Skip to main content
SpringerLink
Log in

Zinc(II) and Cobalt(II) Complexes Derived from 4-Benzyloxy-2,6-bis(1-methyl-2-benzimidazolyl)pyridine: Synthesis, Crystal Structures, Spectroscopic Properties and Antitumour Activities

  • Original Paper
  • Published:
Journal of Chemical Crystallography Aims and scope Submit manuscript

Abstract

Two metal complexes, [Zn(bmbp)Cl2]·H2O (1) and [Co(bmbp)2](ClO4)2·DMF·H2O (2) (bmbp = 4-benzyloxy-2,6-bis(1-methyl-2-benzimidazolyl)pyridine), have been synthesized and characterized. X-ray crystal structure analysis for complex 1 reveals that the Zn(II) atom is penta-coordinated with three nitrogen atoms of the ligand and two chlorine atoms in the coordination sphere, adopting a distorted square pyramidal geometry. For complex 2, the central Co(II) atom is bonded by six nitrogen atoms from two ligands in a distorted octahedral fashion. The two complexes feature 1D chain structures generated by C–H⋯π interactions. The thermal stabilities and spectroscopic properties of the complexes have been studied. Both complexes exhibit inhibition on the growth of the Eca109 cancer cells, but show lower antitumor activity than cisplatin.

Graphic Abstract

Two zinc(II) and cobalt(II) complexes based on 4-benzyloxy-2,6-bis(1-methyl-2-benzimidazolyl)pyridine, which exhibit inhibition on the growth of Eca109 cancer cell, were synthesized and characterized by X-ray single crystal structure analysis.

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
Fig. 7
Fig. 8

Similar content being viewed by others

References

  1. Hao JM, Yu BY, Van Hecke K, Cui GH (2015) Cryst Eng Comm 17:2279–2293

    Article  CAS  Google Scholar 

  2. Kalinowska-Lis U, Szewczyk EM, Checinska L, Wojciechowski JM, Wolf WM, Ochocki J (2014) Chem Med Chem 9:169–176

    Article  CAS  Google Scholar 

  3. Husain A, Rashid M, Shaharyar M, Siddiqui AA, Mishra R (2013) Eur J Med Chem 62:785–798

    Article  CAS  Google Scholar 

  4. Chen N, Yang P, He X, Shao M, Li MX (2013) Inorg Chim Acta 405:43–50

    Article  CAS  Google Scholar 

  5. Manjunatha MN, Dikundwar AG, Nagasundara KR (2011) Polyhedron 30:1299–1304

    Article  CAS  Google Scholar 

  6. Arjmand F, Parveen S, Afzal M, Shahid M (2012) J Photochem Photobiol B 114:15–26

    Article  CAS  Google Scholar 

  7. Ou ZB, Lu YH, Lu YM, Chen S, Xiong YH, Zhou XH, Mao ZW, Le XY (2013) J Coord Chem 66:2152–2165

    Article  CAS  Google Scholar 

  8. Wu HL, Zhang YH, Zhang JW, Yang ZH, Chen CY, Peng HP, Wang F (2015) Transit Met Chem 40:145–152

    Article  CAS  Google Scholar 

  9. Wu HL, Kou F, Jia F, Liu B, Yuan JK, Bai Y (2011) J Photochem Photobiol B 105:190–197

    Article  CAS  Google Scholar 

  10. Navarrete-Vázquez G, Cedillo R, Hernández-Campos A, Yépez L, Hernández-Luis F, Valdez J, Morales R, Cortés R, Hernández M, Castillo R (2001) Bioorg Med Chem Lett 11:187–190

    Article  Google Scholar 

  11. Rathore A, Sudhakar R, Ahsan MJ, Ali A, Subbarao N, Jadav SS, Umar S, Shaharyar M (2017) Bioorg Chem 70:107–117

    Article  CAS  Google Scholar 

  12. Singla M, Ranjan R, Mahiya K, Mohapatra SC, Ahmad S (2015) New J Chem 39:4316–4327

    Article  CAS  Google Scholar 

  13. Rajarajeswari C, Loganathan R, Palaniandavar M, Suresh E, Riyasdeend A, Akbarshae MA (2013) Dalton Trans 42:8347–8363

    Article  CAS  Google Scholar 

  14. Hu JY, Guo Y, Zhao JA, Zhang JS (2017) Bioorg Med Chem 25:5733–5742

    Article  CAS  Google Scholar 

  15. Ramachandran E, Kalaivani P, Prabhakaran R, Rath NP, Brinda S, Poornima P, Padma VV, Natarajan K (2012) Metallomics 4:218–227

