364593-97-5Relevant academic research and scientific papers
Synthesis and anti-malarial activity of yingzhaosu A analogues from unsaturated hydroperoxy acetals
Tokuyasu, Takahiro,Masuyama, Araki,Nojima, Masatomo,Kim, Hye-Sook,Wataya, Yusuke
, p. 3145 - 3148 (2000)
Ozonolysis of a vinyl ether 2, prepared from dihydrocarvone 1 (a 1:4 mixture of cis- and trans-isomer), in methanol gave two isomeric unsaturated hydroperoxy acetals cis- and trans-3. Iodonium ion- or ozone-mediated cyclizations of the hydroperoxide cis-3 gave the corresponding yingzhaosu A analogues 4 and 6 in moderate yields. The peroxide 8, obtained by the Ag2O- mediated methylation of 6, showed notable anti-malarial activity in vitro (IC50=1.0 x 10-7 M). (C) 2000 Elsevier Science Ltd.
