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Copyright (c) 2014 Sayeed Mukhtar1, Waleed Atef Manasreh1, Humaira Parveen1, Amir Azam2
This work is licensed under a Creative Commons Attribution 4.0 International License.
Synthesis, Characterization, Antiamoebic Activity and Toxicity of Ferrocenyl Chalcones
Corresponding Author(s) : Sayeed Mukhtar1
Asian Journal of Chemistry,
Vol. 26 No. 24 (2014)
Abstract
Two series of ferrocenyl chalcones were synthesized and evaluated for in vitro antiamoebic activity against HM1:IMSS strain of Entamoeba histolytica. The results showed that compounds of series B having ferrocene ring adjacent to carbonyl linkage were generally more active than compounds of series A. Compounds having unsubstituted phenyl ring, methoxy substitution, thiomethyl group, chloro group and nitro group, exhibited better antiamoebic activity than the reference drug metronidazole. The toxicological studies of these compounds on human kidney epithelial cell line showed that all compounds were non-toxic. The compound 1-ferrocenyl-3-(4-nitrophenyl)-2-propen-1-one (18) was found most active and least toxic among all compounds.
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M.C. Conde-Bonfil and C. De la Mora-Zerpa, Salud Publica Mex., 34, 335 (1992).
R. Cedillo-Rivera, A. Tapia-Contreras, J. Torres and O. Munoz, Arch. Med. Res., 28, S295 (1997).
K. Kapoor, M. Chandra, D. Nag, J.K. Paliwal, R.C. Gupta and R.C. Saxena, Int. J. Clin. Pharmacol. Res., 19, 83 (1999).
T.J. Kealy and P.L. Pauson, Nature, 168, 1039 (1951).
S.A. Miller, J.A. Tebboth and J.F. Tremaine, J. Chem. Soc., 632 (1952).
B. Roth, J.Z. Strelitz and B.S. Rauckman, J. Med. Chem., 23, 379 (1980).
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T.J. Kealy and P.L. Pauson, Nature, 168, 1039 (1951).
P.N. Kelly, A. Pre$tre, S. Devoy, I. O'Rielly, R. Devery, A. Goel, J.F. Gallagher, A.J. Lough and P.T.M. Kenny, J. Organomet. Chem., 692, 1327 (2007).
M.F.R. Fouda, M.M. Abd-Elzaher, R.A. Abdelsamaia and A.A. Labib, Appl. Organomet. Chem., 21, 613 (2007).
H. Yu, L. Shao and J. Fang, J. Organomet. Chem., 692, 991 (2007).
M. Zora and M. Go¨rmen, J. Organomet. Chem., 692, 5026 (2007).
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B. Fábián, V. Kudar, A. Csámpai, T.Z. Nagy and P. Sohár, J. Organomet. Chem., 692, 5621 (2007).
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C.W. Wright, M.J. O'Neill, J.D. Phillipson and D.C. Warhurst, Antimicrob. Agents Chemother., 32, 1725 (1988).
L.S. Diamond, D.R. Harlow and C.C.R. Cunnick, Soc. Trop. Med. Hyg., 72, 431 (1978).
F.D. Gillin, D.S. Reiner and M. Suffness, Antimicrob. Agents Chemother., 22, 342 (1982).
A.T. Keene, A. Harris, J.D. Phillipson and D.C. Warhurst, Planta Med., 52, 278 (1986).
T. Mosmann, J. Immunol. Methods, 65, 55 (1983).