Issue

Vol. 26 No. 23 (2014)

Copyright (c) 2014 Humaira Parveen1, Sayeed Mukhtar1, Nadia Hussein El Sayed1, Faisal Hayat2

Creative Commons License

This work is licensed under a Creative Commons Attribution 4.0 International License.

Synthesis, Characterization and Antimicrobial Activity of Long Chain Fatty Alkenoates of Metronidazole and their Novel Tetrazole Derivatives

https://doi.org/10.14233/ajchem.2014.17638
Humaira Parveen1
1Department of Chemistry, Faculty of Science, University of Tabuk, Tabuk, Kingdom of Saudi Arabia 2College of Pharmacy and Division of Life and Pharmaceutical Sciences, Ewha Womans University, Seoul 120-750, Republic of Korea *Corresponding author: Tel: +966 1442324 112/1071; E-mail: humaira_chem@yahoo.co.in
Sayeed Mukhtar1
1Department of Chemistry, Faculty of Science, University of Tabuk, Tabuk, Kingdom of Saudi Arabia 2College of Pharmacy and Division of Life and Pharmaceutical Sciences, Ewha Womans University, Seoul 120-750, Republic of Korea *Corresponding author: Tel: +966 1442324 112/1071; E-mail: humaira_chem@yahoo.co.in
Nadia Hussein El Sayed1
1Department of Chemistry, Faculty of Science, University of Tabuk, Tabuk, Kingdom of Saudi Arabia 2College of Pharmacy and Division of Life and Pharmaceutical Sciences, Ewha Womans University, Seoul 120-750, Republic of Korea *Corresponding author: Tel: +966 1442324 112/1071; E-mail: humaira_chem@yahoo.co.in
Faisal Hayat2
1Department of Chemistry, Faculty of Science, University of Tabuk, Tabuk, Kingdom of Saudi Arabia 2College of Pharmacy and Division of Life and Pharmaceutical Sciences, Ewha Womans University, Seoul 120-750, Republic of Korea *Corresponding author: Tel: +966 1442324 112/1071; E-mail: humaira_chem@yahoo.co.in

Corresponding Author(s) : Humaira Parveen1

Asian Journal of Chemistry, Vol. 26 No. 23 (2014)

Abstract

Some long chain fatty alkenoates of metronidazole and their novel tetrazole derivatives were synthesized and evaluated for in vitro antimicrobial activity against Gram-positive, Gram-negative strains of bacteria as well as fungal strains by agar well diffusion method. The results showed that all compounds exhibited promising inhibitory action against both the groups of bacteria and two strains of fungus. Compound 2-(2-methyl-5-nitro-1H-imidazol-1-yl)-ethyl-12-hydroxyoctadec-9-enoate (7), was found most active (IC50 = 24.6 mM) antimicrobial agent among all the synthesized compounds.

