Synthesis, crystallization, and biological evaluation of an orally active prodrug of gemcitabine.

@article{Bender2009SynthesisCA,
  title={Synthesis, crystallization, and biological evaluation of an orally active prodrug of gemcitabine.},
  author={David M. Bender and Jingqi Bao and Anne H. Dantzig and William D Diseroad and Kevin L Law and Nicholas A. Magnus and Jeffrey A Peterson and Everett J Perkins and Yangwei J Pu and Susan M. Reutzel-Edens and David M Remick and James J. Starling and Gregory A. Stephenson and Radhe K Vaid and Deyi Zhang and James R. McCarthy},
  journal={Journal of medicinal chemistry},
  year={2009},
  volume={52 22},
  pages={6958-61}
}
The design, synthesis, and biological characterization of an orally active prodrug (3) of gemcitabine are described. Additionally, the identification of a novel co-crystal solid form of the compound is presented. Valproate amide 3 is orally bioavailable and releases gemcitabine into the systemic circulation after passing through the intestinal mucosa. The compound has entered clinical trials and is being evaluated as a potential new anticancer agent. 

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