Synthesis and cytotoxic activity of fluorinated analogues of Goniothalamus lactones. Impact of fluorine on oxidative processes

  • Eur J Med Chem. 2010 Jul;45(7):3213-8. doi: 10.1016/j.ejmech.2010.03.032.
Lidia Dumitrescu  1 ,  Doan Thi Mai Huong ,  Nguyen Van Hung ,  Benoit Crousse ,  Danièle Bonnet-Delpon
Affiliations
  • 1. UMR-CNRS 8076, Molécules fluorées et chimie médicinale, IFR 141, Faculté de Pharmacie, Université Paris-Sud, J. B. Clément, 5, rue Jean-Baptiste Clement, 92290 Châtenay-Malabry, France.
PMID: 20392543 DOI: 10.1016/j.ejmech.2010.03.032
Abstract

Novel fluorinated analogues of goniothalamin 1 and howiinol A 2 have been prepared from trifluorocrotonate derivatives. Trifluoromethyl goniothalamin (R/S) 4 showed a slightly lower activity than 1, while the trifluoromethyl howiinol A 16 exhibited similar activities on several cell lines in the micromolar range. Unlike (R) goniothalamin and howiinol A, trifluoromethyl parent compounds remained unchanged when submitted to biomimetic oxidative systems.