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Copper(ii) and manganese(ii) complexes based on a new N,O-chelating ligand bearing the 1,3,5-diazaphosphorinane moiety

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Abstract

Copper(ii) and manganese(ii) chelate complexes were synthesized using the new N,O-hybrid ligand 1,3-dibenzhydryl-5-(pyridin-2-yl)-1,3,5-diazaphosphinane 5-oxide. The synthesized complexes were characterized by physicochemical methods. The molecular and crystal structures of the complexes were established by X-ray diffraction. All new compounds were evaluated for cytotoxicity against the cancer cell lines M-HeLa and HuTu80 and the normal cell line Chang liver.

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References

  1. U. Ndagi, N. Mhlongo, M. Soliman, Drug Des. Dev. Ther., 2017, 11, 599; DOI: https://doi.org/10.2147/DDDT.S119488.

    Article  CAS  Google Scholar 

  2. J.-X. Liang, H.-J. Zhong, G. Yang, K. Vellaisamy, D.-L. Ma, C.-H. Leung, J. Inorg. Biochem., 2017, 177, 276; DOI: https://doi.org/10.1016/j.jinorgbio.2017.06.002.

    Article  CAS  Google Scholar 

  3. T. Johnstone, K. Suntharalingam, S. Lippard, Chem. Rev., 2016, 116, 3436; DOI: https://doi.org/10.1021/acs.chemrev.5b00597.

    Article  CAS  Google Scholar 

  4. V. Brabec, O. Hrabina, J. Kasparkova, Coord. Chem. Rev., 2017, 351, 2; DOI: https://doi.org/10.1016/j.ccr.2017.04.013.

    Article  CAS  Google Scholar 

  5. P. Starha, J. Vanc, Z. Travnicek, Coord. Chem. Rev., 2019, 380, 103; DOI: https://doi.org/10.1016/j.ccr.2018.09.017.

    Article  CAS  Google Scholar 

  6. A. Matesanz, C. Hernandez, A. Rodriguez, P. Souza, Dalton Trans., 2011, 40, 5738; DOI: https://doi.org/10.1039/C1DT10212E.

    Article  CAS  Google Scholar 

  7. A. Barve, A. Kumbhar, M. Bhat, B. Joshi, R. Butcher, U. Sonawane, R. Joshi, Inorg. Chem., 2009, 48, 9120; DOI: https://doi.org/10.1021/ic9004642.

    Article  CAS  Google Scholar 

  8. C. Santini, M. Pellei, V. Gandin, M. Porchia, F. Tisato, C. Marzano, Chem. Rev., 2014, 114, 815; DOI: https://doi.org/10.1021/cr400135x.

    Article  CAS  Google Scholar 

  9. M. Porchia, M. Pellei, F. Bello, C. Santini, Molecules, 2020, 25, 5814; DOI: https://doi.org/10.3390/molecules25245814.

    Article  CAS  Google Scholar 

  10. G. Barone, A. Terenzi, A. Lauria, A.-M. Almerico, J. Leal, N. Busto, B. Garcia, Coord. Chem. Rev., 2013, 257, 2848; DOI: https://doi.org/10.1016/j.ccr.2013.02.023.

    Article  CAS  Google Scholar 

  11. H. Wang, M. Sorolla II, X. Wang, A. Jacobson, H. Wang, A. Pillai, Transition Met. Chem., 2019, 44, 237; DOI: https://doi.org/10.1007/s11243-018-0288-3.

    Article  Google Scholar 

  12. 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 

  13. C. Freidline, R. Tobias, Inorg. Chem., 1966, 5, 354; DOI: https://doi.org/10.1021/ic50037a006

    Article  CAS  Google Scholar 

  14. T. Iiyama, M. Chikira, T. Oyoshi, H. Sugiyama, J. Biol. Inorg. Chem., 2003, 8, 135; DOI: https://doi.org/10.1007/s00775-002-0398-3.

    Article  CAS  Google Scholar 

  15. R. Chen, C.-S. Liu, H. Zhang, Y. Guo, X.-H. Bu, M. Yang, J. Inorg. Biochem., 2007, 101, 412; DOI: https://doi.org/10.1016/j.jinorgbio.2006.11.001.

    Article  CAS  Google Scholar 

  16. Y.-L. Wang, Y.-C. Liu, Z.-S. Yang, G.-C. Zhao, Bioelectrochemistry, 2004, 65, 77; DOI: https://doi.org/10.1016/j.bioelechem.2004.07.002.

    Article  CAS  Google Scholar 

  17. S. Tardito, O. Bussolati, F. Gaccioli, R. Gatti, S. Guizzardi, J. Uggeri, L. Marchiò, M. Lanfranchi, R. Franchi-Gazzola, Histochem. Cell Biol., 2006, 126, 473; DOI: https://doi.org/10.1007/s00418-006-0183-4.

    Article  CAS  Google Scholar 

  18. N. S. Rukk, L. G. Kuzmina, G. A. Davydova, G. A. Buzanov, S. K. Belus, E. I. Kozhukhova, V. M. Retivov, T. V. Ivanova, V. N. Krasnoperova, B. M. Bolotin, Russ. Chem. Bull., 2020, 69, 1394; DOI: https://doi.org/10.1007/s11172-020-2914-4.

    Article  CAS  Google Scholar 

  19. E.-J. Gao, Y. Zhang, L. Lin, R.-S. Wang, L. Dai, Q. Liang, M.-C. Zhu, M.-L. Wang, L. Liu, W.-X. He, Y.-J. Zhang, J. Coord. Chem., 2011, 64, 3992; DOI: https://doi.org/10.1080/00958972.2011.634910.

