Skip to main content
SpringerLink
Log in

Synthesis, Crystal Structure and DNA-Binding Properties of a Zinc(II) Complex with 1,3-Bis(1-propylbenzimidazol-2-yl)-2-oxapropane

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

Abstract

A complex of formula [Zn(pobb)2]·2pic, (pobb = 1,3-bis(1-propylbenzimidazol-2-yl)-2-oxapropane, pic = 2,4,6-trinitrophenol), has been synthesized and structurally characterized by elemental analysis, IR, UV–Vis spectral measurements. The crystals crystallize in the monoclinic system, space group C2/c, a = 25.77(2) Å, b = 15.227(13) Å, c = 19.281(17) Å, α = 90°, β = 129.544(7)°, γ = 90°, Z = 4. The coordination environment around zinc(II) atom can be described as a distorted octahedral geometry. The interactions of the ligand pobb and the zinc(II) complex with calf thymus DNA (CT-DNA) are investigated by using electronic absorption titration, ethidium bromide-DNA displacement experiments and viscosity measurements. The experimental evidence indicated the pobb and the zinc(II) complex interact with CT-DNA through intercalation.

Graphical Abstract

A new symmetrical bis-benzimidazole zinc(II) complex was synthesized and characterized, and the results from DNA binding properties confirm the ligand pobb and the zinc(II) complex bind to DNA in an intercalation mode.

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

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4

Similar content being viewed by others

References

  1. Aminabhavi TM, Biradar NS, Patil SB, Hoffman DE (1986) Inorg Chim Acta 125:125

    Article  CAS  Google Scholar 

  2. Xie Y, Xing YH, Wang Z, Zhao HY, Zeng XQ, Ge MF, Niu Inorg SY (2010) Chim Acta 363:918

    CAS  Google Scholar 

  3. Abdel Ghani NT, Mansour AM (2012) Spectrochim Acta, Part A 86:605

    Article  CAS  Google Scholar 

  4. Özbey S, İde S, Kendi E (1998) J Mol Struct 442:23

    Article  Google Scholar 

  5. Velik J, Baliharova V, Fink-Gremmels J, Bull S, Lamka J, Skalova L (2004) Res Vet Sci 76:9

    Article  Google Scholar 

  6. Shin JM, Cho YM, Sachs J (2004) J Am Chem Soc 126:7800

    Article  CAS  Google Scholar 

  7. Tan CP, Liu J, Chen LM, Shi S, Ji LN (2008) J Inorg Biochem 102:1644

    Article  CAS  Google Scholar 

  8. Erkkila KE, Odom DT, Barton JK (1999) Chem Rev 99:2777

    Article  CAS  Google Scholar 

  9. Mendes IC, Soares MA, dos Santos RG, Pinheiro C, Beraldo H (2009) Eur J Med Chem 44:1870

    Article  CAS  Google Scholar 

  10. Hemmert C, Pitie M, Renz M, Gornitzka H, Soulet S, Meunier B (2001) J Biol Inorg Chem 6:14

    Article  CAS  Google Scholar 

  11. Li VS, Choi D, Wang Z, Jimenez LS, Tang MS, Kohn H (1996) J Am Chem Soc 118:2326

    Article  CAS  Google Scholar 

  12. Zuber G, Quada JC Jr, Hecht SM (1998) J Am Chem Soc 120:9368

    Article  CAS  Google Scholar 

  13. Vaidyanathan VG, Balachandran UN (2002) J Inorg Biochem 91:405

    Article  CAS  Google Scholar 

  14. Liu JG, Ye BH, Li H, Zhen QX, Ji LN, Fu YH (1999) J Inorg Biochem 76:265

    Article  CAS  Google Scholar 

  15. Farrell N (2002) Coord Chem Rev 232:1

    Article  CAS  Google Scholar 

  16. Walkup GK, Burdette SC, Lippard SJ, Tsien RY (2000) J Am Chem Soc 122:5644

    Article  CAS  Google Scholar 

  17. Di Vaira M, Bazzicalupi C, Orioli P, Messori L, Bruni B, Zatta P (2004) Inorg Chem 43:3795

    Article  Google Scholar 

  18. Li ZQ, Wu FJ, Gong Y, Hu CW, Zhang YH, Gan MY (2007) Chin J Chem 25:1809

    Article  CAS  Google Scholar 

  19. d’Angelo J, Morgant G, Ghermani NE, Desmaele D, Fraisse B, Bonhomme F, Dichi E, Sghaier M, Li Y, Journaux Y, Sorenson JRJ (2008) Polyhedron 27:537

