Table of Contents
Journal of Inorganic Chemistry
Volume 2014 (2014), Article ID 586131, 7 pages
http://dx.doi.org/10.1155/2014/586131
Research Article

Spectroscopic Characterization, In Vitro Cytotoxicity, and Antioxidant Activity of Mixed Ligand Palladium(II) Chloride Complexes Bearing Nucleobases

1Department of Chemistry, University of Cape Coast, Cape Coast, Ghana
2Noguchi Memorial Institute for Medical Research, University of Ghana, Legon, Ghana

Received 2 December 2013; Revised 15 February 2014; Accepted 28 February 2014; Published 1 April 2014

Academic Editor: Hamdi Temel

Copyright © 2014 Samuel Tetteh et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Linked References

  1. B. T. Khan, S. V. Kumari, and G. N. Goud, “Mixed ligand complexes of platinum (II) with α-amino acids and purines and pyrimidines,” Journal of Coordination Chemistry, vol. 12, no. 1, pp. 19–25, 1982. View at Google Scholar
  2. W. Brϋning, E. Freisinger, M. Sabat, R. K. O. Sigél, and B. Lippert, “N1 and N3 linkage Isomers of neutral and protonated cytosine with trans [(CH3NH2)2Pt(II)],” Chemistry, vol. 8, no. 20, pp. 4681–4692, 2002. View at Google Scholar
  3. R. Kobetić, D. Gembarovski, A. Višnjevac, B. Žinić, and V. Gabelica-Marković, “ESI-MS studies of palladium (II) complexes with 1-(ρ-toluenesulfonyl) cytosine/cytosinato ligands,” Journal of Mass Spectrometry, vol. 45, no. 1, pp. 51–64, 2010. View at Publisher · View at Google Scholar · View at Scopus
  4. E. G. Bardají, E. Freisinger, B. Costisella et al., “Mixed-metal (platinum, palladium), mixed-pyrimidine (uracil, cytosine) self-assembling metallacalix[n]arenes: dynamic combinatorial chemistry with nucleobases and metal species,” Chemistry, vol. 13, no. 21, pp. 6019–6039, 2007. View at Publisher · View at Google Scholar · View at Scopus
  5. D. Holthenrich, E. Zangrando, E. Chiarparin, B. Lippert, and L. Randaccio, “Cytosine nucleobase as a tridentate ligand: metal binding to N3, N4 and O2 in the trinuclear complex cis-[Pt(NH3)2(mcyt)2{Pd(en)}2]-[NO3]4·H2O (mcyt = 1-methylcytosinate, en = ethane-1,2-diamine),” Journal of the Chemical Society, Dalton Transactions, no. 22, pp. 4407–4410, 1997. View at Google Scholar · View at Scopus
  6. C. Navarro-Ranninger, E. I. Montero, I. López-Solera, J. R. Masaguer, and B. Lippert, “A cyclometallated Pd(II) complex containing a cytosine model nucleobase,” Journal of Organometallic Chemistry, vol. 558, no. 1-2, pp. 103–110, 1998. View at Google Scholar · View at Scopus
  7. A. S. Abu-Surrah, K. A. Abu Safieh, I. M. Ahmad et al., “New palladium(II) complexes bearing pyrazole-based Schiff base ligands: synthesis, characterization and cytotoxicity,” European Journal of Medicinal Chemistry, vol. 45, no. 2, pp. 471–475, 2010. View at Publisher · View at Google Scholar · View at Scopus
  8. A. Pañella, J. Pons, J. García-Antón, X. Solans, M. Font-Bardia, and J. Ros, “Synthesis of new palladium(II) complexes containing hemilabile N-(alkylamino)pyrazole ligands: spectroscopic analysis and crystal structure of PdCl(ddae)Cl·H2O {ddae = Bis[2-(3,5-dimethyl-1-pyrazolyl)ethyl]ethylamine},” European Journal of Inorganic Chemistry, no. 8, pp. 1678–1685, 2006. View at Publisher · View at Google Scholar · View at Scopus
