Synthesis of Nickel(II) Complexes Based on Dialkylphosphorylpyridines and Their Cytotoxic Activity

封面

如何引用文章

全文:

开放存取 开放存取
受限制的访问 ##reader.subscriptionAccessGranted##
受限制的访问 订阅存取

详细

Bis-chelate nickel complex of composition [L2Ni(H2O)2](BF4)2 (4), where L = 1,3-dibenzhydryl-5-(pyridin-2-yl)-5-oxo-1,3,5-diazaphosphorinane, and tris-chelate complexes 5 and 6 of composition [L3Ni](BF4)2, where L = 2-diethylphosphorylpyridine and 2-diisopropylphosphorylpyridine, based on 1,4-N,O ligands L2–L4 with phosphoryl groups of acyclic and cyclic structure have been prepared. The structure and composition of complexes 4–6 were confirmed by mass-spectrometry, IR spectroscopy, thermogravimetric and elemental analysis. The structure of complexes 4-EtOH and 5 in crystals has been established by X-ray diffraction study. Cytotoxic properties toward M-HeLa and HuTu80 cancer cells and Chang Liver normal cell lines for the previously prepared nickel(II) complexes 1–3 based on 2-(oxophospholane)pyridines and the nickel(II) complexes obtained in this work have been studied. It has been found that the complexes with ligands containing cyclic phosphoryl groups show higher cytotoxicity toward cancer cells as compared with the complexes with their acyclic analogs.

