About this Journal Submit a Manuscript Table of Contents
ISRN Organic Chemistry
Volume 2013 (2013), Article ID 791591, 12 pages
http://dx.doi.org/10.1155/2013/791591
Research Article

Synthesis, Characterization, and BSA Binding Studies of Some New Benzamides Related to Schiff Base

1Department of Chemistry, University of Mysore, Manasagangotri, Mysore, Karnataka 570006, India
2Department of Botany, University of Mysore, Manasagangotri, Mysore, Karnataka 570006, India

Received 12 February 2013; Accepted 7 March 2013

Academic Editors: G. Gattuso, M. Parra, and F. L. Van Delft

Copyright © 2013 M. K. Prashanth 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. A. L. Lehninger, Principles of Biochemistry, Worth, New York, NY, USA, 1975.
  2. S. N. Pandeya, D. Sriram, G. Nath, and E. De Clercq, “Synthesis, antibacterial, antifungal and anti-HIV evaluation of Schiff and Mannich bases of isatin and its berivatives with triazole,” Arzneimittel-Forschung/Drug Research, vol. 50, no. 1, pp. 55–59, 2000. View at Scopus
  3. G. Turan-Zitouni, Z. A. Kaplancikli, A. Özdemir, P. Chevallet, H. B. Kandilci, and B. Gümüsel, “Studies on 1,2,4-triazole derivatives as potential anti-inflammatory agents,” Archiv der Pharmazie, vol. 340, no. 11, pp. 586–590, 2007. View at Publisher · View at Google Scholar · View at Scopus
  4. M. T. H. Tarafder, A. Kasbollah, N. Saravanan, K. A. Crouse, A. M. Ali, and K. Tin Oo, “S-methyldithiocarbazate and its Schiff bases: evaluation of bondings and biological properties,” Journal of Biochemistry, Molecular Biology and Biophysics, vol. 6, no. 2, pp. 85–91, 2002. View at Publisher · View at Google Scholar · View at Scopus
  5. G. A. White, “Substituted 2-methylbenzanilides and structurally related carboxamides: inhibition of Complex II activity in mitochondria from a wild-type strain and a carboxin-resistant mutant strain of Ustilago maydis,” Pesticide Biochemistry and Physiology, vol. 34, no. 3, pp. 255–276, 1989. View at Scopus
  6. I. Yalcin, B. K. Kaymakcioglu, I. Oren, E. Sener, and O. Temiz, “Synthesis and microbiological activity of some novel N-(2-hydroxyl-5-substitutedphenyl)benzacetamides, phenoxyacetamides and thiophenoxyacetamides as the possible metabolites of antimicrobial active benzoxazoles,” Farmaco, vol. 52, no. 11, pp. 685–689, 1997. View at Scopus
  7. E. A. Sener, K. K. Bingöl, I. Ören, Ö. T. Arpaci, I. Yalçin, and N. Altanlar, “Synthesis and microbiological activity of some N-(o-hydroxyphenyl)benzamides and phenylacetamides as the possible metabolites of antimicrobial active benzoxazoles: part II,” Farmaco, vol. 55, no. 6-7, pp. 469–476, 2000. View at Publisher · View at Google Scholar · View at Scopus
  8. J. Davies, “Inactivation of antibiotics and the dissemination of resistance genes,” Science, vol. 264, no. 5157, pp. 375–382, 1994. View at Scopus
  9. M. M. Cowan, “Plant products as antimicrobial agents,” Clinical Microbiology Reviews, vol. 12, no. 4, pp. 564–582, 1999. View at Scopus
  10. R. Bax, N. Mullan, and J. Verhoef, “The millennium bugs—the need for and development of new antibacterials,” International Journal of Antimicrobial Agents, vol. 16, no. 1, pp. 51–59, 2000. View at Publisher · View at Google Scholar · View at Scopus
