Antineoplastic agents. 509: synthesis of fluorcombstatin phosphate and related 3-halostilbenes(1).

@article{Pettit2005AntineoplasticA5,
  title={Antineoplastic agents. 509: synthesis of fluorcombstatin phosphate and related 3-halostilbenes(1).},
  author={George R. Pettit and Mathew D. Minardi and Heidi J Rosenberg and Ernest Hamel and Michael Charles Bibby and Sandie W. Martin and Mary Katherine Jung and Robin K. Pettit and Timothy J Cuthbertson and J P Chapuis},
  journal={Journal of natural products},
  year={2005},
  volume={68 10},
  pages={1450-8}
}
The present SAR study of combretastatin A-3 (3a) focused on replacement of the 3-hydroxyl group by a series of halogens. That approach with Z-stilbenes resulted in greatly enhanced (>10-100-fold) cancer cell growth inhibition against a panel of human cancer cell lines and the murine P388 lymphocytic leukemia cell line. Synthesis of the 3-fluoro-Z-stilbene designated fluorcombstatin (11a) and its potassium 3'-O-phosphate derivative (16c) by the route 7 --> 8a --> 11a --> 14 --> 16c illustrates… CONTINUE READING