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A number of novel Mannich bases of 2-arylidene-1,3-diketones were shown to have some activity versus P388 lymphocytic leukemia in mice. PMR spectroscopy revealed that most of these compounds underwent intramolecular cyclization in deuterium oxide to give cyclic enols and the ratio of cyclic to acyclic species was probably influenced by steric considerations. Attempts to prepare rigid analogues of the Mannich bases of the acyclic 2-arylidene-1,3-diketones led to a further example of intramolecular cyclization in which dicycloalkano[ b,e ]pyrandiones or alternatively Michael adducts were produced. In general, these latter compounds did not have activity in the P388 leukemia screen. |
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