  11. H. S. Gold and R. C. Moellering, “Antimicrobial-drug resistance,” New England Journal of Medicine, vol. 335, no. 19, pp. 1445–1454, 1996. View at Publisher · View at Google Scholar · View at Scopus
  12. H. V. Bossche, P. Marichal, and F. C. Odds, “Molecular mechanisms of drug resistance in fungi,” Trends in Microbiology, vol. 2, no. 10, pp. 393–400, 1994. View at Publisher · View at Google Scholar · View at Scopus
  13. M. L. Cohen, “Epidemiology of drug resistance: implications for a post-antimicrobial era,” Science, vol. 257, no. 5073, pp. 1050–1055, 1992. View at Scopus
  14. R. Suthakaran, S. Kavimani, P. Venkapayya, and K. Suganthi, “Synthesis and antimicrobial activity of 3-(2-(4z)-4-substituted benzylidene-4,5-dihydro-5-oxo-2-phenyl imidazol-1-yl)ethyl)-6,8-un/dibromo subtituted-2-substituted quinazoline-(3H)-one,” Rasayan Journal of Chemistry, vol. 1, pp. 22–29, 2008.
  15. M. K. Prashanth, H. D. Revanasiddappa, K. M. L. Rai, and B. Veeresh, “Synthesis, characterization, antidepressant and antioxidant activity of novel piperamides bearing piperidine and piperazine analogues,” Bioorganic and Medicinal Chemistry Letters, vol. 22, pp. 7065–7070, 2012.
  16. D. C. Carter and J. X. Ho, “Structure of serum albumin,” Advances in Protein Chemistry, vol. 45, pp. 153–203, 1994.
  17. X. L. Han, P. Mei, Y. Liu, Q. Xiao, F. L. Jiang, and R. Li, “Binding interaction of quinclorac with bovine serum albumin: a biophysical study,” Spectrochimica Acta Part A, vol. 74, no. 3, pp. 781–787, 2009. View at Publisher · View at Google Scholar · View at Scopus
  18. S. H. Gillespie, Medical Microbiology, Illustrated Butterworth Heinemann Ltd., Dunfermline, UK, 1994.
  19. R. N. Jones, A. L. Barry, T. L. Gaven et al., Manual of Clinical Microbiology, American Society for Microbiology, Washington, DC, USA, 4th edition, 1985.
  20. 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
  21. D. Kovala-Demertzi, A. Galani, M. A. Demertzis, S. Skoulika, and C. Kotoglou, “Binuclear copper(II) complexes of tolfenamic: synthesis, crystal structure, spectroscopy and superoxide dismutase activity,” Journal of Inorganic Biochemistry, vol. 98, no. 2, pp. 358–364, 2004. View at Publisher · View at Google Scholar · View at Scopus
  22. M. S. Refat, I. M. El-Deen, H. K. Ibrahim, and S. El-Ghool, “Synthesis and spectroscopic studies of some transition metal complexes of a novel Schiff base ligands derived from 5-phenylazo-salicyladehyde and o-amino benzoic acid,” Spectrochimica Acta Part A, vol. 65, no. 5, pp. 1208–1220, 2006. View at Publisher · View at Google Scholar · View at Scopus
  23. M. K. Prashanth and H. D. Revanasiddappa, “Synthesis of some new glutamine linked 2,3-disubstituted quinazolinone derivatives as potent antimicrobial and antioxidant agents,” Medicinal Chemistry Research, 2012. View at Publisher · View at Google Scholar
  24. R. Amarowicz, R. B. Pegg, P. Rahimi-Moghaddam, B. Barl, and J. A. Weil, “Free-radical scavenging capacity and antioxidant activity of selected plant species from the Canadian prairies,” Food Chemistry, vol. 84, no. 4, pp. 551–562, 2004. View at Publisher · View at Google Scholar · View at Scopus
  25. P. Siddhuraju and K. Becker, “The antioxidant and free radical scavenging activities of processed cowpea (Vigna unguiculata (L.) Walp.) seed extracts,” Food Chemistry, vol. 101, no. 1, pp. 10–19, 2006. View at Publisher · View at Google Scholar · View at Scopus