  9. S. Pérez-Yáňez, O. Castillo, J. Capeda, J. P. Garcia-Teran, A. Luque, and P. Roman, “Supramolecular architectures of metal-oxalato complexes containing purine nucleobases,” Inorganica Chimica Acta, 2010. View at Publisher · View at Google Scholar
  10. G. Cervantes, J. J. Fiol, A. Terrón et al., “Synthesis and characterization of nickel(II) complexes of purine and pyrimidine bases. Crystal and molecular structure of trans-bis(cytosine-O2)bis(ethylenediamine)nickel(II) bis(tetraphenylborate). An unusual metal binding mode of cytosine,” Inorganic Chemistry, vol. 29, no. 26, pp. 5168–5173, 1990. View at Google Scholar · View at Scopus
  11. X. Zhong, W. Slough, R. Pandey, and C. Friedrich, “Interaction of nucleobases with silicon nanowires: a first principle study,” Chemical Physics Letters, vol. 553, pp. 55–58, 2012. View at Google Scholar
  12. A. A. Al-Amiery, A. A. H. Kadhum, and A. B. Mohammed, “Antifungal and antioxidant activities of pyrolidone thiosemicarbazone complexes,” Bioinorganic Chemistry and Applications, vol. 2012, Article ID 795812, 6 pages, 2012. View at Publisher · View at Google Scholar
  13. A. Choudhary, R. Sharma, M. Nagar, M. Mohsin, and H. S. Meena, “Synthesis, characterization and antioxidant activity of some transition metal complexes with terpenoid derivatives,” Journal of the Chilean Chemical Society, vol. 56, no. 4, pp. 911–917, 2011. View at Google Scholar · View at Scopus
  14. A. S. Mildvan and M. Cohn, “Kinetic and magnetic resonance studies of the pyruvate kinase reaction. II. Complexes of enzyme, metal, and substrates,” Journal of Biological Chemistry, vol. 241, no. 5, pp. 1178–1193, 1966. View at Google Scholar · View at Scopus
  15. G. M. R. Tombo and D. Bellus, “Chiralität und pflanzenschutz,” Angewandte Chemie, vol. 103, no. 10, pp. 1219–1241, 1991. View at Google Scholar
  16. A. A. El-Sherif, M. R. Shehata, M. M. Shoukry, and M. H. Barakat, “Thermodynamic investigation and mixed-ligand complex formation of 1,4-bis-(3-aminopropyl)-piperazine and biorelevant ligands,” Bioinorganic Chemistry and Applications, vol. 2012, Article ID 984291, 10 pages, 2012. View at Publisher · View at Google Scholar
  17. A. M. Ryzhakov, M. S. Gruzdev, D. F. Pyreu, E. V. Kozlovskii, and R. S. Kumeev, “Thermodynamics of mixed-ligand complexation of mercury(II) ethylenediaminetetraacetate with histidine and lysine in aqueous solution,” Russian Journal of Coordination Chemistry, vol. 36, no. 8, pp. 565–571, 2010. View at Publisher · View at Google Scholar · View at Scopus
  18. R. Ahuja and K. Dwivedi, “Thermodynamic equilibrium constants of mixed-ligand complexes of Cu(II) with ethyleneglycolbis(2-aminoethylether)-N,N,N′,N′ tetraacetic acid as primary and alanine and phenylalanine as secondary ligands,” Asian Journal of Chemistry, vol. 5, no. 1, pp. 54–59, 1993. View at Google Scholar
  19. D. B. Berezin, O. V. Shukhto, and P. A. Shatunov, “Effect of ligand nonplanarity and solvent nature on the kinetic stability of zinc porphyrin complexes,” Russian Journal of General Chemistry, vol. 78, no. 5, pp. 997–1004, 2008. View at Publisher · View at Google Scholar · View at Scopus
