Novel bicyclo[3.3.1]nonane derivatives were synthesized by an efficient methodology from acetoacetanilide, 2-methoxy and 4-methoxyacetoacetanilides, 1,3,5-trinitrobenzene and triethylamine. The structures of the compounds were characterized by UV/Visible, FTIR, (1)H NMR and 2D-correlation spectroscopy analysis. The in vitro cytotoxic studies were performed using Ehrlich Ascites Carcinoma cell line by Trypan blue dye exclusion assay and 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide cell proliferation assay. The IC50 values of the 8-(4'-/2'-methoxy/unsubstituted phenylcarbamoyl)bicyclo[3.3.1]nonanes were found to be 110.65 μg/ml, 148.23 μg/ml and 151.71 μg/ml, respectively. Thus (4-methoxyphenylcarbomyl)bicyclo[3.3.1]nonane was more potent compared to other two bicyclic adducts.
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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4171875 | PMC |
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