Synthesis, characterization and antibacterial activity of bis-amidrazones and bis-triazolones derivatives
Abstract
 We present a new method for the synthesis of bis-triazolones 3, which result from the processing of novel bis-amidrazones 2 with ethyl chloroformate. The bis-amidrazones 2 are prepared by the reaction of the N1-tosylhydrazonates 1 with two equivalents of aliphatic diamine. The structures of the new products were determined through IR, 1H and 13C NMR studies as well as elemental analysis. The molecular structure of the compound 3c was also determined via an X-ray analysis. The antimicrobial activity of the synthesized compounds was evaluated against a panel of 09 bacterial strains using broth microdilution methods. Results showed that compounds exhibited moderate to strong antibacterial activity against the tested species.
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- F. F. Barsoum, H. M. Hosni, A. S. Girgis, Bioorg. Med. Chem., 2006, 14, 3929-3937.
- L. G. Mardenborough, X. Y. Zhu, P. Fan, M. R. Jacob, S. L. Khan, L. A. Walker, S. Y. Ablordeppey, Bioorg. Med. Chem., 2005, 13, 3955-3963.
- M. P. Gajewski, H. Beall, M. Schnieder, S. M. Stranahan, M. D. Mosher, K. C. Rider, N. R. Natale, Bioorg. Med. Chem. Lett., 2009, 19, 4067-4069.
- M. A. Ali, M. Shaharyar, Bioorg. Med. Chem. Lett., 2007, 17, 3314-3316.
- I. Stolić, K. Mišković, A. Magdaleno, A. M. Silber, I. Piantanda, M. Bajić, L. Glavaš-Obrovac, Bioorg. Med. Chem., 2009, 17, 2544-2554.
- R. Filosa, A. Peduto, S. Di Micco, P. De Caprariis, M. Festa, A. Petrella, G. Capranico, G. Bifulco, Bioorg. Med. Chem., 2009, 17, 13-24.
- N. Kode, L. Chen, D. Murthy, D. Adewumi, S. Phadtare, Eur. J. Med. Chem., 2007, 42, 327-333.
- D. Maciejewska, M. Rasztawicka, I. Wolska, E. Anuszewska, B. Gruber, Eur. J. Med. Chem., 2009, 44, 4136-4147.
- Y-H. Yang, M-S. Cheng, Q-H. Wang, H. Nie, N. Liao, J. Wang, H. Chen, Eur. J. Med. Chem., 2009, 44, 1808-1812.
- P. Palit, P. Paira, A. Hazra, S. Banerjee, A. Das Gupta, S. G. Dastidar, N. B. Mondal, Eur. J. Med. Chem., 2009, 44, 845-853.
- M. M. Ghorab, A. M. Sh. El-Sharief, Y. A. Ammar, Sh. I. Mohamed, Il Farmaco, 2000, 55, 354-361.
- B. S. Holla, K. N. Poojary, B. S. Rao, M. K. Shivananda, Eur. J. Med. Chem., 2002, 37, 511-517.
- G. Q. Hu, S. Q. Xie, W. L. Huang, Chin. Chem. Lett., 2007, 18, 124-126.
- M. Damodiran, D. Muralidharan, P. T. Perumal, Bioorg. Med. Chem. Lett., 2009, 19, 3611-3614.
- V. S. Palekar, A. J. Damle, S. R. Shukla, Eur. J. Med. Chem., 2009, 44, 5112-5116.
- M. Kossentini, M. Ben Mosbah, F. Chabchoub, Y. Le Bigot, M. Salem, Phys. Chem. News, 2002, 5, 115-120.
- M. Ben Mosbah, A. Rekik, M. Kossentini, M. Salem, C. R. Chim., 2003, 6, 445-450.
- Sheldrick, G. M. Program for Crystal Structure Determination, SHELXS-79, 1979.
- Sheldrick, G. M. Program for Crystal Structure Determination, SHELXL-97, 1997.
- C. F. Bagamboula, M. Uyttendaele, J. Debevere, J. Food Microbiology, 2004, 21, 33-42.
- M. I. Halpin-Dohnalek, E. H. Marth, A review J. Food Protect., 1989, 52, 267-282.
- M. Gulluce, F. Sahin, M. Sokmen, H. Ozer, D. Daferera, A. Sokmen, M. Polissiou, A. Adiguzel, H. Ozkan, Food Chemistry, 2007, 103, 1449-1456.
DOI: http://dx.doi.org/10.13171/mjc.1.5.2012.04.04.18
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