  20. G. Rajendran and C. R. K. Kumari, “Kinetic and antimicrobial studies on some novel mixed ligand complexes of thorium(IV) and dioxouranium(VI) ions,” Asian Journal of Chemistry, vol. 16, no. 2, pp. 643–648, 2004. View at Google Scholar · View at Scopus
  21. J. Nemes, I. Tóth, and L. Zékány, “Formation kinetics of an aluminium(III)-ethylenedinitrilotetraacetate-fluoride mixed ligand complex,” Journal of the Chemical Society, Dalton Transactions, no. 16, pp. 2707–2713, 1998. View at Google Scholar · View at Scopus
  22. K. Rai and F. Khan, “A study of stability constants of [Zn-L-aminoacidate-vitamin-PP] systems,” American Journal of Chemistry, vol. 2, no. 6, pp. 299–305, 2012. View at Google Scholar
  23. J. Reedijk, “Metal-ligand exchange kinetics in platinum and ruthenium complexes: significance for effectiveness as anticancer drugs,” Platinum Metals Review, vol. 52, no. 1, pp. 2–11, 2008. View at Publisher · View at Google Scholar · View at Scopus
  24. Y. Zhang, X. Wang, W. Fang et al., “Synthesis and in vitro antitumor activity of two mixed-ligand oxovanadium(IV) complexes of schiff base and phenanthroline,” Bioinorganic Chemistry and Applications, vol. 2013, Article ID 437134, 14 pages, 2013. View at Publisher · View at Google Scholar
  25. Y. Prashanthi, K. Kiranmai, Ira, K. Sathish Kumar, V. K. Chityala, and Shivaraj, “Spectroscopic characterization and biological activity of mixed-ligand complexes of Ni(II) with 1,10-phenanthroline and heterocyclic schiff bases,” Bioinorganic Chemistry and Applications, vol. 2012, Article ID 948534, 8 pages, 2012. View at Publisher · View at Google Scholar
  26. H. Khan, A. Badshah, M. Said et al., “Anticancer metallopharmaceutical agents based on mixed-ligand palladium(II) complexes with dithiocarbamates and tertiary organophosphine ligands,” Applied Organometallic Chemistry, vol. 27, no. 7, pp. 387–395, 2013. View at Google Scholar
  27. G. D. Geromichalos, G. A. Katsoulos, D. T. Trafalis, C. C. Hadjikostas, and A. Papageorgiou, “Synergistic interaction between a novel mixed ligand copper(II) chelate complex and a panel of anticancer agents in T47D human breast cancer cells in vitro,” Journal of B.U.ON, vol. 10, no. 2, pp. 235–240, 2005. View at Google Scholar · View at Scopus
  28. M. Paula, M. Marques, R. Valero, S. F. Parker, J. Tomkinson, and L. A. E. Batista de Carvalho, “Polymorphism in cisplatin anticancer drug,” The Journal of Physical Chemistry B, vol. 117, no. 21, pp. 6421–6429, 2013. View at Google Scholar
  29. K. Pi-Chang and F. D. Rochon, “Palladium compounds of pyrimidine and pyridine derivatives—proposed structure assignment changes,” Canadian Journal of Chemistry, vol. 59, no. 23, pp. 3293–3296, 1981. View at Google Scholar
  30. A. M. A. Khader and K. S. Prasad, “Extractive spectrophotometry of palladium(II) with 3,4,5-trimethoxybenzaldehyde thiosemicarbazone,” Turkish Journal of Chemistry, vol. 20, no. 3, pp. 222–227, 1996. View at Google Scholar · View at Scopus
  31. G. L. Meissler and D. A. Tarr, Inorganic Chemistry, Pearson Education Inc, Upper Saddle River, NJ, USA, 3rd edition, 2004.
  32. D. P. Shoemaker, C. W. Garland, J. I. Steinfeld, and J. W. Nibler, Experiments in Physical Chemistry, McGraw-Hill, New York, NY, USA, 4th edition, 1981.
