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Journal of Chemistry
Volume 2013 (2013), Article ID 240568, 10 pages
http://dx.doi.org/10.1155/2013/240568
Research Article

Synthesis of New Schiff Base from Natural Products for Remediation of Water Pollution with Heavy Metals in Industrial Areas

1Chemistry Department, Faculty of Science, Taif University, Saudi Arabia
2Chemistry Department, Faculty of Science, Helwan University, Cairo, Egypt
3Medicinal Chemistry Department, Pharmacy College, Taif University, Saudi Arabia
4Hot Laboratories Center, Atomic Energy Authority, Cairo, Egypt
5Central Lab of Pesticides, Agricultural Researches Center, Alexandria, Egypt
6Natural Compounds Chemistry Department, Pharmaceutical Industries Division, National Research Center, Cairo, Egypt

Received 5 January 2013; Accepted 20 March 2013

Academic Editor: Huu Hao Ngo

Copyright © 2013 Reham Hassan 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. G. O. El-Sayed, H. A. Dessouki, and S. S. Ibrahiem, “Removal of Zn(ii), Cd(ii) and Mn(ii) from aqueous solutions by adsorption on maize stalks,” Malaysian Journal of Analytical Sciences, vol. 15, no. 1, pp. 8–21, 2011. View at Google Scholar · View at Scopus
  2. S. Kocaoba and T. Akyuz, “Effects of conditioning of sepiolite prior to cobalt and nickel removal,” Desalination, vol. 181, no. 1–3, pp. 313–318, 2005. View at Publisher · View at Google Scholar · View at Scopus
  3. F. C. Wu, R. L. Tseng, and R. S. Juang, “Kinetic modeling of liquid-phase adsorption of reactive dyes and metal ions on chitosan,” Water Research, vol. 35, no. 3, pp. 613–618, 2001. View at Publisher · View at Google Scholar · View at Scopus
  4. L. Zhou, Y. Wang, Z. Liu, and Q. Huang, “Characteristics of equilibrium, kinetics studies for adsorption of Hg(II), Cu(II), and Ni(II) ions by thiourea-modified magnetic chitosan microspheres,” Journal of Hazardous Materials, vol. 161, no. 2-3, pp. 995–1002, 2009. View at Publisher · View at Google Scholar · View at Scopus
  5. H. Bessbousse, T. Rhlalou, J. F. Verchère, and L. Lebrun, “Removal of heavy metal ions from aqueous solutions by filtration with a novel complexing membrane containing poly(ethyleneimine) in a poly(vinyl alcohol) matrix,” Journal of Membrane Science, vol. 307, no. 2, pp. 249–259, 2008. View at Publisher · View at Google Scholar · View at Scopus
  6. J. O. Esalah, M. E. Weber, and J. H. Vera, “Removal of lead from aqueous solutions by precipitation with sodium di-(n-octyl) phosphinate,” Separation and Purification Technology, vol. 18, no. 1, pp. 25–36, 1999. View at Publisher · View at Google Scholar · View at Scopus
  7. A. G. El Samrani, B. S. Lartiges, and F. Villiéras, “Chemical coagulation of combined sewer overflow: heavy metal removal and treatment optimization,” Water Research, vol. 42, no. 4-5, pp. 951–960, 2008. View at Publisher · View at Google Scholar · View at Scopus
  8. E. Ofir, Y. Oren, and A. Adin, “Comparing pretreatment by iron of electro-flocculation and chemical flocculation,” Desalination, vol. 204, no. 1–3, pp. 87–93, 2007. View at Publisher · View at Google Scholar · View at Scopus
  9. L. C. Lin, J. K. Li, and R. S. Juang, “Removal of Cu(II) and Ni(II) from aqueous solutions using batch and fixed-bed ion exchange processes,” Desalination, vol. 225, no. 1–3, pp. 249–259, 2008. View at Publisher · View at Google Scholar · View at Scopus
  10. Y. Benito and M. L. Ruíz, “Reverse osmosis applied to metal finishing wastewater,” Desalination, vol. 142, no. 3, pp. 229–234, 2002. View at Publisher · View at Google Scholar · View at Scopus
