Browse > Article
http://dx.doi.org/10.5012/jkcs.2011.55.6.960

Synthesis and Antimicrobial Activity of N-[2-(aryl/substituted aryl)-4-oxo-1,3-thiazolidin-3-yl]pyridine-4-carboxamide  

Thomas, Asha B. (Department of Pharmaceutical Chemistry, Padm. Dr. D. Y. Patil Institute of Pharmaceutical Sciences and Research)
Nanda, Rabindra K. (Department of Pharmaceutical Chemistry, Padm. Dr. D. Y. Patil Institute of Pharmaceutical Sciences and Research)
Kothapalli, Lata P. (Department of Pharmaceutical Chemistry, Padm. Dr. D. Y. Patil Institute of Pharmaceutical Sciences and Research)
Deshpande, Avinash D. (Department of Pharmaceutical Chemistry, Padm. Dr. D. Y. Patil Institute of Pharmaceutical Sciences and Research)
Publication Information
Abstract
A series of isonicotinyl hydrazones and their 4-thiazolidinones have been synthesized by condensation of isonicotinic acid hydrazide with various aromatic aldehydes to yield Schiff's bases, followed by the cyclocondensation of Schiff's bases with 2-mercaptoacetic acid to yield their 4-thiazolidinones. The synthesized compounds have been characterized by their elemental, analytical and spectral studies. All these compounds were evaluated for their invitro antimicrobial activity against a spectrum of non-resistant and resistant microbial organisms. These studies proved that compounds 5e,i against B. subtilis; 5e,f,h against B. anthracis; 5g,i against S. aureus showed good activity at lower concentrations. Compounds 5d-5i displayed significant activity against resistant strain of K. pneumonia with minimum inhibitory potency in the concentration range of 2-16 ug/ml.
Keywords
Antimicrobial activity; Microwave irradiation; Sonication; 4-thiazolidinones; Resistant bacterial strains;
Citations & Related Records

