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Vol. 29 No. 12 (2017): Vol 29 Issue 12

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Synthesis and Antimicrobial Activities of Some Novel 2,3-Substituted-1,3-Thiazolidin-4-ones Derived from 2-Amino-1,3-thiazole

https://doi.org/10.14233/ajchem.2017.20925
K. Maher
Department of Chemistry, Faculty of Science, The University of Zakho, 42002 Zakho, Iraq

Corresponding Author(s) : K. Maher

maher.ali@uoz.edu.krd; maher-333@hotmail.de

Asian Journal of Chemistry, Vol. 29 No. 12 (2017): Vol 29 Issue 12

Abstract

New 2,3-substituted-1,3-thiazolidin-4-one (6a-f) were prepared by cyclocondensation of 2-[6-(4-chlorobenzyloxy)-2-naphthyliden]-4-(4-substituted phenyl)-5-methyl-1,3-thiazole (5a-f) and mercaptoacetic acid in benzene. The synthesized compounds were characterized on the basis of elemental analysis, 1H NMR, 13C NMR and FT-IR. The prepared compounds have been screened in vitro against two Gram-positive Staphylococcus aureus, Staphylococcus epidermidis, and two Gram-negative Escherichia coli, Pseudomonas aernuginosa for antibacterial activity and two fungal strains Candida albicans, Candida krusei for antifungal activity using ciprofloxacin, ampicillin and ketoconazole with minimal inhibitory concentration (MIC) value of 10 mcg/L in DMSO. Compounds 6a and 6d showed good antibacterial and antifungal activities compared to reference medications utilized within this study.

Keywords

Thiazolidin-4-one 2-Naphthaldehyde Schiff Bases Antimicrobial activities
Maher, K. (2017). Synthesis and Antimicrobial Activities of Some Novel 2,3-Substituted-1,3-Thiazolidin-4-ones Derived from 2-Amino-1,3-thiazole. Asian Journal of Chemistry, 29(12), 2794–2798. https://doi.org/10.14233/ajchem.2017.20925
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References
  1. S.P. Singh, S.S. Parmar, K. Raman and V.I. Stenberg, Chem. Rev., 81, 175 (1981); https://doi.org/10.1021/cr00042a003.
  2. F.C. Brown, Chem. Rev., 61, 463 (1961); https://doi.org/10.1021/cr60213a002.
  3. H.H. Parekh, K.A. Parikh and A.R. Parikh, J. Sci. Islamic Rep. Iran, 15, 143 (2004); https://doi.org/10.22059/JSCIENCES.2004.31594.
  4. V.V. Mulwad, A.A. Mir and H.T. Parmar, Indian J. Chem., 48B, 137 (2009).
  5. S.R. Lokhandwala and K.R. Desai, Phosphorus Sulfur Silicon Rel. Elem., 183, 1264 (2008); https://doi.org/10.1080/10426500701640827.
  6. A. Kumar and C.S. Rajput, Eur. J. Med. Chem., 44, 83 (2009); https://doi.org/10.1016/j.ejmech.2008.03.018.
  7. V. Gududuru, E. Hurh, J.T. Dalton and D.D. Miller, J. Med. Chem., 48, 2584 (2005); https://doi.org/10.1021/jm049208b.
  8. M.V. Diurno, O. Mazzoni, E. Piscopo, A. Calignano, F. Giordano and A. Bolognese, J. Med. Chem., 35, 2910 (1992); https://doi.org/10.1021/jm00093a025.
  9. H.L. Siddiqui, A. Iqbal, S. Ahmad and G.W. Weaver, Molecules, 11, 206 (2006); https://doi.org/10.3390/11020206.
  10. N. Terzioglu, N. Karali, A. Gursoy, C. Pannecouque, P. Leysen, J. Paeshuyse, J. Neyts and E.D. Clercq, ARKIVOC, 109 (2006); https://doi.org/10.3998/ark.5550190.0007.113.
  11. M.L. Barrecca, J. Balzarini, A. Chimirri, E.D. Clercq, L.D. Luca, H.S. Hltje, M. Hltje, A.M. Monforte, P. Monforte, C. Pannecouque, A. Rao and M. Zappal, J. Med. Chem., 45, 5410 (2002); https://doi.org/10.1021/jm020977+.
  12. N. Siddiqui, M. Deepanjali, A. Arshad and A. Rana, Indian J. Heterocycl. Chem., 16, 403 (2007).
  13. M.L. Barreca, A. Chimirri, L. De Luca,A. Monforte, P. Monforte, A. Rao, M. Zappalà, J. Balzarini, E. De Clercq, C. Pannecouque and M. Witvrouw, Bioorg. Med. Chem. Lett., 11, 1793 (2001); https://doi.org/10.1016/S0960-894X(01)00304-3.
  14. J. Balzarini, B. Orzeszko-Krzesinska, J.K. Maurin and A. Orzeszko, Eur. J. Med. Chem., 44, 303 (2009); https://doi.org/10.1016/j.ejmech.2008.02.039.
  15. J.B. Patel and V.A. Desai, Int. J. Indus. Chem., 2, 45 (2011).
  16. R. Markovic, M. Baranac, P. Steel, E. Kleinpeter and M. Stojanovic, Heterocycles, 65, 2635 (2005); https://doi.org/10.3987/COM-05-10494.
  17. R.B. Pawar and V.V. Mulwad, Chem. Heterocycl. Compd., 40, 219 (2004); https://doi.org/10.1023/B:COHC.0000027896.38910.d1.
  18. N. Ocal, F. Aydogan, C. Yolacan and Z. Turgut, J. Heterocycl. Chem., 40, 721 (2003); https://doi.org/10.1002/jhet.5570400427.
  19. M.S. Ahmed, Diploma Thesis, College of Education, University of Salahaddin, Erbil, Iraq (2011).
  20. Y. Al-Kahraman, H.M.F. Madkour, D. Ali and M. Yasinzai, Molecules, 15, 660 (2010); https://doi.org/10.3390/molecules15020660.
  21. T.J. Shah and V.A. Desai, ARKIVOC, 218 (2007); https://doi.org/10.3998/ark.5550190.0008.e21.
  22. R.S. Verma and S.A. Imam, Indian J. Microbiol., 13, 45 (1973).
  23. H.-L. Liu, Z. Lieberzeit and T. Anthonsen, Molecules, 5, 1055 (2000); https://doi.org/10.3390/50901055.
  24. S.I. Zavyalov, N.E. Kravchenko, G.L. Ezhova, L.B. Kulikova, A.G. Zavozin and O.V. Dorofeeva, Pharm. Chem. J., 41, 45 (2007); https://doi.org/10.1007/s11094-007-0023-4.
  25. A.M. Asiri and K.O. Badahdah, Molecules, 12, 1796 (2007); https://doi.org/10.3390/12081796.
  26. V. Kouznetsov, W. Rodríguez, E. Stashenko, C. Ochoa, C. Vega, M. Rolón, D.M. Pereira, J.A. Escario and A.G. Barrio, J. Heterocycl. Chem., 42, 995 (2004); https://doi.org/10.1002/jhet.5570410624.
  27. A.K. Jain,A. Vaidya, V. Ravichandran, S.K. Kashaw and R.K. Agrawal, Bioorg. Med. Chem., 20, 3378 (2012); https://doi.org/10.1016/j.bmc.2012.03.069.
  28. K. Omar, A. Geronikaki, P. Zoumpoulakis, C. Camoutsis, M. Sokovic, A. Æiriæ and J. Glamoèlija, Bioorg. Med. Chem., 18, 426 (2010); https://doi.org/10.1016/j.bmc.2009.10.041.
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