Skip to main content
SpringerLink
Log in

A NEW MONOMER Ce(III) COMPLEX BASED ON BIS[(2-PYRIDYL)METHYLENE]PYRIDINE- 2,6-DICARBOHYDRAZONE: SYNTHESIS, DNA BINDING, APOPTOSIS, AND MOLECULAR DOCKING

  • Published:
Journal of Structural Chemistry Aims and scope Submit manuscript

Abstract

A new type of monomer complex [Ce3(L)2(NO3)5(DMF)2] was successfully synthesized by hydrothermal method. The structure of the complex was analyzed by single crystal X-ray diffraction, elemental analysis, and infrared spectroscopy. And the powder X-ray diffraction analysis was used to verify the purity of the complex. UV-Vis (Ultraviolet-visible) absorption spectroscopy shows that the complex is inserted into FS-DNA (fish sperm DNA) through the interaction with DNA base pairs via hydrogen bonds, and the binding constant Kb of DNA is 9.8·104 M–1. Fluorescence spectroscopy experiments revealed the binding capacity of DNA, and the fluorescence quenching constant Ksv value was 0.072·105 M–1. Molecular docking studies have shown that the complex can be effectively inserted into the small groove of DNA. Flow cytometry analyzed the ability of the complex to induce apoptosis HeLa cells (human cervical cancer cells). This series of experiences demonstrated the potential therapeutic value of this complex.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5
Fig. 6

Similar content being viewed by others

REFERENCES

  1. H. Sung, J. Ferlay, R. L. Siegel, M. Laversanne, I. Soerjomataram, A. Jemal, and F. Bray. CA – Cancer J. Clin., 2021, 71(3), 209-249. https://doi.org/10.3322/caac.21660

    Article  Google Scholar 

  2. E. Wong and C. M. Giandomenico. Chem. Rev., 1999, 99(9), 2451-2466. https://doi.org/10.1021/cr980420v

    Article  CAS  PubMed  Google Scholar 

  3. T. C. Johnstone, K. Suntharalingam, and S. J. Lippard. Chem. Rev., 2016, 116(5), 3436-3486. https://doi.org/10.1021/acs.chemrev.5b00597

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  4. M. J. Piccart, H. Lamb, and J. B. Vermorken. Ann. Oncol., 2001, 12(9), 1195-1203. https://doi.org/10.1023/a:1012259625746

    Article  CAS  PubMed  Google Scholar 

  5. X. Wang, X. Wang, S. Jin, N. Muhammad, and Z. Guo. Chem. Rev., 2019, 119(2), 1138-1192. https://doi.org/10.1021/acs.chemrev.8b00209

    Article  CAS  PubMed  Google Scholar 

  6. T. W. Hambley. Coord. Chem. Rev., 1997, 166, 181-223. https://doi.org/10.1016/s0010-8545(97)00023-4

    Article  CAS  Google Scholar 

  7. L. Galluzzi, I. Vitale, J. Michels, C. Brenner, G. Szabadkai, A. Harel-Bellan, M. Castedo, and G. Kroemer. Cell Death Dis., 2014, 5(5), e1257. https://doi.org/10.1038/cddis.2013.428

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  8. G. Gasser, I. Ott, and N. Metzler-Nolte. J. Med. Chem., 2011, 54(1), 3-25. https://doi.org/10.1021/jm100020w

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  9. Z. N. Chen, R. W. Deng, and J. G. Wu. J. Inorg. Biochem., 1992, 47(2), 81-87. https://doi.org/10.1016/0162-0134(92)84044-n

    Article  CAS  PubMed  Google Scholar 

  10. R. W. Deng, J. G. Wu, and L. S. Long. Synth. React. Inorg. Met. Chem., 1993, 23(3), 493-500. https://doi.org/10.1080/15533179308016652

    Article  CAS  Google Scholar 

  11. L. Yang, D. Tao, X. Yang, Y. Li, and Y. Guo. Chem. Pharm. Bull., 2003, 51(5), 494-498. https://doi.org/10.1248/cpb.51.494

    Article  CAS  Google Scholar 

  12. A. R. Sayed, M. M. Youssef, and Y. S. A. Faiyz. J. Appl. Sci., 2015, 15(6), 884-893. https://doi.org/10.3923/jas.2015.884.893

    Article  CAS  Google Scholar 

  13. I. Ameen, A. K. Tripathi, R. L. Mishra, A. Siddiqui, and U. N. Tripathi. RSC Adv., 2018, 8(15), 8412-8425. https://doi.org/10.1039/c7ra13035j