  11. C. A. Cooper, Y. S. Lin, and M. Gonzalez, “Separation properties of surface modified silica supported liquid membranes for divalent metal removal/recovery,” Journal of Membrane Science, vol. 229, no. 1-2, pp. 11–25, 2004. View at Publisher · View at Google Scholar · View at Scopus
  12. R. S. Juang and R. C. Shiau, “Metal removal from aqueous solutions using chitosan-enhanced membrane filtration,” Journal of Membrane Science, vol. 165, no. 2, pp. 159–167, 2000. View at Publisher · View at Google Scholar · View at Scopus
  13. M. M. Nasef and A. H. Yahaya, “Adsorption of some heavy metal ions from aqueous solutions on Nafion 117 membrane,” Desalination, vol. 249, no. 2, pp. 677–681, 2009. View at Publisher · View at Google Scholar · View at Scopus
  14. S. K. Gupta, N. S. Rathore, J. V. Sonawane et al., “Dispersion-free solvent extraction of U(VI) in macro amount from nitric acid solutions using hollow fiber contactor,” Journal of Membrane Science, vol. 300, no. 1-2, pp. 131–136, 2007. View at Publisher · View at Google Scholar · View at Scopus
  15. M. Yurdakoç, Y. Seki, S. Karahan, and K. Yurdakoç, “Kinetic and thermodynamic studies of boron removal by Siral 5, Siral 40, and Siral 80,” Journal of Colloid and Interface Science, vol. 286, no. 2, pp. 440–446, 2005. View at Publisher · View at Google Scholar · View at Scopus
  16. M. Monier, D. M. Ayad, and A. A. Sarhan, “Adsorption of Cu(II), Hg(II), and Ni(II) ions by modified natural wool chelating fibers,” Journal of Hazardous Materials, vol. 176, no. 1–3, pp. 348–355, 2010. View at Publisher · View at Google Scholar · View at Scopus
  17. A. M. Donia, A. A. Atia, and K. Z. Elwakeel, “Selective separation of mercury(II) using magnetic chitosan resin modified with Schiff's base derived from thiourea and glutaraldehyde,” Journal of Hazardous Materials, vol. 151, no. 2-3, pp. 372–379, 2008. View at Publisher · View at Google Scholar · View at Scopus
  18. L. Wan, Y. Wang, and S. Qian, “Study on the adsorption properties of novel crown ether crosslinked chitosan for metal ions,” Journal of Applied Polymer Science, vol. 84, no. 1, pp. 29–34, 2002. View at Publisher · View at Google Scholar · View at Scopus
  19. A. J. Varma, S. V. Deshpande, and J. F. Kennedy, “Metal complexation by chitosan and its derivatives: a review,” Carbohydrate Polymers, vol. 55, no. 1, pp. 77–93, 2004. View at Publisher · View at Google Scholar · View at Scopus
  20. A. A. Atia, A. M. Donia, and K. Z. Elwakeel, “Selective separation of mercury (II) using a synthetic resin containing amine and mercaptan as chelating groups,” Reactive and Functional Polymers, vol. 65, no. 3, pp. 267–275, 2005. View at Publisher · View at Google Scholar · View at Scopus
  21. D. Sanz, A. Perona, R. M. Claramunt, and J. Elguero, “Synthesis and spectroscopic properties of Schiff bases derived from 3-hydroxy-4-pyridinecarboxaldehyde,” Tetrahedron, vol. 61, no. 1, pp. 145–154, 2005. View at Publisher · View at Google Scholar · View at Scopus
  22. G. H. Olie and S. Olive, The Chemistry of the Catalyzes Hydrogenation of Carbon Monoxide, Springer, Berlin, Germany, 1984.
  23. M. Curini, F. Epifano, F. Maltese, and M. C. Marcotullio, “Novel chiral Schiff base ligands from amino acid amides and salicylaldehyde,” Tetrahedron Letters, vol. 43, no. 21, pp. 3821–3823, 2002. View at Publisher · View at Google Scholar · View at Scopus
  24. N. E. Taha, Synthesis, characterization, photophysical and computational study of Schiff base ligands and their Zn (II) complexes [Ph.D. thesis], University Sains Malaysia, Kuala Lumpur, Malaysia, 2009, Thesis submitted in fulfillment of the requirements for the degree of Doctor of Philosophy.