  33. W. Gao, S. Bussom, S. P. Grill et al., “Structure-activity studies of phenanthroindolizidine alkaloids as potential antitumor agents,” Bioorganic and Medicinal Chemistry Letters, vol. 17, no. 15, pp. 4338–4342, 2007. View at Publisher · View at Google Scholar · View at Scopus
  34. M. S. Blois, “Antioxidant determinations by the use of a stable free radical,” Nature, vol. 181, no. 4617, pp. 1199–1200, 1958. View at Publisher · View at Google Scholar · View at Scopus
  35. A. I. Matesanz, J. M. Pérez, P. Navarro, J. M. Moreno, E. Colacio, and P. Souza, “Synthesis and characterization of novel palladium(II) complexes of bis(thiosemicarbazone). Structure, cytotoxic activity and DNA binding of Pd(II)-benzyl bis(thiosemicarbazonate),” Journal of Inorganic Biochemistry, vol. 76, no. 1, pp. 29–37, 1999. View at Publisher · View at Google Scholar · View at Scopus
  36. P. A. Ajibade and O. G. Idemudia, “Synthesis, characterization and antibacterial studies of Pd(II) and Pt(II) complexes of some diaminopyrimidine derivatives,” Bioinorganic Chemistry and Applications, vol. 2013, Article ID 549549, 8 pages, 2013. View at Publisher · View at Google Scholar
  37. E. Szlyk, A. Grodzicki, L. Pazderski et al., “Palladium(II) chloride complexes with 1, 2, 4-triazolo[1, 5-a]-pyrimidines: x-ray,15N-1H NMR and15N CP MAS studies,” Journal of the Chemical Society, Dalton Transactions, no. 6, pp. 867–872, 2000. View at Publisher · View at Google Scholar · View at Scopus
  38. J. Liu, T. Zhang, T. Lu et al., “DNA-binding and cleavage studies of macrocyclic copper(II) complexes,” Journal of Inorganic Biochemistry, vol. 91, no. 1, pp. 269–276, 2002. View at Publisher · View at Google Scholar · View at Scopus
  39. H. Wu, F. Kou, F. Jai, B. Liu, J. Yuan, and Y. Bai, “Synthesis and Characterization of the ligand based on benzimidazole and its copper complex: DNA-binding and antioxidant activity,” Bioinorganic Chemistry and Applications, vol. 2011, Article ID 105431, 11 pages, 2011. View at Publisher · View at Google Scholar
  40. G. Aragay, J. Pons, J. García-Antón et al., “Synthesis and Characterization of New Palladium(II) Complexes Containing N-Alkylamino-3,5-diphenylpyrazole Ligands. Crystal Structure of [PdCl(L2)](BF4) {L2 = bis[2-(3,5-diphenyl-1-pyrazolyl)ethylamine},” Australian Journal of Chemistry, vol. 62, no. 5, pp. 475–482, 2009. View at Publisher · View at Google Scholar · View at Scopus
  41. W. J. Geary, “The use of conductivity measurements in organic solvents for the characterisation of coordination compounds,” Coordination Chemistry Reviews, vol. 7, no. 1, pp. 81–122, 1971. View at Google Scholar · View at Scopus
  42. Ü. Ö. Özmen and G. Olgun, “Synthesis, characterization and antibacterial activity of new sulfonyl hydrazone derivatives and their nickel(II) complexes,” Spectrochimica Acta A, vol. 70, no. 3, pp. 641–645, 2008. View at Publisher · View at Google Scholar · View at Scopus
  43. C. M. Sharaby, “Synthesis, spectroscopic, thermal and antimicrobial studies of some novel metal complexes of Schiff base derived from [N1-(4-methoxy-1,2,5-thiadiazol-3-yl)sulfanilamide] and 2-thiophene carboxaldehyde,” Spectrochimica Acta A, vol. 66, no. 4-5, pp. 1271–1278, 2007. View at Publisher · View at Google Scholar · View at Scopus
  44. K. A. Gelmon, D. Stewart, K. N. Chi et al., “A phase I study of AMD473 and docetaxel given once every 3 weeks in patients with advanced refractory cancer: a National Cancer Institute of Canada-Clinical Trials Group trial, IND 131,” Annals of Oncology, vol. 15, no. 7, pp. 1115–1122, 2004. View at Publisher · View at Google Scholar · View at Scopus
  45. L. Kelland, “Broadening the clinical use of platinum drug-based chemotherapy with new analogues: satraplatin and picoplatin,” Expert Opinion on Investigational Drugs, vol. 16, no. 7, pp. 1009–1021, 2007. View at Publisher · View at Google Scholar · View at Scopus
  46. A. A. H. Kadhum, A. B. Mohamad, A. A. Al-Amiery, and M. S. Takriff, “Antimicrobial and antioxidant activities of new metal complexes derived from 3-aminocoumarin,” Molecules, vol. 16, no. 8, pp. 6969–6984, 2011. View at Publisher · View at Google Scholar · View at Scopus