Cytotoxic Copper(II) Complexes Based on 2,2'-Bipyridine/1,10-
Phenanthroline and 5-(4-Chlorophenyl)-1H-tetrazole:
Synthesis and Structures

Yu. A. Golubeva; Голубева Ю. А.; K. S. Smirnova; Смирнова К. С.; L. S. Klyushova; Клюшова Л. С.; A. S. Berezin; Березин А. С.; E. V. Lider; Лидер Е. В.

doi:10.31857/S0132344X2260062X

Cytotoxic Copper(II) Complexes Based on 2,2'-Bipyridine/1,10- Phenanthroline and 5-(4-Chlorophenyl)-1H-tetrazole: Synthesis and Structures

Autores: Golubeva Y.A.¹, Smirnova K.S.¹, Klyushova L.S.², Berezin A.S.¹, Lider E.V.¹
Afiliações:
1. Nikolaev Institute of Inorganic Chemistry, Siberian Branch, Russian Academy of Sciences, Novosibirsk, Russia
2. Research Institute of Molecular Biology and Biophysics, Federal Research Center of Fundamental and Translational Medicine, Novosibirsk, Russia
Edição: Volume 49, Nº 9 (2023)
Páginas: 516-529
Seção: Articles
URL: https://cardiosomatics.ru/0132-344X/article/view/667479
DOI: https://doi.org/10.31857/S0132344X2260062X
EDN: https://elibrary.ru/WACYDM
ID: 667479

Citar

Texto integral

Acesso aberto
Acesso é fechado

Acesso está concedido
Acesso é fechado

Somente assinantes

Resumo
Sobre autores
Bibliografia
Arquivos suplementares
Estatísticas

Resumo

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.

Palavras-chave

copper(II) complexes, 5-(4-chlorophenyl)-1H-tetrazole, 1,10-phenanthroline, XRD, cytotoxicity

Bibliografia

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