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  14. B. H. M. Hussein, H. A. Azab, M. F. El-Azab, and A. I. El-Falouji. Eur. J. Med. Chem., 2012, 51, 99-109. https://doi.org/10.1016/j.ejmech.2012.02.025

    Article  CAS  PubMed  Google Scholar 

  15. H. Liu, B. Zhou, C. Zhao, D. Zhang, Q. Wu, and Z. Li. J. Coord. Chem., 2018, 71(14), 2102-2108. https://doi.org/10.1080/00958972.2018.1472771

    Article  CAS  Google Scholar 

  16. A. H. Sheikh, A. Khalid, F. Khan, and A. Begum. ChemistrySelect, 2019, 4(1), 228-235. https://doi.org/10.1002/slct.201802810

    Article  CAS  Google Scholar 

  17. X. Shen, Y. Xie, and H. Jiang. Synth. React. Inorg. Met. Chem., 1995, 25(4), 511-519. https://doi.org/10.1080/15533179508218242

    Article  CAS  Google Scholar 

  18. M. Taha, I. Khan, and J. A. P. Coutinho. J. Inorg. Biochem., 2016, 157, 25-33. https://doi.org/10.1016/j.jinorgbio.2016.01.017

    Article  CAS  PubMed  Google Scholar 

  19. P. Przybylski, A. Huczynski, K. Pyta, B. Brzezinski, and F. Bartl. Curr. Org. Chem., 2009, 13(2), 124-148. https://doi.org/10.2174/138527209787193774

    Article  CAS  Google Scholar 

  20. M. T. Kaczmarek, M. Zabiszak, M. Nowak, and R. Jastrzab. Coord. Chem. Rev., 2018, 370, 42-54. https://doi.org/10.1016/j.ccr.2018.05.012

    Article  CAS  Google Scholar 

  21. M. U. Anwar, S. S. Tandon, L. N. Dawe, F. Habib, M. Murugesu, and L. K. Thompson. Inorg. Chem., 2012, 51(2), 1028-1034. https://doi.org/10.1021/ic2022006

    Article  CAS  PubMed  Google Scholar 

  22. G. M. Sheldrick. Acta Crystallogr., Sect. A: Found. Adv., 2015, 71(1), 3-8. https://doi.org/10.1107/s2053273314026370

    Article  Google Scholar 

  23. G. M. Sheldrick. Acta Crystallogr., Sect. C: Struct. Chem., 2015, 71(1), 3-8. https://doi.org/10.1107/s2053229614024218

    Article  Google Scholar 

  24. G. V. Zyryanov, D. S. Kopchuk, I. S. Kovalev, S. Santra, M. Rahman, A. F. Khasanov, A. P. Krinochkin, O. S. Taniya, O. N. Chupakhin, and V. N. Charushin. Mendeleev Commun., 2020, 30(5), 537-554. https://doi.org/10.1016/j.mencom.2020.09.001

    Article  CAS  Google Scholar 

  25. A. A. Franich, M. D. Živković, D. Ćoćić, B. Petrović, M. Milovanović, A. Arsenijević, J. Milovanović, D. Arsenijević, B. Stojanović, M. I. Djuran, and S. Rajković. JBIC, J. Biol. Inorg. Chem., 2019, 24(7), 1009-1022. https://doi.org/10.1007/s00775-019-01695-w

    Article  CAS  PubMed  Google Scholar 

  26. M. Sirajuddin, S. Ali, and A. Badshah. J. Photochem. Photobiol., B, 2013, 124, 1-19. https://doi.org/10.1016/j.jphotobiol.2013.03.013

    Article  CAS  Google Scholar 

  27. M. Sedighipoor, A. H. Kianfar, M. R. Sabzalian, and F. Abyar. Spectrochim. Acta, Part A, 2018, 198, 38-50. https://doi.org/10.1016/j.saa.2018.02.050

    Article  CAS  Google Scholar 

  28. M. Zhu, H. Zhao, T. Peng, J. Su, B. Meng, Z. Qi, B. Jia, Y. Feng, and E. Gao. Appl. Organomet. Chem., 2019, 33(3), e4734. https://doi.org/10.1002/aoc.4734

    Article  CAS  Google Scholar 

  29. S. Kumbhakonam, S. Saroj, N. Venkatesan, K. Devarajan, and M. K. Manheri. Bioorg. Med. Chem. Lett., 2020, 30(22), 127594. https://doi.org/10.1016/j.bmcl.2020.127594