  25. M. Monier, “Adsorption of Hg2+, Cu2+ and Zn2+ ions from aqueous solution using formaldehyde cross-linked modified chitosan-thioglyceraldehyde Schiff’s base,” International Journal of Biological Macromolecules, vol. 50, pp. 773–781, 2012. View at Google Scholar
  26. G. G. Mohamed, M. M. Omar, and A. M. Hindy, “Metal complexes of Schiff bases: preparation, characterization, and biological activity,” Turkish Journal of Chemistry, vol. 30, no. 3, pp. 361–382, 2006. View at Google Scholar · View at Scopus
  27. N. Raman, Y. P. Raja, and A. Kulandaisamy, “Synthesis and characterisation of Cu(II), Ni(II), Mn(II), Zn(II) and VO(II) Schiff base complexes derived fromo-phenylenediamine and acetoacetanilide,” Journal of Chemical Sciences, vol. 113, no. 3, pp. 183–189, 2001. View at Publisher · View at Google Scholar
  28. C. T. Barboiu, M. Luca, C. Pop, E. Brewster, and M. E. Dinculescu, “Carbonic anhydrase activators, part 14: syntheses of mono and bis pyridinium salt derivatives of 2-amino-5-(2-aminoethyl)- and 2-amino-5-(3-aminopropyl)-1,3,4-thiadiazole and their interaction with isozyme II,” European Journal of Medicinal Chemistry, vol. 31, no. 7-8, pp. 597–606, 1996. View at Publisher · View at Google Scholar
  29. S. Gaur, “Physico-chemical and biological properties of Mn(II), Co(II), Ni(II) and Cu(II) chelates of Schiff bases,” Asian Journal of Chemistry, vol. 15, no. 1, pp. 250–254, 2003. View at Google Scholar
  30. M. J. Gemi, C. Biles, B. J. Keiser et al., “Novel 1,5-diphenylpyrazole nonnucleoside HIV-1 reverse transcriptase inhibitors with enhanced activity versus the delavirdine-resistant P236L mutant: lead identification and SAR of 3- and 4-substituted derivatives,” Journal of Medicinal Chemistry, vol. 43, no. 5, pp. 1034–1040, 2000. View at Publisher · View at Google Scholar
  31. H. Keypour, M. Rezaeivala, L. Valencia, P. Pérez-Lourido, and H. R. Khavasi, “Synthesis and characterization of some new Co(II) and Cd(II) macroacyclic Schiff-base complexes containing piperazine moiety,” Polyhedron, vol. 28, no. 17, pp. 3755–3758, 2009. View at Publisher · View at Google Scholar · View at Scopus
  32. K. S. Suslick and T. J. Reinert, “The synthetic analogs of O2-binding heme proteins,” Journal of Chemical Education, vol. 62, no. 11, p. 974, 1988. View at Publisher · View at Google Scholar
  33. F. Tisato, F. Refosco, and G. Bandoli, “Structural survey of technetium complexes,” Coordination Chemistry Reviews, vol. 135-136, pp. 325–397, 1994. View at Google Scholar · View at Scopus
  34. G. Orecchia and L. Perfetti, “Photochemotherapy with topical khellin and sunlight in vitiligo,” Dermatology, vol. 184, no. 2, pp. 120–123, 1992. View at Google Scholar · View at Scopus
  35. A. Abdel-Fattah, M. N. Aboul-Enein, G. M. Wassel, and B. S. El-Menshawi, “An approach to the treatment of vitiligo by khellin,” Dermatologica, vol. 165, no. 2, pp. 136–140, 1982. View at Google Scholar · View at Scopus
  36. S. Valkova, M. Trashlieva, and P. Christova, “Treatment of vitiligo with local khellin and UVA: comparison with systemic PUVA,” Clinical and Experimental Dermatology, vol. 29, no. 2, pp. 180–184, 2004. View at Publisher · View at Google Scholar · View at Scopus
  37. G. Carlie, N. B. A. Ntusi, P. A. Hulley, and S. H. Kidson, “KUVA (khellin plus ultraviolet A) stimulates proliferation and melanogenesis in normal human melanocytes and melanoma cells in vitro,” British Journal of Dermatology, vol. 149, no. 4, pp. 707–717, 2003. View at Publisher · View at Google Scholar · View at Scopus
  38. P. Morliere, H. Honigsmann, D. Averbeck et al., “Phototherapeutic, photobiologic, and photosensitizing properties of khellin,” Journal of Investigative Dermatology, vol. 90, no. 5, pp. 720–724, 1988. View at Google Scholar · View at Scopus
  39. A. Chergui, Contribution à l’étude de la furochromone “khelline” extraction-reactivitéhémisynthèse [Thèse de Magister], Université des sciences et de la technologie Houari Boumediene, Algiers, Algeria, 1986.
