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Journal of Chemistry
Volume 2016 (2016), Article ID 7317015, 8 pages
http://dx.doi.org/10.1155/2016/7317015
Research Article

Synthesis, Characterization, and Antimicrobial Activities of Coordination Compounds of Aspartic Acid

1Department of Chemistry, Obafemi Awolowo University, Ife Central, Ile-Ife 220282, Osun State, Nigeria
2Department of Chemistry NWU, Mafikeng Campus, Private Bag X2046, Mmabatho 2735, South Africa
3Department of Pharmaceutics, Obafemi Awolowo University, Ife Central, Ile-Ife 220282, Osun State, Nigeria

Received 1 September 2015; Accepted 27 October 2015

Academic Editor: Nigam P. Rath

Copyright © 2016 T. O. Aiyelabola 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. D. Kumar, A. Kumar, and D. Dass, “Syntheses and characterization of the coordination compounds of N-(2-hydroxymethylphenyl)-C-(3'-carboxy-2'-hydroxyphenyl)thiazolidin-4-one,” International Journal of Inorganic Chemistry, vol. 2013, Article ID 524179, 6 pages, 2013. View at Publisher · View at Google Scholar
  2. Z. H. Chohan, M. Arif, M. A. Akhtar, and C. T. Supurean, “Metal-based antibacterial and antifungal agents: synthesis, characterization, and in vitro biological evaluation of Co(II), Cu(II), Ni(II), and Zn(II) complexes with amino acid-derived compounds,” Bioinorganic Chemistry and Application, vol. 2009, Article ID 83131, 13 pages, 2006. View at Publisher · View at Google Scholar
  3. I. Bertini, H. B. Gray, E. I. Stiefel, and J. S. Valentine, Biological Inorganic Chemistry: Structure and Reactivity, University Science Books, Sausalito, Calif, USA, 1st edition, 2007.
  4. N. P. Farrell, “Metal-based chemotherapeutic drugs,” in The Uses of Inorganic Chemistry in Medicine, The Royal Society of Chemistry, Cambridge, UK, 1999. View at Google Scholar
  5. A. F. Husseiny, E. S. Aazam, and J. Al Shebary, “Synthesis, characterization and antibacterial activity of schiff-base ligand incorporating coumarin moiety and it metal complexes,” Inorganic Chemistry, vol. 3, pp. 64–68, 2008. View at Google Scholar
  6. N. P. Farrell, “Catalysis by metal complexes,” in Transition Metal Complexes as Drugs and Chemotherapeutic Agents, B. R. James and R. Ugo, Eds., vol. 11, p. 304, Reidel-Kluwer Academic Press, Dordrecht, Netherlands, 1989. View at Google Scholar
  7. R. Bregier-Jarzebowska, A. Gasowska, and L. Lomozik, “Complexes of Cu(II) ions and noncovalent interactions in systems with L-aspartic acid and cytidine-5'-monophosphate,” Bioinorganic Chemistry and Applications, vol. 2008, Article ID 253971, 10 pages, 2008. View at Publisher · View at Google Scholar · View at Scopus
  8. A. L. Lehninger, D. L. Nelson, and M. M. Cox, “Amino acids building blocks of proteins,” in Principles of Biochemistry, pp. 71–95, W. H. Freeman/CBS, New York, NY, USA, 3rd edition, 2005. View at Google Scholar
  9. L. Kryger and S. E. Rasmussen, “Walden inversion. III. The crystal structure and absolute configuration of Zn(II) (+)-aspartate trihydrate,” ActaChimie Scandinavian, vol. 27, pp. 2674–2676, 1973. View at Publisher · View at Google Scholar
  10. L. Antolini, L. Menabue, G. C. Pellacani, and G. Marcotrigiano, “Structural, spectroscopic, and magnetic properties of diaqua(L-aspartato)nickel(II) hydrate,” Journal of the Chemical Society, Dalton Transactions, no. 12, pp. 2541–2543, 1982. View at Publisher · View at Google Scholar · View at Scopus
