Pyridones as potential antitumor agents II: 4-Pyridones and bioisosteres of 3-acetoxy-2-pyridone.

@article{Hwang1980PyridonesAP,
  title={Pyridones as potential antitumor agents II: 4-Pyridones and bioisosteres of 3-acetoxy-2-pyridone.},
  author={Deng Ruey. Hwang and George R. Proctor and John S. Driscoll},
  journal={Journal of pharmaceutical sciences},
  year={1980},
  volume={69 9},
  pages={
          1074-6
        }
}
Pyridone structural requirements for activity against murine P-388 leukemia have been extended to isosteric analogs of 3-hydroxy-4-pyridone, a compound previously found to have activity. An amino group can be substituted for the 3-hydroxyl function with retention of activity. A sulfur, but not an amino function, can replace the lactam oxygen in the 2-position. Relocation of the lactam oxygen from the 2- to the 4-position in the pyridine ring also produces active pyridones, including 2-methyl-3… 
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13 Citations

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3-Acetyl-5-benzoyl-6-methyl-2-phenyl-4H-pyran-4-one has been subjected to condensation with a series of primary amines (ethylamine – octylamine) to clarify the proposed mechanism in our previous…
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References

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Pyridones as potential antitumor agents.
Based on the finding that 3-acetoxy-2-pyridone had reproducible activity against murine P-388 lymphocytic leukemia, derivatives in this series were synthesized and evaluated to determine structural…
Catecholamine analogs as potential antitumor agents.
  • J. Driscoll
  • Chemistry, Biology
    Journal of pharmaceutical sciences
  • 1979
TLDR
The lack of activity of O-alkylated and monosubstituted analogs suggests that o-quinone formation may be important for activity, a possibility supported by the observed P-388 activity of 5-hydroxydopamine compared with the inactivity of the 6-hydroxy isomer.
The Structure of Isomaltol1
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