  40. J. Kona, W. M. F. Fabian, and P. Zahradnik, “Ab initio and DFT study on the mechanism of ring-opening reactions of 4H-1-benzopyran-4-one with hydroxide ion,” Journal of the Chemical Society, Perkin Transactions, vol. 2, pp. 422–426, 2001. View at Google Scholar
  41. F. Ali, S. El-Aoufi, A. Chergui, H. Y. Aboul-Enein, and B. Maouche, “Theoretical study of hydrolysis mechanism of khellin,” Journal of the Iranian Chemical Society, vol. 5, no. 3, pp. 506–513, 2007. View at Google Scholar · View at Scopus
  42. G. Schumann and R. Kluake, “New IFCC reference procedures for the determination of catalytic activity concentrations of five enzymes in serum: preliminary upper reference limits obtained in hospitalized subjects,” Clinical Chemistry Acta, vol. 327, no. 1-2, pp. 69–79, 2003. View at Publisher · View at Google Scholar
  43. J. Schirmeister, “Plasmakreatinin als grober Indikator der Nierenfunktion,” Deutsch Medizinisches Wörterbuch, vol. 89, no. 21, pp. 1018–1023, 1964. View at Publisher · View at Google Scholar
  44. M. Cacic, M. Monlar, B. Sarkanj, E. Has-Schon, and V. Rajkovic, “Synthesis and antioxidant activity of some new coumarinyl-1,3-thiazolidine-4-one,” Molecules, vol. 15, no. 10, pp. 6795–6809, 2010. View at Publisher · View at Google Scholar
  45. A. Singh, S. S. Narvi, P. K. Dutta, and N. D. Pandey, “External stimuli response on a novel chitosan hydrogel crosslinked with formaldehyde,” Bulletin of Materials Science, vol. 29, no. 3, pp. 233–238, 2006. View at Google Scholar · View at Scopus
  46. J. E. Santos, E. R. Dockal, and E. T. G. Cavalheiro, “Thermal behavior of Schiff bases from chitosan,” Journal of Thermal Analysis and Calorimetry, vol. 79, no. 2, pp. 243–248, 2005. View at Publisher · View at Google Scholar
  47. T. K. Naiya, A. K. Bhattacharya, and S. K. Das, “Adsorptive removal of Cd(II) ions from aqueous solutions by rice husk ash,” Environmental Progress and Sustainable Energy, vol. 28, no. 4, pp. 535–546, 2009. View at Publisher · View at Google Scholar · View at Scopus
  48. M. Monier, D. M. Ayad, Y. Wei, and A. A. Sarhan, “Preparation and characterization of magnetic chelating resin based on chitosan for adsorption of Cu(II), Co(II), and Ni(II) ions,” Reactive and Functional Polymers, vol. 70, no. 4, pp. 257–266, 2010. View at Publisher · View at Google Scholar · View at Scopus
  49. M. Cieślak-Golonka, “Toxic and mutagenic effects of chromium(VI). A review,” Polyhedron, vol. 15, no. 21, pp. 3667–3918, 1996. View at Google Scholar · View at Scopus
  50. M. Horsfall and A. I. Spiff, “Equilibrium sorption study of Al3+, Co2+ and Ag+ in aqueous solutions by fluted pumpkin (Telfairia occidentalis HOOK f) waste biomass,” Acta Chimica Slovenica, vol. 52, no. 2, pp. 174–181, 2005. View at Google Scholar · View at Scopus
  51. Y. G. Abou El-Reash, M. Otto, I. M. Kenawy, and A. M. Ouf, “Adsorption of Cr (VI) and As (V) ions by modified magnetic chitosan chelating resin,” International Journal of Biological Macromolecules, vol. 49, pp. 513–522, 2011. View at Google Scholar
  52. A. Ikem and N. O. Egiebor, “Assessment of trace elements in canned fishes (mackerel, tuna, salmon, sardines and herrings) marketed in Georgia and Alabama (United States of America),” Journal of Food Composition and Analysis, vol. 18, no. 8, pp. 771–787, 2005. View at Publisher · View at Google Scholar · View at Scopus
  53. Anonymous, Empfehlungen fun die Nahrstoffzufuhr, Deutsche Gesellschaft fur Ernahrung, Bonn, Germany, 1991.
  54. FAO, “compilation of Legal Limits for hazardous substances in fish and fishery products,” FAO Fishery Circular 464, pp. 5–100, 1983. View at Google Scholar