  11. T. Yasui and T. Ama, “Metal complexes of amino acids. VIII. Carbon-13 nuclear magnetic resonances of cobalt(III) complexes containing l-aspartic and l-glutamic acids,” Bulletin of the Chemical Society of Japan, vol. 48, no. 11, pp. 3171–3174, 1975. View at Publisher · View at Google Scholar
  12. K. Bukietyńska, H. Podsiadły, and Z. Karwecka, “Complexes of vanadium(III) with L-alanine and L-aspartic acid,” Journal of Inorganic Biochemistry, vol. 94, no. 4, pp. 317–325, 2003. View at Publisher · View at Google Scholar · View at Scopus
  13. K. Nomiya and H. Yokoyama, “Syntheses, crystal structures and antimicrobial activities of polymeric silver(I) complexes with three amino-acids [aspartic acid (H2asp), glycine (Hgly) and asparagine (Hasn)],” Journal of the Chemical Society, Dalton Transactions, no. 12, pp. 2483–2490, 2002. View at Google Scholar · View at Scopus
  14. A. V. Legler, A. S. Kazachenko, V. I. Kazbanov, O. V. Per'yanova, and O. F. Veselova, “Synthesis and antimicrobial activity of silver complexes with arginine and glutamic acid,” Pharmaceutical Chemistry Journal, vol. 35, no. 9, pp. 501–503, 2001. View at Publisher · View at Google Scholar · View at Scopus
  15. T. Komiyama, S. Igarashi, and Y. Yukawa, “Synthesis of polynuclear complexes with an amino acid or a peptide as a bridging ligand,” Current Chemical Biology, vol. 2, no. 2, pp. 122–139, 2008. View at Publisher · View at Google Scholar · View at Scopus
  16. R. F. See, R. A. Kruse, and W. M. Strub, “Metal-ligand bond distances in first-row transition metal coordination compounds: coordination number, oxidation state, and specific ligand effects,” Inorganic Chemistry, vol. 37, no. 20, pp. 5369–5375, 1998. View at Publisher · View at Google Scholar · View at Scopus
  17. D. A. Buckingham, “Structure and stereochemistry of coordination compounds,” in Inorganic Biochemistry, G. Eichhorn, Ed., pp. 3–61, Elsevier, London, UK, 1973. View at Google Scholar
  18. J. J. R. F. da Silva and R. J. P. Williams, The Biological Chemistry of the Elements, Oxoford University Press, Oxford, UK, 2nd edition, 1984.
  19. R. H. Holin, G. W. Everett Jr., and A. Chakravorty, “Metal complexes of schiff bases and β-ketoamine,” in Progress in Inorganic Chemistry, F. A. Cotton, Ed., vol. 7, pp. 83–214, Wiley-Interscience, New York, NY, USA, 3rd edition, 2009. View at Google Scholar
  20. D. P. Mellor, “Historical background and fundamental concept,” in Chelating Agents and Metal Chelate, F. P. Dwyer and D. Mellor, Eds., pp. 1–48, Academic Press, New York, NY, USA, 1964. View at Google Scholar
  21. K. Nomiya, S. Takahashi, R. Noguchi, S. Nemoto, T. Takayama, and M. Oda, “Synthesis and characterization of water-soluble silver(I) complexes with l-histidine (H2his) and (S)-(−)-2-pyrrolidone-5-carboxylic acid (H2pyrrld) showing a wide spectrum of effective antibacterial and antifungal activities. Crystal structures of chiral helical polymers [Ag(Hhis)]n and {[Ag(Hpyrrld)]2}n in the solid state,” Inorganic Chemistry, vol. 39, no. 15, pp. 3301–3311, 2000. View at Publisher · View at Google Scholar · View at Scopus
  22. Y. Hui, H. Qizhuang, Z. Meifeng, X. Yanming, and S. Jingyi, “Synthesis, characterization and biological activity of rare earth complexes with L-aspartic acid and o-phenanthroline,” Journal of the Chinese Rare Earth Society, vol. 2, pp. 3–4, 2007. View at Google Scholar
  23. P. R. Murray, E. J. Baroon, M. A. Pfaller, F. C. Tenover, and R. H. Yolke, Manual of Clinical Microbiology, American Society for Microbiology, Washington, DC, USA, 6th edition, 1995.