    Article  CAS  Google Scholar 

  30. M. Zhu, J. Liu, J. Su, B. Meng, Y. Feng, B. Jia, T. Peng, Z. Qi, and E. Gao. Appl. Organomet. Chem., 2019, 33(1), e4676. https://doi.org/10.1002/aoc.4676

    Article  CAS  Google Scholar 

  31. X. Mo, K. Chen, Z. Chen, B. Chu, D. Liu, Y. Liang, J. Xiong, Y. Yang, J. Cai, and F. Liang. Inorg. Chem., 2021, 60(21), 16128-16139. https://doi.org/10.1021/acs.inorgchem.1c01763

    Article  CAS  PubMed  Google Scholar 

  32. X. Qiao, Z.-Y. Ma, C.-Z. Xie, F. Xue, Y.-W. Zhang, J.-Y. Xu, Z.-Y. Qiang, J.-S. Lou, G.-J. Chen, and S.-P. Yan. J. Inorg. Biochem., 2011, 105(5), 728-737. https://doi.org/10.1016/j.jinorgbio.2011.01.004

    Article  CAS  PubMed  Google Scholar 

  33. L. Heidarpoor Saremi, K. Dadashi Noshahr, A. Ebrahimi, A. Khalegian, K. Abdi, and M. Lagzian. Spectrochim. Acta, Part A, 2021, 251, 119377. https://doi.org/10.1016/j.saa.2020.119377

    Article  CAS  Google Scholar 

  34. A. Rabbani-Chadegani, S. Keyvani-Ghamsari, and N. Zarkar. Spectrochim. Acta, Part A, 2011, 84(1), 62-67. https://doi.org/10.1016/j.saa.2011.08.064

    Article  CAS  Google Scholar 

  35. M. Iqbal, S. Ali, N. Muhammad, and M. Sohail. Polyhedron, 2013, 57, 83-93. https://doi.org/10.1016/j.poly.2013.04.020

    Article  CAS  Google Scholar 

  36. K.-H. Wang and E.-J. Gao. Inorg. Chim. Acta, 2018, 482, 221-228. https://doi.org/10.1016/j.ica.2018.06.025

    Article  CAS  Google Scholar 

  37. C. Icsel, V. T. Yilmaz, Y. Kaya, S. Durmus, M. Sarimahmut, O. Buyukgungor, and E. Ulukaya. J. Inorg. Biochem., 2015, 152, 38-52. https://doi.org/10.1016/j.jinorgbio.2015.08.026

    Article  CAS  PubMed  Google Scholar 

  38. S. U. Rehman, T. Sarwar, M. A. Husain, H. M. Ishqi, and M. Tabish. Arch. Biochem. Biophys., 2015, 576, 49-60. https://doi.org/10.1016/j.abb.2015.03.024

    Article  CAS  PubMed  Google Scholar 

  39. A. Kabir and G. S. Kumar. Mol. BioSyst., 2014, 10(5), 1172-1183. https://doi.org/10.1039/c3mb70616h

    Article  CAS  PubMed  Google Scholar 

  40. R. R. Pulimamidi, R. Nomula, R. Pallepogu, and H. Shaik. Eur. J. Med. Chem., 2014, 79, 117-127. https://doi.org/10.1016/j.ejmech.2014.03.084

    Article  CAS  PubMed  Google Scholar 

  41. S. Tabassum, M. Zaki, M. Afzal, and F. Arjmand. Eur. J. Med. Chem., 2014, 74, 509-523. https://doi.org/10.1016/j.ejmech.2013.12.046

    Article  CAS  PubMed  Google Scholar 

  42. N. Li, Y. Ma, C. Yang, L. Guo, and X. Yang. Biophys. Chem., 2005, 116(3), 199-205. https://doi.org/10.1016/j.bpc.2005.04.009

    Article  CAS  PubMed  Google Scholar 

  43. H. Wu, F. Jia, F. Kou, B. Liu, J. Yuan, and Y. Bai. Transition Met. Chem., 2011, 36(8), 847-853. https://doi.org/10.1007/s11243-011-9539-2

    Article  CAS  Google Scholar 

  44. H.-L. Wu, K. Li, T. Sun, F. Kou, F. Jia, J.-K. Yuan, B. Liu, and B.-L. Qi. Transition Met. Chem., 2011, 36(1), 21-28. https://doi.org/10.1007/s11243-010-9429-z