Keywords

Fatty alkenoates Metronidazole Tetrazole derivatives Antimicrobial activity.
Parveen1, H., Mukhtar1, S., Hussein El Sayed1, N., & Hayat2, F. (2014). Synthesis, Characterization and Antimicrobial Activity of Long Chain Fatty Alkenoates of Metronidazole and their Novel Tetrazole Derivatives. Asian Journal of Chemistry, 26(23), 8134–8138. https://doi.org/10.14233/ajchem.2014.17638
Download Citation
Endnote/Zotero/Mendeley (RIS)
BibTeX
References
  1. M. Grare, M. Mourer, S. Fontanay, J.-B. Regnouf-de-Vains, C. Finance and R.E. Duval, J. Antimicrob. Chemother., 60, 575 (2007).
  2. L. Labanauskas, V. Kalcas, E. Udrenaite, P. Gaidelis, A. Brukstus and V. Dauksas, Pharmazie, 56, 617 (2001).
  3. T. Onkol, B. Cakir, M. Sahin and F., Turk. J. Chem., 28, 461 (2004).
  4. S. Schenone, O. Bruno, A. Ranise, F. Bondavalli, W. Filippelli, G. Falcone, L. Giordano and M.R. Vitelli, Bioorg. Med. Chem., 9, 2149 (2001).
  5. M. Gokce, B. Cakir, K. Erol and M.F. Sahin, Arch. Pharm., 334, 279 (2001).
  6. J.J. Baldwin, E.L. Engelhardt, R. Hirschmann, G.S. Ponticello, J.G. Atkinson, B.K. Wasson, C.S. Sweet and A. Scriabine, J. Med. Chem., 23, 65 (1980).
  7. A. Varvaresou, A. Tsantili-Kakoulidou, T. Siatra-Papastasikoudi and E. Tiligada, Arzneimittelforschung, 50, 48 (2000).
  8. A. Foroumadi, M. Mirzaei and A. Shafiee, Pharmazie, 56, 610 (2001).
  9. M.G. Mamolo, V. Falagiani, D. Zampieri, L. Vio and E. Banfi, Farmaco, 56, 587 (2001).
  10. H. Chen, Z. Li and Y. Han, J. Agric. Food Chem., 48, 5312 (2000).
  11. X.J. Zou, G.Y. Jin and Z.X. Zhang, J. Agric. Food Chem., 50, 1451 (2002).
  12. X.J. Zou, L.H. Lai, G.Y. Jin and Z.K. Zhang, J. Agric. Food Chem., 50, 3757 (2002).
  13. A. Rauf and H. Parveen, Indian J. Chem., 44B, 1273 (2005).
  14. F. Clerici, D. Pocav, M. Guido, A. Lochi, V. Perline and M. Brufani, J. Med. Chem., 44, 931 (2001).
  15. A. Rauf, M.R. Banday and R.M. Matto, Acta Chim. Slov., 55, 448 (2008).
  16. S.M. Ahmed, F. Ahmad and S.M. Osman, J. Am. Oil Chem. Soc., 62, 1578 (1985).
  17. R.S. Upadhayaya, S. Jain, N. Sinha, N. Kishore, R. Chandra and S.K. Arora, Eur. J. Med. Chem., 39, 579 (2004).
  18. S.A.F. Rostom, H.M.A. Ashour, H.A. Abd El Razik, A.H. Abd El Fattah and N.N. El Din, Bioorg. Med. Chem., 17, 2410 (2009).
  19. S.N. Fedosov, L. Berglund, E. Nexø and T.E. Petersen, J. Organomet. Chem., 692, 1234 (2007).
  20. E.-S.M. Sherif, R.M. Erasmus and J.D. Comins, Corros. Sci., 50, 3439 (2008).
  21. H.P. Kavitha and N. Balasubramanian, Indian J. Chem. Technol., 9, 361 (2002).
  22. K.L. Kees, R.S. Cheeseman, D.H. Prozialeck and K.E. Steiner, J. Med. Chem., 32, 11 (1989).
  23. R.I. Ishmetova, G.L. Rusinov, M.A. Kravchenko, D.G. Beresnev, V.G. Kitaeva, E.I. Tolstykh, V.A. Sokolov and O.N. Chupakhin, J. Pharm. Chem., 34, 416 (2000).
  24. P.F. Iqbal, H. Parveen, A.R. Bhat, F. Hayat and A. Azam, Eur. J. Med. Chem., 44, 4747 (2009).
  25. H. Parveen, F. Hayat, S. Mukhtar, A. Salahuddin, A. Khan, F. Islam and A. Azam, Eur. J. Med. Chem., 46, 4669 (2011).
  26. H. Parveen, F. Hayat, A. Salahuddin and A. Azam, Eur. J. Med. Chem., 45, 3497 (2010).
  27. A. Hassner and V. Alexanian, Tetrahedron Lett., 19, 4475 (1978).
  28. F.D. Gunstone, J. Chem. Soc., 1611 (1954).
  29. A. Hassner and F.W. Fowler, J. Org. Chem., 33, 2686 (1968).
  30. C. Azoro, World J. Biotechnol., 3, 347 (2002).
Read More
Author biographies is not available.
Download
Statistic
Read Counter : 0