  24. T. O. Aiyelabola, O. Isaac, and A. Olugbenga, “Structural and antimicrobial studies of coordination compounds of phenylalanine and glycine,” International Journal of Chemistry, vol. 4, no. 2, article 49, 2012. View at Publisher · View at Google Scholar
  25. S. Yamada, J. Hidaka, and B. E. Douglas, “Characterization of the three isomers of sodium bis(L-aspartato)cobaltate(III),” Inorganic Chemistry, vol. 10, no. 10, pp. 2187–2190, 1971. View at Publisher · View at Google Scholar · View at Scopus
  26. T. O. Aiyelabola, I. A. Ojo, A. C. Adebajo et al., “Synthesis, characterization and antimicrobial activities of some metal(II) amino acids' complexes,” Advances in Biological Chemistry, vol. 2, pp. 268–273, 2012. View at Publisher · View at Google Scholar
  27. D. Pavia, G. Lampman, and G. Kriz, “Infrared spectroscopy,” in Introduction to Spectroscopy, A Guide for Students of Organic Chemistry, pp. 22–368, Brooks and Cole, New York, NY, USA, 3rd edition, 2001. View at Google Scholar
  28. K. Nakamoto, “Complexes of amino acids,” in Infrared and Raman Spectra of Inorganic and Coordination Compounds, K. Nakamoto, Ed., pp. 66–74, Wiley Interscience, New York, NY, USA, 2009. View at Google Scholar
  29. W. Kemp, “Infrared spectroscopy,” in Organic Spectroscopy, pp. 22–38, Macmillan, Hong Kong, 1991. View at Google Scholar
  30. L. J. Bellamy, The Infrared Spectra of Complex Molecules, Chapman & Hall, London, UK, 1975.
  31. A. A. Osunlaja, N. P. Ndahil, and J. A. Ameh, “Synthesis, physico-chemical and antimicrobial properties of Co(II), Ni(II) and Cu(II) mixed-ligand complexes of dimethylglyoxime-part I,” African Journal of Biotechnology, vol. 8, no. 1, pp. 4–11, 2009. View at Google Scholar
  32. N. N. Greenwood and A. Earnshaw, “Coordination compounds,” in Chemistry of the Elements, pp. 1060–1090, Butterworth-Heinemann, Oxford, UK, 2nd edition, 1997. View at Google Scholar
  33. A. A. Osowole, G. A. Kolawole, and O. E. Fagade, “Synthesis, characterization and biological studies on unsymmetrical Schiff-base complexes of nickel(II), copper(II) and zinc(II) and adducts with 2,2′-dipyridine and 1,10-phenanthroline,” Journal of Coordination Chemistry, vol. 61, no. 7, pp. 1046–1055, 2008. View at Publisher · View at Google Scholar · View at Scopus
  34. A. B. P. Lever, “Crystal field spectra,” in Inorganic Electronic Spectroscopy, pp. 481–579, Elsevier, London, UK, 1986. View at Google Scholar
  35. F. A. Cotton, G. Wilkinson, and C. A. Murillo, “Chemistry of the transition elements,” in Advanced Inorganic Chemistry, pp. 420–1375, Wiley Interscience, New York, NY, USA, 6th edition, 1999. View at Google Scholar
  36. W. E. Estes, D. P. Gavel, W. E. Hatfield, and D. J. Hodgson, “Magnetic and structural characterization of dibromo- and dichlorobis(thiazole)copper(II),” Inorganic Chemistry, vol. 17, no. 6, pp. 1415–1421, 1978. View at Publisher · View at Google Scholar · View at Scopus