    Article  CAS  Google Scholar 

  45. D. Gopalakrishnan, M. Ganeshpandian, R. Loganathan, N. S. P. Bhuvanesh, X. J. Sabina, and J. Karthikeyan. RSC Adv., 2017, 7(60), 37706-37719. https://doi.org/10.1039/c7ra06514k

    Article  CAS  Google Scholar 

  46. A. Mondal, S. De, S. Maiti, B. Sarkar, A. K. Sk, R. Jacob, A. Moorthy, and P. Paira. J. Photochem. Photobiol., B, 2018, 178, 380-394. https://doi.org/10.1016/j.jphotobiol.2017.11.033

    Article  CAS  Google Scholar 

  47. F. Arjmand, S. Parveen, M. Afzal, L. Toupet, and T. Ben Hadda. Eur. J. Med. Chem., 2012, 49, 141-150. https://doi.org/10.1016/j.ejmech.2012.01.005

    Article  CAS  PubMed  Google Scholar 

  48. X.-Y. Meng, H.-X. Zhang, M. Mezei, and M. Cui. Curr. Comput.-Aided Drug Des., 2011, 7(2), 146-157. https://doi.org/10.2174/157340911795677602

    Article  CAS  Google Scholar 

  49. Q. Wang, L. Yang, J. Wu, H. Wang, J. Song, and X. Tang. BioMetals, 2017, 30(1), 17-26. https://doi.org/10.1007/s10534-016-9984-7

    Article  CAS  PubMed  Google Scholar 

  50. H. Qin, J. Liu, Z. Zhang, J. Li, G. Gao, Y. Yang, X. Yuan, and D. Wu. Anal. Biochem., 2014, 462, 60-66. https://doi.org/10.1016/j.ab.2014.06.013

    Article  CAS  PubMed  Google Scholar 

  51. S. Elmore. Toxicol. Pathol., 2007, 35(4), 495-516. https://doi.org/10.1080/01926230701320337

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  52. L. Li, Y.-S. Wong, T. Chen, C. Fan, and W. Zheng. Dalton Trans., 2012, 41(4), 1138-1141. https://doi.org/10.1039/c1dt11950h

    Article  CAS  PubMed  Google Scholar 

  53. S. U. Parsekar, M. Singh, D. P. Mishra, P. K. S. Antharjanam, A. P. Koley, and M. Kumar. JBIC, J. Biol. Inorg. Chem., 2019, 24(3), 343-363. https://doi.org/10.1007/s00775-019-01651-8

    Article  CAS  PubMed  Google Scholar 

  54. H. Mohan, V. Ramalingam, J.-M. Lim, S.-W. Lee, J. Kim, J.-H. Lee, Y.-J. Park, K.-K. Seralathan, and B.-T. Oh. Colloids Surf., A, 2020, 607, 125469. https://doi.org/10.1016/j.colsurfa.2020.125469

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. The Key Laboratory of the Inorganic Molecule-Based Chemistry of Liaoning Province and Laboratory of Coordination Chemistry, Shenyang University of Chemical Technology, Shenyang, Liaoning, People’s Republic of China

    S. Y. Chen, X. X. Ji, D. X. Song, Q. Chen, Y. Li, N. Sun, L. Wang, S. Y. Wu, Y. Zhang & M. C. Zhu

Authors
  1. S. Y. Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. X. X. Ji
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. D. X. Song
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Q. Chen
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Y. Li
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. N. Sun
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. L. Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. S. Y. Wu
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. Y. Zhang
    View author publications

    You can also search for this author in PubMed Google Scholar

  10. M. C. Zhu
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to M. C. Zhu.

Ethics declarations

The authors declare that they have no conflicts of interests.

Additional information

Text © The Author(s), 2022, published in Zhurnal Strukturnoi Khimii, 2022, Vol. 63, No. 10, 99148.https://doi.org/10.26902/JSC_id99148

Supplementary material

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Chen, S.Y., Ji, X.X., Song, D.X. et al. A NEW MONOMER Ce(III) COMPLEX BASED ON BIS[(2-PYRIDYL)METHYLENE]PYRIDINE- 2,6-DICARBOHYDRAZONE: SYNTHESIS, DNA BINDING, APOPTOSIS, AND MOLECULAR DOCKING. J Struct Chem 63, 1568–1578 (2022). https://doi.org/10.1134/S0022476622100031

Download citation

  • Received:

  • Revised:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0022476622100031

Keywords

Search

Navigation