E. Klimova, J. García, T. Klimova
Jun 15, 2012
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0
Influential Citations
12
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Journal
Journal of Organometallic Chemistry
Abstract
Reactions of ethyl 2-acyl-3-ferrocenylacrylates (acyl = acetyl, benzoyl, p -nitrobenzoyl) with guanidine and 1,1-dimethylguanidine furnish ethyl 2-amino-6-ferrocenyl-4-methyl(aryl)-1,6-dihydropyrimidine-5-carboxylates. Their oxidative dehydrogenation with PhI(OAc) 2 results in the corresponding ethyl 2-amino-6-ferrocenyl-4-methyl(aryl)pyrimidine-5-carboxylates. The structures of the synthesized compounds were established on the basis of the data from 1 H and 13 C NMR spectroscopy and confirmed by X-ray diffraction analysis. All compounds were tested in vitro against six human tumor cell lines U-251, PC-3,K-562, HCT-15, MCF-7 and SKLU-1 to assess their in vitro antitumor activity. The results suggest biological specificity towards PC-3 and K-562 cells for compounds 4a – c at doses 50 μM, which are lower than cis -platin IC 50 ' s in the two cell lines. Additionally, peritoneal mouse macrophages (M∅) were also evaluated for compounds 4a – f and 5a – f .