R. Barghash, N. Ganoub, W. Abdou
May 27, 2014
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Influential Citations
6
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Journal
Monatshefte für Chemie - Chemical Monthly
Abstract
As a continuation of our efforts to discover and develop the 2-substituted-5,7-di-tert-butyl-2,3-dihydrobenzo[d]oxazol-2-ylphosphonate series of apoptosis inducers as potential anticancer agents, we explored new substitutions at the 2- and 3-positions of the oxazole ring to identify the development of antitumor candidates. This modification, in combination with synthesizing their relevant 2-benzoxazaphosphole 2-oxides and enaminophosphonates, resulted in obtaining an ensemble of 13 new phosphonates in high yields (70–76 %). The synthesized phosphonates were analyzed using the reversed-phase, high performance liquid chromatography method for the lipophilicity measurement (logK) as a prediction tool. Later on, selected compounds were evaluated as antitumor agents at a dose of 10 µmol cm−3 against breast, prostate, and melanoma carcinoma cell lines. The results were discussed in terms of structure–activity relationships.Graphical Abstract