1246949-39-2Relevant articles and documents
Synthesis of the antiproliferative agent hippuristanol and its analogues from hydrocortisone via Hg(II)-catalyzed spiroketalization: Structure-activity relationship
Somaiah, Ragam,Ravindar, Kontham,Cencic, Regina,Pelletier, Jerry,Deslongchamps, Pierre
, p. 2511 - 2523 (2014/04/17)
An efficient synthesis of hippuristanol (1), a marine-derived highly potent antiproliferative steroidal natural product, and nine closely related analogues has been accomplished from the commercially available hydrocortisone utilizing Hg(II)-catalyzed spi
Efficient synthetic approach to potent antiproliferative agent hippuristanol via Hg(II)-catalyzed spiroketalization
Ravindar, Kontham,Reddy, Maddi Sridhar,Lindqvist, Lisa,Pelletier, Jerry,Deslongchamps, Pierre
supporting information; experimental part, p. 4420 - 4423 (2010/12/18)
Figure Presented. The steroidal natural product hippuristanol targets eukaryotic translation initiation factor (eIF)4A which plays a pivotal role in translation in eukaryotic cells. Now an efficient synthesis of hippuristanol from 11-ketotigogenin is reported. The synthesis features a rapid construction of a spiroketal unit via Hg(OTf)2-catalyzed oxidation/ spiroketalization of the 3-alkyn-1,7-diol motif.