16830.
- Paixão D.A., de Oliveira B.C.A., Almeida J.C. et al. // Inorg. Chim. Acta. 2020. V. 499. P. 119164.
- Karpagam S., Kartikeyan R., Paravai N.P. et al. // J. Coord. Chem. 2019. V. 72. № 18. P. 3102.
- Alvarez N., Mendes L.F.S., Kramer M.G. et al. // Inorg. Chim Acta. 2018. V. 483. P. 61.
- Figueroa-DePaz Y., Resendiz-Acevedo K., Dávila-Manzanilla S.G. et al. // J. Inorg. Biochem. 2022. V. 231. P. 111772.
- Kumari J., Mobin S.M., Mukhopadhyay S. et al. // Inorg. Chem. Commun. 2019. V. 105. P. 217.
- Stoll S., Schweiger A. // J. Magn. Reson. 2006. V. 178. № 1. P. 42.
- Bruker Apex3 Software Suite: Apex3, SADABS-2016/2 and SAINT. Version 2018.7-2. Madison (WI, USA): Bruker AXS Inc., 2017.
- CrysAlisPro 1.171.38.46. The Woodlands (TX, USA), Rigaku Oxford Diffraction, 2015.
- Sheldrick G.M. // Acta Crystallogr. A. 2015. V. 71. № 1. P. 3.
- Sheldrick G.M. // Acta Crystallogr. C. 2015. V. 71. № 1. P. 3.
- Dolomanov O.V., Bourhis L.J., Gildea R.J. et al. // J. Appl. Crystallogr. 2009. V. 42. № 2. P. 339.
- Eremina J.A., Lider E.V., Samsonenko D.G. et al. // Inorg. Chim. Acta. 2019. V. 487. P. 138.
- Smirnova K.S., Golubeva Y.A., Lider E.V. // Crystallogr. Rep. 2022. V. 67. № 4. P. 575.
- Eremina J.A., Ermakova E.A., Smirnova K.S. et al. // Polyhedron. 2021. V. 206. P. 115352
Supplementary files
 
				
			 
					 
						 
						 
						 
						 
									

 
  
  
  Email this article
			Email this article 
 Open Access
		                                Open Access Access granted
						Access granted Subscription or Fee Access
		                                							Subscription or Fee Access
		                                					












