Research Article

Selective Cytotoxicity of Novel Copper (II) Complex on Colon Cancer Cell Lines

Zuhal Gerçek
Bulent Ecevit University, Turkey.
* Corresponding author
Ufuk Yıldız
Bulent Ecevit University, Turkey.
Remzi Okan Akar
Istinye University, Turkey.
Engin Ulukay
Istinye University, Turkey.
DOI icon 10.24018/ejchem.2022.3.3.115

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Submitted 2022-08-10
Published 2022-10-22

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Article Main Content

The synthesis of a novel copper (II) complex, namely, [Cu(phen)(NO2-impi)]2+ (where phen is 1,10-phenanthroline; NO2-impi is 2-(2-(4-nitrophenyl)-5-(pyridin-2-yl)-1H-imidazol-4-yl) pyridine, ZU-3, was performed. UV titration and viscosity measurements were used to determine its interaction with ds-DNA. The binding constant of complex to ds-DNA was 1.3x105 M-1. The Stern-Volmer extinction constant (KSV) for ZU-3 was calculated as 1.2 x 105 M-1. The complex was screened against five human cell lines, namely A 549, PC-3, BEAS-2B, HCT-116 and MDZMB-231, and it was found that ZU-3 shows selective cytotoxicity on colon cancer cells. It has been found that ZU-3 reduced HCT-116 cell density and caused pyknotic morphology that are associated with cell death by apoptosis.

Keywords: Apoptosis, Copper (II) Complex, Cytotoxicity, DNA Binding, HCT-116 Cell Line.

