Fluorination of triptolide and its analogues and their cytotoxicity

  • Bioorg Med Chem Lett. 2008 Apr 1;18(7):2459-63. doi: 10.1016/j.bmcl.2008.02.039.
Yutaka Aoyagi  1 ,  Yukio Hitotsuyanagi ,  Tomoyo Hasuda ,  Saki Matsuyama ,  Haruhiko Fukaya ,  Koichi Takeya ,  Ritsuo Aiyama ,  Takeshi Matsuzaki ,  Shusuke Hashimoto
Affiliations
  • 1. School of Pharmacy, Tokyo University of Pharmacy & Life Sciences, 1432-1 Horinouchi, Hachioji, Tokyo 192-0392, Japan.
PMID: 18321701 DOI: 10.1016/j.bmcl.2008.02.039
Abstract

The reaction of triptolide and its analogues with a fluorinating agent, that is, bis(2-methoxyethyl)aminosulfur trifluoride (Deoxo-Fluor) or (diethylamino)sulfur trifluoride (DAST), was studied. One of the fluorinated products, 14beta-dehydroxy-14beta-fluoro triptolide, was found to be more cytotoxic than the parent natural triptolide.