Bioinorganic Chemistry and Applications
Volume 2009 (2009), Article ID 603651, 8 pages
doi:10.1155/2009/603651
Research Article
Synthesis, Characterization, and Biological Activity Studies of Copper(II) Mixed Compound with Histamine and Nalidixic Acid
1Departamento de Química, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Noria Alta s/n, 36050 Guanajuato, GTO, Mexico
2Centro Universitario de los Lagos, Universidad de Guadalajara, Avenida Enrique Díaz de León 1144 Col. Paseos de la Montaña, Lagos de Moreno, 47460 Jalisco, JAL, Mexico
3Departamento de Biotecnología y Bioquímica, Cinvestav-IPN Unidad Irapuato, Km.9.6 Libramiento Norte, Carr. Irapuato-León, 36500 Irapuato, GTO, Mexico
4Departamento de Biología, División de Ciencias Naturales y Exactas, Universidad de Guanajuato, Noria Alta s/n, 36050 Guanajuato, GTO, Mexico
5DEP Facultad de Ciencias Químicas, UANL, Guerrero y Progreso s/n, Col. Treviño, 64570 Monterrey, NL, Mexico
Received 7 February 2009; Accepted 2 March 2009
Academic Editor: Virtudes Moreno
Copyright © 2009 Egla Yareth Bivián-Castro 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
- A. Achari and S. Neidle, “Structural crystallography and crystal chemistry,” Acta Crystallographica Section B, vol. 32, part 2, pp. 600–602, 1976. View at Publisher · View at Google Scholar
- J. S. Wolfson and C. D. Hooper, Quinolone Antimicrobial Agents, ASM Press, Washington, DC, USA, 1989.
- S. Mella, G. Acuña, M. Muñoz, et al., “Quinolonas: aspectos generales sobre su estructura y clasificación,” Revista Chilena de Infectologia, vol. 17, no. 1, pp. 53–66, 2000.
- D. E. King, R. Malone, and S. H. Lilley, “New classification and update on the quinolone antibiotics,” American Academy of Family Physicians, vol. 61, no. 9, pp. 2741–2748, 2000.
- A. B. Khodursky and N. R. Cozzarelli, “The mechanism of inhibition of topoisomerase IV by quinolone antibacterials,” The Journal of Biological Chemistry, vol. 273, no. 42, pp. 27668–27677, 1998. View at Publisher · View at Google Scholar
- N. R. Cozzarelli, “DNA gyrase and the supercoiling of DNA,” Science, vol. 207, no. 4434, pp. 953–960, 1980. View at Publisher · View at Google Scholar
- A. Morrison, N. P. Higgins, and N. R. Cozzarelli, “Interaction between DNA gyrase and its cleavage site on DNA,” The Journal of Biological Chemistry, vol. 255, no. 5, pp. 2211–2219, 1980.
- L. L. Shen, L. A. Mitscher, P. N. Sharma, et al., “Mechanism of inhibition of DNA gyrase by quinolone antibacterials: a cooperative drug-DNA binding model,” Biochemistry, vol. 28, no. 9, pp. 3886–3894, 1989. View at Publisher · View at Google Scholar
- L. L. Shen, W. E. Kohlbrenner, D. Weigl, and J. Baranowski, “Mechanism of quinolone inhibition of DNA gyrase. Appearance of unique norfloxacin binding sites in enzyme-DNA complexes,” The Journal of Biological Chemistry, vol. 264, no. 5, pp. 2973–2978, 1989.