    Article  CAS  Google Scholar 

  20. K. Trigulova, A. Shamsieva, R. Faizullin, P. Lonnecke, E. Hey-Hawkins, A. Voloshina, E. Musina, A. Karasik, Russ. J. Coord. Chem., 2020, 46, 600; DOI: https://doi.org/10.1134/S1070328420090055.

    Article  CAS  Google Scholar 

  21. A. Karasik, E. Musina, A. Balueva, I. Strelnik, O. Sinyashin, Pure Appl. Chem., 2017, 89, 293; DOI: https://doi.org/10.1515/pac-2016-1022.

    Article  CAS  Google Scholar 

  22. B. A. Arbuzov, O. A. Erastov, G. N. Nikonov, T. A. Zyablikova, D. S. Yufit, Yu. T. Struchkov, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1981, 30, 1539.

    Google Scholar 

  23. A. V. Shamsieva, K. R. Trigulova, R. R. Fayzullin, V. V. Khrizanforova, Yu. G. Budnikova, E. I. Musina, A. A. Karasik, Russ. Chem. Bull., 2018, 67, 1206; DOI: https://doi.org/10.1007/s11172-018-2203-7.

    Article  CAS  Google Scholar 

  24. A. Artem’ev, M. Davydova, A. Berezin, T. Sukhikh, D. Samsonenko, Inorg. Chem. Front., 2021, 8, 2261; DOI: https://doi.org/10.1039/d1qi00036e.

    Article  Google Scholar 

  25. A. Artem’ev, M. Davydova, A. Berezin, V. Brel, V. Morgalyuk, I. Bagryanskaya, D. Samsonenko, Dalton Trans., 2019, 48, 16448; DOI: https://doi.org/10.1039/c9dt03283e.

    Article  Google Scholar 

  26. A. Berezin, M. Davydova, I. Bagryanskaya, O. Artyushin, V. Brel, A. Artem’ev, Inorg. Chem. Commun., 2019, 107, 107473; DOI:https://doi.org/10.1016/j.inoche.2019.107473.

    Article  CAS  Google Scholar 

  27. D. Montagner, B. Fresch, K. Browne, V. Gandin, A. Erxleben, Chem. Commun., 2017, 53, 134; DOI: https://doi.org/10.1039/C6CC08100B.

    Article  CAS  Google Scholar 

  28. A. Voloshina, S. Gumerova, A. Sapunova, N. Kulik, A. Mirgorodskay, A. Kotenko, T. Prokopyeva, V. Mikhailov, L. Zakharova, O. Sinyashin, Biochi. Biophys. Acta, 2020, 1864, 129728; DOI: https://doi.org/10.1016/j.bbagen.2020.129728.

    Article  CAS  Google Scholar 

  29. G. Sheldrick, Acta Crystallogr., Sect. A, 2015, 71, 3; DOI:https://doi.org/10.1107/S2053273314026370.

    Article  Google Scholar 

  30. G. Sheldrick, Acta Crystallogr., Sect. C, 2015, 71, 3; DOI: https://doi.org/10.1107/S2053229614024218.

    Article  Google Scholar 

  31. A. Spek, Acta Crystallogr., Sect. C, 2015, 71, 9; DOI: https://doi.org/10.1107/S2053229614024929.

    Article  CAS  Google Scholar 

  32. A. Spek, Acta Crystallogr., Sect. D, 2009, 65, 148; DOI: https://doi.org/10.1107/S090744490804362X.

    Article  CAS  Google Scholar 

  33. C. Macrae, I. Sovago, S. Cottrell, P. Galek, P. McCabe, E. Pidcock, M. Platings, G. Shield, J. Stevens, M. Towler, P. Wood, J. Appl. Crystallogr., 2020, 53, 226; DOI: https://doi.org/10.1107/S1600576719014092.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center, Russian Academy of Sciences, 8 ul. Akad. Arbuzova, 420088, Kazan, Russia

    K. R. Trigulova, A. V. Shamsieva, A. I. Kasimov, I. A. Litvinov, S. K. Amerhanova, A. D. Voloshina, E. I. Musina & A. A. Karasik

Authors
  1. K. R. Trigulova
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  2. A. V. Shamsieva
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  3. A. I. Kasimov
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  4. I. A. Litvinov
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  5. S. K. Amerhanova
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  6. A. D. Voloshina
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  7. E. I. Musina
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  8. A. A. Karasik
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Correspondence to K. R. Trigulova.

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Dedicated to Academician of the Russian Academy of Sciences V. I. Ovcharenko on the occasion of his 70th birthday.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1410–1421, July, 2022.

The measurements were carried out using the equipment of the Assigned Spectral-Analytical Center of Shared Facilities for Study of Structure, Composition and Properties of Substances and Materials of the FRC Kazan Scientific Center of the Russian Academy of Sciences.

No human or animal subjects were used in this research.

The authors declare no competing interests.

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Trigulova, K.R., Shamsieva, A.V., Kasimov, A.I. et al. Copper(ii) and manganese(ii) complexes based on a new N,O-chelating ligand bearing the 1,3,5-diazaphosphorinane moiety. Russ Chem Bull 71, 1410–1421 (2022). https://doi.org/10.1007/s11172-022-3547-6

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  • DOI: https://doi.org/10.1007/s11172-022-3547-6

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