References

  1. Johnston KJ, Hammond G, Meyers DJ, Joynt Maddox KE. Association of race and ethnicity and medicare program type with ambulatory care access and quality measures. JAMA. 2021 Aug 17;326(7):628–636. doi: 10.1001/jama.2021.10413.
     Google Scholar
  2. Naderi SH, Bestwick JP, Wald DS. Adherence to drugs that prevent cardiovascular disease: meta-analysis on 376,162 patients. Am J Med. 2012; 125(9): 882–887.e1.
     Google Scholar
  3. Guilbert TW, Morgan WJ, Zeiger RS, Mauger DT, Boehmer SJ, Szefler SJ, et al. Long-term inhaled corticosteroids in preschool children at high risk for asthma. N Engl J Med. 2006 May 11;354(19):1985–1997.
     Google Scholar
  4. Silas P, Yates JR, Haynes PD. Density-functional investigation of the rhombohedral to simple cubic phase transition of arsenic. To be published in Physical Review B. Arxiv. [Preprint] 2008. Available from: http://arxiv.org/abs/0810.1692 [Accessed 23rd July 2010].
     Google Scholar
  5. Arens AA. Auditing in Australia: an integrated approach. 5th ed. Frenchs Forest: Pearson Education Australia; 2002.
     Google Scholar
  6. Simons NE, Menzies B, Matthews M. A Short Course in Soil and Rock Slope Engineering. London: Thomas Telford Publishing; 2001.
     Google Scholar
  7. Chen WK. Linear Networks and Systems, Belmont, CA: Wadsworth, 1993, pp. 123–135.
     Google Scholar
  8. Poor H. An Introduction to Signal Detection and Estimation; New York: Springer-Verlag, 1985, ch. 4.
     Google Scholar
  9. Scholtz RA. The Spread Spectrum Concept. In: Multiple Access. Abramson N. Ed. Piscataway, NJ: IEEE Press, 1993, ch. 3, pp. 121–123.
     Google Scholar
  10. Young GO. Synthetic structure of industrial plastics. In” Plastics, 2nd ed. vol. 3, Peters J, Ed. New York: McGraw-Hill, 1964, pp. 15–64.
     Google Scholar
  11. Kasmani MB. A Socio-linguistic Study of Vowel Harmony in Persian (Different Age Groups Use of Vowel Harmony Perspective. International Proceedings of Economics Development and Research, ed. Chen Dan, pp. 359-366, vol. 26, Singapore, 2011.
     Google Scholar
  12. Harnden P, Joffe JK, Jones WG, editors. Germ cell tumours V. Proceedings of the 5th Germ Cell Tumour Conference; 2001 Sep 13–15; Leeds, UK. New York: Springer; 2002.
     Google Scholar
  13. Williams J. Narrow-band analyzer. Ph.D. Thesis. Harvard University; 1993.
     Google Scholar
  14. Kawasaki N. Parametric study of thermal and chemical nonequilibrium nozzle flow. M.S. Thesis, Osaka University1993.
     Google Scholar
  15. Clary Jr. WT. Nonlinear resonant circuit devices. U.S. Patent US2838687A, July 16, 1990.
     Google Scholar
  16. Letter Symbols for Quantities. ANSI Standard Y10.5-1968.
     Google Scholar
  17. British Standards Institution. BS EN 1993-1-2:2005. Eurocode 3. Design of steel structures. General rules. Structural fire design. London: BSI; 2005.
     Google Scholar
  18. Transmission Systems for Communications, 3rd ed., Western Electric Co., Winston-Salem, NC, 1985, pp. 44–60.
     Google Scholar
  19. Motorola Semiconductor Data Manual, Motorola Semiconductor Products Inc., Phoenix, AZ, 1989.
     Google Scholar
  20. Forneau E, Bovet D. Recherches sur l'action sympathicolytique d'un nouveau dérivé du dioxane. Arch Int Pharmacodyn. 1933; 46:178–191. French.
     Google Scholar
  21. Wikipedia.org. Introduction to general relativity [Internet]. 2021 [updated 2021 May 28; cited 2021 July 13]. [9 screens]. Available from: https://en.wikipedia.org/wiki/Introduction_to_general_relativity.
     Google Scholar
  22. Queensland University of Technology. Writing literature reviews. [Internet] 2010 [updated 2020 Jun 23; cited 2020 Dec 6]; Available from: http://www.citewrite.qut.edu.au/write/litreviews.jsp.
     Google Scholar
  23. Barton JK, Raphael AL. Photoactivated stereospecific cleavage of double-helical DNA by cobalt (III) complexes 1984 J. Am. Chem. Soc., 1984; 106: 2466 – 2468. https://doi.org/10.1021/ja00320a058.
     Google Scholar
  24. Wang J, Mason R, Van Derveer D, Feng K, Bu XR. Convenient Preparation of a Novel Class of Imidazo[1,5-a] pyridines: Decisive Role by Ammonium Acetate in Chemoselectivity. J. Org. Chem., 2003; 68: 5415–5418. https://doi.org/10.1021/jo0342020.
     Google Scholar
  25. Rehman SU, Sarwar T, Husain MA, Ishqi HM, Tabish M. Studying non-covalent drug–DNA interactions. Arch. Biochem. Biophys., 2015; 576: 49 – 60. https://doi.org/10.1016/j.abb.2015.03.024.
     Google Scholar
  26. McGhee JD, Hippel PHV. Theoretical aspects of DNA-protein interactions: co-operative and non-co-operative binding of large ligands to a one-dimensional homogeneous lattice. J. Mol. Biol.,1974; 86: 469 – 89. 10.1016/0022-2836(74)90031-x.
     Google Scholar
  27. Das S, Kumar GS. Molecular aspects on the interaction of phenosafranine to deoxyribonucleic acid: Model for intercalative drug–DNA binding. Journal of Molecular Structure, 2008; 872: 56-63. https://doi.org/10.1016/j.molstruc.2007.02.016.
     Google Scholar
  28. Bi S, Qiao C, Song D, Tian Y, Gao D, Sun Y, Zhang H. Study of interactions of flavonoids with DNA using acridine orange as a fluorescence probe. Sensors and Actuators B: Chemical, 2006; 119: 199-208. https://doi.org/10.1016/j.snb.2005.12.014.
     Google Scholar
  29. Kelly JM, Tossi AB, McConnell DJ, Ohuigin CA. Study of the interactions of some polypyridylruthenium (II) complexes with DNA using fluorescence spectroscopy, topoisomerisation and thermal denaturation. Nucl. Acids Res., 1985; 13: 6017–6034.
     Google Scholar
  30. Goniotaki M, Hatziantoniou S, Dimas K, Wagner M, Demetzos C. Encapsulation of naturally occurring flavonoids into liposomes: physicochemical properties and biological activity against human cancer cell lines. Journal of pharmacy and pharmacology, 2004; 56(10): 1217-1224. https://doi.org/10.1093/nar/13.17.6017.
     Google Scholar
  31. Ulukaya E, Acilan C, Ari F, Ikitimur E, Yilmaz YA. Glance at the methods for detection of apoptosis qualitatively and quantitatively. Turkish Journal of Biochemistry/Turk Biyokimya Dergisi, 2011; 36: 261-269.
     Google Scholar
  32. Ruiz MC, Perelmulter K, Levín P, Romo AI, Lemus L, Bolatti-Fogolin M, Leon I, et al. Antiproliferative activity of two copper (II) complexes on colorectal cancer cell models: Impact on ROS production, apoptosis induction and NF-κB inhibition. European Journal of Pharmaceutical Sciences, 2022; 169: 106092.
     Google Scholar
  33. Rezaei A, Falahati-Pour SK, Mohammadizadeh F, Hajizadeh MR, Mirzaei MR, Khoshdel A, Fahmidehkar MA, et al. Effect of a Copper (II) complex on the induction of apoptosis in human hepatocellular carcinoma cells. Asian Pacific journal of cancer prevention: APJCP, 2018, 19: 2877.
     Google Scholar
  34. Lee ZY, Leong CH, Lim KUL, Wong, CCS, Pongtheerawan P, Arikrishnan SA, Tan KL, et al. Induction of Apoptosis and Autophagy by Ternary Copper Complex Towards Breast Cancer Cells. Anti-cancer Agents in Medicinal Chemistry. 2022; 22: 1159-1170. 10.2174/1871520621666210726132543.
     Google Scholar
  35. Wang KH, Gao EJ. Synthesis, crystal structure, DNA binding, molecular docking, cytotoxic activities and apoptosis of two copper (II) complexes constructed by 1, 10-phen and semirigid bridge ligands. Inorganica Chimica Acta. 2018; 482: 221-228. https://doi.org/10.1016/j.ica.2018.06.025.
     Google Scholar