- L. L. Shen, J. Baranowski, and A. G. Pernet, “Mechanism of inhibition of DNA gyrase by quinolone antibacterials: specificity and cooperativity of drug binding to DNA,” Biochemistry, vol. 28, no. 9, pp. 3879–3885, 1989. View at Publisher · View at Google Scholar
- L. L. Shen and A. G. Pernet, “Mechanism of inhibition of DNA gyrase by analogues of nalidixic acid: the target of the drugs is DNA,” Proceedings of the National Academy of Sciences of the United States of America, vol. 82, no. 2, pp. 307–311, 1985. View at Publisher · View at Google Scholar
- K. Timmers and R. Sternglanz, “Ionization and divalent cation dissociation constants of nalidixic and oxolinic acids,” Bioinorganic Chemistry, vol. 9, no. 2, pp. 145–155, 1978. View at Publisher · View at Google Scholar
- J. M. Guss, P. R. Harrowell, M. Murata, V. A. Norris, and H. C. Freeman, “Crystal structure analyses of reduced (CuI) poplar plastocyanin at six pH values,” Journal of Molecular Biology, vol. 192, no. 2, pp. 361–387, 1986. View at Publisher · View at Google Scholar
- K. Steliou, Y. Gareau, G. Milot, and P. Salama, “Rearrangements and stereochemistry of sulfur additions to olefins,” Journal of the American Chemical Society, vol. 112, no. 21, pp. 7819–7820, 1990. View at Publisher · View at Google Scholar
- I. Turel, “The interactions of metal ions with quinolone antibacterial agents,” Coordination Chemistry Reviews, vol. 232, no. 1-2, pp. 27–47, 2002. View at Publisher · View at Google Scholar
- C.-G. Zhang, C.-Y. Duan, Q. Hu, and D.-Y. Yan, “Self-assembly in transition metal complexes: structural characterization of a copper histamine nitrate [Cu(II)],” Journal of Chemical Crystallography, vol. 29, no. 11, pp. 1153–1155, 1999. View at Publisher · View at Google Scholar
- P. R. Reddy, K. S. Rao, and B. Satyanarayana, “Synthesis and DNA cleavage properties of ternary Cu(II) complexes containing histamine and amino acids,” Tetrahedron Letters, vol. 47, no. 41, pp. 7311–7315, 2006. View at Publisher · View at Google Scholar
- G. Mendoza-Díaz, L. M. R. Martinez-Aguilera, R. Perez-Alonso, X. Solans, and R. Moreno-Esparza, “Synthesis and characterization of mixed ligand complexes of copper with nalidixic acid and (N—N) donors. Crystal structure of [Cu(Phen)(Nal)-(O)]NO,” Inorganica Chimica Acta, vol. 138, no. 1, pp. 41–47, 1987. View at Publisher · View at Google Scholar
- M. Pedraza-Reyes, F. Gutiérrez-Corona, and W. L. Nicholson, “Spore photoproduct lyase operon (splAB) regulation during Bacillus subtilis sporulation: modulation of splB-lacZ fusion expression by P1 promoter mutations and by an in-frame deletion of splA,” Current Microbiology, vol. 34, no. 3, pp. 133–137, 1997. View at Publisher · View at Google Scholar
- M. Pedraza-Reyes, F. Gutiérrez-Corona, and W. L. Nicholson, “Temporal regulation and forespore-specific expression of the spore photoproduct lyase gene by sigma-G RNA polymerase during Bacillus subtilis sporulation,” Journal of Bacteriology, vol. 176, no. 13, pp. 3983–3991, 1994.
- J. H. Miller, Experiments in Molecular Genetics, Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY, USA, 1972.
- F. Kunst, N. Ogasawara, I. Moszer, et al., “The complete genome sequence of the gram-positive bacterium Bacillus subtilis,” Nature, vol. 390, no. 6657, pp. 249–256, 1997. View at Publisher · View at Google Scholar · View at PubMed
- J. Sambrook, E. F. Fristsch, and T. Maniatis, Molecular Cloning: A Laboratory Manual, Cold Spring Harbor Laboratoy, Cold Spring Harbor, NY, USA, 1989.
- R. R. Sinden, DNA Structure and Function, Academic Press, New York, NY, USA, 1994.
- A. W. Addison, T. N. Rao, J. Reedijk, J. van Rijn, and G. C. Verschoor, “Synthesis, structure, and spectroscopic properties of copper(II) compounds containing nitrogen-sulphur donor ligands; the crystal and molecular structure of aqua[1,7-bis(-methylbenzimidazol--yl)-2,6-dithiaheptane]copper(II) perchlorate,” Journal of the Chemical Society, Dalton Transactions, no. 7, pp. 1349–1356, 1984. View at Publisher · View at Google Scholar
- E. Y. Bivián-Castro, F. Cervantes-Lee, and G. Mendoza-Díaz, “Synthesis, characterization and crystal structure of copper(II) ternary complex with cinoxacin and histamine,” Inorganica Chimica Acta, vol. 357, no. 2, pp. 349–353, 2004. View at Publisher · View at Google Scholar
- N. Ramirez-Ramirez, G. Mendoza-Díaz, F. Gutiérrez-Corona, and M. Pedraza-Reyes, “Determination of the intracellular targets and in vitro activity of a new class of chemical nuclease complexes derived from antibiotics of the quinolone family,” Journal of Biological Inorganic Chemistry, vol. 3, no. 2, pp. 188–194, 1998. View at Publisher · View at Google Scholar
- P. E. Love, M. J. Lyle, and R. E. Yasbin, “DNA-damage-inducible (din) loci are transcriptionally activated in competent Bacillus subtilis,” Proceedings of the National Academy of Sciences of the United States of America, vol. 82, no. 18, pp. 6201–6205, 1985. View at Publisher · View at Google Scholar
- A. Raymond-Denise and N. Guillen, “Expression of the Bacillus subtilis dinR and recA genes after DNA damage and during competence,” Journal of Bacteriology, vol. 174, no. 10, pp. 3171–3176, 1992.