  26. B. Halliwell, S. Chirico, M. A. Crawford, K. S. Bjerve, and K. F. Gey, “Lipid peroxidation: its mechanism, measurement, and significance,” American Journal of Clinical Nutrition, vol. 57, no. 5, pp. 715–721, 1993. View at Scopus
  27. T. Symeonidis, M. Chamilos, D. J. Hadjipavlou-Litina, M. Kallitsakis, and K. E. Litinas, “Synthesis of hydroxycoumarins and hydroxybenzo[f]- or [h]coumarins as lipid peroxidation inhibitors,” Bioorganic and Medicinal Chemistry Letters, vol. 19, no. 4, pp. 1139–1142, 2009. View at Publisher · View at Google Scholar · View at Scopus
  28. I. Mitra, A. Saha, and K. Roy, “QSPR of antioxidant phenolic compounds using quantum chemical descriptors,” Molecular Simulation, vol. 37, no. 5, pp. 394–413, 2011. View at Publisher · View at Google Scholar · View at Scopus
  29. J. S. Wright, E. R. Johnson, and G. A. DiLabio, “Predicting the activity of phenolic antioxidants: theoretical method, analysis of substituent effects, and application to major families of antioxidants,” Journal of the American Chemical Society, vol. 123, no. 6, pp. 1173–1183, 2001. View at Publisher · View at Google Scholar · View at Scopus
  30. Y. J. Hu, Y. Liu, R. M. Zhao, and S. S. Qu, “Interaction of colchicine with human serum albumin investigated by spectroscopic methods,” International Journal of Biological Macromolecules, vol. 37, no. 3, pp. 122–126, 2005. View at Publisher · View at Google Scholar · View at Scopus
  31. T. Yuan, A. M. Weljie, and H. J. Vogel, “Tryptophan fluorescence quenching by methionine and selenomethionine residues of calmodulin: orientation of peptide and protein binding,” Biochemistry, vol. 37, no. 9, pp. 3187–3195, 1998. View at Publisher · View at Google Scholar · View at Scopus
  32. J. R. Lakowicz, Principles of Fluorescence Spectroscopy, Plenum Press, New York, NY, USA, 2nd edition, 1999.
  33. H. Cao, D. Wu, H. Wang, and M. Xu, “Effect of the glycosylation of flavonoids on interaction with protein,” Spectrochimica Acta A, vol. 73, pp. 972–975, 2009.
  34. W. He, Y. Li, C. Xue, Z. Hu, X. Chen, and F. Sheng, “Effect of Chinese medicine alpinetin on the structure of human serum albumin,” Bioorganic and Medicinal Chemistry, vol. 13, no. 5, pp. 1837–1845, 2005. View at Publisher · View at Google Scholar · View at Scopus
  35. G. Zhang, A. Wang, T. Jiang, and J. Guo, “Interaction of the irisflorentin with bovine serum albumin: a fluorescence quenching study,” Journal of Molecular Structure, vol. 891, no. 1–3, pp. 93–97, 2008. View at Publisher · View at Google Scholar · View at Scopus
  36. Y. Z. Zhang, H. R. Li, J. Dai, W. J. Chen, J. Zhang, and Y. Liu, “Spectroscopic studies on the binding of cobalt(II) 1,10-Phenanthroline complex to bovine serum albumin,” Biological Trace Element Research, vol. 135, no. 1–3, pp. 136–152, 2010. View at Publisher · View at Google Scholar · View at Scopus
  37. F. Wang, W. Huang, and Z. Dai, “Spectroscopic investigation of the interaction between riboflavin and bovine serum albumin,” Journal of Molecular Structure, vol. 875, no. 1–3, pp. 509–514, 2008. View at Publisher · View at Google Scholar · View at Scopus
  38. S. Weiss, “Fluorescence spectroscopy of single biomolecules,” Science, vol. 283, pp. 1676–1683, 1999.