    Article  Google Scholar 

  20. Sakurai H, Kojima Y, Yoshikawa Y, Kawabe K, Yasui H (2002) Coord Chem Rev 226:187

    Article  CAS  Google Scholar 

  21. Zhou Q, Hambley TW, Kennedy BJ, Lay PA, Turner P, Warwick B, Biffin JR, Regtop HL (2000) Inorg Chem 39:3742

    Article  CAS  Google Scholar 

  22. Kasuga NC, Sekino K, Ishikawa M, Honda A, Yokoyama M, Nakano S, Shimada N, Koumo C, Nomiya K (2003) J Inorg Biochem 96:298

    Article  CAS  Google Scholar 

  23. Kovala-Demertzi D, Yadav PN, Wiecek J, Skoulika S, Varadinova T, Demertzis MA (2006) J Inorg Biochem 100:1558

    Article  CAS  Google Scholar 

  24. Tarushi A, Psomas G, Raptopoulou CP, Kessissoglou DP (2009) J Inorg Biochem 103:898

    Article  CAS  Google Scholar 

  25. Hilde PB, Douglas WS (1984) Inorg Chim Acta 93:173

    Article  Google Scholar 

  26. Rigaku/MSC (2004) Rapid-auto. Rigaku/MSC, The Woodlands, TX

    Google Scholar 

  27. Sheldrick GM (1996) SHELXTL, Inc., Madison, WI

  28. Satyanarayana S, Dabrowiak JC, Chaires JB (1993) Biochemistry 32:2573

    Article  CAS  Google Scholar 

  29. Reichmann MF, Rice SA, Thomas CA, Doty P (1954) J Am Chem Soc 76:3047

    Article  CAS  Google Scholar 

  30. Pyle AM, Rehmann JP, Meshoyrer R, Kumar CV, Turro NJ, Barton JK (1989) J Am Chem Soc 111:3051

    Article  CAS  Google Scholar 

  31. Wolf A, Shimer GH, Meehan T (1987) Biochemistry 26:6392

    Article  Google Scholar 

  32. Baguley BC, Bret ML (1984) Biochemistry 23:937

    Article  CAS  Google Scholar 

  33. Lakowicz JR, Webber G (1973) Biochemistry 12:4161

    Article  CAS  Google Scholar 

  34. Tan CP, Liu J, Chen LM, Shi S, Ji LN (2008) J Inorg Biochem 102:1644

    Article  CAS  Google Scholar 

  35. McKee M, Zvagulis M, Reed CA (1985) Inorg Chem 24:2914

    Article  CAS  Google Scholar 

  36. Thompson LK, Ramaswamy BS, Seymour EA (1977) Can J Chem 55:878

    Article  CAS  Google Scholar 

  37. Li H, Le XY, Pang DW, Deng H, Xu ZH, Lin ZH (2005) J Inorg Biochem 99:2240

    Article  CAS  Google Scholar 

  38. Vaidyanathan VG, Nair BU (2003) Eur J Inorg Chem 19:3633

    Article  Google Scholar 

  39. Vaidyanathan VG, Nair BU (2004) Eur J Inorg Chem 9:1840

    Article  Google Scholar 

  40. Liu J, Zhang TX, Ji LN (2002) J Inorg Biochem 91:269

    Article  CAS  Google Scholar 

  41. Pyle AM, Rehmann JP, Meshoyrer R, Kumar CV, Turro NJ, Barton JK (1989) J Am Chem Soc 111:3051

    Article  CAS  Google Scholar 

  42. LePecq JB, Paoletti C (1967) J Mol Biol 27:87

    Article  CAS  Google Scholar 

  43. Mahadevan S, Palaniandavar M (1998) Inorg Chem 37:693

    Article  CAS  Google Scholar 

  44. Tossi AB, Kelly JM (1989) Photochem Photobiol 9:545

    Article  Google Scholar 

  45. Satyanarayana S, Dabrowiak JC, Chaires JB (1992) Biochemistry 31:9319

    Article  CAS  Google Scholar 

Download references

Acknowledgments

The authors acknowledge the financial support and a grant from ‘Qing Lan’ Talent Engineering Funds by Lanzhou Jiaotong University.

Author information

Authors and Affiliations

  1. School of Chemical and Biological Engineering, Lanzhou Jiaotong University, Lanzhou, 730070, Gansu, People’s Republic of China

    Huilu Wu, Fan Kou, Fei Jia, Bin Liu, Jingkun Yuan & Ying Bai

Authors
  1. Huilu Wu
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Fan Kou
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Fei Jia
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Bin Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Jingkun Yuan
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Ying Bai
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Huilu Wu.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Wu, H., Kou, F., Jia, F. et al. Synthesis, Crystal Structure and DNA-Binding Properties of a Zinc(II) Complex with 1,3-Bis(1-propylbenzimidazol-2-yl)-2-oxapropane. J Chem Crystallogr 42, 884–890 (2012). https://doi.org/10.1007/s10870-012-0331-8

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10870-012-0331-8

Keywords

Search

Navigation