作者简介

K. Enikeeva

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences

Email: kamtri95@mail.ru
420088, Kazan, Russia

A. Kasimov

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences

Email: kamtri95@mail.ru
420088, Kazan, Russia

I. Litvinov

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences

Email: kamtri95@mail.ru
420088, Kazan, Russia

A. Lyubina

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences

Email: kamtri95@mail.ru
420088, Kazan, Russia

A. Voloshina

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences

Email: kamtri95@mail.ru
420088, Kazan, Russia420088, Kazan, Russia

E. Musina

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences

Email: kamtri95@mail.ru
420088, Kazan, Russia

A. Karasik

Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences

编辑信件的主要联系方式.
Email: kamtri95@mail.ru
420088, Kazan, Russia

参考

  1. Mobley H.L., Hausinger R.P. // Microbiol. Rev. 1989. V. 53. № 1. P. 85. https://doi.org/10.1128/mr.53.1.85-108.1989
  2. Huang W.-S., Liu S., Zou D. et al. // J. Med. Chem. 2016. V. 59. № 10. P. 4948. https://doi.org/10.1021/acs.jmedchem.6b00306
  3. Finkbeiner P.P., Hehn J., Gnamm C. // J. Med. Chem. 2020. V. 63. P. 7081. https://doi.org/10.1021/acs.jmedchem.0c00407
  4. Тригулова К.Р., Шамсиева А.В., Файзуллин Р.Р. и др. // Коорд. химия. 2020. Т. 46. № 9. С. 522. Trigulova K.R., Shamsieva A.V., Fayzullin R.R. et al. // Russ. J. Coord. Chem. 2020. V. 46. № 9. P. 600. https://doi.org/10.1134/S1070328420090055
  5. Chellan P., Nasser S., Vivas L. et al. // J. Organomet. Chem. 2010. V. 695. № 19–20. P. 2225. https://doi.org/10.1016/j.jorganchem.2010.06
  6. Lee S.-Y., Hille A., Frias C. et al. // J. Med. Chem. 2010. V. 53. № 16. P. 6064. https://doi.org/10.1021/jm100459k
  7. Pradeepa S.M., Bhojya Naik H.S., Vinay Kumar B. et al. // Spectrochim. Acta, Part A: Mol. Biomol. Spectrosc. 2013. V. 101. P. 132. https://doi.org/10.1016/j.saa.2012.09.062
  8. Sathisha M.P., Shetti U.N., Revankar V.K. et al. // Eur. J. Med. Chem. 2008. V. 43. № 11. P. 2338. https://doi.org/10.1016/j.ejmech.2007.10.003
  9. Datta S., Seth D.K., Gangopadhyay S. et al. // Inorg. Chim. Acta. 2012. V. 392. P. 118. https://doi.org/10.1016/j.ica.2012.05.034
  10. Savir S., Wei Z.J., Kent Liew J.W. et al. // J. Mol. Struct. 2020. P. 128090. https://doi.org/10.1016/j.molstruc.2020.12809
  11. Li P., Niu M., Hong M. et al. // J. Inorg. Biochem. 2014. V. 137. P. 101. https://doi.org/10.1016/j.jinorgbio.2014.04.0
  12. Sousa L.M., Souza W.A., Paixao D.A. et al. // Inorg. Chim. Acta. 2020. V. 511. P. 119824. https://doi.org/10.1016/j.ica.2020.119824
  13. Шамсиева А.В., Тригулова К.Р., Файзуллин Р.Р. и др. // Изв. АН. Сер. хим. 2018. Т. 67. № 7. С. 1206. Shamsieva A.V., Trigulova K.R., Fayzullin R.R. et al. // Russ. Chem. Bull. (Int. Ed.) 2018. V. 67. № 7. Р. 1206. https://doi.org/10.1007/s11172-018-2203-7
  14. Тригулова К.Р., Шамсиева А.В., Касимов А.И. и др. // Изв. АН. Сер. хим. 2022. № 7. С. 1410. Trigulova K.R., Shamsieva A. V., Kasimov A.I. et al. // Russ. Chem. Bull. 2022. V. 71. № 7. P. 1410. https://doi.org/10.1007/s11172-022-3547-6
  15. Enikeeva K.R., Shamsieva A.V., Kasimov A.I. et al. // Inorg. Chim. Acta. 2023. V. 545. P. 121286. https://doi.org/10.1016/j.ica.2022.121286
  16. APEX2 (Version 2.1), SAINTPlus. Data Reduction and Correction Program Version 7.31A, Bruker Advansed X-ray Solutions, Bruker AXS Inc., Madison, Wisconsin, USA, 2006.
  17. Sheldrik G.M. SADABS, Program for empirical X-ray absorption correction, Bruker-Nonis, 1990–2004.
  18. Sheldrick G.M. // Acta Crystallogr., Sect. A. 2015. V. 71. P. 3.
  19. Sheldrick G.M. // Acta Crystallogr., Sect. C. 2015. V. 71. P. 3.
  20. Spek A.L. // Acta Crystallogr., Sect. D. 2009. V. 65. P. 148.
  21. Farrugia L.J., Win J. // J. Appl. Crystallogr. 2012. V. 45. P. 849.
  22. Macrae C.F., Sovago I. et al. // J. Appl. Crystallogr. 2020. V. 53. P. 226. https://doi.org/10.1107/S1600576719014092
  23. Zhang S., Pattacini R., Jiea S. et al. // Dalton Trans. 2012. V. 41. P. 379. https://doi.org/10.1039/c1dt11352f
  24. Li Z., Sun W.-H., Wang L. et al. // J. Chem. Crystallogr. 2002. V. 32. P. 107. https://doi.org/10.1023/A:1015673100877
  25. Dodoff N., Maccek J., Angelova O. et al. // J. Coord. Chem. 2015. V. 22. P. 219. https://doi.org/10.1080/00958979009408218
  26. Montagner D., Fresch B., Browne K. et al. // Chem. Commun. 2017. V. 53. № 1. P. 134. https://doi.org/10.1039/C6CC08100B

补充文件

附件文件
动作
1. JATS XML
2.

下载 (39KB)
3.

下载 (43KB)
4.

下载 (38KB)
5.

下载 (332KB)
6.

下载 (388KB)
7.

下载 (130KB)

版权所有 © К.Р. Еникеева, А.И. Касимов, И.А. Литвинов, А.П. Любина, А.Д. Волошина, Э.И. Мусина, А.А. Карасик, 2023