127840-15-7Relevant articles and documents
Synthesis of linear aza and thio analogues of acetogenins and evaluation of their cytotoxicity
Villo, Piret,Toom, Lauri,Eriste, Elo,Vares, Lauri
, p. 6886 - 6899 (2013/11/06)
We report the stereoselective synthesis of thio and aza analogues of Annonaceous acetogenins. The synthetic route allows easy variation of the stereochemistry and of the thio- and aza-fragments. Kinetic resolution of terminal bis-epoxides was used to set two remote stereocentres with high enantio- and diastereoselectivities in one step. The cytotoxicity of the analogues was assessed using the HeLa cell line. Four aza and two thio analogues of Annonaceous acetogenins were synthesized according to a general synthetic route. Two remote stereocentres in the analogues were set with high enantio- and diastereoselectivity in one step by hydrolytic kinetic resolution of a terminal bis-epoxide. Copyright