Times Cited By SCOPUS : 0
연도 인용수 순위
  • Reference
1 Bonde, C. G.; Gaikwad, N. J. Bioorg. Med. Chem. 2004, 12, 2151.   DOI
2 Bondock, S.; Khalifa, W.; Fadda, A. A. Eur. J. Med. Chem. 2007, 42, 948.   DOI
3 Bondock, S.; Khalifa, W.; Fadda, A. A. Synth. Commun. 2006, 36, 1601.   DOI
4 Patel, N. B.; Shaikh, F. M. Saudi Pharm. J. 2010, 18, 129.   DOI
5 Lingampalle, D.; Jawale, D.; Waghmare, R.; Mane, R. Synth. Commun. 2010, 40(6), 2397.   DOI
6 Jaju, S.; Palkar, M.; Maddi, V.; Ronad, P.; Mamledesa, S.; Satyanarayana, D. Archiv der Pharmazie 2009, 342(12), 723.   DOI
7 Lourenco, M. C.da S.; Ferreira, M. de L. M.; Souza, V. N. de; Peralta, M. A.; Vasconcelos, T. R. A.; Henriques, M. das, G. M. O. Eur. J. Med. Chem. 2008, 43(6), 1344.   DOI
8 Khan, M. H. Indian J. Chem., Sect. B: Org. Chem. Incl. Med. Chem. 2007, 46(1), 148.
9 Thomas, A. B.; Tupe, P. N.; Badhe, R. V.; Nanda, R. K.; Kothapalli, L. P.; Paradkar, O. D.; Sharma, P. A.; Deshpande, A. D. Green Chem. Lett. Rev. 2009, 2, 23.   DOI
10 Thomas, A. B.; Sharma, P. A.; Nanda, R. K.; Kothapalli, L. P.; Paradkar, O. D.; Deshpande, A. D. Green Chem. Lett. Rev. 2011, 4(3), 211.   DOI
11 Jorgensen, J. H. In Clinical Microbiology; Tonover, F. C., Ed.; ASM Press: Washington, DC, 1995; p 1275.
12 Patole, J.; Sandbhor U.; Padhye, S.; Deobagkar, D. N.; Anson, C. E.; Powell, A. Bioorg. Med. Chem. Lett. 2003, 13, 51.   DOI
13 Geronikaki, A. A.; Lagunin, A. A.; Hadjipavlou-Litina, D. I.; Eleftheriou, P. T.; Filimonov, D. A.; Poroikov, V. V.; Alam, I.; Saxena, A. K. J. Med. Chem. 2008, 51, 1601.   DOI
14 Hrib, N. J.; Jurcak, J. G.; Bregna, D. E.; Burgher, K. L.; Hartman, H. B.; Kafka, S.; Kerman, L. L.; Kongsamut, S.; Roehr, J. E.; Szewczak, M. R.; Woods-Kettelberger, A. T.; Corbett, R. J. Med. Chem. 1996, 39, 4044.   DOI
15 El-Gaby, M. S. A.; El-Hag Ali, G. A. M.; El-Maghraby, A. A.; Abd El-Rahman, M. T.; Helal, M. H. M. Eur. J. Med. Chem. 2009, 44, 4148.   DOI
16 Khan, S. A.; Yusuf, M. Eur. J. Med. Chem. 2009, 44, 2597.   DOI
17 Wrobel, J.; Jetter, J.; Kao, W., Rogers, J.; Di, L.; Chi, J.; Perez, M. C.; Chen, G.-C.; Shen, E. S. Bioorg. Med. Chem. 2006, 14, 5729.   DOI
18 M. de Aquino, T.; Liesen, A. P.; da Silva, R. E. A.; Lima, V. T., Carvalho, C. S.; de Faria, A. R.; de Araujo, J. M.; de Lima, J. D.; Alves, A. J.; de Melo, E. J. T.; Goes, A. J. S. Bioorg. Med. Chem. 2008, 16, 446.   DOI
19 Liu, H. L.; Li, Z.; Anthonsen, T. Molecules 2000, 5, 1055.   DOI
20 Knutsen, L. J. S.; Hobbs, C. J.; Earnshaw, C. G.; Fiumana, A.; Gilbert, J.; Mellor, S. L.; Radford, F.; Smith, N. J.; Birch, P. J.; Burley, J. R.; Ward, S. D. C.; James, L. F. Bioorg. Med. Chem. Lett. 2007, 17, 662.   DOI
21 Balzarini, J.; Orzeszko-Krzesinska, B.; Maurin, J. K.; Orzeszko, A. Eur. J. Med. Chem. 2009, 44, 303.   DOI
22 Zhou, H.; Wu, S.; Zhai, S.; Liu, A.; Sun, Y.; Li, R.; Zhang, Y.; Ekins, S.; Swaan, P. W.; Fang, B.; Zhang, B.; Yan, B. J. Med. Chem. 2008, 51, 1242.   DOI
23 Pan. B.; Huang, R.; Zheng, L.; Chen, C.; Han, S.; Qu, D.; Zhu, M.; Wei, P. Eur. J. Med. Chem. 2011, 46, 819.   DOI
24 Kavitha, C. V. Bioorg. Med. Chem. 2006, 14, 2290.   DOI
25 Loncle, C.; Brunel, J. M.; Vidal, N.; Dherbomez, M.; Letourneux, Y. Eur. J. Med. Chem. 2004, 39, 1067.   DOI
26 Tomasz, A.; Eng. N. J. Med. 1994, 330, 1247.
27 Witte, W.; Cuny, C.; Klare, I.; Nubel, U.; Strommenger, B.; Werner, G. Int. J. Med. Microbial. 2008, 298, 365.
28 Vicini, P.; Zani, F.; Cozzini, P.; Doytchinova, I. Eur. J. Med. Chem. 2002, 37, 553.   DOI
29 Sridhar, S. K.; Pandeya, S. N.; Stables, J. P.; Atmakuru, R. Eur. J. Pharm. Sci. 2002, 16, 129.   DOI
30 Todeschini, A. R.; Miranda, A. L. P.; Silva, K. C. M.; Parrini, S. C.; Barreiro, E. J. Eur. J. Med. Chem. 1998, 33, 189.   DOI
31 Melnyk, P.; Leroux, V.; Sergheraert, C.; Grellier, P. Bioorg. Med. Chem. Lett. 2006, 16, 31.   DOI
32 Kaymakcioglu, B. K.; Rollas, S. Farmaco 2002, 57, 595.   DOI