  37. C. J. Ballhausen, In An Introduction to Ligand Field Theory, McGraw Hill, New York, NY, USA, 1962.
  38. N. Raman, K. Pothiraj, and T. Baskaran, “Synthesis, characterization, and DNA damaging of bivalent metal complexes incorporating tetradentate dinitrogen–dioxygen ligand as potential biocidal agents,” Journal of Coordination Chemistry, vol. 64, no. 24, pp. 4286–4300, 2011. View at Publisher · View at Google Scholar · View at Scopus
  39. J. R. Anacona, T. Martell, and I. Sanchez, “Metal complexes of a new ligand derived from 2,3-quinoxalinedithiol and 2,6-bis(bromomethyl)pyridine,” Journal of the Chilean Chemical Society, vol. 50, no. 1, pp. 375–378, 2005. View at Google Scholar · View at Scopus
  40. G. L. Miessler and D. A. Tarr, Coordination Compounds, Pearson Prentice Hall, New York, NY, USA, 1999.
  41. A. A. Osowole, “Synthesis, characterization, and magnetic and thermal studies on some metal(II) thiophenyl schiff base complexes,” International Journal of Inorganic Chemistry, vol. 2011, Article ID 650186, 7 pages, 2011. View at Publisher · View at Google Scholar
  42. H. C. Freeman, “Metal complexes of amino acid and peptides,” in Inorganic Biochemistry, G. Eichhorn, Ed., pp. 121–150, Elsevier, London, UK, 1973. View at Google Scholar
  43. R. Murray, D. Granner, and V. Rodwell, “Biochemistry,” in Harper's Illustrated. Lange Medical Books, P. J. Kennelly and V. W. Rodwell, Eds., vol. 77, McGraw-Hill, London, UK, 2006. View at Google Scholar
  44. E. Fakas and I. Solvago, “Metal complexes of amino acids and peptides,” in Amino Acids, Peptides and Proteins, J. S. Davies, Ed., vol. 35, pp. 353–434, Royal Society of Chemistry, London, UK, 2006. View at Google Scholar
  45. Z. H. Chohan, S. H. Sumrra, M. H. Youssoufi, and T. B. Hadda, “Synthesis and in vitro cytostatic activity of new β-d-arabino furan[1′,2′:4,5]oxazolo- and arabino-pyrimidinone derivatives,” European Journal of Medicinal Chemistry, vol. 45, no. 2, pp. 831–839, 2006. View at Publisher · View at Google Scholar
  46. P. K. Panchal, H. M. Parekh, P. B. Pansuriya, and M. N. Patel, “Bactericidal activity of different oxovanadium(IV) complexes with Schiff bases and application of chelation theory,” Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 21, no. 2, pp. 203–209, 2006. View at Publisher · View at Google Scholar · View at Scopus
  47. N. Raman, V. Muthuraj, S. Ravichandran, and A. Kulandaisamy, “Synthesis, characterisation and electrochemical behaviour of Cu(II), Co(II), Ni(II) and Zn(II) complexes derived from acetylacetone and p-anisidine and their antimicrobial activity,” Journal of Chemical Sciences, vol. 115, no. 3, pp. 161–167, 2003. View at Publisher · View at Google Scholar
  48. N. Raman and A. Kulandaisany, “Synthesis, spectral, redox and antimicrobial activities of Schiff base complexes derived from 1-phenyl-2,3-dimethyl-4-aminopyrazol-5-one and acetoacetanilide,” Transition Metal Chemistry, vol. 26, no. 1, pp. 131–135, 2001. View at Publisher · View at Google Scholar
  49. M. Shakir, S. Hanif, M. A. Sherwani, O. Mohammad, and S. I. Al-Resayes, “Pharmacologically significant complexes of Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) of novel Schiff base ligand, (E)-N-(furan-2-yl methylene) quinolin-8-amine: synthesis, spectral, XRD, SEM, antimicrobial, antioxidant and in vitro cytotoxic studies,” Journal of Molecular Structure, vol. 1092, Article ID 21396, pp. 143–159, 2015. View at Publisher · View at Google Scholar · View at Scopus
  50. C. Jayabalaknshnan, R. Kervembu, and K. Natarajan, “Catalytic and antimicrobial activities of new ruthenium(II) unsymmetrical Schiff base complexes,” Transition Metal Chemistry, vol. 27, no. 7, pp. 790–794, 2002. View at Publisher · View at Google Scholar
  51. G. Grass, G. Rensing, and M. Solioc, “Metallic copper as an antimicrobial surface,” Applied and Environmental Microbiology, vol. 77, no. 5, pp. 1541–1547, 2011. View at Publisher · View at Google Scholar