    Article  CAS  Google Scholar 

  16. Siddiqi ZA, Kalid M, Kumar S, Shahid M, Novo S (2010) Eur J Med Chem 45:264–269

    Article  CAS  Google Scholar 

  17. Bordbar M, Tabatabaee M, Alizadeh-Nouqi M, Mehri-Lighvan Z, Khavasi HR, Yeganeh-Faal A, Fallahian F, Dolati M (2016) J Iran Chem Soc 13:1125–1132

    Article  CAS  Google Scholar 

  18. Liu SG, Cao WQ, Yu LL, Zheng WJ, Li LL, Fan CD, Chen TF (2013) Dalton Trans 42:5932–5940

    Article  CAS  Google Scholar 

  19. Pyle AM, Barton JK (1990) Prog Inorg Chem Bioinorg Chem 38:413–475

    CAS  Google Scholar 

  20. Li GB, Wang SX, Su WY, Pan RK, Liu KD, Liu SG (2014) Russ J Coord Chem 40:764–767

    Article  CAS  Google Scholar 

  21. Pan RK, Liu SG, Wang SX, Li GB, Su WY, Huang QW, He YM (2015) Z Anorg Allg Chem 641:627–630

    Article  CAS  Google Scholar 

  22. Pan RK, Song JL, Li GB, Lin SQ, Liu SG, Yang GZ (2017) Transit Met Chem 42:253–262

    Article  CAS  Google Scholar 

  23. Bashash M, Hislop TG, Shah AM, Le N, Brooks-Wilson A, Bajdik CD (2011) BMC Cancer 11:164

    Article  Google Scholar 

  24. Bray F, Ferlay J, Soerjomataram I, Siegel RL, Torre LA, Jemal A (2018) CA Cancer J Clin 68:394–424

    Article  Google Scholar 

  25. Pan RK, Li GB, Liu SG, Zhou XP, Yang GZ (2016) Monatsh Chem 147:1189–1196

    Article  CAS  Google Scholar 

  26. Sheldrick GM (1997) SHELXS-97, program for the solution of crystal structures. University of Göttingen, Göttingen

    Google Scholar 

  27. Sheldrick GM (1997) SHELXL-97, program for the refinement of crystal structures from diffraction data. University of Göttingen, Göttingen

    Google Scholar 

  28. Spek AL (2009) Acta Cryst D 65:148–155

    Article  CAS  Google Scholar 

  29. Addison AW, Rao TN, Reedijk J, Van Rijn J, Verschoor GC (1984) J Chem Soc Dalton Trans 7:1349–1356

    Article  Google Scholar 

  30. Wang D, Liu SX (2007) Polyhedron 26:5469–5476

    Article  CAS  Google Scholar 

  31. Zhang LP, Ma JF, Yang J, Liu YY, Wei GH (2009) Cryst Growth Des 9:4660–4673

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was financially supported by National Natural Science Foundation of China (No. 21502085), Special funds for public welfare research and capacity building in Guangdong Province (Nos. 2015A020211038 and 2016A010103042), Research Group of Rare earth resource exploiting and luminescent materials (No. 2017KCXTD022).

Author information

Authors and Affiliations

  1. Key Laboratory of Clean Energy Materials Chemistry of Guangdong Higher Education Institutes, School of Chemistry and Chemical Engineering, Lingnan Normal University, Zhanjiang, China

    Rong-Kai Pan, Jiang-Li Song, Wen-Yi Su & Sheng-Gui Liu

Authors
  1. Rong-Kai Pan
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Jiang-Li Song
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Wen-Yi Su
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Sheng-Gui Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Jiang-Li Song.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Electronic supplementary material

Below is the link to the electronic supplementary material.

Supplementary file1 (PDF 187 kb)

10870_2020_824_MOESM2_ESM.doc

Supplementary file2 (DOC 556 kb) CCDC 1401680 and 1449418 contain the supplementary crystallographic data for complexes 1 and 2. These data can be obtained free of charge via https://www.ccdc.cam.ac.uk/conts/retrieving.html, or from the Cambridge Crystallographic Data Centre (CCDC), 12 Union Road, Cam bridge CB2 1EZ, UK.

Supplementary file3 (PDF 146 kb)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Pan, RK., Song, JL., Su, WY. et al. Zinc(II) and Cobalt(II) Complexes Derived from 4-Benzyloxy-2,6-bis(1-methyl-2-benzimidazolyl)pyridine: Synthesis, Crystal Structures, Spectroscopic Properties and Antitumour Activities. J Chem Crystallogr 50, 241–248 (2020). https://doi.org/10.1007/s10870-020-00824-7

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10870-020-00824-7

Keywords

Search

Navigation