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Synthesis and Evaluation of Imidazo[2,1-d][1,2,3,5]tetrazine-4(3H)-one Derivatives as Anticancer and Antimicrobial Agents
Corresponding Author(s) : S. Raja Mohamed Kamil
Asian Journal of Chemistry,
Vol. 27 No. 11 (2015): Vol 27 Issue 11
Abstract
A series of novel potent hetero aromatic nitrogen ring of imidazo[2,1-d][1,2,3,5]tetrazine-4(3H)-one derivatives (1a-1i) have been synthesized from 5-propylthio-2-diazo-2H-benzimidazole with substituted isocyanates. The synthesized compounds were structurally characterized by using various analytical and spectral techniques. In vitro microbial activities of the ligands were screened against some pathogenic bacterial and fungal species by modified well diffusion method using agar medium. All the synthesized compounds show significant biological activity as compared to the standard control drugs. Furthermore, antiproliferative activities of these compounds have been investigated against some breast (MCF-7), prostate (PC-3), lung (H1975) and colon (HCT-116) cancer cell lines. The compound (1b) showed a noticeable antiproliferative activity against the entire cell lines than the others.
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References
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P. Diana, P. Barraja, A. Lauria, A. Montalbano, A.M. Almerico, G. Dattolo and G. Cirrincione, Bioorg. Med. Chem., 11, 2371 (2003); doi:10.1016/S0968-0896(03)00145-7.
D.A.F. Langnel, J. Arrowsmith and M.F.G. Stevens, ARKIVOC, 421 (2000); doi:10.3998/ark.5550190.0001.324.
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M.F.G. Stevens and E.S. Newlands, Eur. J. Cancer, 29, 1045 (1993); doi:10.1016/S0959-8049(05)80221-7.
P. Barraja, P. Diana, A. Lauria, A. Montalbano, A.M. Almerico, G. Dattolo and G. Cirrincione, Bioorg. Med. Chem., 13, 295 (2005); doi:10.1016/j.bmc.2004.10.028.
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D.D. Perrin, W.L.F. Armarego and D.R. Perrin, Purification of Laboratory Chemicals, Pergamon Press, Oxford (1980).
M.J. Pelczar, E.C.S. Chan and N.R. Krieg, Microbiology, Blackwell Science, New York, edn 5 (1998).
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T. Mosmann, J. Immunol. Methods, 65, 55 (1983); doi:10.1016/0022-1759(83)90303-4.
W.J. Geary, Coord. Chem. Rev., 7, 81 (1971); doi:10.1016/S0010-8545(00)80009-0.
K. Nakamoto, Infrared and Raman Spectra of Inorganic and Coordination Compounds, Wiley, New York (1986).
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B.G. Tweedy, Phytopathology, 55, 910 (1964).